Vacation Home Rentals By Owner In Dennis, MA

Enjoy the Cape at our Dennis Village vacation rental. The house is situated just a 5-minute drive from the famous Mayflower Beach and a variety of locally owned restaurants, pubs, and taverns in quaint Dennis Village. This 4-bedroom, 2-bathroom Cape vacation will be your new favorite place to bring family and friends over to enjoy what the Cape has to offer. You've got white-sanded beaches and fresh seafood nearby and then you can head to our home and enjoy the rest of your night.brbrTHE PROPERTY:brbrBedroom 1: Queen Bed brBedroom 2: Queen Bed brBedroom 3: Queen BedbrBedroom 4: Bunk Bed brbrINDOORS: Smart TV, fans, air conditioning, fireplace, dining spacebrbrOUTDOORs: Large yard on the side, outdoor shower, grill, fireplacebrbrKITCHEN: Cooking basics, coffee maker, stove/oven, refrigerator, dishware & flatware, microwave, toasterbrbrUTILITY: Free WiFi, keypad entry, linens & towels, bedsheets, in-unit washer & dryer, trash bags & paper towelsbrbrPARKING: Driveway (3 vehicles) brbrCONTACT: call 857-302-9892 if you have any questions.

Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Dennis, Massachusetts, United States

Bed

Bath

Sleeps

$454.96

Summary:brbrEscape to this charming 3-bed, 2-bath Cape Cod retreat in Dennis Port, just a short walk to the beach. Perfect for families and groups, enjoy spacious living areas, a fun basement game room, and a quiet yard with a deck, grill, and outdoor shower. Relax, play, and make lasting memories while exploring top attractions, dining, and outdoor adventures just minutes away. Your perfect Cape Cod getaway awaits!brbrbrbrThe Space:brbrWelcome to your perfect Cape Cod family getaway, where beach days, backyard barbecues, and game nights come together to create an unforgettable vacation. Located in Dennis Port, MA, this 3-bedroom, 2-bath home is designed with families in mind, offering plenty of space to relax, play, and make memories.brbrbrbrJust a short 0.5-mile walk to Sea Street Beach, this home features a private backyard with an outdoor shower, a deck with a grill for summer cookouts, and a basement game room packed with fun for all ages. Whether you're exploring the beaches, enjoying a round of mini-golf, or simply unwinding together, this is the perfect place to call home during your Cape Cod family vacation.brbrbrbr✔ Step Inside – A Cozy & Welcoming Family RetreatbrbrbrbrAs you step through the keyless entry door, you’re welcomed into the heart of the home—a bright and fully equipped kitchen designed for gathering. The full-sized refrigerator, oven, microwave, coffee maker with complimentary coffee & tea, and dining table for six make it easy to prepare family meals before heading out for the day. A large sliding glass door leads to the large deck, where you can enjoy morning coffee in the fresh ocean air or fire up the grill for a summer feast.brbrbrbrJust beyond the kitchen, the cozy living room is the perfect space for families to relax. Sink into the comfortable seating, including a full-size sleeper sofa for additional sleeping space. Unwind with a movie on the flat-screen TV, or pick a board game from the stocked game closet for some friendly competition. A large bay window fills the space with natural light, enhancing the coastal charm of the home.brbrbrbr✔ Sleeping Arrangements – Space for the Whole FamilybrbrbrbrThis three-bedroom home is designed with families and groups in mind, offering plenty of space to rest and recharge after a day of fun.brbrbrbr•Primary Bedroom – A queen-size bed, flat-screen TV, full dresser, closet space, and a private en-suite bathroom with a walk-in shower.brbr•Bedroom 2 – A cozy space with two twin beds, a dresser, and a closet—perfect for kids or extra guests.brbr•Bedroom 3 – Another two-twin-bed setup, offering storage space and a peaceful night’s sleep.brbrbrbrA second full bathroom with a tub/shower combo and plush towels ensures comfort and convenience for the entire group.brbrbrbr✔ Basement Game Room – The Ultimate Hangout SpotbrbrbrbrOne of the highlights of this home is the basement game room, designed to keep kids, teens, and adults entertained. While this area is not fully finished, it offers everything needed for hours of family fun, including:brbr•Pool Tablebrbr•Ping Pong Tablebrbr•Foosball Tablebrbr•Card Table for Poker & Board Gamesbrbr•TV with a collection of children’s DVDsbrbrbrbrWith space to play, unwind, and connect, this game room is a favorite for families looking to add some extra fun to their stay.brbrbrbrYou'll also find a full-size washer and dryer, along with an iron & ironing board, for added convenience during your trip.brbrbrbr✔ Outdoor Living – A Backyard Built for Family FunbrbrbrbrStep outside and enjoy the private backyard, designed for relaxation and play.brbrbrbr•Spacious Deck with Patio Seating & Grill – Perfect for family meals and evening gatherings.brbr•Outdoor Shower – Rinse off the sand after a day at the beach.brbr•Plenty of Yard Space – Bring out the lawn games and let the kids run free.brbr•Quiet & Private Setting – Backing up to Plashes Conservation Land, this outdoor space offers a peaceful retreat.brbrbrbrWhether it’s playing games in the yard, dining under the stars, or simply soaking up the Cape Cod sunshine, this backyard is made for unforgettable family moments.brbrbrbr✔ Beach & Adventure Essentials ProvidedbrbrbrbrPacking for a beach trip is easy when we’ve got you covered! To make your stay even more convenient, we provide:brbrbrbr•Beach carts, chairs, umbrellas & gamesbrbr•Outdoor shower for post-beach rinsesbrbr•Board games & puzzles for rainy-day funbrbrbrbr✔ Prime Location – Walk to the Beach & Explore Cape CodbrbrbrbrThis home is perfectly located for families looking to enjoy everything Cape Cod has to offer.brbrbrbr•0.5-mile walk to Sea Street Beach – A family-friendly beach with warm waters and plenty of space to play.brbr•Cape Cod Rail Trail (5 min away) – A scenic 22-mile paved path for biking and walking.brbr•Holiday Hill Family Fun Center (5 min away) – Mini-golf, bumper cars, and summer fun for all ages.brbr•Sundae School Ice Cream (5 min away) – Famous for its homemade ice cream and classic Cape Cod vibe.brbr•The Ocean House (5 min away) – A top-rated restaurant with ocean views.brbr•Dennis Pines Golf Course (10 min away) – A great spot for golf-loving families.brbrbrbrFrom beach days to mini-golf, seafood feasts to sunset bike rides, this location puts your family at the center of it all.brbrbrbr✔ Why Families Love This Homebrbrbrbr• Short 0.5-mile walk to the beach – No need to drive and park!brbr• Spacious backyard with deck, grill & outdoor showerbrbr• Fun-filled basement game room with pool table, ping pong, foosball & morebrbr• Quiet location backing up to Plashes Conservation Landbrbr• Fully equipped kitchen & cozy living spacesbrbr• Stocked with beach gear & board games for the whole familybrbr• Close to kid-friendly attractions, restaurants & Cape Cod funbrbrbrbrThis home offers the perfect mix of relaxation, adventure, and family-friendly entertainment, making it an ideal choice for your next Cape Cod getaway.brbrbrbr✔ Thing to KnowbrbrThis home accommodates a maximum of 8 guests. Parking is limited to 2 vehicles, and the fireplace is not active. For security, there are three exterior cameras (doorbell, driveway, and backyard) to ensure house rules compliance.brbrbrbr★House Rules★brbr- Primary booking guest must have at least one prior stay history on Vrbo and maintain a 5-star guest rating/review history. Reservations that do not meet these requirements may be subject to additional screening, cancellation, or a refundable security deposit request at the host’s discretion.brbr- The primary guest must be 25+ with ID if requested.brbr- Unapproved late check-outs incur a $250 fee, and extra guests beyond the reservation count are charged $50 per person, per night. brbr- No pets, smoking, parties, or events are allowed, with a strict $1,500 fine for violations. Please reach out with any questions!brbrbrbrReady for an unforgettable Cape Cod family vacation brbrbrbrBook your stay today and create lifelong memories in this welcoming, family-friendly beach retreat!brbrbrbrGuest Access:brbrGuests will enjoy full access to the home and the spacious yard.brbrbrbrThe Neighborhood:brbrNestled in the heart of Cape Cod, Dennis Port is a classic New England beach town known for its quaint charm, scenic coastline, and family-friendly atmosphere. Just a short walk to Sea Street Beach, this home offers easy access to warm Nantucket Sound waters, local seafood shacks, and charming boutiques. Spend your days exploring the Cape Cod Rail Trail, indulging in homemade ice cream at Sundae School, or enjoying mini-golf and bumper cars at Holiday Hill Family Fun Center. Whether you're looking for relaxation or adventure, Dennis Port is the perfect destination for a memorable Cape Cod getaway.brbrbrbrGetting Around:brbrGetting around is easy from this conveniently located home. There’s plenty of space for parking with room for two vehicles, so bringing your own car is highly recommended to fully explore the area. While a car offers the most flexibility, rideshare options like Uber and Lyft are also available for local travel. Whether you’re heading to nearby beaches, Dennis Port Village, or other attractions, getting around is a breeze!brbrbrbrOther Things to Note:brbrEnjoy a comfortable and worry-free stay with these thoughtful amenities and features:brbrbrbr✔ High-speed Wi-Fibrbr✔ Self-check-in via smart lockbrbr✔ Air conditioning & heatingbrbr✔ Free parking for two vehiclesbrbr✔ Fully equipped kitchenbrbrbrbrTo maintain the safety and comfort of all guests, smoking, parties, and unregistered visitors are not permitted. The home features three exterior security cameras located at the doorbell, driveway, and rear basement door of the property for security and to ensure compliance with house policies. Footage is private and monitored only as necessary.brbrbrbrEarly check-in and late check-out options may be available upon request but depend on the cleaning schedule. Availability can only be confirmed on the day of arrival or departure. Please reach out with any questions!brbrbrbr★House Rules★brbr- Primary booking guest must have at least one prior stay history on Vrbo and maintain a 5-star guest rating/review history. Reservations that do not meet these requirements may be subject to additional screening, cancellation, or a refundable security deposit request at the host’s discretion.brbr- The primary guest must be 25+ with ID if requested.brbr- Unapproved late check-outs incur a $250 fee, and extra guests beyond the reservation count are charged $50 per person, per night. brbr- No pets, smoking, parties, or events are allowed, with a strict $1,500 fine for violations. Please reach out with any questions!brbrbrbrInteraction with Guests:brbrOur commitment to your exceptional stay includes being available around the clock. Whether you have a question, need assistance, or want local tips, we're here to help 24/7. You can contact us via phone, text, or the Airbnb app.brbrbrbrWe pride ourselves on our quick and prompt responses. While we are always ready to assist, we respect your privacy and space, ensuring you have the tranquil and uninterrupted experience you desire.brbrbrbrDon't hesitate to contact us now. We're excited to help you plan your perfect trip tailored to your preferences and needs. Let us help make your stay an unforgettable experience!

Family Cape Escape | Game Room, Deck & Near Beach

Dennis, Massachusetts, United States

Bed

2

Bath

8

Sleeps

$821.59

Bring the whole family to our spacious and perfectly situated beach house. Literally steps (8 houses to be exact!) from your semi-private beach, 5 min walk to PH rooftop and Sea Street Beach, 10 min walk to upscale Ocean House & famous Sundae School ice cream, and several more beaches; you won't have to get in the car, but feel free to bring it because we have ample parking for 6 cars! Perfect for multiple families with 2 separate living spaces - kids can enjoy games apart from the adults!brbrHome is equipped with 2 smart TV's, central air conditioning, ceiling fans in the living areas and primary bedroom, 2 full bathrooms, 4 bedrooms and an outdoor shower! Large patio with comfy seating, 6 burner grill overlooks large yard. Shed includes beach chairs, toys, buggy, umbrella for your convenience!brbrDennis Port is your quintessential Cape Cod neighborhood - with family friendly streets to walk down to get to your favorite beaches, restaurants, shops or park! Also short drive to some favorites of Dennis (Mayflower beach, Corporation beach, Sesuit Harbor Cafe!) and surrounding Harwichport village, ferry to Nantucket!

Stroll to Dennis Port beaches, bars, eats +more!

Dennis, Massachusetts, United States

4

Bed

2

Bath

10

Sleeps

$1262.07

4 Bedroom - 2 Bathroom- Sleeps 10brA 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details.brComplimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish towels for total home occupancybrWe offer a 4pm Check-In and 10am Check-Out brbrEnjoy a relaxing Cape Cod getaway in Dennis, just minutes from Mayflower Beach. This spacious, dog-friendly home features a private pool opening in mid-June 2026. comfortable living areas, and great gathering spaces. This is the perfect home for families or groups looking to unwind and reconnectbrbrLet us tell you about this home:brTucked away on a quiet dead-end street in Dennis, just moments from the highly sought-after Mayflower Beach, this inviting Cape Cod home is designed with your comfort and relaxation in mind. Perfect for a memorable getaway with family or friends.brbrAs you step inside, you'll be welcomed by a bright and spacious living room, featuring a cozy couch and TV, an ideal spot to unwind after a sun-filled day at the beach. Just around the corner, the fully equipped kitchen makes preparing meals easy and enjoyable, with everything you need right at your fingertips. A convenient laundry closet is nearby, and the kitchen flows effortlessly into the dining area, where everyone can gather comfortably to share meals and make memories.brbrUpstairs, you'll find two peaceful bedrooms and a full bathroom, offering a restful retreat at the end of the day. On the main level, a first-floor bedroom and bathroom provide added convenience for guests who prefer to avoid stairs. A dedicated office space makes it easy to stay connected if needed, while the cozy family room invites you to relax with a TV, comfortable seating, and a foosball table - perfect for game nights and quality time together. From here, you can enjoy views of the backyard patio and easily step outside.brbrBedroom 1 - Queen - First floorbrBathroom 1 - Full with shower and tub combo - First floorbrbrBedroom 2 - 2 Queen Beds - Second floorbrBathroom 2 - Full with shower stall - Second floorbrBedroom 3 - King - Second floorbrbrBedroom 4 - 3 Queen Beds - Above garagebrbrFrom the family room, step into the garage where you'll find access to a private fourth bedroom located above. An ideal bonus space for additional guests seeking a bit more privacy.brbrOutside, you'll find everything you need to fully enjoy your stay. Step outside and take a short walk down to the heated pool, where you can spend sunny afternoons relaxing poolside. Gather around the outdoor dining table for meals in the fresh air, or fire up the gas grill for a classic Cape Cod barbecue. Every detail has been thoughtfully considered to make your stay as comfortable and enjoyable as possible.brbrWhether you're heading to Mayflower Beach or simply relaxing poolside, this Dennis retreat offers the perfect setting to slow down, reconnect, and enjoy your time away.brFree Tickets and Complimentary Activities! Create unforgettable memories and experience Cape Cod like a local! Enjoy $750 worth of daily exclusive free tickets to exciting local attractions through our partnership with Xplorie. Your amenities include activities such as Island Cruises, Whale Watch, Bike Rentals and admission to Whydah Pirate Museum. When you're not soaking up the sun on the beach, enjoy daily rounds of golf at Cranberry Valley or Chequessett Golf Courses and mini-golf for family fun.brbrWith all NEVR properties, we think of the little things to make your vacation special. Our Guest Welcome Bag, compliments of the homeowner, contains starter quantities of kitchen and bathroom essentials, with a few locally sourced snacks as well (subject to change based marketplace availability).brbrThis home offers Keyless Entry for your convenience. brNo Smoking of anything containing tobacco, any other substance, and e-cigarettes, inside or outside of the home.brPet-friendly Homes are for a Dog only. This home allows 1 dog for $25 per night. With owner approval, a second dog may be considered for an additional $25 nightly fee. A Pet Registration form must be completed upon reservation confirmation. brMax parking of cars at property: 4 No parking on lawn anytime. brbrAdditional Information to Assist You:brFor Reservations made over 60 days away, you will make two payments - 50% initial payment with reservation and the final balance will be auto billed to your credit card 60 days prior to arrival. We accept American Express, Mastercard and Visa for payments.brA confirmed reservation is non refundable--please consider purchasing trip cancellation insurance. Ask our guest specialist for more details regarding cancel options and trip insurance. br***Linens - bed sheets, bath/dish/beach towels and bath mats are included with this homebrYou must be 25+ years old unless accompanied by a parent or guardian to book one of our Vacation Rental Homes. An ID must be furnished upon request. brbrArea Info: *Mileage is approximatebrPilgrim Beach 0.25 Miles - can only be accessed during low tidebrMashantum Tennis Club of Cape Cod 2.3 MilesbrThe Dennis Village 0.4 MilesbrBay View Point Beach 0.75 Miles brMayflower Beach 1.2 Miles brDennis Public Market 0.8 MilesbrScargo Tower 1.7 Miles brChapin Memorial Beach 2.6 Miles brStop & Shop 5.3 Miles brSkull Island Miniature Golf 7.5 Miles

Private Pool Cape Escape Near Mayflower Beach

Dennis, Massachusetts, United States

Bed

Bath

Sleeps

$465.41

Summary:brbr19949 - Pleasant Pheasant: Steps to Dining, 0.8 Miles to Bayside Beaches!brbrbrbrThe Space:brbrTucked in the heart of Dennis Village, this spacious 4-bedroom offers the perfect home base for adventure. Just steps from The Pheasant, a renowned local favorite, you’ll enjoy exclusive guaranteed dinner reservations and on demand takeout, making gourmet dining effortless.brbrSpend your days soaking up the sun at Corporation Beach (0.8 miles away), where gentle waves invite carefree splashing and a classic snack bar with a swing set makes for the perfect family outing. For even more breathtaking beauty, head just two miles to Mayflower Beach, where tide pools and legendary sunsets await.brbrBeyond the shore, immerse yourself in Dennis’ vibrant cultural scene—catch a film at the Cape Cinema, see a live performance at the Cape Cod Playhouse, or wander the exhibits at the Cape Cod Museum of Art. Stroll along historic Route 6A, discovering charming boutiques, more incredible dining options like Scargo Cafe and Encore Bistro and Bar, and the best homemade ice cream at Smugglers or Cape Cod Creamery.brbrBack home, savor an evening on the back deck, where you can enjoy a chef-crafted takeout meal from The Pheasant beneath the stars. Inside, the home’s generous layout ensures everyone has room to unwind, whether gathering in the inviting living space or retreating to a cozy bedroom.brbrThis is the quintessential Cape Cod experience—minutes to the beach, world-class dining, and unforgettable moments just outside your door. Secure your stay today and start planning your perfect getaway.brbr*Please note the driveway is shared with the service entrance of The Pheasant and the restaurant abuts the rental space.brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 8brBedroomsbr-Total 4br-2nd Floor Bedroom: 1 King Bedbr-2nd Floor Bedroom: 1 Queen Bedbr-2nd Floor Bedroom: 1 Queen Bedbr-2nd Floor Bedroom: 1 Queen BedbrBathroomsbr-Total 2br-1st Floor: Full Bath, Shower/Tub Combobr-2nd Floor: Full Bath, Shower/Tub Combobr-2nd Floor: Full Bath, Shower/Tub CombobrOther Amenities br-Window Unit ACs in Bedroomsbr-WiFibr-Smart TVbr-Streaming Servicebr-Washer/Dryer br-Propane Grillbr-Indoor Fireplaces are not for guest use (fines remitted)br-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 2 cars maximumbr-C0489160750brbrbrbrOther Things to Note:brbr*Please note the driveway is shared with the service restaurant of The Pheasant.

Steps to Dining, Less than 1 mile to Bayside Beaches!

Dennis, Massachusetts, United States

Bed

Bath

Sleeps

$2335.45

Serene, Tranquil Setting brbrIf you love the feel of a traditional Cape Cod vacation, then this exceptional property offers just that and more. Providing a mesmerizing setting with acres of natural beauty bordering Sesuit Neck's salt meadow with magnificent marsh views, The Pearl at Sesuit Neck takes you a step back in time, but with all the amenities of today! This is a true getaway location: with a serene, tranquil setting where you can relax, and get into vacation mode. Featuring an inground pool, 2 firepits and a grill, 2 kitchens, and 2 living rooms, you don't ever have to leave this peaceful location if a staycation is what you seek. brbrSpend Your Days Outdoors brbrIf you wish to get out and explore, all the main attractions of the Cape are a short drive away. Or spend a day sunbathing and walking the shore at one of several of the best beaches in Dennis on the bay side of the Cape. If you wish to stay close and connect with nature, this neighborhood invites bike riding, long walks, and leisurely strolls, and also accesses open space conservation trails that will take you on a pleasant walk bordering Quivet Marsh at its headwaters for bird watching and more. brbrAbout the History brbrThis is a historical home with the desired combination of charm, character, and history that creates what is known as the Cape Cod Feel. Formerly home in the 1800's to the Shiverick Shipyard, where Clipper Ships were once built, this area played an important role in the sea captain era. Steeped in history, the neighborhood called Sesuit Neck is designated as a Historic District preserving Dennis' agricultural lands and heritage and is centrally located on the bay side of the Cape by Cape Cod Bay to the North, Sesuit Harbor to the East, and Sesuit Creek to the South. brbrAbout the Pearl brbrThere are two sides to this historical beauty: one is the historical Port Side of the house (right side), and the other side, built more recently, is what we refer to as the Starboard Side of the house (left side). Although they are attached, they have separate entrances and living quarters. brbrThe Port Side of the house (right side) has 4 bedrooms (Master bedroom with King-sized bed, 1 bedroom with 1 Full-sized bed and 1 Twin bed, 1 bedroom with 2 Twin beds and 1 bedroom with Twin bed on the first floor), and 2.5 bathrooms, a cozy living room with fireplace, a TV room, large indoor dining area that seats 12, and a large kitchen. brbrThe Starboard side of The Pearl (left side) offers 5 large bedrooms including the Master Suite with sitting room, all with comfortable beds (3 bedrooms with King-sized beds, 1 bedroom with a Full-sized bed and 1 bedroom with a Full-sized bed and additional Twin bed) and 3 full bathrooms, a large open living room with a ping-pong table and piano, a galley kitchen, large indoor dining area and comfortable outdoor seating. Rinse off after a day at the beach with the outdoor shower. brbrThe inground swimming pool is available mid-May through mid-October. However, both sides of the home have their own fire pits, outdoor dining area and laundry facilities. The gas grill is shared by both sides of the home. brbrThis listing is for renting both sides of the whole house. Each half of the house is available to rent individually. Please ask for more information when you inquire. Also ask about the use of the Separate Office Outbuilding designed specifically for those who need privacy to do some work on vacation for an additional cost. brbrFor Beach Lovers brbrDennis has many of the best beaches the Cape has to offer, along with some of the most spectacular sunsets on the Cape, powdered sand, views of Cape Cod's tip at Provincetown, and miles of bayside horizon. Nearby public beaches include: Corporation, Chapin Memorial, Mayflower, Howes, and Scargo beach. At low tide on Mayflower Beach, you can walk for miles on the tidal flats, making it both a prime spot for photographers and sunset-chasers alike. The tidal flats form pools to explore and provide extra space for a few hours. brbrWhat's Nearby brbrWalk over to Marshside Restaurant for dinner and cocktails with fantastic views overlooking scenic Sesuit Creek. Famous Sesuit Harbor Cafe is a popular spot for picnic dining outside with your favorite seafood plate, where you can watch boats come and go from the Northside Marina at Sesuit Harbor, the largest on Cape Cod Bay. brbrTwo miles down the road on the Old Kings Highway, (Route 6A), is the quaint Village of Dennis for shopping, dining, museums, coffee shops and bakery, local ice cream spots, antique stores, gift shop boutiques and more. The Cape Playhouse in Dennis, one of the best-known summer-stock theaters in the eastern United States, is an historic favorite as well. Also residing on the Cape Cod Center for the Arts is the Cape Cod Museum of Art. The Museum preserves the work of the Cape's finest artists and celebrates the distinctive artistic identity of the Cape, the Islands and the region. Their art collection is outstanding and they offer diverse programming including a Summer Youth Program with art classes by the day in the summer months. brbrIntimate Weddings, Family Reunions, Holiday Gatherings on Cape Cod brbrThis location makes an ideal spot for small gatherings, where everyone is guaranteed to have a memorable time. The Pearl offers space for games, talks, dining and time spent with some of nature's more peaceful surroundings, plenty of open space for kids to run around, and while adults relax, recharge and reconnect. The unique character of this traditional New England heritage location provides a sense of living history but with modern day conveniences. brbrCorporate, Workshop or Spiritual Retreats brbrCheck-in for a long weekend of relaxation and rejuvenation with the most beautiful of surroundings, or plan a longer stay. Whether you are looking for a peaceful getaway, a place to retreat and reconnect with nature, or run a small workshop, this location will more than meet your needs. brbrAutumn on Cape Cod brbrCome explore Cape Cod's second summer and enjoy beautiful cooler weather with milder temps – but without the crowds. Cape Cod's shoulder season should not be missed, with its endless shimmering ocean views contrasting against the season's vibrant rich fall foliage and vermillion-saturated cranberry bogs. Escape the long lines and enjoy the Cape's outdoor activities, along with some solitude. From a fresh lobster dinner to succulent oysters, enjoy dining al fresco on outdoor decks and patios well into the season. There is nothing quite like a beach day in autumn, where the beaches are less crowded and the ocean temps remain warm into September. As fall progresses with cooler days, bundle up for a refreshing walk along the seashore. Spend afternoons kayaking, canoeing or paddle-boarding our waters, chartering a fishing boat and engaging in some recreational fishing, going on a whale watch excursion, hiking nature trails or sailing off into some of the most beautiful sunsets you have ever seen. Some of the locals consider this the best time of year on the Cape! brbr*Adult dogs are considered and allowed upon owners approval* brbr*Security Deposits must be held by Owner*

Huge Family Friendly Estate~Pool, Near Bay Beaches

Dennis, Massachusetts, United States

9

Bed

5

Bath

17

Sleeps

$277.52

Welcome to our newly updated Cape Cod vacation rental property! Nestled in the heart of Dennisport, this charming 3-bedroom home offers a perfect blend of modern comforts and classic coastal charm. Whether you're looking for a peaceful family getaway or a productive remote work environment, this vacation home has it all.brbrThe interior boasts a spacious living room with cozy fireplace, eat-in-kitchen with new stainless steel appliances, including a new dishwasher, a bright sunroom, remodeled bathroom with walk-in shower, washer & dryer (in basement), and 3 smart TV's. All spaces have been freshly painted and the hardwood floors have been beautifully refinished. Additional amenities include keyless entry, central air conditioning, high-speed 5G Wireless Internet access and a YouTube TV subscription.brbrThis vacation home offers workstations in two of the bedrooms, for those wishing to stay connected or work remotely. And when it's time to unwind, retreat to one of the three comfortable bedrooms: a king-sized bed in the master, a queen-sized bed in the second bedroom, and twin beds in the third.brbrThe outdoor space is equally delightful, with an newly expanded outside shower to rinse off after a day at the beach, a fully enclosed fenced backyard as well as a newly sodded front lawn. Gather your family for enjoyable evenings, savoring meals under the stars or playing outdoor games in the gentle Cape Cod breeze.brbrFor beach lovers, Haigis Beach is a close .8 of a mile walk or you're just .9 of a mile from South Village Beach, known for its Lazy River and Stunning shoreline. The expansive West Dennis Beach which is known for it’s glorious sunsets, is just 2 miles away. Experience the best of Cape Cod living with close proximity to many other beaches as well as restaurants, nightlife, shopping and family activities Book your stay today and start creating your own Cape Cod memories!brbrYou have the option to bring your own linens or take advantage of our local linen rental vendor recommendations, upon request.

Charming Updated Home w/ Central A/C in the Heart of Dennisport!

Dennis, Massachusetts, United States

Bed

Bath

Sleeps

$593.39

Summary:brbr19947 - Paddles Up: Waterfront on Follins Pond!brbrbrbrThe Space:brbrOn the serene shores of Follins Pond, this waterfront gem in Dennis is your gateway to a quintessential Cape Cod retreat. Wake up to shimmering water views in this spacious three-bedroom, 2.5-bath home. Perfectly blending relaxation and adventure, it offers direct water access—bring your kayaks and paddle boards to explore the pond's tranquil beauty from the shared dock.brbrStart your day with a hearty breakfast at Grumpy’s, then pack a picnic from Dennis Public Market and head to nearby bayside beaches like Mayflower or Chapin—just minutes away. For a quieter escape, stroll through Crab Creek Conservation Area, a shaded oasis just 1.4 miles away.brbrAfter a day of adventures, return to your oasis to unwind. Savor sunset dining on the deck, where panoramic pond views set the perfect backdrop for an unforgettable evening. Or cozy up indoors with the same stunning scenery through picture windows. The layout offers privacy and comfort, with ample space for families or groups to spread out and relax.brbrConveniently located near Patriots Square for groceries and casual dining, and just a short drive to the charm of Route 6A’s boutique shops and acclaimed restaurants, this home is the perfect base for your Cape Cod getaway.brbrDon’t wait to make memories on the water—secure your stay today and experience Dennis at its finest.brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 8brBedroomsbr-Total 3br-1st Floor: King Bedbr-2nd Floor: King bed w/ ensuite 1/2 bathbr-2nd Floor: Twin/Full Bunk Bed + twin single bedbrBathroomsbr-Total 2.5br-1st Floor: Full bath w/ shower br-2nd Floor: Tub/Shower Combobr-2nd Floor: 1/2 bath ensuite brOther Amenities br-Central ACbr-WiFibr-Smart TVbr-Cable TV br-Washer/Dryer br-Propane Grillbr-Dock Shared with neighbors (available Memorial Day-Labor Day)br-Outdoor Showerbr-1 Kayak w/ life vest and paddlebr-1 canoe with life vest and paddlebr-Indoor Fireplaces are not for guest use(fines remitted)br-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 2 cars maximumbr-C0508870750br

Waterfront on Follins Pond!

Dennis, Massachusetts, United States

Bed

Bath

Sleeps

$615.74

Renovated 3 bedroom, 1 bathroom duplex style cottage in the heart of Dennis Port, within close proximity (0.3) miles to Haigis Beach. Be one of the first to vacation in this welcoming property, offering ample sized bedrooms, a full bath with walk in shower, nicely appointed living room and oversized kitchen. Washer/dryer and central AC. New patio and outdoor shower.

Renovated- 0.3 miles to the beach

Dennis, Massachusetts, United States

Bed

Bath

Sleeps

$731.45

Beautiful family home, newly renovated, 800 yard walk to Cape Cod's best beaches (Mayflower and Bayview). Easy access to other beautiful northside beaches, Chapin and Corporation. Very large and private yard with deck to enjoy your evening BBQ, play cornhole (provided) or just relax. Modern eat-in kitchen with everything you need to enjoy your stay. Fully equipped deck with table for 6 and firepit for lounging should you choose to eat outside. Two separate living areas help to maximize indoor space. 4 bedrooms and 2 full bathrooms on two floors. House is equipped with Central Air and a private outdoor shower. Brand new washer and dryer for use during your stay, beach chairs, beach umbrellas and toys provided. Centrally located to beaches, restaurants and shopping. Ideal location for your Cape Cod vacation!brbrNeed baby gear during your stay Rent cribs, car seats, strollers, toys and more from BabyQuip! As seen on Shark Tank, BabyQuip offers clean, sanitized, and safe baby gear in over 500 cities! https://www.babyquip.com a=58fc5bc (Please copy & paste link into your browser)

Pristine Home, Walk to Mayflower & Bayview Beaches!

Dennis, Massachusetts, United States

4

Bed

2

Bath

8

Sleeps

$4,276

Summary:brbrEscape to this Luxury 6BR/5BA Dennis Retreat featuring a heated pool, spa,sauna and firepit. Perfect for families or groups, the home offers spacious living areas, a fully equipped kitchen, and resort-style outdoor spaces. Just minutes from Cape Cod best beaches, dining, and activities, this property blends comfort, style, convenience for an unforgettable stay.roup will be comfortable in this spacious and unique space. POOL/SPA open 20th APrilbrbrbrbrThe Space:brbrMain floor - Bedroom #1 - Master King ( sleeps 2)brbrUpper level - Bedroom #2 - Queen bed ( sleeps 2)brbrUpper level - Bedroom # 3 - Queen bed ( sleeps 2)brbrLower Level - Bedroom # 4 - Master King bed ( sleeps 2)brbrPool house - Sofa bed ( queen bed)brbrbrbrGuest Access:brbrLockbox -brbrbrbrThe Neighborhood:brbrNestled in the charming town of Dennis, your luxurious retreat offers easy access to a wealth of local attractions. You're just minutes away from some of Cape Cod's best beaches, perfect for sunbathing, swimming, and building sandcastles. Explore the local dining scene with a variety of restaurants offering fresh seafood and other culinary delights. For your convenience, shops and markets are also nearby for all your needs. The neighborhood itself boasts a relaxed atmosphere, ideal for a peaceful getaway, while still being close to the vibrant attractions that Cape Cod has to offer. Enjoy the convenience of exploring the area, with many attractions within a short drive.brbrbrbrGetting Around:brbrGetting around is easy from our Dennis retreat! While a car is recommended to explore Cape Cod, you'll find convenient options. Free parking is available on-site with a garage. For those flying in, the nearest airport is Barnstable Municipal Airport (HYA), approximately a 20-minute drive. Public transportation options are limited in Dennis, but ride-sharing services are readily available. Consider using a taxi or rideshare to reach attractions or explore nearby towns like Hyannis or Chatham. Enjoy the freedom to explore the area at your own pace!brbrbrbrOther Things to Note:brbrPlease note: Check-in is at 4:00 PM and check-out is at 11:00 AM. Early check-in or late check-out may be available upon request, subject to availability. The heated pool and spa are open from April 20th. Smoking is not allowed anywhere on the property. We are a pet-free home. Parking is available in the garage. Please be mindful of noise levels, especially during evening hours. For any assistance or questions during your stay, please contact us via the platform messaging system.brbrbrbrInteraction with Guests:brbrI am dedicated to ensuring you have a fantastic stay! I'll be available throughout your visit to assist with any questions or needs you may have. You can reach me easily via the platform messaging system, where I strive to respond within an hour. For urgent matters, please don't hesitate to send a message; I'm here to help make your vacation as smooth and enjoyable as possible.

Dennis Family Oasis: Pool, Hot Tub, & Fire Pit!

Dennis, Massachusetts, United States

1

Bed

10

Sleeps

$1197.0

Set high above Scargo Lake, this special Cape Cod home feels like a peaceful escape the moment you arrive. New to the 2026 rental market, it offers sweeping water views all the way to Cape Cod Bay, along with those classic, unforgettable Cape sunsets. It’s the kind of place where mornings start slow with coffee and a view, and evenings end gathered together after a day at the beach.brbrYou’ll enter through a spacious patio with plenty of seating, perfect for lingering outside, whether you’re catching up with family or just enjoying the breeze off the water.brbrThe lower level is a comfortable, laid-back space that’s great for guests or kids to spread out. There are two bedrooms here, one with a king bed and sliding doors that open outside, and another with a twin-over-full bunk bed with a twin trundle underneath. A full bathroom with a shower and a cozy TV room make it easy to unwind after a full day. You’ll also find access to the garage on this level.brbrUpstairs, the main living floor is where everyone naturally comes together. The dining room, with seating for ten, opens right onto the deck, an ideal spot for shared meals overlooking the lake and evening sunsets. The kitchen sits in the center of it all, connecting the dining space with a bright, casual breakfast area. Just beyond, the large, water-facing great room is perfect for relaxing, playing games, or watching a movie after a day out exploring. There’s also a full bathroom with a tub and shower, a washer and dryer, and a bedroom with two twin beds on this floor.brbrThe top level feels like its own private retreat. The primary bedroom features a king bed, a walk-in closet, and a beautiful ensuite bath with a soaking tub and separate shower. Step out onto the private balcony and take in the view, it’s a quiet, calming spot you’ll keep coming back to. This floor also has a second bedroom with a twin bed with a twin trundle underneath, another full bathroom, and a cozy den that’s perfect for reading or simply enjoying the scenery.brbrWith three levels of living space, room for everyone to gather or spread out, and views that remind you you’re truly on Cape Cod, this home is designed for easy, memorable vacations by the water. An administrative fee and applicable taxes may apply. Linens not provided. Guests may rent linens or bring their own.

Hilltop home with water views, 3 floors including decks (2433)

Dennis, Massachusetts, United States

Bed

Bath

Sleeps

Select Dates for Price

Unbeatable location. Private beach with restaurants and Mayflower beach within walking distance. The house has 5 bedrooms (3 queens, 5 twins beds). Renovated kitchen with stainless steel appliances and 2.5 baths. Cable/WiFi. Outdoor shower. Path off the back deck leads to two lowers decks on the beach. Beach stairs lead to private beach. Master has a private deck with panoramic bay views. Grill with outdoor patio dining. Laundry in basement with second fridge. Steps to Mayflower beach which has a snack shack. Jet ski rentals and parasailing available off Sesuit Harbor (5 minute drive). brbrThe house is located a mile from Dennis Village which has Cape Cod Playhouse, Dennis Public Market, café's (Mercantile, Underground Bakery, Zest, Donut Shack), restaurants (Scargo Café, Red Pheasant, Pecorino, Fin, Encore Bistro & Bar, Galleria Wine Bar), bike rental shop, antique stores, specialty cheese and wine shop, Nancy's Candy, and local gift shops. The house is walking distance to Chapin's restaurant (fantastic raw bar!) and Gina's by the Sea (gourmet Italian cuisine).

PRIVATE BEACH- MAYFLOWER/Bayview- 5 BR - Dennis!

Dennis, Massachusetts, United States

Bed

Bath

Sleeps

$997.34

One of a kind five bedroom home sleeping 10! This home is located off the beaten path, just steps away from Scargo beach on Scargo Lake along 6A. Enjoy your summer vacation in this unique home that features central air conditioning, washer/dryer, enclosed outdoor shower and WiFi. Spend your time dining or relaxing in the sun on either of the outdoor decks! The manicured patio with gas grill and fire pit is located behind the home overflowing to the back yard and the second story roof deck is just waiting for you to lounge and enjoy the sun. Take your pick! Scargo Lake is located just steps down the road. A perfect spot to launch a kayak or canoe! You are just a short drive away from Bayside beaches- .8 miles from Corporation Beach and 2.7 miles from Mayflower Beach. This is a home you will want to return to summer after summer. Pack your bags and start making memories!brbrSpecial Note: Owner provides bed linens, bath and beach towels! Also, home has three full bathrooms, one is located in basement level.brbrSquare Feet: 2134brbrMaximum Occupancy:10brMaximum Vehicles: 4brbrBedroom #1: KingbrBedroom #2: QueenbrBedroom #3: QueenbrBedroom #4: 2 TwinsbrBedroom #5: 2 TwinsbrbrTown of Dennis Occupancy Permit number: RENT-25-2259brbrPlease note: this home does have a $250 fully refundable cleaning deposit added to each reservation

Five bedroom home sleeping 10 - Just steps away from Scargo Lake along 6A!

Dennis, Massachusetts, United States

Bed

Bath

Sleeps

$944.21

Stay where the stars stayed! For years many broadway stars stayed in this home while they were in town appearing at the Cape Playhouse.brbrClassic Cape home in a great location. Main house has 4 bedrooms (two-up, two-down) and 2 full baths. Attached apartment/in-law suite has additional bedroom, bathroom, kitchen and family room with pull-out couch.brbrLocated within a 1/2 mile of Corporation Beach and 2 miles of Mayflower Beach. Great beaches for children!! Also walk to Village of Dennis for shopping, dining, ice cream and the Cape Playhouse.brbrHome sleeps 12 adults comfortably. Central air added to main house in 2023. Spacious 3 season porch opens to rear deck and private back yard.brbrAmenities include gas grill, washer/dryer and wireless internet.brbrSee our reviews!!

Great location with in-law suite... walk to the Beach and the Village of Dennis!

Dennis, Massachusetts, United States

Bed

Bath

Sleeps

$1798.72

Perched overlooking the shimmering waters of Cape Cod Bay, this stunning three-story residence offers a premier vacation experience in the heart of Dennis. This unique property consists of two beautifully integrated units rented together, providing the perfect balance of shared gathering spaces and private quarters for up to twelve guests. Located just steps from deeded access to the private association at Bayview Beach and a short stroll to the iconic white sands of Mayflower Beach, this is the ultimate destination for large families or group getaways.brbrThe second floor serves as the impressive social hub of the home, featuring a bright, open floor plan that flows seamlessly from the gourmet kitchen into a spacious family room anchored by a cozy fireplace. The expansive deck extends your living space outdoors, offering an idyllic setting for entertaining, sunset cocktails, or simply breathing in the salty bay air. Each of the three levels is thoughtfully equipped with its own bathroom for maximum convenience.brbrSleeping arrangements are spread across the levels to ensure everyone has their own sanctuary. The third floor is dedicated to luxury, featuring two primary suites that each boast their own private balconies with elevated water views. The lower level provides four additional well-appointed bedrooms, including a versatile mix of king, queen, twin, and bunk beds to accommodate various guest needs. After a day in the surf, you can enjoy the classic Cape Cod tradition of a refreshing outdoor shower.brbrModern comforts abound with central air conditioning, high-speed internet, and a fully equipped chef’s kitchen ready for summer feasts. Please note that these are 2 separate condos that do not have an inside door connecting them. brDogs considered with an added fee. 3 night minimums available with an added cleaning fee in the off season. Save the cleaning fee by booking 7 or more consecutive nights. An administrative fee and applicable taxes may apply. Linens not provided. Guests may rent linens or bring their own.

Accommodates 12 Guests Overlooking Cape Cod Bay, 6 BR/6 BTH (2048)

Dennis, Massachusetts, United States

Bed

Bath

Sleeps

$1544.73

This property is professionally managed by Pretty Picky PropertiesbrbrMayflower Sands in DennisbrbrSleeps 12br6 Bedrooms, 3 full and two 1/2 BathsbrRents Saturday to Saturday during Peak SeasonbrLinens Included, Beds MadebrbrWelcome to Mayflower Sands in Dennis! This brand-new, custom-built vacation home provides luxurious comfort and spacious living across four beautifully designed levels, just a 3-minute walk to a private beach adjacent to Mayflower Beach, one of the Cape's most sought-after stretches of sand.brbrThe main level features a gourmet kitchen with top-of-the-line appliances and a large center island, perfect for gathering and entertaining. The open-concept layout flows into a stylish living room and dining area, filled with natural light and thoughtfully curated coastal décor. Additionally, this floor includes a comfortable queen bedroom and a full bathroom, ideal for guests seeking easy access.brbrOn the second level, you'll find the expansive King primary suite, complete with a spa-like private bath and stunning Cape Cod Bay views. This floor also includes a charming bedroom with two twin beds and an additional queen bedroom, all beautifully appointed and designed for relaxation. Plus a full bath.brbrThe third level offers two bedrooms, both with queen beds, plus a half bathroom. Don't forget sweeping views of the bay!brbrThe lower level provides a cozy TV lounge and media room, the perfect space to unwind after a day at the beach.brbrStep outside to enjoy the spacious patio with comfortable lounge seating, a gas fire pit, and a gas grill—ideal for outdoor dining and evening gatherings under the stars. With central AC, high-speed Wi-Fi, and walking distance to Chapin's Bayside restaurant, this home has everything you need for a memorable and luxurious Cape Cod vacation.brbrWhether you're soaking in the water views, strolling to the beach, or enjoying sunset cocktails on the patio, this exceptional home offers the perfect balance of style, comfort, and location.brbrPlease enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00. In addition, there are state and local taxes applied to all reservations of 31 days or less that total 14.45%.brbrBe sure to search this site for other Pretty Picky Properties, your best selection of prime vacation homes available for summer rental on Cape Cod.brbrIt's your vacation. Get Picky! ®

Mayflower Sands 009-DC in Dennis

Dennis, Massachusetts, United States

5

Bed

Bath

12

Sleeps

$1533.63

Welcome to the Bell House, a beautifully restored historic gem located in the heart of Dennis, Cape Cod. This six-bedroom, Greek Revival home seamlessly blends the historic feel of old New England with modern comforts and amenities. Dennis is the perfect location to explore Cape Cod - we’re minutes from some of the Cape’s best beaches, right down the street from the entrance to the Cape Cod Rail Trail and the Bass River, and surrounded by quaint restaurants and fun family activities.brbrProperty Highlights:brbr- Bedrooms: six bedrooms comfortably sleep up to 15 guests. Each bedroom is thoughtfully and uniquely decorated with comfortable bedding and high quality linens.brbr- Living Areas: The house boasts multiple living and entertaining spaces including a large formal dining room, parlor, cozy den, and spacious living room.brbr- Gourmet Kitchen: The kitchen is perfect for gathering and preparing food together. Fully equipped with brand new appliances including an induction range, a large butlers pantry, high-quality cookware, and everything else you’ll need to share delicious meals.brbr- Spa-like Bathrooms: Each of our 3 full, newly renovated bathrooms features a unique aesthetic. Both second floor bathrooms include relaxing soaking tubs.brbr- Outdoor Space: The 1-acre property features a private fenced yard with a charming outdoor dining area and grill, an enclosed outdoor shower, beautiful trees and landscaping, and a relaxing screen porch.brbr- Sustainable Features: Our home is fully electric and highly energy efficient with a brand new heating, central AC and water heater running on heat pumps, an induction range, smart home thermostats and an EV charger. We’re committed to providing comfort while reducing environmental impact.brbr- Family Provisions: As parents ourselves, we know traveling with little ones can be a challenge. We provide some of the basics (like a pack-and-play and highchair) so you can pack less and also some fun stuff to help keep kids of all ages entertained.brbr- Entertainment & Activities: In addition to a welcome book with all kinds of suggestions for things to do in the area, there’s also lots to do around the house. We have a cozy den with large screen TV and streaming services, a fun collection of books and games, and yoga equipment for three people to practice together. And we have a great kit of beach equipment for when you want to venture out.brbr- Modern Conveniences: Central AC, smart home technology, high-speed Wi-Fi, and in-house washer dryer make for a hassle-free stay.brbrLocation: the Bell House is located in the center of the charming South Dennis Historic District. The neighborhood is quintessential old New England and a perfect location for exploring the Cape. Dennis has some of the region's best beaches. We are a 5 minute drive to the beaches on Nantucket Sound and 10 minutes to Mayflower and other Bay side beaches.brbrWe are a quarter mile from the entrance to the Cape Cod Rail Trail and just down the street from the adorable South Dennis Public Library. The nearby Bass River boasts beautiful walking trails and spots to rent kayaks and paddleboards.brbrDennis has loads of fabulous restaurants and coffee shops and we are a close drive to all the offerings of other mid-cape towns. If you want to venture farther afield a drive to Provincetown or a ferry to Nantucket are easy day trips.

Luxury Award Winning Sea Captain’s House

Dennis, Massachusetts, United States

6

Bed

Bath

12

Sleeps

$1133.06

Restored Sea Captain’s HousebrbrThis lovingly restored sea captain’s home is perfect for families, large groups, history buffs and design enthusiastsbrbrWhat this place offersbrKitchenbrWifibrDedicated workspacebrFree parking on premisesbrTVbrEV charger - level 2brWasherbrFree dryer – In unitbrAir conditioningbrBathtub

Restored Sea Captain’s House

Dennis, Massachusetts, United States

5

Bed