Home Vacation Rentals By Owner In Dennis, MA

Showing 120 Of 390 Vacation Rentals
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$394.85

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Apartment

Charming 2-bedroom apartment in amazing Dennis

Dennis, Massachusetts, United States

Welcome to your cozy getaway in the heart of Dennis - Cape Cod! This bright basement unit has just been remodeled and is ready for the summer! This 2 bedroom, 1 bathroom finished basement offers comfort, privacy & cleanliness. Guests will enjoy the high quality upgrades of this space. The convenient location is perfect for exploring the Cape or relaxing. Whether you're here for a weeklong escape or an extended stay, you'll find everything you need for a memorable trip.brbrbrbr*Please Note*: This is a finished, walk out basement with an occupied residence above. However, rest assured that you will have privacy - guests have their own driveway, entrance & outdoor space. Please also note that this is a quiet neighborhood that is suited for a family, not for a party. brbrbrThe Space:brbrMaster Bedroom: A spacious retreat with a plush king-size bed, high-quality linens, large tv and plenty of closet space to make you feel right at home.brbrSecond Bedroom: Featuring fun and comfortable bunk beds + an additional trundle bed. This space is perfect for kids, families, or friends. The pull out trundle is also a great option for younger kids that may not be comfortable on the top bunk.brbrLiving Area: The open living space is bright and welcoming, with plenty of seating on a brand new leather couch, smart TV, and room to relax after a day at the beach.brbrKitchen: Complete with full size refrigerator and stove. Fully stocked cabinets so you can cook as much – or as little – as you’d like. brbrDining Area: Seating for 4 to enjoy a meal or games brbrBathroom: Newly renovated with modern fixtures, a clean bright shower, and high quality toiletries. brbrOutdoor Patio: Patio seating right outside the back door - enjoy your coffee in the morning and the fireflies at night. ** Space is partially shared with above residents, but they have a deck that they use instead**brbrExtras: Yoga & light gym equipment, high quality beach chairs & beach towels, high chair & pack n play.
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$1306.13

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Private Vacation Home

The 1768 House: 974-D Dennis Village Modern Minimalist, Pool, Walk to Bayside Beaches

Dennis, Massachusetts, United States

This property is professionally managed by Pretty Picky PropertiesbrbrDennis Village Modern Minimalist, Pool, Walk to Bayside BeachesbrbrNew Listing 2026!brbrSleeps 8 in 4 bedroomsbrLinens included, beds madebrRents Saturday to Saturday in peak seasonbrbrThe Pool is open from Memorial Day to Columbus DaybrbrNamed for the year it was originally built, The 1768 House today offers a totally updated vacation experience in appealing Dennis Village along the Cape's picturesque north shore and U.S. Route 6A.brbrLocationbrThis alluring property is just across from Scargo Lake, where you are close to a boat ramp to launch kayaks. Also, you can walk 10 minutes on a cart path to Howes Street Beach and a few minutes beyond that to Corporation Beach, both on Cape Cod Bay. Here, at low tide, you can stroll out onto the exposed sandy “flats” for a mile or more, where kids of all ages delight in finding moon snails and all sorts of other interesting and harmless critters in the tidal pools. Drive or bike a short distance in either direction on 6A to discover some of Cape Cod's best eateries, such as the Scargo Café, Seven Days, and Grumpy's for breakfast or lunch. brbrOutdoor Living SpacebrThe focus here is the inviting heated pool and its appealing hardscape/patio. Lounge poolside until it's time to fire up the gas grill, then gather the family at the umbrella-shaded patio table for outdoor dining. There is plenty of level, well-kept yard for a game of Whiffleball®.brbrInside Living SpacebrEnter the house through the front foyer, which divides the home into two sections. One side features an open-concept kitchen, dining area, and lounge. The kitchen is fully equipped, including a stainless steel gas range. The dining space, just off the kitchen, comfortably seats 8-10 people. Next to it, the lounge provides cozy seating, a gas fireplace, and access to the patio and pool.brbrSleeping AccommodationsbrThe main level features two bedrooms, each with a large, beautiful king-sized bed. Upstairs, there are two more bedrooms—one with a king bed and the other with a queen. On the lower level, two cots are available for extra sleeping space. The home includes two full bathrooms and one half bathroom.brbrPlease enter your travel dates 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. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%.brbrBe sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod.brbrIt's your vacation, Get Picky! ®
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Exceptional(9)

$1884.06

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Private Vacation Home

Welcome To A Castle In The Sand - .1 Mile to Corporation Beach

Dennis, Massachusetts, United States

Welcome to our seaside retreat, an enchanting private estate sitting on just over an acre of land. The home embodies quintessential New England charm and offers fascinating architectural details, complete with modern accommodations and amenities for up to 14 guests with more than 3,000 square feet of air-conditioned living space. Situated in the idyllic neighborhood of East Dennis, the closest bay beach is less than a half mile away, with several other popular beaches not much farther. Walk the beach flats for miles at low tide – this is your sanctuary for the perfect Cape Cod vacation. The kid-friendly yard is perfect for playing or just spreading out to enjoy the private, well maintained grounds and gardens. With multiple outdoor grills and dining tables this home makes it easy to entertain with space for everyone. After dinner you can take in the beautiful sunsets in from one of the several places, comfortably furnished balcony deck and covered porch. Don’t feel like cooking There are plenty of fantastic local restaurants and shops all along Route 6A in Dennis. The estate consists of two separate but connected dwellings, each with its own new fully-equipped kitchen, lounge areas, bedrooms and baths. In total, the home offers six bedrooms and four bathrooms, along with an outside shower. The top floor will feature open living concept with kitchen, dining, living and one bedroom. The lower level will have two additional bedrooms plus full bath to service those rooms. If you have a multi-family group and are hoping to find a vacation headquarters where you can all stay comfortably together, you’ll want to consider this one-of-a-kind estate in East Dennis. brbrNon-refundable $500 Administrative Fee plus applicable state and local taxes and cleaning fee. The home has 6 queen beds, two rollaway twin cots and also a crib for guests use.brbrRENT-25-764
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Exceptional(18)

$446.69

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Cottage

Charming 18th century cottage with its own beachfront on Scargo Lake near bay

Dennis, Massachusetts, United States

This 18th century rustic Cape Cod cottage is on almost 2 secluded acres and has a 200-foot lakefront with beach, boathouse with a bar, kayak, canoe, and Hobie Wave catamaran right on Scargo Lake. With its own swimming and boating beach on freshwater Scargo Lake, the setting alone promises a memorable vacation. You can in the same day swim in the salt waters of Cape Cod Bay and in the pristine water of Scargo Lake and still find time to sail around the lake and feed the ducks and swans. Just glance at the review below to see why people love to vacation here and often return. Click below on 'More Details' for an elaborated description of the cottage and the Dennis Village area.brbrbrThe cottage has a full kitchen, an air-conditioned living/dining room, and two air-conditioned bedrooms upstairs. The cottage sleeps six with a queen bed in one bedroom, and a full bed in the second bedroom. A queen or single air bed can be used downstairs in the living room. All floors are hardwood. Cable TV and WiFi are provided. The cottage has a washer & dryer, dishwasher, full stove with oven, and propane heat for off-season vacations. In addition to a just-renovated bathroom, the cottage has its own outdoor shower with hot and cold water. The boathouse has a bar with bar stools and open area facing the lake. The 200' lakefront is ideal for outdoor dining. At the lakefront is a fire pit where families can gather, make music, watch the moonlight over Scargo Lake, and cook around the fire.brbrGlacial Scargo Lake is famous on Cape Cod for being both serene and clean. Only sailboats, canoes, etc. are allowed. The lakefront is so quiet that one can often hear the beachgoers playing at the public beach on the other side of the lake, half a mile away. Cape Cod Bay beaches (Howes and Corporation) are a 15-20 minute walk from the cottage (or a 2 minute drive), so one can swim in the bay and rinse off in Scargo Lake’s crystal clear water. Famous Mayflower beach is less than 5 minutes drive away. The lakefront has 3 entrances into the water for swimming, one a sandy beach that is great for children as it is shallow for a considerable distance before the water deepens. The lake is also excellent for sailing, canoeing or kayaking and tenants may use the Hobie Wave Catamaran sailboat, kayak, or canoe (life jackets in the boathouse-mandatory). Bass and trout fishing, including fly-fishing and ice fishing, make the lake a year-round fishing paradise.brPlease call the owner if you are interested. The owner requires that there be a phone conversation before there is any rental agreement. brbrThe cottage is located off 6A in Dennis Village, a village unchanged since the 1950s. Although set back from the road and secluded by vegetation, the cottage is easily within walking distance of the village. The property is a short walk (5-15 minutes) from the Cape Playhouse (world famous off-Broadway theater), Cape Cinema ('art' films, not commercial fare) Cape Cod Art Museum (well worth a visit, Cape artists), local restaurants (many excellent, some exceptional) and the center of town (a gazebo). A large shopping mall is a ten-minute drive to Patriot Square. The area also has great hiking and biking trails. The review that follows below confirms that people love to vacation at the cottage on Scargo Lake, as will you.brThere is a second, three-bedroom house for rent on the same two-acre property listed on the same website asbrID 121720. Both houses may be rented at the same timebrfor families with a larger group of extended family members or friends.
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Exceptional(4)

$539.94

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Condo

Brand new tri level Ocean View Condo.

Dennis, Massachusetts, United States

Brand new tri level Ocean View Condo with two private balconies! This beautifully decorated three bedroom condo offers central air conditioning, washer, dryer, updated kitchen with stainless steel appliances and 3.5 bathrooms! Steps away from a shared private beach and common patio area! brbrOn the main level, the home features an open floor plan between the kitchen, dining area, and living room. Enjoy your coffee on the balcony, offering stunning views of the ocean. Upstairs, there are two bedrooms and a full bathroom off the hallway. The primary bedroom has slider doors opening up to another balcony with views of the ocean, along with an additional large ensuite bathroom. The lower level of the condo has another living area with 70 inch TV, a full bathroom, and the third bedroom (no ac in this bedroom). brbrPlease note: No outside shower/grill available at this property. House has streaming services only, no cable.brbrMaximum Occupancy: 8brMaximum vehicles: 2brbrBedroom 1: 1 Queen (upstairs)brBedroom 2: 1 Bunk (Full over Full) and Twin Trundle (upstairs)brBedroom 3: 1 King (downstairs)brbrSquare footage: 1980brbrTown of Dennis Occupancy Permit number: RENT-25-1026brbrLinen & Towel Package: Please note that this property does not include linens, bath, or beach towels. To add these items to your reservation, it would be $309 + taxes. The linens and towels will be delivered to your rental on check-in day and must be repacked into the container upon check-out. You can also include our 'Bed Making Service' to your order for a total of $411 + taxes. The provided quote includes a one-week rental. For pricing on additional weeks, please contact us directly.
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Exceptional(1)

$545.35

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Private Vacation Home

Beachside Retreat! Cozy 1-Bedroom w/ Private Yard

Dennis, Massachusetts, United States

Your ideal Cape Cod getaway awaits! This charming one-bedroom home is conveniently located just a three-minute walk from Glendon Road Beach. It features a private, fenced backyard with an outdoor shower, making it the perfect spot for couples seeking relaxation by the coast.brbrAccess through the front door smart lock.brbr✨ Highlights You'll Love:brbr- **Walk to Beaches**: Enjoy a quick 3-minute stroll to Glendon Road Beach and an 8-minute walk to Haigis Beach.br- **Prime Location**: Just a 5-minute drive to West Dennis Beach and a 5-minute walk to Chapin's Beach Bar for delicious food and drinks.br- **Private Outdoor Oasis**: Fully fenced backyard (with a 6-foot cedar fence) that includes patio furniture and a refreshing outdoor shower—perfect for rinsing off after beach days!br- **Modern Comfort**: Newly renovated with elegant, contemporary furnishings.br- **Ultimate Relaxation**: Unwind on the premium leather power reclining sofa.br- **Convenient Amenities**: Free driveway parking for 2 cars, a full kitchen, premium filtered water dispenser, and complimentary coffee.brbr **The Space**:brbrInside, you'll discover a stylish and comfortable retreat:brbr- **Bedroom**: Features a premium queen mattress for restful sleep, along with a dresser, nightstand, and blackout curtains.br- **Living Area**: Relax in comfort on the luxurious power reclining leather sofa.br- **Dining Area**: A cozy spot with a table and two chairs, plus a premium filtered water dispenser.br- **Kitchen**: Well-equipped with granite countertops, a full stove, fridge, and coffee maker (coffee included!).br- **Bathroom**: Modern and elegant with tiled floors and walls, and a refreshing frameless glass shower featuring a waterfall showerhead.brbr☀️ **Your Coastal Getaway**:brbrEnjoy the convenience of walking to multiple beaches and nearby dining options. After a day of fun in the sun, return to your private, fenced yard to rinse off in the outdoor shower and relax on the patio. This home offers the perfect blend of beach access and private comfort.brbrBook your memorable beachside vacation today!brbrTo ensure the safety of our guests and our home, we have installed external security cameras at the front door, side yard, and middle fence, all facing away from the backyard. These cameras are not monitored and are solely for liability protection. brbrPlease remember to bring your own beach essentials!
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$1888.43

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Cottage

Private Beach, Cottage in the Dunes, Pet Friendly

Dennis, Massachusetts, United States

Classic Cape Cod Cottage with Private Beach — Pet Friendly & Perfect for FamiliesbrbrExperience Cape Cod like a local at this beautiful 5-bedroom beachfront cottage in East Dennis, complete with its own private beach. Built in 1929 and renovated in 2024, this charming home combines vintage seaside character with modern amenities — ideal for family gatherings, group getaways, or a relaxing escape with your pets.brbrThe SpacebrThis inviting cottage offers everything you need for a memorable Cape Cod vacation:br5 bedrooms comfortably sleeping up to 8+ guestsbrbr1 queen bedbr2 full bedsbr1 bunk bedbr2 twin bedsbr1.5 bathroomsbrOutdoor ShowerbrbrSpacious family room with TV and plenty of seatingbrScreened-in dining porchbrOutdoor deckbrFully equipped kitchen for easy home-cooked mealsbrAir conditioning and high-speed WiFibrbrOutdoor LivingbrStep outside and enjoy your own private beach right on Cape Cod Bay. Spend your days swimming, beachcombing, or simply relaxing on the sand with a good book. In the evening, watch breathtaking sunsets or gather around for a beachside dinner under the stars.brbrLocationbrThis cottage offers easy access to everything the Cape has to offer. Explore nearby East Dennis and Brewster, browse local shops and galleries, or enjoy fresh seafood at one of the area’s restaurants.brWhether you’re looking for a peaceful seaside retreat or a fun-filled family vacation, this cottage is your perfect Cape Cod getaway — classic, comfortable, and unforgettable.brbrAbout the PropertybrThis property is being made available for rental for the first time! The house and beach will be featured in the upcoming biopic about Anthony Bourdain called “Tony”, starring Dominic Sessa and Antonio Banderas.brbrThe Roomsbr - Family Roombr - Dining Patio / Screened-in Porch br - Kitchenbr - Main Bath (Shower, Toilet, Sink, Washer, Dryer)br - Master Bedroom (Double Bed)br - Bayside Bedroom (Double Bed)br - Middle Bedroom (Queen Bed)br - Bunk Room (Bunk Bed + Twin Bed)br - South Bedroom (Twin Bed)br - Half Bath (Toilet + Sink)brbrOutsidebr - Side Sun Deckbr - Outside Showerbr - Private Beach (Dogs are allowed on the beach)br - Parking (3 cars)br - Gas Grill; Charcoal Grill
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Exceptional(2)

$224.78

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Private Vacation Home

Three bedroom home sleeping 7 on Bayside with central air!

Dennis, Massachusetts, United States

This well maintained three bedroom home is located just under 2 miles from popular Bayside Beaches! Spend an afternoon at Princess Beach on beautiful Scargo Lake, only .5 mile away. brbrThis split level home is located in a residential neighborhood and offers plenty of space for your family to spread out. The upper level of the home will feature a spacious living area with vaulted ceilings, floor to ceiling windows with sliding glass doors leading onto the deck. This open concept area flows into the dining room, giving you plenty of room to gather and easy access to the full kitchen. brbrThe lower level of this home consists of three bedrooms and full size bathroom in the hallway with tub/shower combination. brbrAmenities include central air conditioning to keep you cool on those warm summer days, washer/dryer (accessible through the basement with exterior access only), dishwasher, gas grill, Wi-Fi and cable just to name a few. brbrSpecial Notes about this home: No outside shower. Home is located on a slanted lot, please call for further details of yard.brbrSquare Footage: 1200brbrBedroom #1: Queen (lower level)brBedroom #2: Full (lower level)brBedroom #3: Twin (lower level)brAdditional Sleeping: Pull out full size sofa in living area (upper level)brbrMaximum Occupancy: 6brMaximum Vehicles: 2brbrTOWN OF DENNIS PERMIT NUMBER: RENT-25-680brbrLinen & Towel Package: Please note that this property does not include linens, bath, or beach towels. To add these items to your reservation, it would be $217 + taxes. The linens and towels will be delivered to your rental on check-in day and must be repacked into the container upon check-out. You can also include our 'Bed Making Service' to your order for a total of $285 + taxes. The provided quote includes a one-week rental. For pricing on additional weeks, please contact us directly.
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