Vacation Rentals By Owner In Eastham, MA

Summary:brbr14474 - Golden Slumber: Dreamy Cottage for Two! Close to Beaches!brbrbrbrThe Space:brbrSpend your precious vacation days at our cozy cottage for two! Golden Slumber is conveniently located along the main drag of Eastham. You can spend your morning lounging in the golden early morning light on your private back patio, then venture out to explore all of the Outer Cape’s best offerings! Cruise down to Cooks Brook Beach or Sunken Meadow Beach, feel the ocean breeze in your hair and the warm sun on your face. Head back to Golden Slumber for a quick refresh and get ready for a night on the town! Enjoy a feature at one of the last Drive In Theaters in America, then sample the local flavors at any of Eastham’s eateries like Arnolds, Brine, or Seashore Kitchen and Bar. If you’re feeling adventurous, head out to the Wellfleet Beachcomber to drink and dance the night away in the dunes! End your evening back at Golden Slumber, snug and content. Sports are more your thing This home is not far from the Cape Cod Rail Trail; load the bikes in the car and park at any of the Rail Trail parking areas to experience the Cape Cod Rail Trail, a 25 mile activity trail which leads from Wellfleet all the way to Yarmouth and is perfect for biking, running or walking. Bikes can be rented at the nearby Little Capistrano Bike Shop! This cozy and clean vacation rental is one of a set of 4 individually colored cottages that are available to rent individually for a cozy couples getaway, as a whole set for a unique group vacation or whatever combination might fit your vacation plan (and color preferences). brWhichever direction you choose to take your Cape Cod Vacation adventure, this cottage will be the perfect comfortable and cozy home away from home. Add a little color into your next vacation and book Golden Slumber today! br brAlso, rent the adjacent cottages 14472 - True Blue, 14473 - Green Light, or 14475 - Sunny Days for larger groups! br brHome Details: br-Sleeps 2 br-1 Floor br-Bedroom: 1 Queen Bed br-Bathroom: Full Bath w/ Shower br-Window A/C Unit br-Heating- Space heater br-WiFi br-TV br-Streaming br-Gas Grill br-Patio with Furniture br-NO Pets (fines remitted) br-Close to Drive-In Movie Theater br-4 Minute Drive to Cooks Brook & Sunken Meadow Beaches br-Sheets and Bath Towels Provided with Beds made Upon Arrival br-Cleaned with Hospital Grade DisinfectantbrC0319580860brbrbrbrThe Neighborhood:brbrGeneral

Apartment

Dreamy Cottage for Two! Close to Beaches!

Eastham, Massachusetts, United States

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$224.46

Summary:brbr14473 - Green Light: 4 Min Drive to Bayside Beaches!brbrbrbrThe Space:brbrGreen Light is the perfect place to start your Cape Cod adventure! A simple yet welcoming cottage, you are sure to feel content at this motley location. Upon entering Green Light, you will see a Queen size bed to the left and a kitchenette with microwave and full fridge to the right. The cottage also features a dining area for two and full bath with shower. A quick 4 minute drive or 10 minute invigorating bike ride will bring you to Cooks Brook Beach where you can spend the day taking in incredible views of the Cape Cod Bay, diving into the clean blue green waters, or lounging in the warm sands. Come back home to Green Light and nap on the comfortable lounge chairs out back so you are ready and refreshed to spend the evening enjoying the delectable offerings of local bars and restaurants! Whether you are in the mood for Thai Food (Royal Thai Cuisine), a more traditional and comfortable American pub (Local Break) or high end Mexican cuisine (Casa Del Cabo) you can find it all nearby in Eastham. You can always cruise over the the Wellfleet Drive In to experience a feature at one of the few drive in movies left in America! This cozy vacation rental is one of a set of 4 individually colored cottages that are available to rent individually for a couple's getaway, as a whole set for a unique group vacation, or whatever combination might fit your vacation plan (and color preferences). Green Light is a great place to explore Cape natural landmarks like the Cape Cod National Seashore and nearby Cape Cod Rail Trail which leads from Wellfleet all the way to Yarmouth and is perfect for biking, running or walking. If you want to get out on two wheels, bikes can be rented at the nearby Little Capistrano Bike Shop! br brWhichever direction you choose to take your Cape Cod Vacation adventure, this cottage will be the perfect comfortable and cozy home away from home. Add a little color into your next vacation and book Green Light today! br brAlso, rent the adjacent cottages 14472 - True Blue, 14474 - Golden Slumber, or 14475 - Sunny Days for larger groups! br brHome Details: br-Sleeps 2 br-1 Floor br-Bedroom: 1 Queen Bed br-Bathroom: Full Bath w/ Shower br-Window A/C Unit br-Heating -space heater br-WiFi br-TV br-Streaming br-Gas Grill br-Patio with Furniture br-NO Pets (fines remitted) br-Close to Drive-In Movie Theater br-4 Minute Drive to Cooks Brook & Sunken Meadow Beaches br-Sheets and Bath Towels Provided with Beds made Upon Arrival br-Cleaned with Hospital Grade DisinfectantbrC0319580860brbrbrbrThe Neighborhood:brbrGeneral

Apartment

4 Min Drive to Bayside Beaches!

Eastham, Massachusetts, United States

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$174.96

Summary:brbr14472 - True Blue: Cozy Colorful Cottage Perfect for 2!brbrbrbrThe Space:brbrConveniently nestled off the main road of the Outer Cape sits True Blue, the cottage perfect for your next Cape Cod escape! Centrally located to explore delicious eateries and attractions as you make your way to Wellfleet Center and beyond, this colorful gem is the ideal place to call home for your stay. This cottage is about a 4 minute drive to Cooks Brook Beach and Sunken Meadow Beach! Spend your days with the warm sands of Eastham's bayside beaches between your toes, and your nights enjoying a classic feature at the Wellfleet Drive In. Upon entering True Blue you’ll see the Queen size bed to the left and a full bath with shower to the right. The cottage also features a dining area for two and a kitchenette with microwave and full fridge. Out behind the cottage there is a private patio area with seating and a table, the perfect place to relax, and enjoy your morning coffee; or the perfect place to retreat back to and recline in one of two lounge chairs perfect for soaking in some late afternoon rays after a full day of summer fun. brTrue Blue is not far from the Cape Cod Rail Trail, a 25 mile activity trail which leads from Wellfleet all the way to Yarmouth and is perfect for biking, running or walking. If you want to get out on two wheels, bikes can be rented at the nearby Little Capistrano Bike Shop! br brEastham is also home to a variety of fantastic bars and restaurants. Whether you are in the mood for Thai Food (Royal Thai Cuisine), a more traditional American fare (Local Break) or high end Mexican cuisine (Casa Del Cabo) you can find it all nearby in Eastham. Try Brine for a great local brunch on the weekends! br brThis cozy and clean vacation rental is one of a set of 4 individually colored cottages that are available to rent individually for a cozy couples getaway, or as a whole set for a unique group vacation or whatever combination might fit your vacation plan (and color preferences). Whichever direction you choose to take your Cape Cod Vacation adventure, this cottage will be the perfect comfortable and cozy home away from home. Add a little color into your next vacation and book True Blue today! br brAlso, rent the adjacent cottages 14473 - Green Light, 14474 - Golden Slumber, or 14475 - Sunny Days for larger groups! br brHome Details: br-Sleeps 2 br-1 Floor br-Bedroom: 1 Queen Bed br-Bathroom: Full Bath w/ Shower br-Window A/C Unit br-Heating- space heater br-WiFi br-TV br-Streaming br-Gas Grill br-Patio with Furniture br-NO Pets (fines remitted) br-Down the Street From Drive-In Movie Theater br-4 Minute Drive to Cooks Brook & Sunken Meadow Beaches br-Sheets and Bath Towels Provided with Beds made Upon Arrival br-Cleaned with Hospital Grade DisinfectantbrC0319580860brbrbrbrThe Neighborhood:brbrGeneral

Apartment

Cozy Colorful Cottage Perfect for 2!

Eastham, Massachusetts, United States

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$529.23

Quiet Location on Eastham OceansidebrbrBeautifully maintained and landscaped home in a quiet neighborhood on the ocean side of Route 6. Boasting central air and a private deck, this home was also recently renovated; improvements include a freshly painted interior, updated bathrooms. refinished pine floors, new deck and outside shower. brbrThis warm and inviting home has a separate kitchen, open dining room, living room with beamed ceilings, newly renovated full bathroom with custom wet shower, and two bedrooms all on the first floor. brbrThe second floor has an additional bedroom, full bathroom, and an open loft with additional sleeping space for two. brbrThere is a ping pong table in the unfinished basement and the laundry area. brbrAmenities include: central air conditioning, wireless internet, four televisions with Apple TV, DVD player, dishwasher, washer and dryer, Keurig, gas grill and charcoal grill, a few beach chairs, and an enclosed outdoor shower. brbrFirst Floor: Bedroom #1 - Queen, Bedroom #2 - Queen;brSecond Floor: Bedroom #3 - King, Loft - Two TwinsbrbrLocation: This property is centrally located in Eastham within a couple miles of bay beaches, ocean beaches, fresh water ponds, Salt Pond Visitor Center and local restaurants and attractions.brbr* Additional fees: $220 non-refundable reservation fee; $30 damage protection fee; guest services fee; all applicable taxesbrbr* SATURDAY TO SATURDAY RENTALbr* NO SMOKINGbr* NO PETSbr* FREE WIFI br* OCCUPANCY: 6 PEOPLE TOTAL (adults and children)br* PARKING FOR 3 VEHICLESbr* SHEETS AND TOWELS ARE NOT INCLUDED, available to rent from local linen company, we are happy to provide informationbrbr* CONSIDER RENTING 32 OR MORE DAYS AND TAXES WILL BE ELIMINATEDbrbrbr****FREE ACTIVITIES INCLUDED****brTo enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area.brbrClick the Xplorie button or visit the Free Activities page to see the free fun included with this Kinlin Grover Compass rental!brbrAs a guest of Kinlin Grover Compass, you'll receive free golf tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities!brbrbr**** CANCELLATION/REFUND POLICY ****brUpon cancellation for ANY reason, money will be refunded less a 20% service fee of the total rental amount due, ONLY if the property is re-rented for the same terms and conditions of the original Agreement. Tenant further acknowledges and agrees that where Kinlin Grover Compass undertakes to re-let the property, the rental fee to be charged to the substitute tenant shall be in an amount to be determined in the reasonable discretion of Kinlin Grover Compass and Owner. Tenant agrees that any cancellation of the reservation, undertaken at any time, shall not be effective unless in writing and delivered to Kinlin Grover Compass.

Quiet Location on Eastham Oceanside

Eastham, Massachusetts, United States

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Select Dates for Price

Winter/Spring 2021 Updates: For the 2021 season we have installed new flooring throughout the house. A new designer kitchen is in place which will be fitted with stainless appliances and a central island to congregate and seat 4. Both bathrooms are being updated with new vanities and lighting as well. We look forward to hosting you! brbrWell maintained contemporary Cape home on Eastham's bayside. Excellent private location on a cul-de-sac centrally located for all your Cape adventures. 1.5 miles from First Encounter Beach, and 2 miles to Coast Guard Beach, nationally recognized as a top 10 beach in the US. Our home features a vaulted ceiling for that open, airy feel. Nicely landscaped with mature plantings and private back deck with enclosed outdoor shower.brbrThe spacebrEnjoy your time in the privacy of our home. The house is located on a private lot on a cul-de-sac, so traffic and noise will not be worry. Just minutes from both bay and ocean beaches, 1 mile from the Salt Pond, 15 minutes to Wellfleet and 5 minutes to Orleans if you're looking for a night on the town. Our house is cleaned and sanitized professionally in alignment with CDC guidelines after each stay.brbrOur cozy home features a living room with fireplace and an open concept design with kitchen and dining areas off the living room. Two bedrooms and bath on the first floor. Upstairs is an additional sitting area in the loft and a master bedroom with bath.

Beautiful Eastham Cape ! Central to Everything

Eastham, Massachusetts, United States

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$394.85

Just 900 steps from Cape Cod Bay, this Bay Road property sits on a quiet ¾‑acre lot in the Campground Beach area of North Eastham. The setting is relaxed and ideal for a memorable Cape Cod stay.brCampground Beach, the National Seashore, the Audubon Sanctuary, and the Cape Cod Rail Trail are all close by, with restaurants, mini golf, and bike rentals nearby as well. Inside, you’ll find updated kitchen, bath, and flooring features that make for a comfortable, well‑maintained stay.

Cottage

Walk to Campground Beach • Modern, Well‑Kept Cottage

Eastham, Massachusetts, United States

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$240.35

This tranquil Cape cottage is in the perfect spot for your next vacation, with a private setting at the end of a little lane, and a winding pathway that leads directly to an uncrowded beach on the Bay featuring glorious sunsets. brbrOne of three adorable cottages on the property, you can rent just one or all three for big family and friend getaways! The lovely, large shared yard is enclosed and shaded by trees where in the quiet you can hear the many songbirds that migrate seasonally through the area. brbrThe location couldn’t be better, with easy access to many wonderful Cape adventures - including the National Seashore, historic lighthouses and windmills, biking on the Cape Cod Rail Trail, excellent restaurants, mini-golf and arcades, and much more! Wiley Pond, with its freshwater swimming and playground area, is just a short walk away. Take a short trip down-Cape and catch a double feature at the local Wellfleet drive-in movie theatre, or have a relaxing afternoon at the Truro Vineyards. The excitement of Provincetown is just a half-hour drive away, where you can explore the shops and hit the piers for whale watching or deep sea fishing.brbrEach cottage sleeps up to four guests with two bedrooms - one with a double bed and one with two twin beds - and a futon in the living room. There is a full bathroom with tub and shower, and an outdoor shower to wash the sand off after a day at the beach. The kitchen includes a stove, oven, coffee maker, and toaster. Or you can grill out with the charcoal barbecue and enjoy your meals outside at the picnic table. WiFi is also standard, with a TV and DVD player available in the living room.brbrInterested in booking all three cottages for larger gatherings Here are the links to each one:brbrCottage #1brhttps://www.vrbo.com/3111989brVRBO Listing: 3111989brbrCottage #2brhttps://www.vrbo.com/3179025brVRBO Listing: 3179025brbrCottage #3brhttps://www.vrbo.com/3179193brVRBO Listing: 3179193

Cottage

Cozy Cape Cottage with Beach Access

Eastham, Massachusetts, United States

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$1317.86

Enjoy a spotless, fully renovated Cape-style home with a heated saltwater pool, perfect for unwinding. Take advantage of the 3-night minimum stay in June or September and great midweek or weekly discounts, booking early means extra savings. Step into the fenced yard and be welcomed by a large pool set in a lush garden oasis. Inside, the open-plan living, dining, and well stocked kitchen area overlooks the pool and backyard, complete with a firepit, deck, outdoor dining, and gas grill. The first floor offers a king bedroom with a full tub/shower bath nearby, plus an office with desk. Upstairs, you’ll find a king ensuite with a walk-in shower and optional twin bed, and a third bedroom with a king bed and trundle that can be two twins or another king. This spacious room overlooks the pool and gardens, with a full bath just outside the door. Located in historic Eastham, you’re steps from the bike trail, minutes from beaches, and close to great restaurants and attractions. The heated saltwater pool is open Memorial Day Weekend through September 15th, with the possibility of the pool being open earlier or staying open later depending on the weather.

Pristine home w/heated saltwater pool, just minutes from beaches and bike trail.

Eastham, Massachusetts, United States

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$487.23

Welcome to your seaside sanctuary! Nestled just a leisurely two-minute stroll from the pristine shores of the Bay, this newly renovated beach home is a true gem. With two cozy bedrooms, a deck, and large yard, it's perfect for a romantic getaway, a family vacation, or a retreat with friends.brbrStep inside to discover a welcoming retreat adorned with coastal charm and modern amenities. The open-concept living space boasts plenty of natural light, creating a serene ambiance for relaxation. Whip up delicious meals in the fully equipped kitchen, complete with sleek appliances and ample counter space.brbrBut the real highlight of this beach home Its unparalleled access to the warm waters of the Bay. We've provided beach chairs (4) and umbrellas (2) so you can spend your days swimming, sunbathing, or combing the sandy shores for seashells. In the evening, gather around on the beach as you watch the sun dip below the horizon, painting the sky in a symphony of colors.brbrA unique feature of this home is its 2 min walk to the flats. “The Flats” of Cape Cod Bay are a must-see when visiting Cape Cod. A natural phenomenon, they are caused by the daily ebb and flow of the tides. In the span of just 6 hours, small waves that once lapped upon the shore at high tide recede an entire mile to “dead low tide,” leaving behind sandbars and tide pools teeming with sea life. brbrWhether you're seeking adventure or simply craving some much-needed relaxation, this beach home offers the perfect blend of comfort and convenience for your coastal getaway. Book your stay today and make memories that will last a lifetime.

Newly Renovated Charming Beach Haven: 2-Minute Stroll to the Sand

Eastham, Massachusetts, United States

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$456.48

Summary:brbr14518: Sandy Stroll - Short walk to Bayside Beach!brbrbrbrThe Space:brbrIntroducing Sandy Stroll, a serene sanctuary nestled on the bayside of Eastham, beckoning travelers seeking a quintessential Cape Cod experience. Situated just a stroll away from the coveted Thumpertown Beach, this charming abode offers unparalleled tranquility and seclusion.brbrImbued with an abundance of natural light, Sandy Stroll warmly welcomes guests, promising a veritable home away from home for your coastal retreat. Step onto the deck, where al fresco dining becomes an enchanting affair, whether relishing morning coffee or indulging in evening libations as the sun dips below the horizon.brbrVenture beyond this idyllic haven, and discover the convenience of Eastham's amenities mere minutes away. Embark on a brief drive into town, where a plethora of shopping venues and delectable dining options await your exploration. For a quintessential Cape Cod morning ritual, embark on a scenic 1.5-mile journey to Hole in One Bakery, where breakfast delights and aromatic coffee beckon. Then, a mere stone's throw away, Arnolds Lobster and Clam Bar awaits, alongside an entrance to the famed Cape Cod Rail Trail. Savor a delectable bite before setting off on a leisurely bike ride along this picturesque trail, immersing yourself in the unparalleled beauty of Cape Cod's landscape.brbrWith its unrivaled blend of convenience, comfort, and coastal charm, Sandy Stroll invites you to embark on an unforgettable vacation retreat, where cherished memories are waiting to be made. Book your stay today and discover the allure of Cape Cod living at its finest.brbr**Use Google Maps to access the property, take Shurtleff Rd, to Western Ave - See Photo**brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 6brBedroomsbr-Total 3br-1st Floor Bedroom: 1 Queen Bedbr-Ground Floor Bedroom: 1 Queen Bedbr-Ground Floor Bedroom: 2 Twin BedsbrBathroomsbr-Total 2br-1st Floor: Full Bathroom w/ Showerbr-Ground Floor: Full Bathroom w/ ShowerbrOther Amenities br-Window ACbr-WiFibr-Smart TV w/Cablebr-Washer/Dryer br-Propane Grillbr-Outdoor Rinse Stationbr-Indoor Fireplace is 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-C0477070860

Short walk to Bayside Beach!

Eastham, Massachusetts, United States

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$402.91

Samara Tide is a fully redesigned 3BR coastal retreat, offering a boutique, pet-friendly stay just a 5-minute walk to a private bay beach—perfect for easy days by the water and Cape Cod sunsets. Curated by the Heart of Cape Cod, this bright, open-concept home sleeps 6 and blends relaxed coastal charm with elevated comfort, featuring a newly built outdoor space with fire pit, grill, and patio seating. Park the car, walk to the shore, and settle into the rhythm of the Cape. Fri-Fri in July & AugbrbrI respect the autonomy of my guests and can easily be reached by facetime, email, text, carrier pigeon, smoke signal, or yodeling. brbrWe love our neighbors and respect the tranquility of the neighborhood, therefore, we do not allow parties or events at Samara TidebrbrBrought to you by the Heart of Cape Cod, Samara Tide is a thoughtfully redesigned coastal retreat set along a quiet dirt road just a short stroll from a private association bay beach. Fully refreshed for 2026, this home blends relaxed coastal charm with curated design, offering a boutique stay that feels both elevated and effortlessly comfortable.brbrInside, the home opens into a bright, open-concept living, dining, and kitchen space designed for connection and ease. Natural light fills the room, while soft textures and calming coastal tones create a setting that feels immediately welcoming. The living area centers around a plush sofa and wall-mounted Roku TV, perfect for unwinding after a day at the beach or gathering for a relaxed evening in.brbrThe custom-built dining nook offers a versatile space that goes beyond traditional dining. Whether you’re enjoying a casual breakfast, playing games, or simply lingering over conversation, this thoughtfully designed area invites you to settle in and stay awhile.brbrThe fully stocked kitchen is equipped for both simple meals and more involved cooking, complemented by a curated coffee bar featuring regular and decaf coffee, tea, and a Keurig machine for added convenience (pods not provided).brbrEach bedroom has been designed with rest and comfort in mind. The spacious king primary bedroom features a brand new mattress and a calm, airy layout that makes it easy to fully unwind. A cozy full bedroom and a twin bedroom with two beds provide flexible sleeping arrangements, comfortably accommodating up to six guests.brbrStep outside and you’ll find a newly created outdoor living space designed to extend your stay beyond the indoors. Patio seating for six, a brand new grill, a fire pit with dedicated seating, and a classic Cape Cod outdoor shower create the perfect setting for long summer evenings and easy mornings. brA hammock tucked into the landscape offers a quiet place to slow down and enjoy the surroundings. And just down the road, a short five-minute walk leads you to a private association bay beach. No need to pack the car or search for parking—just step outside and follow the road to sand, salt air, and sunsets.brbrSamara Tide is designed for those who appreciate thoughtful details, relaxed coastal living, and a stay that feels curated rather than ordinary—whether you’re here for a weekend escape or a longer Cape Cod getaway.brbrSleeping Arrangementsbr• 1 King bed — spacious primary bedroom with brand new mattress and clean, coastal designbr• 1 Full bed — comfortable second bedroom with relaxed stylingbr• 2 Twin beds — bright third bedroom offering flexible sleeping arrangementsbrbrBathroomsbr• Full bathroom — clean and convenient between all bedroomsbr• Outdoor shower — seasonal and ideal after beach daysbrbrOutdoor Highlights – Newly built outdoor living spaces in 2026br• Fire table with new Adirondack seating area for relaxed eveningsbr• Brand new grill for easy outdoor cookingbr• New patio seating for 6 with solar lit umbrella for shadebr• Hammock for quiet afternoons and downtimebr• Private association bay beach just .2 miles (less than a 5-minute walk down the road)brbrIndoor Amenitiesbr• Fully stocked kitchen for everyday meals and snacksbr• Curated coffee bar with drip coffee, Keurig machine (pods not provided), tea, and both regular and decaf coffeebr• Wall-mounted Roku TV in the main living area (and in the master bedroom as well)br• Washer and dryer located in the basement for guest usebr• Strong WiFi throughout the homebrbrComfort & Essentialsbr• High-quality linens and bath towel sets providedbr• Beach towels provided in the summerbr• Eco-friendly shampoo, conditioner, and body washbr• Window A/C units in all bedrooms and main living area to keep cool all summer long (central heat for chilly nights)br• Award winning custom digital house manual with curated local recommendationsbr• Minimum booking age: 25br• Professionally cleaned by a VRMA award-winning team using detailed checklists and sanitization of high-touch pointsbrbrDog Friendlybr• One (1) well behaved dog welcome with a $100 fee (must be over 1 year old) br• Dog amenities provided including crate, bowls, and towelsbr• No cats, birds, rabbits, or ferrets — just one pup that says “woof”. brPlease respect our one dog limit. It helps us honor homeowner policies, company standards, and continue offering dog friendly stays.brbrExtras Availablebr• Vacation add-ons like Early Check-Ins/Late Check-Outs (seasonal/if available), Pack-n-Plays, Farm Fresh Eggs, Romance Packages, Beach Cabanas, and more—full details provided after bookingbrbrBooking NotesbrWe understand that plans can change and recommend purchasing travel insurance for peace of mind during your Cape Cod vacation.brbrFor Airbnb: We set only two charges—a fair nightly rate and a cleaning fee based on what our professional team charges to reset the home. Airbnb adds their own platform service fee and collects local/state taxes separately. We don’t control or receive those amounts.brbrbrbrCommunication with guests is important to us. Please be sure you have app notifications turned on for your phone as this will be our means of communicating with you before, during, and after your stay. Our digital guidebooks contain directions, instructions, and access information. It is your responsibility to review this information prior to arrival.

Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

Eastham, Massachusetts, United States

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$648.55

One Day Happened: Modern Luxury Meets Coastal Calm in EasthambrbrEscape to One Day Happened, a stunning, sun-drenched sanctuary built in 2021. Designed with a clean, clutter-free aesthetic, this isn't just a rental—it’s your private retreat in the heart of the Outer Cape. Whether you’re here for the legendary summer sunsets, crisp autumn trail walks, or a cozy spring getaway, this home is designed for effortless relaxation.brbrLocation, Location, Location!brNestled in a quiet neighborhood, you are perfectly positioned for adventure:br* The Rail Trail: Steps (less than a minute!) from the famous Cape Cod Bike Trail.br* The Beaches: A quick 10-minute drive to the National Seashore (voted top 10 in the world!) for surfing and seals, or the Bay Side for warm water and world-class sunsets.br* Retail: Only 3 minutes to downtown Orleans for shopping, dining, and groceries.br* Centrally located: Only 30 minutes to the charm of Chatham or the energy of Provincetown.brbrThe Space: Spacious, Airy, & ThoughtfulbrUnlike typical cramped Cape cottages, One Day Happened boasts an open floor plan with soaring windows and exceptionally large bedrooms—a rare find in Eastham!brbrThe Layout:br* Primary Suite (1st Floor): King bed, dedicated workspace (WFH ready!), and reading nook.br* Bedroom 2 (2nd Floor): Massive King bed and cozy lounge chair.br* Bedroom 3 (2nd Floor): Perfect for kids or friends! Features 2 Full beds and a Daybed.br* The Baths: Two full indoor bathrooms plus the quintessential Cape Cod experience: a private, heated outdoor shower.brbrOutdoor Living & AmenitiesbrEnjoy a sprawling backyard designed for memories. Grill on the deck, dine under the umbrella, or gather around the fire pit in Adirondack chairs to watch the stars.brbrThe Extra Features:br* Central AC & Gas Fireplace for year-round comfort.br* Gourmet Kitchen: Fully stocked with a lobster pot, baking dishes, and three types of coffee makers.br* Work from Home: High-speed internet and a dedicated desk.br* Family Friendly: BPA-free kids’ dishes and a Pack-n-Play provided.brbrVacation Like You’re Meant To!brStop overpacking! We want your car filled with laughter, not laundry. We provide a Concierge-Level experience so you can start your vacation the moment you walk through the door:br* Beds Made: Fresh, hypoallergenic linens and plush bath towels are ready for you.br* Beach Ready: Beach chairs provided.br* Starter Kit: Welcome drink, new sponges, cleaning supplies, and quality toiletries.br* Local Expertise: Receive our curated Insider’s Guide to the best local spots upon booking.brbrThe Fine Printbr* Peak Season: Sunday to Sunday rentals.br* Ease of Mind: Refundable $500 security deposit.br* Cleaning: $350 turnover fee; 14.25% Eastham short-term rental tax applies.br* Off-Season: Deck furniture/grill are stored in winter; please request early access if visiting in early spring!brbrYour search for the perfect Cape house ends here. We can't wait to welcome you to One Day Happened!

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

Eastham, Massachusetts, United States

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$572.45

Summary:brbrIdeally located 3-bedroom, 2 bathroom home boasting a covered porch, patio, and outdoor showerbrbrbrbrThe Space:brbrWelcome to Endless Summer, a bright and well appointed 3-bedroom, 2 bathroom home of nearly 2,000 square feet. This property is ideally located within walking distance to Thumpertown Beach on Cape Cod Bay. If you want to be in a quiet neighborhood, yet still close to restaurants and other conveniences, Endless Summer is the perfect choice for the getaway that offers the best of both worlds. brbrbrbrThe exterior of the home, with it's soft yellow color and pretty window boxes, gives a cheery and welcoming feeling. Entering through the front door, you find yourself in the living room. The space has cozy leather furniture and a flat screen TV. The whole first floor is open concept, and the living room flows into the dining room, then the kitchen. There is seating for six at the dining table, with an additional three seats at the kitchen peninsula. Bring the kids along, and you will find they get their own adorable table as well. The kitchen is spacious, with plenty of counter space and storage. First floor laundry with a brand new washer and dryer is offered for your convenience right off of the kitchen. All three attractive and comfortable bedrooms are located on the second story. brbrbrbrThe outdoor amenities at Endless Summer are truly what makes this property shine! Stepping outside from the dining room, find yourself in the beautiful 16'X16 wooden screen in porch. It is the perfect place to gather and share delicious food prepared on the gas grill. There is a table that seats six, and you can enjoy your meals al fresco in the shade. Beyond the porch is a gorgeous stone patio, offering additional seating at the table with an umbrella. There are adirondack chairs perfect for reading a book or catching a tan. An enclosed outdoor shower is available for a rinse after a long day at the beach. brbrbrbrEndless Summer is an amazing retreat with a fantastic location! Spend your days swimming, walking, and lounging on the beach, knowing that your home away from home is waiting for you. There are lots of great options nearby for dining out, like The Local Break, The Fairway Restaurant, Red Barn Pizza, and Sam's Deli to name a few. Drive only minutes and you can visit the renowned Cape Cod National Seashore. Go to an event at the Windmill Green and Bandstand. You'll never run out of fun things to do. Book your getaway today! brbrbrbrbrbrbrbrLayout of Bedrooms and Bathrooms:brbrAll bedrooms are upstairsbrbrBedroom 1 (Master) - Queen with ensuite full bath with tub/shower combobrbrBedroom 2 - QueenbrbrBedroom 3 - Two singles and a doublebrbrFull bath with tub/shower combobrbrbrbr**Typically renters bring their own sheets, towels etc. Please inquire if you are interested in having linens delivered to the home for an additional fee.**brbrbrbrOther Things to Note:brbr-

Lovely Home

Eastham, Massachusetts, United States

Bed

Bath

8

Sleeps

$510.45

Escape to this delightful, pet-friendly cottage, perfectly situated just a 6-minute walk from a serene private bayside beach located between Thumpertown and Campground beaches. Ideal for families and pet owners, this cozy retreat offers a spacious yard for outdoor games and relaxation.brbrBeach Access: Enjoy the convenience of being just a short walk away from a beautiful private bayside beach, perfect for walking the sandbars and watching stunning sunsets. For those who love variety, oceanside beaches are also just a short drive away, offering even more options for beach lovers.brbrInside the Cottage: The open-format living room, kitchen, dining area, and sunroom create a welcoming space for gatherings. The first floor features two comfortable bedrooms with queen beds and a full bath. Upstairs, a large open space with a full bed, two twin beds, seating, and a TV provides a perfect haven for kids or teens.brbrComfort and Convenience: Stay cool with mini-split heat/AC units in the living room and upstairs, window AC units in the bedrooms, and ceiling fans throughout. Outside, enjoy the comfortable seating, Weber grill, Solo Stove, and an outdoor shower with hot and cold water. Tastefully decorated with charming coastal decor and equipped with Wi-Fi, this cottage is ideal for both vacationing and working from home. Fully heated and insulated, it’s also perfect for off-season stays.brbrConvenient Location: Explore Wiley Park, offering swimming and fishing in a picturesque kettle pond, with trails around the pond perfect for dog walks. The nearby Cape Cod Rail Trail is ideal for biking adventures to Wellfleet, Orleans, Nickerson State Park, and South Yarmouth. Savor local cuisine with excellent restaurants and take-out options, including donuts, sandwiches, seafood, and ice cream.brbrImportant Note: The stairs to the second floor are steep and not recommended for small children or people with mobility issues.

Pet-friendly Cottage, Walk to Private Association Beach

Eastham, Massachusetts, United States

Bed

Bath

Sleeps

$510.79

A true Cape Cod Gem located on the edge of the National Seashore and just 2 miles to Coast Guard Beach or Nauset Light Beach! You will love coming home after a day on the beach to this private house on a wooded lot on a quiet cul-de-sac road. All the bells and whistles you want in a vacation including outdoor shower, WIFI and A/C units to keep you cool on hot summer days. Main level offers large living room with ample seating and adjacent dining room. The kitchen is fully equipped with everything for your Cape Cod Feast! Four spacious bedrooms include two queen bedrooms on the main level. One full size bathroom serves the main level. A second primary bedroom is found upstairs with a queen bed plus a twin bed. The fourth bedroom is also on the second level with another queen and twin bed combo. A second full bath serves both upstairs bedrooms. Enjoy outdoor living on the deck with patio furniture and new gas grill for 2025. Nice outside shower to rinse of the sand. Other amenities include, cable TV, DVD, high-speed internet, washer/dryer, dishwasher, microwave. Plenty of room for bikes and all your beach gear. Bring your kayak or rent one to enjoy close-by Nauset Marsh, Salt Pond and Orleans Town Cove. 2 miles to Nauset Light Beach and a short drive to all of the Bay beaches and ponds Eastham has to offer. Close to the Salt Pond Visitor Center with its biking and nature trails and convenient to the Cape Cod Rail Trail. Public tennis courts at the High School just around the corner. Enjoy trendy shopping and art gallery hopping in Wellfleet, Orleans, and Chatham. Head to P-Town for the day. Take in a movie at the nearby Wellfleet Drive-In. Fine dining and family fun both within easy reach.

Experience the charm of Cape Cod, a spacious 4-bedroom retreat in Eastham

Eastham, Massachusetts, United States

4

Bed

Bath

8

Sleeps

$554.35

Summary:brbr14527 - On the Bow: Game Room, Central AC, Short Drive to Beaches!brbrbrbrThe Space:brbrWelcome to your serene getaway! This delightful 3-bedroom, 2.5-bathroom home accommodates up to six guests, offering an inviting blend of comfort and charm. Located just a short drive from the pristine shores of Campground Beach and Cooks Brook Beach, this home is also just a short drive away from the popular Coast Guard Beach and Nauset Light Beach. Your days can be filled with sun-soaked adventures and seaside strolls. brbrbrInside, the spacious living room welcomes you with its vaulted ceilings and central floor-to-ceiling fireplace, perfect for gathering around to watch a movie, stream a baseball game or have some fun, competitive board game sessions. A game room with foosball table will add some friendly competition to your stay. The first floor hosts a king-sized master bedroom, a queen bedroom, and a bedroom with two twin beds, each promising restful nights with clean linens and gentle Cape Cod breezes. The heart of the home, the fully-equipped kitchen, invites culinary creativity with its modern amenities nearby the dining and living room, so everyone is included. brbrStep outside to a private yard, perfect for lawn games and leisurely afternoons. The large back deck, complete with dining table and seating, beckons for some grilled meals together, while the outdoor shower offers a refreshing retreat after a day at one of the many nearby beaches. Venture out to explore nearby sight-seeing attractions like Nauset Lighthouse or indulge in local flavors at Arnold's Lobster & Clam Bar or Brickhouse Restaurant. Whether you’re exploring Eastham’s charming shops or relaxing in the backyard after exploring around the Cape, this idyllic home provides a perfect backdrop for your Cape Cod escape. Don’t wait—make memories that last a lifetime. Book your stay today and embrace the coastal charm and tranquility of this delightful haven!brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 6brBedroomsbr-Total 3br-1st Floor Bedroom: 1 Queen br-1st Floor Bedroom: 1 Kingbr-1st Floor Bedroom: 2 Twinsbr-Bathroomsbr-Total 2.5br-1st Floor: ½ bathbr-1st Floor: Shower (Ensuite to Queen Bedroom)br-1st Floor: Shower/TubbrOther Amenities br-Central A/C br-WiFibr-Smart TVbr-Streaming Servicebr-Washer/Dryerbr-Gas Fireplacebr-Propane Grillbr-Outdoor Showerbr- Foosball Tablebr-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 3 cars maximumbr-C0556060860br

Game Room, Central AC, Short Drive to Beaches!

Eastham, Massachusetts, United States

Bed

Bath

Sleeps

$627.4

Summary:brbr14528 - Shell of a Time: Game Room, Firepit, Mins to Beaches!brbrbrbrThe Space:brbrWelcome to 'Shell of a Time,' your enchanting escape in Eastham, MA. This charming 4-bedroom, 2-bath haven promises memorable moments for up to eight guests. Relax in the spacious living area, gorgeous sun room, or enjoy the sunshine on the generous back deck. The interior boasts a well-appointed kitchen with modern appliances, perfect for crafting culinary delights, and a screened-in sunroom ideal for cozy gatherings, no matter the weather. Retreat to the finished basement for a friendly ping pong match or a rejuvenating yoga session. brbrAfter a day of exploring, rinse off in the unique outdoor shower with a soaking tub before gathering around the gas fire pit under the starlit sky. Your dogs can enjoy the great outdoors too in the fenced area of the yard. Located just a short drive from Eastham’s picturesque beaches, including Campground, Thumpertown, and Kingsbury Beaches, your coastal adventures are easily accessible. Delight in the local culinary scene with nearby eateries like Arnold's Lobster & Clam Bar or the Brickhouse Restaurant. With a fenced-in backyard, central air via mini-split systems ensuring ultimate comfort, 'Shell of a Time' is the perfect blend of relaxation and convenience. From morning coffee on the deck to sunset strolls along the beach, your Cape Cod getaway awaits. The time for your unforgettable retreat is now! Book 'Shell of a Time' today and start crafting memories that will last a lifetime.brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 8brBedroomsbr-Total 4br-1st Floor Bedroom: 1 Queen Bedbr-1st Floor Bedroom: Bunk Beds (2 Twin Beds)br-2nd Floor Bedroom: 1 Queen Bedbr-2nd Floor Bedroom: 1 Queen BedbrBathroomsbr-Total 2br-1st Floor: Tub and Showerbr-2nd Floor: ShowerbrOther Amenities br-Central AC via Mini-Split Systembr-WiFibr-Smart TVbr-Streaming Servicebr-Washer/Dryer br-Propane Grillbr-Firepit (Gas)br-Outdoor Shower w/ Soaking Tub and Showerbr-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 4 cars maximumbr-C0543890860br

Game Room, Firepit, Mins to Beaches!

Eastham, Massachusetts, United States

Bed

Bath

Sleeps

$471.48

Summary:brbr14465 - The Beach Flower: Beach House Short Walk to Kingsbury Beach!brbrbrbrThe Space:brbrAs soon as you arrive at Beach Flower, you are welcomed in by the farmer porch with seating for four to relax with your favorite chilled beverage and watch the world go by. Enter the three-bedroom home and you will find a spacious living area with plenty of room for the family to enjoy a night of board games or movie streaming on the smart TV. br brbrAdjacent to the front living room, you’ll find the dining area with a banquet table that seats six as well as the kitchen, which is fully equipped with all the wares needed to prepare breakfast, lunch or dinner. Guests can access the private backyard through the back door located in the kitchen. The large, level backyard, which is perfect for lawn games (bring your favorites), features a patio area with a picnic table and a charcoal grill (don’t forget to bring your own charcoal), plus an enclosed outdoor shower and a fire pit for chilly nights. brbrThe single-floor home has three bedrooms: the primary bedroom has a queen bed and en suite bath with a shower; a second bedroom facing the front of the home features a king bed; and the last bedroom has two twin beds.brLeave your car in the driveway and walk to Kingsbury Beach, only seven minutes down the street. The beautiful bayside beach is great for walking and catching nightly sunsets. Other nearby attractions include well-known and well-liked breakfast spot, The Hole in One, and the Red Barn, a casual pizza spot. brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 6br-1 Floorbr-3 Bedrooms / 2 Bathroomsbr-Master Bedroom: 1 Queen Bed w/ en suite Full Bathroombr-Bedroom #2: 1 King Bedbr-Bedroom #3: 2 Twin Bedsbr-Master Bathroom: Full Bath w/ Showerbr-Bathroom #2: Full Bath w/ Tub/Shower Combobr-Central Heat & A/C br-Smart TV w/ Streaming & Cablebr-WiFibr-Washer/Dryer (basement access via bulkhead)br-Enclosed Outdoor Showerbr-Private Yardbr-Charcoal Grill br-Lawn Chairs w/ Fire Pitbr-Porch w/ Furniturebr-Deck w/ Chairs & Dining Tablebr-1 Mile to Bike Trailbr-Walk 1/4 Mile to Kingsbury Beachbr-Walk 1/3 Mile to Wiley Park on Great Pondbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0056230860brbrbrbrThe Neighborhood:brbrBayside

Beach House Short Walk to Kingsbury Beach!

Eastham, Massachusetts, United States

Bed

Bath

Sleeps

$661.53

Summary:brbr14529 - Salt Shaker: Steps to Neighborhood Beach, Dog Friendly!brbrbrbrThe Space:brbrWelcome to a vacation haven where the aroma of salt air drifts through airy living spaces just next to Cape Cod Bay. Located in the tranquil town of Eastham, this inviting four-bedroom, three-bath retreat sits at the bend of a quiet road—a mere one-minute stroll from the sparkling shores of Cape Cod Bay. Beach days are effortless here; children can enjoy playing in the sand while adults bask in the serenity of this quintessential coastal escape. Comb the beach for seashells and other treasures. Bask in the cool Cape breezes from the comfort of the wrap around deck or second floor balcony. An outdoor shower greets the end of each beach day. brbrInside, lofty vaulted ceilings connect the open-plan family room with the kitchen. Each bedroom is thoughtfully arranged for comfort—on the first floor, a king and queen suite awaits. The king suite features a charming open spiral staircase leading up to a 2nd floor lounge. The queen suite has a jack and jill bathroom. The second floor offers cheerful twin setups ideal for kids and friends. Three bathrooms ensure everyone’s privacy and convenience. brbrPrepare a seaside feast in the kitchen, and eat al fresco with the stars and fresh ocean breezes all around. If you can pull yourself away from the beach, a short ride will bring you to the Wellfleet Audubon Bay Wildlife Sanctuary, museums, and the promise of scallop rolls at nearby eateries like Brickhouse Seafood and Grill or Casa del Cabo. brbrDreaming of vivid sunsets over the ocean and carefree family memories The peace you seek is here. Reserve your place in this classic Cape getaway today—where your summer story awaits!brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 9brBedroomsbr-Total 4br-1st Floor Bedroom: Queen bedbr-1st Floor Bedroom: King Bed (w/ ensuite bath)br-2nd Floor Bedroom: 1 Bunk Bed w/ 2 twins and 1 Twin Bedbr-2nd Floor Bedroom: 2 Twin BedsbrBathroomsbr-Total 3br-1st Floor: Showerbr-1st Floor: Shower/Tub Combo (ensuite)br-2nd Floor: ShowerbrOther Amenities br-Split System and bedroom Floor A/C Units br-WiFibr-Smart TV br- Streaming Servicebr-Washer/Dryer br-Propane Grillbr-Outdoor Showerbr-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 3 cars maximumbr-C0558590860

Steps to Neighborhood Beach, Dog Friendly!

Eastham, Massachusetts, United States

4

Bed