Luxury Vacation Rentals in Eastham

(61 rentals)
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Key Amenities

  • Kid friendly
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Summer 2025 Season: Saturday Changeover in June and July, Sunday Changeover in August into September, 7 night minimum stayA brand new 4 bedroom w/ private bonus room (pull out couch), 3 full bathrooms, recently remodeled in Spring 2023! HEATED POOL (pool is in direct sun and will stay warm even without ...

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Property Type

Eastham House

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5 BR | 3 BA | Sleeps 10 | Quick View

Distance to beach: 1 miles to Boatmeadow

$715

avg/night

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Key Amenities

  • Kid friendly

About this property

Wonderful and spacious 5-bedroom home located in a lovely Boat Meadow neighborhood offering its own heated in-ground pool and association tennis and pickle ball courts. Two of the bedrooms have queen beds, one on the ground floor, the other upstairs; the other bedrooms (all upstairs) have twins. Features ...

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Property Type

Eastham House

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Key Amenities

  • Kid friendly

About this property

**New Listing** This spacious 3BR/2.5BA Cape-style home (1936 sq/ft) has central A/C, a lovely screened porch, an enclosed outside shower, and is within walking distance of a private association beach on Herring Pond (less than 1/4 mile). First Encounter (2 miles) and Coast Guard Beaches (3.6 miles) are ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 7 | Quick View

3

Distance to beach: 1 miles to Coast Guard

$643

avg/night

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Our home has three spacious bedrooms, all on one main floor. The primary bedroom has a king-sized bed and a gorgeous waterfront view. The second bedroom has a queen and twin-sized bed, and the third bedroom has a queen-size bed and water view with access to an outside deck and outdoor shower. All beds ...

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Property Type

Eastham House

"Fabulous Family Vacation!"

We spent the week with our adult sons and their partners and had a great time. The weather was less than we expected for July- only in the 70s, but the house made being there wonderful anyway. The view ...

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4 BR | 2.5 BA | Sleeps 8 | Quick View

Distance to beach: 0.2 miles to Herring Pond

$573

avg/night

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Key Amenities

  • Kid friendly

About this property

Beautiful four bedroom home on a quiet sandy lane. Enjoy summer evenings on the screened porch or walk down to Herring Pond. Located near the bike trail and equipped with high speed internet. This is a great central location with many great amenities nearby.

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 1 miles to Nauset Light Beach

$543

avg/night

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Key Amenities

  • Kid friendly

About this property

HEATED POOL, HOT TUB and A/C! Swim in comfort and privacy, surrounded by lovely landscaping and a koi pond, then soak in the hot tub under the stars. This lovely house with brand new kitchen for 2023 offers central A/C, a large primary bedroom with king bed and sitting room, living area, den with tv, ...

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Property Type

Eastham House

"The most relaxing place ever"

We have been rving the Cape at Eastham for over 30 years Decided to do rental this year Love this place was so relaxing We were familiar with the location so it was spot on for all we always visited ...

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4 BR | 3 BA | Sleeps 8 | Quick View

Distance to beach: 1 miles to South Sunken Meadow

$536

avg/night

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Key Amenities

  • Kid friendly

About this property

This spacious four-bedroom home has sweeping views of Cape Cod Bay from nearly every room. Located between Cooks Brook and Sunken Meadow Public Beaches, you will be only five minutes from our private association Salt Works Beach. Our home is fully air conditioned with 5 mini split AC units. WiFi is available ...

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Property Type

Eastham House

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3 BR | 1.5 BA | Sleeps 6 | Quick View

Distance to beach: 0.2 miles to Cole Rd

$507

avg/night

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Key Amenities

  • Kid friendly

About this property

Make this your Cape Cod Summer Rental. Located near Herring Brook Landing, this cottage is near the end of a cul-de-sac. Quiet location with two beach accesses. Views of bay from bedroom on second floor. Walk from your deck down a path to a private beach or use Cole Road Beach. Third house back from the ...

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Property Type

Eastham House

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3 BR | 1.5 BA | Sleeps 6 | Quick View

Distance to beach: 0.0 miles to Cooks Brook

$506

avg/night

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Key Amenities

  • Kid friendly

About this property

Welcome to your WATERFRONT oasis in Eastham! This sunny 3-BEDROOM, 1.5-BATH home features a beautiful CATHEDRAL CEILING, providing a spacious and open feel. Enjoy BREATHTAKING VIEWS OF CAPE COD BAY from TWO SEPARATE DECKS, perfect for entertaining or relaxing with a glass of wine as you watch the sun ...

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Property Type

Eastham House

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4 BR | 3 BA | Sleeps 8 | Quick View

Distance to beach: 1 miles to Boat Meadow / First Encounter

$502

avg/night

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Key Amenities

  • Kid friendly

About this property

Large 4 bedroom home with spectacular views of Cape Cod Bay from every room in the house including a spacious second level screened in porch. Kitchen and all 3 bathrooms were completely redone in 2012 with granite countertops, new Chrystal cabinets and new stainless steel appliances in the kitchen. Ductless ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.1 miles to Boat Meadow / First Encounter

$502

avg/night

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Key Amenities

  • Kid friendly

About this property

FANTASTIC beach home just a short walk to Cape Cod Bay! Beautifully finished Cape cottage with all the high end amenities for an enjoyable vacation. This home has been totally renovated from the ground up and features custom kitchen with induction range (enjoy your morning coffee over looking the marsh!), ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

4

Distance to beach: 0.0 miles to Bay

$490

avg/night

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Costal gem! Secluded, quiet 3 BR house on 3 acres.Great for wedding guests, family vacations, golf weekends, girls weekends, or a mid week escape! Updated house with all amenities. Bay beach is .03 miles up the road. Private basketball court in large yard surrounded by gardens. No pets.Surrounded ...

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Property Type

Eastham House

"Fabulous! Best July 4th at best house!"

Fantastic house, everything we need, loved the grill, pristine kitchen. Beautiful back yard, kids loved the basketball court. Walked to fireworks up the road at the beach, gorgeous night. We took in the ...

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5 BR | 3 BA | Sleeps 10 | Quick View

$472

avg/night

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Key Amenities

  • Kid friendly

About this property

Incredible views from this classic cottage. A unique location makes this an ideal home for the naturalist. Resting above the Boat Meadow River allows easy access to the river and Boat Meadow Beach (via kayak or canoe). Commanding views and incredible privacy and seclusion.

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

$471

avg/night

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Key Amenities

  • Kid friendly

About this property

Waterfront(!) on Herring Pond, one of Eastham's finest freshwater ponds. Located on a quiet sandy lane and close to the bike trail, this home is a great spot to vacation!

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Property Type

Eastham House

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3 BR | 3 BA | Sleeps 6 | Quick View

Distance to beach: 1 miles to First Encounter

$469

avg/night

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Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Nestled on the serene shores of Herring Pond, this cozy home is perfect for creating cherished memories. Enjoy fishing, swimming, paddleboarding, or kayaking on the pond, then relax with stunning sunset views. Located just behind the Cape Cod Rail Trail, it’s ideal for cycling or scenic walks. Bright ...

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Property Type

Eastham House

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$467

avg/night

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Key Amenities

  • Kid friendly

About this property

Lovingly appointed 4 bedroom, 2 bath Eastham home with beautifully updated kitchen is situated just a short drive down a dirt road. Close proximity to National Seashore Beaches -Nauset Light Beach, Coast Guard Beach and just over a mile from the Cape Cod Rail Trail. Enter this comfortable and calming ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

4
owner special
Owner special: Rent any 2 weeks in June and save $500!

$461

avg/night

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Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Beautiful home is located at the end of a culdesac in a lovely neighborhood. Huge deck overlooks the Cape Cod Bike Trail. Includes large outdoor shower, 3 tvs and AC for each room. Use of 2 Association tennis and pickle ball courts is included. as well as 2 kayaks. Newer Kitchen with all amenities is ...

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Property Type

Eastham House

"Beautiful home great location"

This home was perfect for our of summer family vacation House is spacious and sits right by the Cape Cod rail trail which our dog loved Rental included access to pickle ball courts which my kids loved ...

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4 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 3 miles to

$457

avg/night

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Key Amenities

  • Kid friendly

About this property

Experience the epitome of comfort and convenience in this charming 4-bedroom, 2-bath home located on a peaceful side street near the popular CC Bike Trail. Enjoy the best of indoor-outdoor living with a spacious deck and screened porch, perfect for relaxing or entertaining. Stay cool and comfortable with ...

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Property Type

Eastham House

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3 BR | 1.5 BA | Sleeps 6 | Quick View

Distance to beach: 200 miles to Target View

$449

avg/night

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Key Amenities

  • Kid friendly

About this property

Beautifully situated beach cottage, 200 feet from the beach with peeks of sparkling blue water! Across from the path to one of Easthams best Cape Cod Bay beaches. Walk to Wiley Park on Great Pond and enjoy fresh water swimming and nature trails as well! There are 2 bedrooms with twins and a full bath ...

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Property Type

Eastham House

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Key Amenities

  • Kid friendly

About this property

Spectacular views from this contemporary cottage located directly on Cape Cod Bay. Beautiful sunsets and a great beach to walk right off the back deck!

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Property Type

Eastham House

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Key Amenities

  • Kid friendly

About this property

Enjoy the best Cape Cod has to offer. At Marsh View house, you will enjoy a short walk (1/4 mile) to South Sunken Meadow Beach along a quiet road lined with views of the marsh. Views of the marsh from an expansive upper deck. Unique reverse floor plan maximizes views from bright, open living area with ...

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Property Type

Eastham House

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4 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 1 miles to Herring Pond

$429

avg/night

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Key Amenities

  • Kid friendly

About this property

Beautifully renovated home on Eastham's bayside. Located on a quiet side road, easy bike ride or short drive to Great Pond, a large Pond with swimming and beach area, great for boating, kayaking and fishing. Bayside beeches, Encounter Beach, Bee's River which is same area as Encounter, Boat ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.1 miles to Thumpertown Beach

$421

avg/night

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Key Amenities

  • Kid friendly

About this property

This welcoming 3-bedroom, 2-bath home is just steps away (approx 500 feet) from an association bayside beach, perfect soaking up the sun and enjoying peaceful walks along the shore. Nestled in a quiet wooded location, this property offers tranquility and escape from the bustle of the modern world. Step ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 1 miles to

$416

avg/night

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Key Amenities

  • Kid friendly

About this property

Beautiful nice home in a wooded location on the bayside. Approximately 6/10ths mile to Cape Cod Bay. Large deck, sun room, enclosed outdoor shower. If you are looking for a new home in impeccable condition, look no further. Ductless AC in the bedrooms! Please note the bedroom on the first floor now has ...

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Property Type

Eastham House

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4 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 3 miles to

$407

avg/night

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Key Amenities

  • Kid friendly

About this property

A peaceful setting plays host to this spacious 4-bedroom, 2-bath cape-style home, conveniently located near the popular CC Bike Trail. Featuring an inviting atrium room and set well back from the road, this property perfectly blends privacy and comfort. With 4 A/C units, WiFi connectivity, and an outside ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 2 miles to Coast Guard and Nauset Light Beach

$394

avg/night

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Indulge in luxury during your vacation at this impeccably renovated house. Pristine and tastefully decorated, it boasts central air conditioning with mini splits in each room, stunning hardwood flooring throughout, and a gourmet kitchen equipped with soapstone countertops, high-end appliances, including ...

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Property Type

Eastham House

"Wonderful child-friendly home in a great location."

The location is fantastic - close to many restaurants and beaches in Orleans, Eastham, and Wellfleet. It's also a 30 second walk from the front door to the Cape Cod Rail Trail. The house has a nice, modern ...

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3 BR | 2.5 BA | Sleeps 6 | Quick View

Distance to beach: 0.5 miles to Silver Spring Beach

$390

avg/night

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Key Amenities

  • Kid friendly

About this property

Cape style home with central air conditioning on the bayside of Eastham with access to Cooks Brook Beach. Fully equipped kitchen and dining room, family room opening onto the four season porch then out to the deck. First floor master bedroom with queen, TV and full bath with soaking tub and separate shower. ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to

$386

avg/night

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Key Amenities

  • Kid friendly

About this property

Nice large 3 bedroom home on Eastham's Oceanside. Drive or bike to either Coast Guard Beach or Nauset Light beach. Large deck/patio for outdoor living. Central AC keeps you cool in the summer. Separate family room/TV room plus living room. Nice outdoor space and located on a quiet side road.

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Property Type

Eastham House

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Key Amenities

  • Rentals by owner

About this property

Private cul-de-sac 1 mile from beautiful Nauset Light Beach, 1.5 miles from Coast Guard Beach, one of the top 10 beaches in the USA year after year.Google THE BEST BEACH TOWN IN MA according to Stacker.Easy walk or bike ride to the beach.Wellfleet and Truro are nearby; 25 minutes to Provincetown.Near ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 500 miles to First Encounter Beach

$376

avg/night

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Key Amenities

  • Kid friendly

About this property

Short walk to swimming and viewing the gorgeous sunsets at First Encounter Beach from this cozy home (1464 sq/ft). Features include AC units in the bedrooms and living room, screen porch in the back yard and a quiet setting. Now offering wireless internet! Perfect for a family summer vacation. Don't ...

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Property Type

Eastham House

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2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 0.5 miles to Thumpertown

$375

avg/night

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Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Set among cool pine trees, quiet and private, this cute cozy cottage is 1/2 mile walk to Thumpertown Beach on Cape Cod Bay. Come and have an old-style Cape vacation in air conditioned comfort and bring your family pet!A/C, outdoor shower, well behaved dogs allowed

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Property Type

Eastham Cottage

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.5 miles to Thumpertown Beach

$374

avg/night

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Key Amenities

  • Kid friendly

About this property

Step into the comfort of a fully renovated home. This home, on a quiet sandy lane, has been completely renovated from the ground up for your enjoyment and convenience. Enjoy the large living area with flat screen smart TV. Open concept living with the kitchen, dining and living areas open to each other ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 800 miles to

$371

avg/night

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Key Amenities

  • Kid friendly

About this property

Well maintained 3 bedroom home only 800 feet to Kingsbury Beach, and also a walk to Great Pond for fresh water swimming. This home features a screened porch, deck, outside shower, high speed internet and is located on a quiet sand road. Perfect location for summer family fun. Bike trail is a short bike ...

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Property Type

Eastham House

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Key Amenities

  • Rentals by owner

About this property

****PLEASE NOTE: BECAUSE OUR HOME IS ALSO UTILIZED DURING THE SEASON BY SEVERAL FAMILY MEMBERS AND IN ORDER TO ACCOMMODATE THEIR SCHEDULES , WE DO NOT ACCEPT ANY RESERVATIONS EARLIER THAN JANUARY OF EACH RENTAL SEASON. (i.e. JANUARY 2024 FOR SUMMER OF 2024)***Unique rental changeover (Friday to Friday) ...

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Property Type

Eastham House

"Comfortable, Quiet, Convenient and Classy"

Dear John,We really enjoyed staying at your home on the Cape. We loved how quiet the neighborhood was and how close the house is the the rail trail (and Mac's Seafood!). The house was well stocked, ...

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4 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 0.0 miles to S. Sunken Meadow / Cooks Brook

$351

avg/night

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Key Amenities

  • Kid friendly

About this property

This generously sized 4 BR home is conveniently located about 1 mile to So Sunken Meadow or Cooks Brook Beach. It has 2 BR's upstairs and 2 BR's down with a full-sized bath on both levels. Mini split units provide AC for the house! A slider in the bright living room yields to an oversized, deck ...

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Property Type

Eastham House

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Key Amenities

  • Rentals by owner

About this property

Nestled on quiet street, in a peaceful bayside neighborhood, beautifully renovated and appointed 3 Bedroom 1.5 Bath, with an enclosed outdoor shower. This pristine one-level cottage is now booking year round vacations! All new furnishings, beds and appliances!Featuring central AC, sliders to back ...

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Property Type

Eastham House

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4 BR | 2.5 BA | Sleeps 8 | Quick View

Distance to beach: 2 miles to Nauset Light Beach

$335

avg/night

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Key Amenities

  • Kid friendly

About this property

Make this well equipped home your Cape summer destination! In addition to being ideally located near both the popular Bike Trail and Nauset Light Beach, this home features conveniences like WIFI, 5 window A/C units for comfort, Washer/Dryer, Dishwasher, Expanded Cable, deck, Outside Shower, standard and ...

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Property Type

Eastham House

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2 BR | 1 BA | Sleeps 4 | Quick View

$329

avg/night

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Key Amenities

  • Kid friendly

About this property

This bungalow cottage sits atop a bluff overlooking Cape Cod Bay in Eastham. There are two good-sized bedrooms, a full bathroom (shower), and an open concept kitchen, dining area and living room all with spectacular views of Cape Cod Bay. The house is comfortable and streamlined in its aesthetic, a lot ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 1 miles to Cooks Brook/Sunken Meadow

$329

avg/night

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Key Amenities

  • Kid friendly

About this property

Charming updated home on the bayside of North Eastham close to Sunken Meadow and Cooks Brook beaches and a short ride to Nauset Light and other National Seashore beaches. Light and bright, freshly painted and meticulously kept, with a large master bedroom and newer kitchen and baths. The spacious, level ...

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Property Type

Eastham House

"lovely stay in Eastham"

Had a lovely visit and stay at this home. It was peaceful and private. Loved the hammock and eating dinner in the screened in patio. We had plenty of space for our family. It was only a mile from the beach. ...

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$326

avg/night

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Key Amenities

  • Kid friendly

About this property

Beautifully maintained home on Eastham's Bayside. Just 1/2 mile to Great Pond and approximately 1000 feet to the Cape Cod Rail Trail. New for 2016 is a ductless AC system. Inside the home is beautifully maintained with a bedroom on the first floor, and living/dining/kitchen area plus bath. Sliders ...

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Property Type

Eastham House

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Key Amenities

  • Kid friendly

About this property

This bow-roofed classic Cape features a large screened summer room with sitting and dining areas, cable TV, and floor to ceiling windows looking out on the secluded yard. The house is in a private, tree lined setting on a quiet cul de sac, one mile from Nauset Light Beach on the National Seashore. The ...

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Property Type

Eastham House

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Key Amenities

  • Kid friendly

About this property

Beautiful custom Cape home on the Bayside. One of the very few homes that are highly appointed yet near the beach. Nicely landscaped outside with patios and outdoor shower. Inside there is a custom dining area, bright, well equipped kitchen, living room is large, going front to back in the main house. ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.4 miles to Cooks Brook

$314

avg/night

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Key Amenities

  • Kid friendly

About this property

Secluded contemporary Cape on quiet cul-de-sac 4/10 mile to deeded association beach on Cape Cod Bay. Airy living space with cathedral ceiling opening to large deck and wooded private yard. Newly added ductless AC units to the living area and bedroom upstairs keep you cool on those hot summer days. Master ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 5 | Quick View

Distance to beach: 0.2 miles to Thumpertown Beach

$302

avg/night

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Key Amenities

  • Kid friendly

About this property

Charming three bedroom cottage just a short stroll to Thumpertown Beach. Enjoy the screen porch in the evenings or the patio during the day. Inside there are three bedrooms with ceiling fans, and a nicely sized living, kitchen, dining area with smart TV. Laundry room with washer/dryer is also on the main ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 1 miles to

$300

avg/night

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Key Amenities

  • Kid friendly

About this property

Nice ranch on Kingsbury Beach Rd. Bike trail is nearby. Walk to Great Pond and Kingsbury beach is about 3/4 mile away. Nice deck and outside shower. HD TV in living room. Master bedroom with its own bath. Laundry on the first floor.

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Property Type

Eastham House

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4 BR | 2 BA | Sleeps 8 | Quick View

$298

avg/night

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront

About this property

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 ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.0 miles to

$287

avg/night

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Key Amenities

  • Kid friendly

About this property

Set amongst the marshlands of South Eastham this contemporary cape-style home offers the modern aesthetic of a cathedral ceiling, which creates an open and airy atmosphere. Featuring central A/C for ultimate comfort, this 3-bedroom, 2-bedroom home is the perfect retreat for those seeking a tranquil living ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.5 miles to Dunes Beach Assoc.

$286

avg/night

View Details

Key Amenities

  • Kid friendly

About this property

Nice home (1539 sq/ft) just 1/2 mile to Cape Cod Bay and Wiley Pond Park. Master bedroom with king bed & bath, another bedroom, and sleeping loft upstairs (w/TV) makes this charming cottage just right for 6 people. It also has a screened-in porch overlooking wooded lot, outside/inside showers, high-speed ...

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Property Type

Eastham House

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3 BR | 3 BA | Sleeps 6 | Quick View

1

Distance to beach: 1 miles to

$285

avg/night

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Key Amenities

  • Kid friendly

About this property

Bayside~This well maintained three bedroom, 3 bath Cape style home sits on a quiet side road about a mile to Cooks Brook Beach. A large screened-in porch with adjoining bathroom, roomy deck, and outside shower were all added in 2022. The kitchen with stainless steel appliances and quartz counter tops ...

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Property Type

Eastham House

"Great House"

The house exceeded all of our expectations. We certainly felt at home. Very private and quiet location. Will definitely return and recommend.

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3 BR | 1 BA | Sleeps 6 | Quick View

Distance to beach: 300 miles to Kingsbury Beach

$285

avg/night

View Details

Key Amenities

  • Kid friendly

About this property

Beautiful contemporary cottage just a short walk to Kingsbury beach. Enjoy a quiet summer vacation near one of Eastham's finest bayside beaches. Relax in the screen porch and stroll down Kingsbury Beach Rd and enjoy the sunsets!

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Property Type

Eastham House

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Eastham Vacation Rentals