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Pet Friendly Vacation Rentals in Eastham

(20 rentals)
Eastham House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

September pool is still open and available after the 7th! $4k per week in SeptemberA 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 the heater). Modern and beautiful...

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Featured review

"Wonderful stay"

Our family of 9 recently stayed at Stephanie’s vacation home and had a wonderful time. The home is exceptionally clean, well organized and comfortable. Stephanie has made this home very thoughtful for...

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$857
avg per night
Eastham House
Sleeps 6, 3 bedrooms, 3 bathrooms
5 reviews

Distance to beach: 1 miles to First Encounter

Key Amenities

  • Beachfront
  • 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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Featured review

"Perfect location"

This property offers stunning pond views and a wonderfully quiet, private location. The owner was attentive and responsive throughout our stay, and the home was thoughtfully supplied with ample towels and...

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$450
avg per night
Eastham House
Sleeps 12, 5 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 2 miles to Coast Guard Beach National Seashore

Key Amenities

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

About this property

ASK ABOUT OUR PROVINCETOWN THEME WEEK AND WELFLEET OYSTERFEST SPECIALS!! Spend the day at the National Seashore then come home for an evening swim in a heated pool. This home is perfect for a multi-family summer retreat. There are plenty of private living spaces for parents, kids & grandparents...

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Featured review

"Great House!"

Very close to Coast Guard Beach. Grandkids biked each day, while the "elders" stayed poolside. Lots of room for everyone, including our two dogs. The welcome package was a nice touch.

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$759
avg per night
Eastham Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 0.5 miles to Thumpertown

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!This property has been rented on another site for many years and always had fantastic...

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Featured review

"Great Stay"

Great Location and plenty of amenities at the house. Enjoyed the easy access to thumpertown beach. Also very close to Nauset and Coast guard beach as well. Was able to see the sunrise and sunset in the...

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$100
avg per night
Orleans House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Beautiful summer rental close to shopping, tennis courts, playground and bike trail. Short drive to bay side beaches and ocean. All the amenities of home. Linens and towels are provided. Grab our beach chairs and head out to the ocean.

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Featured review

"Great house and terrific location"

The house is in a wonderful location, near two beaches, shops and restaurants. The house is clean and comfortable, with two bedrooms upstairs and a third downstairs. A wonderful deck outside plus an outdoor...

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$350
avg per night

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Wellfleet House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Pet friendly

About this property

Set within the trees and surrounded by the neighborhood wildlife, this charming 4 bedroom, 3.5 bath home has everything one would need for the perfect Cape Cod vacation, including stunning sunset views across the Wellfleet Bay and a gorgeous stretch of private beach that is just a minute walk from the...

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Featured review

"First bayside experience."

This lovely home made my family very happy. Situated beautifully among the trees with a perfect window for sunsets. Expansive deck accommodating 9 of us comfortably. Room for our kids arts and crafts without...

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$661
avg per night
Wellfleet House
Sleeps 8, 4 bedrooms, 2 bathrooms
55 reviews

Key Amenities

  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

With amazing water views (some of best on Cape) this wonderfully comfortable house is lovingly furnished (Persian rugs, antiques, authentic cottage furniture, custom made coaches, chairs, day bed,and stuffed rocking chairs) and as such has a unique ambiance. Unlike the typically constructed house, Windward...

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Featured review

"Unforgettable week at Windward — Perfect for multi-generational families!"

Our family of four, along with two grandparents, spent a wonderful week at Windward, and it couldn't have been a better fit. The house was the ideal size for four adults and two young kids, spacious enough...

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$554
avg per night
Wellfleet Cottage
Sleeps 16, 5 bedrooms, 2.5 bathrooms
6 reviews

Distance to beach: 10 feet to Mayo

Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

Enjoy one of the Chequessett Inn's original bluff cottage's built in the early 1850's in Truro and moved to Mayo Beach by Captain L.D. Baker. This beautiful large waterfront cottage has panoramic views of Wellfleet Harbor stretching all the way across to the Cape Cod National Seashore's...

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Featured review

"The quintessential, rustic cape codder."

This historical, family cottage provides a wonderful home base for any large crowd and for a wonderful Cape Cod experience. This is a family-run cottage so you may not get all the amenities expected such...

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$888
avg per night
Brewster House
Sleeps 6, 3 bedrooms, 1 bathroom
4 reviews

Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Recently Renovated 3/1 with new kitchen & bath & close to beach w Central ACThis cozy, recently renovated cottage has a brand-new kitchen, new bathroom, and new flooring and is an excellent location, close to the Bay and just over 1/2 mile to Saints Landing Beach. Situated on a 1.4 acre wooded...

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Featured review

"Wonderful"

We stayed for one week at this cottage. It was clean, and freshly updated. The bathroom and kitchen had been recently remodeled. The central air worked perfectly and kept us nice and comfortable. It was...

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$280
avg per night
Harwich Cottage
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Great weeks still available! Also 3 nights+Enjoy the historic beauty of old Cape Cod on this quiet Cape Cod cottage with Central Air, reflective of original Cape Cod architectural style called a “Cape and 1/2” the 1/2 being the kitchen area. Located on a quiet residential street and very...

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$500
avg per night
Harwich House
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Distance to beach: 2 miles to Bank Street Beach

Key Amenities

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

About this property

Welcome to the Harwich Haven! This 4-bed, 3.5-bath retreat in Harwich, MA offers a spacious family room, modern kitchen, swimming pool, fire pit, two decks with outdoor dining, an outdoor grill, private fenced in yard, two newly renovated ensuite bathrooms with spa amenities and more. With easy access...

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$1,000
avg per night
Dennis House
Sleeps 12, 4 bedrooms, 3.5 bathrooms
3 reviews

Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Young, like new ''million dollar'' 3500 sq. ft. colonial style home in a quiet, private hillside setting set back from Route 6A in the very sought after area of East Dennis. Water views of Cape Cod Bay and Northside Marina. One mile to the nearby 18 hole golf course, Northside Marina,...

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Featured review

"Highly recommend"

My family really enjoyed this beautiful house. Lots of space to spread out, many wonderful amenities, near to the beach, pleasant & responsive host. The big downside is the cost. We’d like to return next...

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$531
avg per night
New
Truro House
Sleeps 8, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Experience subtle luxury, warmth and inviting charm. Three bedroom home with a spacious open floor plan set on 1 acre in the hills of North Truro. The upper floor has a wrap-around deck overlooking the beautiful abutting woodland with a patio table, lounge chairs, hammock and BBQ grill. Just off the...

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$643
avg per night
Dennis House
Sleeps 14, 6 bedrooms, 5 bathrooms
1 review

Key Amenities

  • Kid friendly
  • Pet friendly
  • Private pool

About this property

Discover a luxurious stay at this stunning Dennis vacation rental, perfectly situated just a short walk from the beach. This 6-bedroom haven 9 (ALL with en-suite bathrooms) is designed to accommodate up to 14 guests, making it an ideal retreat for large families or groups looking to create unforgettable...

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Featured review

"Our Best Cape Cod Stay!"

We had an absolutely amazing stay at this beautiful Cape Cod home! Our family has been coming to Cape Cod every summer for more than 30 years, and we can honestly say this was by far the best house we have...

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$1,234
avg per night
Truro Cottage
Sleeps 5, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

THE VIEW AND BEACH DON'T GET ANY BETTER THAN THIS. Charming two story two bath fisherman's cottage with historic charm -- white-washed beamed ceiling, and antique claw foot tub, marble sink. Second floor living room has 14 feet of glass looking doors looking out over the water. Fireplace...

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Featured review

"Enjoyed our stay"

Comfortable, cozy place with modern amenities. Five minute walk to two beaches, which was fabulous, and short drive to restaurants and stores. Stayed for two weeks and would definitely return. Dennis is...

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$409
avg per night
Truro Cottage
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

Our waterfront cottage and attached barn are perched atop the dramatic coastal bluff along Cape Cod Bay with stairs down to our private beach. We have two cottages and a barn on this acre of waterfront land, plus our own staircase down to the private sandy beach.This rental consists of a two-story...

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Featured review

"Best Vacation We’ve Ever had!"

This is our third time staying here and my husband just said to me, “That was the best vacation we’ve ever had.” The cottage strums, the heart strings of classic Cape Cod nostalgia. It is beautifully...

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$639
avg per night
Truro Cottage
Sleeps 6, 3 bedrooms, 1 bathroom
5 reviews

Distance to beach: 0.0 miles to Cape Cod Bay

Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

Our charming 3-bedroom cottage is perched atop a dramatic bluff on a waterfront acre of land, offering a spectacular, unobstructed view of Cape Cod Bay and the entire “arm” of the Cape, from Provincetown to Plymouth. Beach stairs take you down to your own private beach. At high and low tide,...

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Featured review

"Heavenly retreat on the bluff!"

Comfortable and charming cottage perched right on the bluff overlooking the bay--unbeatable view and a real sense of privacy and perspective. Incredibly peaceful--you won't want to leave. The cottage is...

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$434
avg per night
Dennis House
Sleeps 9, 4 bedrooms, 1.5 bathrooms
1 review

Key Amenities

  • Kid friendly
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Swimming Pool & 300 Yards to the beach - This roomy & Clean Cape style home is a free standing property within a small complex of seven other townhouse properties with use of a beautiful 20 x 40 swimming pool. Walk 300 yards to the ocean beach at the end of the street. (you can see the water from...

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Featured review

"Great vacation"

Great location, walk to the beach and swimming pool. The kids liked the park across the street. We arrived to a nice clean house, very comfortable and everything we needed was there. We plan on coming...

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$500
avg per night
New
Dennis Cottage
Sleeps 5, 3 bedrooms, 1 bathroom

Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

TitleThe Sandy Pines | 0.7 mi to Sea Street BeachSummaryWelcome to The Sandy Pines, a cozy 3-bedroom Dennis Port cottage just 0.7 miles from Sea Street Beach and Pelham House Resort. Spend easy beach days with provided chairs, wagons, umbrella, and sand toys, then return for dinner on the...

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$329
avg per night
Dennis House
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Kid friendly
  • Pet friendly
  • Private pool

About this property

Elegant and functional these rooms are equipped with 1 king bed, a full size sleeper sofa and a kitchenette. The rooms are designed to make you feel at home and will serve as an oasis during your visit to Cape Cod. Our well-appointed bathrooms are equipped with heavy, soft and fluffy Lynova towels. Spun...

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Featured review

"Oceanside condo"

The location was fabulous right across from the beach. It was clean and cool with AC so thank you. It was a nice week for me.

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