Holiday Homes in Eastham

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Featured Holiday Homes in Eastham and around

The Alpine/Walk to Beach for 2 or more!

9.0 out of 10, Wonderful, (10)
"Fifth year we vacation at the Cape.This was the beat place we had.Our host Tara was great.Always got right back to me with a response.The house was clean,it was very comfortable,and very well stocked.We will definitely stay there again."
The Alpine/Walk to Beach for 2 or more!

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

10.0 out of 10, Exceptional, (2)
"Cosy retreat with pond view. Great for canoeing with the dog. Sweet porch for reading and morning coffee. Tara was an excellent host who communicated immediately and went well above and beyond to correct an issue that was out of her control.A great central location that allowed us to roam freely to our favorite beaches, hikes, and restaurants. We will gladly return in the future. "
The price is €360
includes taxes & fees
1 Sept - 2 Sept
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

10.0 out of 10, Exceptional, (1)
"This house worked perfectly for two families vacationing together. The lower level provided a great hang out space for the teens. This home has recently been renovated and has new floors, appliances, and very comfortable beds. It was very clean and nicely decorated.We loved the proximity to the bike path - and the location was the perfect distance to bike into Orleans for a visit to The Chocolate Sparrow, or to head in the other direction to swim at Great Pond, or take the bike trail out to...
The price is €689
includes taxes & fees
2 Sept - 3 Sept
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Sleeps 2-8/Soaking Tub/FirePit~Burrows

10.0 out of 10, Exceptional, (7)
"Very cute and comfortable 3-bedroom home. The kitchen is nice and big and very well stocked. We enjoyed the large deck."
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Cape Cod Cottage Retreat

10.0 out of 10, Exceptional, (11)
"The cottage is updated, very clean and comfortable, and pretty ! The beds were made with nice linens and bath towels were supplied :-) It’s in a quiet setting despite being near to Route 6."
Cape Cod Cottage Retreat

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

8.6 out of 10, Excellent, (4)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Pond House~Waterfront Oasis W/Jacuzzi Tub

10.0 out of 10, Exceptional, (6)
"We had a great stay at the Pond House. Everything was clean and functional. Beds were extremely comfortable! Nice spot for a two night stay."
Pond House~Waterfront Oasis W/Jacuzzi Tub

National Seashore/Updated/Game Room~Blue Pearl

10.0 out of 10, Exceptional, (7)
"This house is like brand new and so clean. Well stocked with basics like glasses, dishes, pots and pans. The owner is very responsive and helpful!!"
National Seashore/Updated/Game Room~Blue Pearl

Sand Bar-Dog Friendly on Cooks Brook Beach

10.0 out of 10, Exceptional, (16)
"Tara and Colin were amazing hosts. The house is perfect for smaller groups and the one minute walk to a gorgeous beach made for great sunsets and an overall exceptional stay! "
Sand Bar-Dog Friendly on Cooks Brook Beach

Jaws Nest~Dog Friendly~Oceanside Beauty

Jaws Nest~Dog Friendly~Oceanside Beauty

Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage

New! Sandy Point-Private beach/Dog Friendly

New! Sandy Point-Private beach/Dog Friendly

2021 NEW CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham

10.0 out of 10, Exceptional, (42)
"Couldn't have asked for a better stay and ease of checkin and checkout. We'll be back if in the area again!"
The price is €895
includes taxes & fees
1 Sept - 2 Sept
2021 NEW CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham

Walk to Cape Cod National Seashore-Salt Pond Visitors Center. Beach Shuttles

9.8 out of 10, Exceptional, (31)
"We really liked the location . Close to Wellfleet and Provincetown. Very convenient to shopping and beaches"
Walk to Cape Cod National Seashore-Salt Pond Visitors Center. Beach Shuttles

Driftmoor~Dog Frndly 3bd/2 bth~Luxe

The price is €658
includes taxes & fees
3 Sept - 4 Sept
Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Gray Whale - 3 bedrm/2 bath/gameroom

Gray Whale - 3 bedrm/2 bath/gameroom

Eastham is Cape Cod’s best kept secret!

9.8 out of 10, Exceptional, (7)
"This house is beautifully decorated, especially the main floor. The screened-in porch was so relaxing. We all enjoyed the pool and the lovely patio area surrounding it. The beds were all uncomfortable. The sheets on one of the beds were very dirty upon arrival. "
Eastham is Cape Cod’s best kept secret!

The Pet-Friendly Surf Shack Hideaway on the Cove

10.0 out of 10, Exceptional, (19)
"The perfect spot for a relaxing getaway. Comfortable and modern accommodations close to beach and restaurants. Quiet location off the beaten path. Tara was very responsive and helpful as needed. Would definitely rent again!"
The price is €727
includes taxes & fees
10 Sept - 11 Sept
The Pet-Friendly Surf Shack Hideaway on the Cove

Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

4.0 star property
10.0 out of 10, Exceptional, (19)
"We had a lovely time celebrating my wife’s 60th birthday at this beautiful Chatham property. The house fit four generations perfectly, with great spaces to gather, nearby beach access, and a fun swing set for the little ones. The Chatham Bars Inn, where we ate and played tennis, is in easy walking distance. Bill, the property manager, was very responsive. "
The price is €2,489
includes taxes & fees
1 Sept - 2 Sept
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

10.0 out of 10, Exceptional, (112)
"Wonderful host! Great communication, great location! Have stayed 2 years here. Wonderful! "
The price is €552
includes taxes & fees
7 Sept - 8 Sept
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Eastham Hotel Reviews