A house with a tower silhouetted against a vibrant sunset sky.

Eastham Holiday Rentals

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Our top choices for Eastham holiday rentals

1. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (26 reviews)
"Perfect size home for a family of 4, welcoming and cozy! Having -All towels and linens and shampoo, body wash and conditioner all included made for a much easier stay! Highly recommend."
United States
Emily A.
The price is NZ$903
includes taxes & fees
13 Sept - 14 Sept
🦀Waterfront at The Velvet Crab~Amazing Sunsets

2. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (26 reviews)
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"
United States
MelanieC
The price is NZ$935
includes taxes & fees
17 Sept - 18 Sept
The Breeze on Minister's Pond

3. Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch

Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch
Eastham
9.0 out of 10, Wonderful, (102 reviews)
"Awesome location, private and peaceful."
United States
Kathy D.
The price is NZ$902
includes taxes & fees
1 Sept - 2 Sept
Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch

4. Driftwood Cottages - 85 - Lobster

Driftwood Cottages - 85 - Lobster
Eastham
10.0 out of 10, Exceptional, (1 review)
"We got moved here after a terrible experience with an other rental in the area. We were very happy with this place. It was spacious and clean. Close to the beach, about a 5 minute walk. I would recommend seeing the sunset."
United States
Christina L.
The price is NZ$1,891
includes taxes & fees
23 Aug - 24 Aug
Driftwood Cottages - 85 - Lobster

5. Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (21 reviews)
"Just a great location, and a very comfortable place. We loved the porch bed and chair. We are looking forward to returning."
United States
David B.
The price is NZ$916
includes taxes & fees
9 Sept - 10 Sept
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

6. 2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Eastham
10.0 out of 10, Exceptional, (47 reviews)
"Kitchen was well equipped. Very good location for us and comfy beds. I highly recommend this property and the host. "
United States
Mark T R.
The price is NZ$1,751
includes taxes & fees
6 Sept - 7 Sept
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

7. 🐳 The Whale Song - Dog-Friendly Studio

🐳 The Whale Song - Dog-Friendly Studio
Eastham
9.6 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay very much "
United States
Gregg P.
The price is NZ$545
includes taxes & fees
23 Aug - 24 Aug
🐳 The Whale Song - Dog-Friendly Studio

8. Castaway Cottage on the bay~Dog Friendly Too!

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.8 out of 10, Exceptional, (18 reviews)
"Cottage was quaint. The location was amazing - very peaceful and quiet. Our favorite place to sit was in the two swinging chairs overlooking the bay. The sunsets were absolutely amazing. We really enjoyed our stay and hope to be back."
United States
Patty M.
The price is NZ$1,036
includes taxes & fees
8 Sept - 9 Sept
Castaway Cottage on the bay~Dog Friendly Too!

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

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is NZ$977
includes taxes & fees
9 Sept - 10 Sept
Lovely House 5 Min to Beach with Deck, Grill, Garage

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

Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
Eastham
10.0 out of 10, Exceptional, (1 review)
"Nice quiet family-friendly location. Very clean property with all the essential move-in ready provisions provided. All communication was very clear and informative. Highly recommend."
United States
Pete P.
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

11. The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (11 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is NZ$1,476
includes taxes & fees
1 Sept - 2 Sept
The Alpine/Walk to Beach for 2 or more!

12. On Town Cove with salt water access! Kayaks and paddle board available for use!

On Town Cove with salt water access! Kayaks and paddle board available for use!
Eastham
9.8 out of 10, Exceptional, (63 reviews)
"Clean, great location. "
United States
Peter G.
The price is NZ$706
includes taxes & fees
12 Sept - 13 Sept
On Town Cove with salt water access! Kayaks and paddle board available for use!

13. Private beach on Cape Cod Bay, a true slice of heaven!

Private beach on Cape Cod Bay, a true slice of heaven!
Eastham
10.0 out of 10, Exceptional, (46 reviews)
"A perfect beach front getaway for a family!"
United States
Ashley R.
The price is NZ$3,145
includes taxes & fees
1 Sept - 2 Sept
Private beach on Cape Cod Bay, a true slice of heaven!

14. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (141 reviews)
"Clean, good activities for the kids and pools were nice"
United States
Jim
The price is NZ$447
includes taxes & fees
15 Sept - 16 Sept
Brewster Green Resort

15. 6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
The price is NZ$1,162
includes taxes & fees
23 Aug - 24 Aug
6 Mi to Beach: Home w/ Deck in Brewster!

16. Quiet getaway in a unique area of Cape Cod

Quiet getaway in a unique area of Cape Cod
Brewster
10.0 out of 10, Exceptional, (5 reviews)
"Perfect for a quiet getaway. Owner was in Constant contact. If I had a question replied very quickly. I highly recommend staying here."
United States
Anonymous traveller
The price is NZ$787
includes taxes & fees
29 Aug - 30 Aug
Quiet getaway in a unique area of Cape Cod

17. Edgewater Beach Resort

Edgewater Beach Resort
3.5 star property
Dennis Port
9.0 out of 10, Wonderful, (337 reviews)
"Great place! Everything was lovely"
United States
Susan
The price is NZ$522
includes taxes & fees
30 Aug - 31 Aug
Edgewater Beach Resort

18. Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (11 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is NZ$1,165
includes taxes & fees
23 Aug - 24 Aug
Great for Families! Brewster Home 6 Mi to Beach

19. Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Brewster
10.0 out of 10, Exceptional, (50 reviews)
"We did a quick overnight The amenities were great and the condo was perfect !!!"
United States
Katie M.
The price is NZ$1,934
includes taxes & fees
29 Aug - 30 Aug
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

20. 🐚Shell City on Lt Island

🐚Shell City on Lt Island
Wellfleet
9.6 out of 10, Exceptional, (7 reviews)
"We had a perfect three night stay. The house is well appointed with comfortable beds, sheets, and towels. We used the bikes and kayaks and everything was in working order. We would gladly stay again!"
United States
Michele P.
The price is NZ$1,794
includes taxes & fees
12 Sept - 13 Sept
🐚Shell City on Lt Island
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

Find out more about Eastham

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Eastham holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Eastham. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Eastham. Seeing all the best attractions is bound to make you fall in love with Eastham. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Eastham short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Eastham?

Yes, there are holiday rentals in Eastham close to Edward Penniman House and Barn, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Eastham speak positively about the popular beaches and seafood restaurants in this destination. Make sure you have time to check out the forests while you're in the area.

What are some of the best holiday rentals that Eastham has to offer?

Lovely Dog Friendly Beach Home Close to Everything.: This highly rated holiday home rental in Eastham is located near the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Eastham?

Choose from 295 Expedia holiday rentals in Eastham for a memorable holiday.

What’s there to see and do in Eastham?

Family-friendly attractions include Edward Penniman House and Barn and Arnold's Mini Golf, whereas Cape Cod Beaches and Nauset Light Beach are a couple of great spots to enjoy the outdoors. While here, Nauset Beach and The Three Sisters Lighthouses are other places worth a visit.

What’s a holiday rental in Eastham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Eastham. Holiday rentals offer extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.