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

Eastham Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Eastham holiday rentals

A wooden deck with a view of a lake, surrounded by trees.

1. Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
9.8 out of 10, Exceptional, (8 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is AU$535
includes taxes & fees
15 Oct - 16 Oct
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
A beach with a wooden walkway and a fence leading to a building.

2. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (14 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
The price is AU$557
includes taxes & fees
12 Oct - 13 Oct
🐚The Bay Cottage on Thumpertown Beach
A table set outdoors with a view of a lake, surrounded by trees.

3. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (28 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 AU$617
includes taxes & fees
22 Oct - 23 Oct
🦀Waterfront at The Velvet Crab~Amazing Sunsets
A wide sandy beach with gentle waves and a clear blue sky.

4. 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, (68 reviews)
"Clean, great location. "
United States
Peter G.
The price is AU$637
includes taxes & fees
19 Oct - 20 Oct
On Town Cove with salt water access! Kayaks and paddle board available for use!
A lakeside deck with two Adirondack chairs and a small dock extending into the water.

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

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (22 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 AU$707
includes taxes & fees
15 Oct - 16 Oct
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Two Adirondack chairs facing a calm lake with a forested shoreline under a partly cloudy sky.

6. 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 AU$586
includes taxes & fees
21 Oct - 22 Oct
The Breeze on Minister's Pond
A sliding glass door leading to an outdoor patio with a view of a lake, red and beige outdoor furniture, and a fire pit.

7. Pond House~Waterfront Oasis on Minister's Pond

Pond House~Waterfront Oasis on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (13 reviews)
"Had everything we needed for a comfortable stay."
United States
BILL
The price is AU$741
includes taxes & fees
14 Oct - 15 Oct
Pond House~Waterfront Oasis on Minister's Pond
A dining table set with plates, glasses, and a variety of food including grapes, cheese, and crackers.

8. National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"We had an wonderful experience staying at this house. It was exceptionally clean and it had everything we needed (it was nice to have linens and towels provided). All of the rooms were relaxing and comfortable and the kitchen was very well equipped. I would definitely stay there again. "
United States
Catharine D.
The price is AU$712
includes taxes & fees
13 Oct - 14 Oct
National Seashore/Updated/Game Room~Blue Pearl
A living room with a grey sofa, striped rug, and a lamp.

9. The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (29 reviews)
"We had such a wonderful time at the Surf Shack. The location was perfect. Within 15 minutes the best beaches, best dining, best shopping..everything. The house was incredibly clean with all the amenities needed to have a great family vacation. The host was incredibly quick to reply to any and all inquiries and was so pleasant to deal with. We couldn’t be any happier with our stay and will definitely stay there again if our travels return us to the Cape."
United States
Justin R.
The price is AU$714
includes taxes & fees
26 Oct - 27 Oct
The Pet-Friendly Surf Shack Hideaway on the Cove
Living room with plenty of seating and beautiful coastal design

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

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Our family enjoyed the downstairs activities, especially nice for the kids to play and adults upstairs. All the bedrooms/baths clean and very nice. Loved our stay. "
United States
Donna R.
The price is AU$963
includes taxes & fees
13 Oct - 14 Oct
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

11. Seaside Escape-Art-filled 2 Bd on Town Cove

Seaside Escape-Art-filled 2 Bd on Town Cove
EASTHAM
7.4 out of 10, Good, (3 reviews)
"The cottage was very well decorated, maintained and well stocked. Loved the location with a view of the cove.My kids loved the loft"
United States
Myriam A.
The price is AU$741
includes taxes & fees
11 Oct - 12 Oct
Seaside Escape-Art-filled 2 Bd on Town Cove
A wooden outdoor shed with a door, a window, and a gravel path leading to it.

12. Gray Whale-Minutes to Eastham Bay & Ocean Beaches

Gray Whale-Minutes to Eastham Bay & Ocean Beaches
Eastham
10.0 out of 10, Exceptional, (6 reviews)
"very well appointed accommodations - great location - helpful amenities. would come back again!"
United States
Leonard
The price is AU$813
includes taxes & fees
13 Oct - 14 Oct
Gray Whale-Minutes to Eastham Bay & Ocean Beaches
An outdoor deck with a grill, dining table, chairs, and an umbrella.

13. Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
The price is AU$741
includes taxes & fees
13 Oct - 14 Oct
Sleeps 2-8/Soaking Tub/FirePit~Burrows
A beach with a wooden fence and a clear view of the ocean.

14. 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, (12 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 AU$746
includes taxes & fees
13 Oct - 14 Oct
The Alpine/Walk to Beach for 2 or more!
A beach with a wooden boardwalk and a rocky foreground.

15. Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (10 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
The price is AU$683
includes taxes & fees
12 Oct - 13 Oct
Edgewood on Campground Beach/Steps to the Sand
A row of white buildings with storefronts, including a visible sign for 'Chatham' and a 'Chatham' sign above a window.

16. 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, (4 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is AU$689
includes taxes & fees
19 Oct - 20 Oct
Lovely House 5 Min to Beach with Deck, Grill, Garage
A patio with Adirondack chairs, a fire pit, and a wooden deck.

17. 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, (2 reviews)
"The house was cute and clean. The private beach was amazing. We enjoyed our stay!"
United States
Susan W.
The price is AU$595
includes taxes & fees
13 Oct - 14 Oct
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
A wooden table set outdoors with plates, glasses, a bottle, and a metal container.

18. Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"Driftmoor was a fantastic place to stay for our Labor Day trip to Provincetown. The property is extremely clean and spacious. The location was convenient to several local eateries. Management was easy to communicate with."
United States
David
The price is AU$786
includes taxes & fees
11 Oct - 12 Oct
Driftmoor~Dog Frndly 3bd/2 bth~Luxe
A table set for two with a view of the sunset over the water, outdoor seating, and a grill area.

19. Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
Eastham
10.0 out of 10, Exceptional, (1 review)
"Just perfect all around!"
United States
Alexis N.
The price is AU$688
includes taxes & fees
12 Oct - 13 Oct
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
A sandy beach with wooden posts and a clear view of the ocean.

20. Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (33 reviews)
"We had a lovely visit with access to the beach and very comfortable beds. Enjoyed a beautiful sunset!"
United States
Debra H.
The price is AU$726
includes taxes & fees
19 Oct - 20 Oct
Sand Bar-Dog Friendly on Cooks Brook Beach
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

Lovely Dog Friendly Beach Home Close to Everything. 5 and 6 day stay open July

Lovely Dog Friendly Beach Home Close to Everything. 5 and 6 day stay open July

10/10 Excellent
"Cozy, cute and comfortable! we were delighted with the property! Convenient to everything! Owners were most helpful especially since a nor'easter was moving in at the end of our week."
Darlene R. 7-night trip
Posted 11 days ago
Lovely Dog Friendly Beach Home Close to Everything. 5 and 6 day stay open July

Find out more about Eastham

Everything you need to know about Eastham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Eastham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Eastham holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Eastham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Eastham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Eastham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Eastham holiday rentals we have selected for you start as low as AU$555 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Eastham rentals

At Expedia, we put the best Eastham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Eastham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Eastham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Eastham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!: This holiday home rental outside of Eastham is located on the beach, and has a fireplace, a balcony 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 an arcade/games room.

How many holiday rentals are there in Eastham?

Choose from 296 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 Nauset Light Beach and Nauset Beach are a couple of great spots to enjoy the outdoors. While here, First Encounter Beach and Nauset Lighthouse 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.