Photo by George Sykes

Holiday Rentals in Eastham

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Eastham holiday rentals

9.8 out of 10, Exceptional, (23)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is €372
includes taxes & fees
4 Jan - 5 Jan 2026
🦀Waterfront at The Velvet Crab~Amazing Sunsets
10.0 out of 10, Exceptional, (7)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
The price is €441
includes taxes & fees
12 Jan - 13 Jan 2026
Sleeps 2-8/Soaking Tub/FirePit~Burrows
10.0 out of 10, Exceptional, (23)
"Lovely time!"
United States
Joan W.
The price is €419
includes taxes & fees
5 Jan - 6 Jan 2026
Sand Bar-Dog Friendly on Cooks Brook Beach
10.0 out of 10, Exceptional, (21)
"We loved the luxury bed linens, large kitchen & living area & the fact that it was pet friendly in a lovely neighborhood!"
United States
Jennifer G.
The price is €435
includes taxes & fees
4 Jan - 5 Jan 2026
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 out of 10, Exceptional, (1)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is €417
includes taxes & fees
12 Jan - 13 Jan 2026
Lovely House 5 Min to Beach with Deck, Grill, Garage
9.2 out of 10, Wonderful, (11)
"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 €459
includes taxes & fees
11 Jan - 12 Jan 2026
The Alpine/Walk to Beach for 2 or more!
10.0 out of 10, Exceptional, (2)
"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "
United States
michele I.
The price is €571
includes taxes & fees
11 Jan - 12 Jan 2026
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
10.0 out of 10, Exceptional, (8)
"Best rental we have stayed in on Cape, and we go every year. Exceptionally clean, comfortable. I can not say enough about it. Great location as well. What stood out the most was the high quality linens, as well as comfortable mattresses. It is very well kept with attention to detail. The grill and appliances were also of a higher quality and made it a pleasure to cook. Will absolutely stay at Blue Pearl again. "
United States
Nicole V.
The price is €427
includes taxes & fees
13 Jan - 14 Jan 2026
National Seashore/Updated/Game Room~Blue Pearl
10.0 out of 10, Exceptional, (10)
"Beautiful spot ! House was clean and well equipped. "
United States
Cynthia P.
Pond House~Waterfront Oasis W/Jacuzzi Tub
10.0 out of 10, Exceptional, (18)
"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 €430
includes taxes & fees
6 Jan - 7 Jan 2026
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
The price is €480
includes taxes & fees
12 Jan - 13 Jan 2026
Driftmoor~Dog Frndly 3bd/2 bth~Luxe
10.0 out of 10, Exceptional, (11)
"Loved the location and beautiful sunsets - close to everything! Tara was a great host. "
United States
Lisa S.
Beachfront~Seaside Sea-duction-Dog Friendly
9.4 out of 10, Exceptional, (13)
"Absolutely perfect - would definitely come stay here again."
United States
William B.
The price is €773
includes taxes & fees
12 Jan - 13 Jan 2026
Historic charmer on the water with a firepit, kayaks, bikes, & firepit
8.0 out of 10, Very good, (3)
"Nice, clean property. We all slept comfortably and had a great, fun stay at a quiet location. The hosts were very informative, kind and communicative. We will definitely be staying here in the future. Thank you again for a pleasurable experience from beginning to end!"
United States
Amanda L.
The price is €728
includes taxes & fees
1 Jan - 2 Jan 2026
Beachside Bliss: Modern Comfort Steps from Scenic Trails, Sleeps 10!
9.6 out of 10, Exceptional, (30)
"CutePrivateGreat outdoor showe "
United States
Stephanie D.
The price is €284
includes taxes & fees
4 Jan - 5 Jan 2026
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
2.0 star property
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is €282
includes taxes & fees
6 Jan - 7 Jan 2026
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
2.0 star property
10.0 out of 10, Exceptional, (25)
"Lovely house with nice location."
United States
amy d.
The price is €627
includes taxes & fees
16 Jan - 17 Jan 2026
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
9.6 out of 10, Exceptional, (102)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is €363
includes taxes & fees
4 Jan - 5 Jan 2026
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
8.8 out of 10, Excellent, (5)
"This is definitely the place you want to book when staying in PTown. "
United States
Mark P.
The price is €164
includes taxes & fees
12 Jan - 13 Jan 2026
Charming 1-bedroom apartment in fabulous Provincetown
10.0 out of 10, Exceptional, (75)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is €377
includes taxes & fees
2 Jan - 3 Jan 2026
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Eastham Hotel Reviews

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, apart-hotels, 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 favorite 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 depends 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 €419 per night. Entering your travel dates in the search wizard you might find 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?

Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!: This highly rated holiday home rental in Eastham is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. Another good choice for your trip to Eastham is Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts.

How many holiday rentals are there in Eastham?

Choose from 281 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, Campground 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.