Eastham Vacation Rentals

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USA > Massachusetts > Eastham

Make Eastham your next getaway—choose from 27 great vacation rentals

Eastham, Massachusetts is renowned for its historic sites and small-town vibe. It's known as "The Gateway to the Cape Cod National Seashore" due to its strategic location as the first official town in the Outer Cape. Eastham boasts myriad duney beaches, several historic lighthouses, and museums galore. You'll have much to explore from one of our Eastham vacation rentals.

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House rentals

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Eastham vacation rentals for every getaway

Dog-friendly Hot tub Internet
Easy Living in Eastham
3 Bedroom | 2.5 Bath | Sleeps 6

Easy Living in Eastham - Eastham, MA

$269 avg / night
One Love - Eastham
2 Bedroom | 1.5 Bath | Sleeps 6

One Love - Eastham - Eastham, MA

$241 avg / night
Bayfront Dreaming
5 Bedroom | 4.5 Bath | Sleeps 12

Bayfront Dreaming - Eastham, MA

$852 avg / night
Beach Brook Place
4 Bedroom | 3.5 Bath | Sleeps 10

Beach Brook Place - Eastham, MA

$309 avg / night
Sandy Forest
3 Bedroom | 2.5 Bath | Sleeps 6

Sandy Forest - Eastham, MA

$311 avg / night

View 22 more homes

Recent Eastham vacation rental reviews

Very private, beautiful views of Cape Cod Bay, spectacular sunsets, and beach access!
Peter A. | Nov 2022
We loved the location. Sitting high on a bluff, overlooking Cape Cod bay was terrific. We were able to sit in comfort to watch the sunsets, water, wind surfers, and clammers.
Susan M. | Nov 2022
The house worked out well and was in a convenient location, an easy walk down to the beach. Sunsets were great.
Susan B. | Nov 2022
Eastham vacation rental FAQ

Yes, 20 of our Eastham homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

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Yes. 85 of our Eastham vacation rentals have internet access, so you can stay connected throughout your trip.

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Some of the most popular amenities in our Eastham vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Eastham team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Eastham, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Things to Do in Eastham

Eastham boasts a variety of cultural and outdoor opportunities. The Eastham Center Historic District is one of many sites in town on the National Register of Historic Places. Down this corridor, visitors can admire the Eastham Windmill, the oldest on the Cape, as well nine well-maintained homes and structures. The Collins Cottage Historic District boasts seven cottages, a seawall and a shucking house, representing the historic cottage colonies from the Cape's storied past. 

Eastham features several well-preserved lighthouses and historical sites well worth a visit. The most famous is the 48-feet-high, cast-iron Nauset Light, which was saved from destruction by a group of locals in 1996 (tours led by qualified docents are conducted throughout the year, but by appointment only). The Three Sisters Lighthouses, each 15 feet high and built in the 1800s, sit next to each other in a wooded glen. The 1869 Schoolhouse Museum boasts relics from shipwrecks and the town's past,and also features a schoolroom with a period schoolmaster's desk. The 1741 Swift-Daley House and the Ranlett Tool Museum feature vintage furniture and tools. 

Eastham Beaches

Like other towns on the Cape, Eastham is a summer playground, thanks to its 12 lovely bay beaches. The First Encounter Beach is notable for being the first spot on North America at which the Pilgrims and Native Americans made contact. The Coast Guard Beach is perfect for kids and the elderly, Dyer Prince Beach offers plenty of peaceful contemplation, and Wiley Park boasts diving platforms on the water. 

Day Trips from Eastham 

As the gateway to the Cape Cod National Seashore, Eastham has the enviable position of being in the heart of it all. An Eastham vacation rental would be a perfect base from which to explore the entire Massachusetts coast. To the south lie the quaint seaside towns Harwich and Chatham, and to the north, gay-friendly and trendy Provincetown. A ferry ride away, one can find the tony islands of Nantucket and Martha's Vineyard. And just 92 miles to the north lies Boston, with its culture, sports, and nightlife.