Eastham Vacation Rentals

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USA > Massachusetts > Eastham

Make Eastham your next getaway—choose from 17 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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Eastham vacation rentals for every getaway

Dog-friendly Hot tub Internet
Beaches n' Sunsets 3D Tour
3 Bedroom | 2 Bath | Sleeps 9

Beaches n' Sunsets - Eastham, MA

From $300
Mazi's Cottage 3D Tour
2 Bedroom | 1 Bath | Sleeps 4

Mazi's Cottage - Eastham, MA

From $133
Eastham Escape 3D Tour
2 Bedroom | 1 Bath | Sleeps 6

Eastham Escape - Eastham, MA

From $108
Hideaway Near The Bay 3D Tour
2 Bedroom | 1.5 Bath | Sleeps 4

Hideaway Near The Bay - Eastham, MA

From $104
Villa on the Water 3D Tour
4 Bedroom | 4.5 Bath | Sleeps 8

Villa on the Water - Eastham, MA

From $500

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Recent Eastham vacation rental reviews

Loved that you could walk to the beach and so close to restaurants and the Atlantic beaches.
Margaret M. | Sep 2021
great location, near beaches, restaurants, and the bike trail. would definitely stay here again.
john m. | Sep 2021
Great location - with great afternoons and amazing sunset over the wetlands. Add a great professional kitchen well stocked with pots and pans and you can have great evening dinners. House is old and in need of some work (we had problems opening/closing some doors to the terrace) but it is great for a family vacation. Rating it as a 5 star since we have already decided that we would love to come back next summer.
Krzysztof W. | Sep 2021

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.