Eastham Vacation Rentals

Compare 17 vacation rentals. Enter your trip dates to get started.
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.

Explore Eastham house rentals, cottages, apartments, and more

housing_type_house.jpg

House rentals

View 14 House rentals
housing_type_cottage.jpg

Cottages

View 2 Cottages
housing_type_apartment.jpg

Apartments

View 1 Apartments

Eastham vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Eastham Charmer 3D Tour
3 Bed | 3 Bath | Sleeps 8

Eastham Charmer - Eastham, MA

From $298
Cape Two 3D Tour
3 Bed | 3 Bath | Sleeps 8

Cape Two - Eastham, MA

From $423
Mazi's Cottage 3D Tour
2 Bed | 1 Bath | Sleeps 4

Mazi's Cottage - Eastham, MA

From $165
Easy Eastham 3D Tour
3 Bed | 2 Bath | Sleeps 6

Easy Eastham - Eastham, MA

From $152
Beaches n' Sunsets 3D Tour
3 Bed | 2 Bath | Sleeps 9

Beaches n' Sunsets - Eastham, MA

From $332

View 12 more homes

Recent Eastham vacation rental reviews

The beach was great to walk on. The home had everything I needed to be comfortable. I vacation alone a lot, so I bring a lot of my own things that I need to complete my comfortableness.
Diane U. | Oct 2021
The location of this home is fantastic - the views from the deck are beautiful, and being right on the beach is extremely convenient. We had a great time staying here and would come back again!
Jillian P. | Oct 2021
Very clean and comfortable.
Gail M. | Oct 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.