Eastham Vacation Rentals

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USA > Massachusetts > Eastham

Make Eastham your next getaway

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

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House rentals

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Cottages

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Apartments

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Popular amenities for Eastham vacation rentals

Popular
Dog-friendly Hot tub Internet
The Tranquil Heron Cottage
3 Bedroom | 2 Bath | Sleeps 6

The Tranquil Heron Cottage - Eastham, MA

$343 avg / night
4.7 (20)
Beaches n' Sunsets
3 Bedroom | 2 Bath | Sleeps 8

Beaches n' Sunsets - Eastham, MA

$845 avg / night
4.24 (62)
One Love - Eastham
2 Bedroom | 1.5 Bath | Sleeps 6

One Love - Eastham - Eastham, MA

$232 avg / night
4.19 (32)
Island Bay Bungalow
3 Bedroom | 2 Bath | Sleeps 6

Island Bay Bungalow - Eastham, MA

$727 avg / night
4.65 (31)
Herring Brook
3 Bedroom | 2 Bath | Sleeps 6

Herring Brook - Eastham, MA

$311 avg / night
4.21 (19)

View 26 more homes

Recent Eastham guest reviews

Our stay at this beautiful home was nothing short of amazing! We were so happy to come across it. From the moment we arrived we were captivated by the breathtaking lake views. This place truly is the perfect backdrop for a relaxing getaway. The house itself was thoughtfully appointed with everything we needed (including outdoor recreational toys) making our stay effortless and comfortable. We were able to cook and navigate the kitchen with ease, and we loved that there was a grill to make dinner with a view al fresco. Family room was perfect for us as we love to have game nights. More importantly, the beds were incredibly cozy ensuring a great night’s sleep after days spent enjoying the nearby beach and all the wonderful lake activities with the kayaks provided. No need to leave the house! We enjoyed starting each day with coffee on the porch followed by kayaking on the lake. The home strikes the perfect balance between stylish and welcoming, making it feel both luxurious and inviting. With so much to do, and such a perfect setting, we’ve already decided to make this our new yearly family tradition. It was difficult to leave but we can’t wait to return and create even more wonderful memories!
Lana J. | Apr 2025
The style of the house. I grew up during this decor time period, so felt like home! Very clean and cozy.
Ronald C. | Mar 2025
Location was very convenient to all the beaches and hiking! 4 stars for the location and price compared to other options, but be aware that the amenities are pretty basic. The house was adequately sized for our family of four but teens found the beds very small. (Room w 2 twins is clearly geared towards littles, w kitschy Tinkerbell lamps.) As others mentioned, bathroom repairs are needed (instead of fixing the running toilet, they just removed the flusher entirely, plus we noted a few other things that needed repair). Heat system took hours to get house to a comfortable temperature, but worked just fine after that. Dishware and utensils were minimal and mostly not microwave safe; also no dishwasher (not a problem for us on our short stay, but might be for some.) For those with chemical sensitivities, be sure to check with management regarding cleaning—housekeeping at this property used very heavy fragrance spray throughout the house.
Brian M. | Mar 2025
Eastham vacation rental FAQ

Yes, 48 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).

Browse dog-friendly homes >

Yes. 164 of our Eastham vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Eastham, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

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24/7 guest service
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Seamless check-in
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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.