Find Vacation Rentals in Eastham

We have 397 properties to choose from
Anytime
Guests
Anytime
Guests

Popular Eastham Vacation Rentals

Find the perfect Eastham vacation rental

House Eastham
from $178 per night
House ∙ 5 guests ∙ 2 bedrooms
Eastham, Orleans Town, Massachusetts, United States
Agoda
Details
House Eastham
from $199 per night
House ∙ 4 guests ∙ 2 bedrooms
4.7
Excellent(23 ratings)
Eastham, Orleans Town, Massachusetts, United States
Vrbo
Details
House Eastham
from $275 per night
House ∙ 6 guests ∙ 3 bedrooms
4.4
Very good(20 ratings)
Eastham, Orleans Town, Massachusetts, United States
Vrbo
Details
House Eastham
from $165 per night
House ∙ 6 guests ∙ 3 bedrooms
4.1
Very good(30 ratings)
Eastham, Orleans Town, Massachusetts, United States
Vrbo
Details
House Eastham
-10%
$165
from $149 per night
House ∙ 6 guests ∙ 3 bedrooms
4.1
Very good(30 ratings)
Eastham, Orleans Town, Massachusetts, United States
Vacasa
Details
House Eastham
from $604 per night
House ∙ 15 guests ∙ 5 bedrooms
5.0
Outstanding(45 ratings)
Eastham, Orleans Town, Massachusetts, United States
Vrbo
Details
House Eastham
from $108 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(94 ratings)
Eastham, Orleans Town, Massachusetts, United States
Vrbo
Details
House Eastham
from $286 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(4 ratings)
Eastham, Orleans Town, Massachusetts, United States
Vrbo
Details
Cottage Eastham
from $189 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Eastham, Orleans Town, Massachusetts, United States
Vrbo
Details
View more

Vacation rentals and apartments with air conditioning

Condo  Eastham
from $165 per night
Condo ∙ 2 guests ∙ 1 bedroom
4.7
Excellent(64 ratings)
Eastham, Orleans Town, Massachusetts, United States
Air conditioning
Vrbo
Details
House  Eastham
from $265 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding(12 ratings)
Eastham, Orleans Town, Massachusetts, United States
Air conditioning
Vrbo
Details
House  Eastham
from $250 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(14 ratings)
Eastham, Orleans Town, Massachusetts, United States
Air conditioning
Vrbo
Details
View more

Vacation rentals with Wi-Fi

Cabin  Eastham
from $216 per night
Cabin ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding(54 ratings)
Eastham, Orleans Town, Massachusetts, United States
Internet
Vrbo
Details
House  Eastham
from $691 per night
House ∙ 10 guests ∙ 5 bedrooms
4.9
Outstanding(31 ratings)
Eastham, Orleans Town, Massachusetts, United States
Internet
Vrbo
Details
House  Eastham
from $138 per night
House ∙ 6 guests ∙ 2 bedrooms
4.0
Very good(51 ratings)
Eastham, Orleans Town, Massachusetts, United States
Internet
Vrbo
Details
View more

Cabins and Homes With Fireplaces

House  Eastham
-9%
$138
from $126 per night
House ∙ 6 guests ∙ 2 bedrooms
4.0
Very good(51 ratings)
Eastham, Orleans Town, Massachusetts, United States
Fireplace
Vacasa
Details
Apartment  Eastham
from $118 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.2
Very good(50 ratings)
Eastham, Orleans Town, Massachusetts, United States
Fireplace
Vacasa
Details
Apartment  Eastham
from $140 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.2
Very good(50 ratings)
Eastham, Orleans Town, Massachusetts, United States
Fireplace
Vrbo
Details
View more

Frequently Asked Questions

How much does it cost to stay in Eastham?

In Eastham, vacation rentals start at $149 per night.

Is it possible to find vacation rentals in Eastham?

You can find and compare 397 offers in Eastham and book an ideal place for your next getaway.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Eastham Information

About Eastham

Located in Barnstable County, Eastham is a coastal resort community located along Cape Cod, Massachusetts, and best-known as the “Gate” to the Cape Cod National Seashore. Situated on the lower Cape, Eastham is surrounded by water on two sides (the Atlantic Ocean and Cape Cod Bay), and surrounded by land on the other two. A quiet town with several bay and ocean beaches, Eastham offers lots of open space for nature lovers and outdoor enthusiasts, as well as pretty country lanes, pretty panoramic views, and several freshwater ponds. It’s the ideal setting for a peaceful retreat, located in close proximity to popular summer destinations like Martha’s Vineyard and Nantucket.

Things to Do in Eastham

Eastham offers visitors many outdoor attractions and sites, including beautiful beaches like Coast Guard Beach, Nauset Light Beach, and First Encounter Beach – all of which look like they are the setting for a postcard or Hallmark movie. There are several freshwater ponds near the center of town, including Great Pond (which has two public beaches), Herring Pond, and Salt Bond Bay. Other points of interest include the Eastham Windmill for photo opportunities, and numerous lighthouses such as The Three Sisters Lighthouses and the Nauset Light. The Salt Pond Visitor Center is also popular to visit during the day, and for those looking for more historical insight during their trip, places to add to your list should include the Cove Burying Ground, Captain Penniman House, the Eastham Historical Society, and the 1869 Schoolhouse Museum.

Day Trips Near Eastham

Due to its prime location, Eastham offers easy accessibility to neighboring towns and beaches. Provincetown is 23 miles north of Eastham, located at the tip of Cape Cod with many unique sites to visit, including Pilgrim Monument and Race Point Light – a historic lighthouse. Eastham is also 92 miles southeast of Boston, which is the capital of Massachusetts and home to Boston University, Bunker Hill Monument, and the Boston Red Sox. Nearby Martha’s Vineyard and Nantucket are under three hours away and also accessible via ferry.

Eastham Accommodation

Eastham is made up of a unique combination of waterfront communities and conservation lands, offering visitors the opportunity to rent beautiful private homes and estates that are close to town yet provide the perfect escape. Home located near the Cape Cod Rail Trail run from the Orleans town line to the Wellfleet town line, and there is a path for biking, roller blading, jogging, and more. Bayberry Lane is a popular street in Eastham that offers access and frontage at First Encounter Beach on Cape Cod Bay with panoramic views, while Wiley Park is a 44-acre conservation area on the shore of Great Pond that includes a walking trail, swimming and fishing access.

Transportation In Eastham

Conveniently located on Route 6, State Highway, Eastham is easily accessible by car. There are also several methods of public transportation, including several local bus services that provide connections to neighboring areas like Hyannis, Harwich, and Orleans – in addition to The FLEX – which offers year-round service from Harwich to Provincetown with stops at the Eastham Town Hall and Salt Pond Visitor Center. There is also a ferry service to the islands (Nantucket and Martha’s Vineyard) called Hy-Line Cruises.

Popular Day Trips Near Eastham

image-tag