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Popular Eastham Vacation Rentals

Find the perfect Eastham vacation rental

House Eastham
from $612 per night
10 guests ∙ 5 bedrooms

House

4.9
Outstanding(37 ratings)
Eastham, Orleans Town, Massachusetts, United States
Details
House Eastham
from $393 per night
10 guests ∙ 4 bedrooms

House

4.9
Outstanding(9 ratings)
Eastham, Orleans Town, Massachusetts, United States
Details
House Eastham
from $754 per night
10 guests ∙ 4 bedrooms

House

5.0
Outstanding(2 ratings)
Eastham, Orleans Town, Massachusetts, United States
Details
House Eastham
from $218 per night
House ∙ 8 guests ∙ 4 bedrooms

149 m² House

4.9
Outstanding(62 ratings)
Eastham, Orleans Town, Massachusetts, United States
Details
House Eastham
from $387 per night
House ∙ 10 guests ∙ 5 bedrooms

279 m² House

5.0
Outstanding(2 ratings)
Eastham, Orleans Town, Massachusetts, United States
Details
House Eastham
from $555 per night
House ∙ 8 guests ∙ 4 bedrooms

139 m² House

5.0
Outstanding(2 ratings)
Eastham, Orleans Town, Massachusetts, United States
Details
House Eastham
from $425 per night
House ∙ 9 guests ∙ 4 bedrooms

139 m² House

5.0
Outstanding(54 ratings)
Eastham, Orleans Town, Massachusetts, United States
Details
House Eastham
from $468 per night
House ∙ 6 guests ∙ 3 bedrooms

186 m² House

4.1
Very good(23 ratings)
Eastham, Orleans Town, Massachusetts, United States
Details
House Eastham
from $232 per night
House ∙ 8 guests ∙ 4 bedrooms

178 m² House

5.0
Outstanding(2 ratings)
Eastham, Orleans Town, Massachusetts, United States
Details
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Recommended Rentals With Pools

House  Eastham
from $908 per night
House ∙ 8 guests ∙ 4 bedrooms

223 m² House

5.0
Outstanding(26 ratings)
Eastham, Orleans Town, Massachusetts, United States
Pool
Details
House  Eastham
from $529 per night
House ∙ 8 guests ∙ 4 bedrooms

288 m² House

5.0
Outstanding(24 ratings)
Eastham, Orleans Town, Massachusetts, United States
Pool
Details
House  Eastham
from $900 per night
House ∙ 8 guests ∙ 4 bedrooms

288 m² House

4.9
Outstanding(13 ratings)
Eastham, Orleans Town, Massachusetts, United States
Pool
Details
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Vacation rentals and apartments with air conditioning

House  Eastham
from $209 per night
House ∙ 4 guests ∙ 2 bedrooms

126 m² House

5.0
Outstanding(2 ratings)
Eastham, Orleans Town, Massachusetts, United States
Air conditioning
Details
House  Eastham
from $486 per night
House ∙ 11 guests ∙ 5 bedrooms

279 m² House

4.8
Outstanding(24 ratings)
Eastham, Orleans Town, Massachusetts, United States
Air conditioning
Details
House  Eastham
from $1,012 per night
House ∙ 12 guests ∙ 6 bedrooms

242 m² House

4.8
Outstanding(39 ratings)
Eastham, Orleans Town, Massachusetts, United States
Air conditioning
Details
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Apartments and vacation rentals with a kitchen

House  Eastham
from $196 per night
House ∙ 8 guests ∙ 4 bedrooms

204 m² House

5.0
Outstanding(48 ratings)
Eastham, Orleans Town, Massachusetts, United States
Kitchen
Details
Cabin  Eastham
from $223 per night
Cabin ∙ 2 guests ∙ 1 bedroom

56 m² Cabin

5.0
Outstanding(92 ratings)
Eastham, Orleans Town, Massachusetts, United States
Kitchen
Details
House  Eastham
from $232 per night
House ∙ 8 guests ∙ 4 bedrooms

178 m² House

5.0
Outstanding(1 rating)
Eastham, Orleans Town, Massachusetts, United States
Kitchen
Details
Show more

Frequently Asked Questions

How much does it cost to stay in Eastham?

In Eastham, vacation rentals start at $93 per night.

Is it possible to find vacation rentals in Eastham?

You can find and compare 341 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

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