Eastham Vacation Rentals

(66 rentals)
Eastham (MM-747)

2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 3 miles to Private Beach

$192

avg/night

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Key Amenities

  • Kid Friendly

About this property

Charming cottage on a quiet sand road. Walk down the road to a path to a private beach. Nice setting with southern exposure. AC units in the bedrooms. A great relaxing retreat!

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Property Type

Eastham House

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Eastham - Bayside ~ Kingsbury Beach (MM-595)

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 1 miles to

$371

avg/night

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Key Amenities

  • Kid Friendly

About this property

Beautiful new home in a wooded location on the bayside. Approximately 6/10ths mile to Cape Cod Bay. Large deck, sun room, enclosed outdoor shower. If you are looking for a new home in impeccable condition, look no further. Ductless AC in the bedrooms! Please note the bedroom on the first floor now has ...

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Property Type

Eastham House

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Eastham (MM-841)

3 BR | 1.5 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to First Encounter

$239

avg/night

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Key Amenities

  • Kid Friendly
  • Pet Friendly

About this property

Great cottage less than a quarter mile to the bike trail! All the comforts of home are here at this three bedroom, bath and a half cottage. Nice large living area with vaulted ceiling and central AC to take the heat off those summer days. Inside you will find a stereo record player with Bluetooth compatibility ...

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Property Type

Eastham House

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Eastham - Walk to Bay ~ First Encounter! (MM-248)

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.4 miles to First Encounter or Cole Road

$227

avg/night

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Key Amenities

  • Kid Friendly

About this property

Contemporary cape style home with cathedral ceiling. On the first floor there are two bedrooms and a bath. Kitchen/dining/living area. Upstairs is a master bedroom with bath . House has ductless ac and a really comfortable screened porch and a deck. Just 1/2 mile to bay. TV by internet (smart TV) Offers ...

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Property Type

Eastham House

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Eastham - Walk to Bay ~ First Encounter Beach! (MM-463)

3 BR | 1.5 BA | Sleeps 6 | Quick View

Distance to beach: 0.2 miles to Cole Rd

$375

avg/night

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Key Amenities

  • Kid Friendly

About this property

Make this your Cape Cod Summer Rental. Located near Herring Brook Landing, this cottage is near the end of a cul-de-sac. Quiet location with two beach accesses. Views of bay from bedroom on second floor. Walk from your deck down a path to a private beach or use Cole Road Beach. Third house back from the ...

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Property Type

Eastham House

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Eastham (MM-864)

3 BR | 3 BA | Sleeps 8 | Quick View

Distance to beach: 500 miles to S. Sunken Meadow

$533

avg/night

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Key Amenities

  • Kid Friendly

About this property

Completely renovated, updated home with waterviews! This spacious house will give your whole family room to spread out. Walk to a private beach and located on a quiet side road this is the perfect vacation location. This home has the living area, kitchen and dining area (as well as one bedroom) on the ...

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Property Type

Eastham House

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Eastham (MM-839)

3 BR | 2 BA | Sleeps 6 | Quick View

$414

avg/night

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Key Amenities

  • Kid Friendly

About this property

PONDFRONT! Waterfront on Herring Pond, one of Eastham's finest freshwater ponds. Located on a quiet sandy lane and close to the bike trail this home is a great spot for vacation!

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Property Type

Eastham House

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Eastham - Bayside ~ (MM-313)

2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 0.0 miles to

$193

avg/night

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Key Amenities

  • Kid Friendly

About this property

Pleasant cottage on side street. Deck and outdoor shower for outdoor enjoyment. Fully remodeled kitchen and bath and bedrooms. Centrally located on the bayside. Charming and cozy interior. Very fairly priced.

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Eastham House

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Eastham (MM-837)

5 BR | 3 BA | Sleeps 10 | Quick View

$424

avg/night

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Key Amenities

  • Kid Friendly

About this property

Incredible views from this classic cottage. A unique location makes this an ideal home for the naturalist. Resting above the Boat Meadow River allows easy access to the river and Boat Meadow Beach (via kayak or canoe). Commanding views and incredible privacy and seclusion.

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Property Type

Eastham House

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Eastham - First Encounter Beach (MM-790)

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 500 miles to First Encounter Beach

$270

avg/night

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Key Amenities

  • Kid Friendly

About this property

Short walk to swimming and viewing the gorgeous sunsets at First Encounter Beach from this cosy home. Features include AC units in the bedrooms and living room, screen porch in the back yard and a quiet setting. Now offering wireless internet! Perfect for a family summer vacation. Don't miss this one.

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Property Type

Eastham House

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Eastham (MM-831)

4 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 1 miles to Herring Pond

$323

avg/night

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Key Amenities

  • Kid Friendly

About this property

Beautifully renovated home on Eastham's bayside. Located on a quiet side road , easy bike ride or short drive to Great Pond, a large Pond with swimming and beach area, great for boating, kayaking and fishing. Bayside beeches, Encounter Beach, Bee's River which is same area as Encounter, Boat Meadow Beach ...

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Property Type

Eastham House

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Eastham - Waterfront! ~ Cape Cod Bay (MM-722)

$343

avg/night

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Key Amenities

  • Kid Friendly

About this property

Spectacular views from this contemporary cottage located directly on Cape Cod Bay. Beautiful sunsets and a great beach to walk right off the back deck!

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Property Type

Eastham House

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Eastham (MM-826)

2 BR | 1 BA | Sleeps 4 | Quick View

$143

avg/night

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Key Amenities

  • Kid Friendly

About this property

This charming cottage is perfect for a small family or 2 couples. Comfortable pine paneled living room with fireplace for relaxing. Also for your added convenience the owner has added wireless internet, 1 ac unit and a washer and dryer. There is a beautiful three season porch with hardwood floors off ...

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Property Type

Eastham House

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A True Cape Cod Gem

4 BR | 2 BA | Sleeps 8 | Quick View

$294

avg/night

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Key Amenities

  • Kid Friendly

About this property

A true Cape Cod Gem located on the edge of the National Seashore and just over a mile to Coast Guard Beach! (Plus within walking distance to the free Beach Shuttle!) You will love coming home after a day on the beach to this private house built on a wooded lot on a quiet cul-de-sac road. All the bells ...

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Property Type

Eastham House

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Beautiful Home in Upscale Neighborhood

$476

avg/night

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Key Amenities

  • Kid Friendly
  • Pet Friendly
  • Rentals by Owner

About this property

Beautiful home is located at the end of a culdesac in a lovely neighborhood. Huge deck overlooks the Cape Cod Bike Trail. Includes large outdoor shower, 3 tvs and AC for each room. Use of 2 Association tennis and pickle ball courts is included. as well as 2 kayaks. Newer Kitchen with all amenities is ...

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Property Type

Eastham House

"Wonderful home in a great location!"
Reviewed August 17, 2021

Our family group of 6 adults had a fabulous stay in this home.Spacious, comfortable, and well-appointed, we had everything we needed close at hand. The location was perfect for us - adjacent to the Cape ...

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Bayside Charm

2 BR | 1 BA | Sleeps 5 | Quick View

Distance to beach: 0.6 miles to Thumpertown Beach

$356

avg/night

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About this property

This 2 bedroom 1 bath cottage is perfectly located less than 1 mile from Eastham bay beaches. Be among the first to experience "Bayside Charm" a cheerfully remodeled home newly available for rent. Enjoy easy access to bay and ocean beaches, shops, restaurants, hiking, biking and museums. About ...

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Property Type

Eastham Cottage

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Eastham Vacation Rentals

Bask in the sun in your Eastham vacation rental

Relaxing, laid-back Eastham appeals to families seeking an "old Cape" experience. Eastham is known as a beach town and for good reason. If you're considering booking an Eastham vacation rental for beach access, you really can't go wrong but you do have a big decision. Eastham's beaches on the bayside feature great sunsets and long walks on gradual beaches during low tide. There are a ton of good vacation home options west of Route 6 toward First Encounter beach, which is the largest beach in town, and Campground Beach, which is a great family spot with a small parking lot a few feet from the beach area. In sharp contrast are the beaches on the east side of town, which are frequently called "oceanside beaches" and are maintained by the Cape Cod National Seashore. Coast Guard Beach and Nauset Light beach are pristine public beaches on the east end of Eastham and offer cant-miss fun for families, surfers and everyone.

Eastham has a good reputation for water sports, historic sites and beaches, regardless of location. And we have a very diverse and large collection of rental options -- from bungalows to vacation houses with yards complete with fire pits to 3-season porches. When staying in one of our Eastham vacation rentals (instead of a motel or hotel), you'll save money and have an unbeatable combination of amenities and choices. Pick the property and location that speaks to you.


Eastham, MA travel advice

The best advice we can give to people considering Eastham for their Cape Cod vacation is that you'll be glad it has a convenient location and its selection of vacation rental houses usually over-delivers. There are not more genuine and true Cape experiences than renting a vacation rental by one Eastham's great beaches. And it usually can be done for a slightly better rate than many of its neighboring towns.

We strongly recommend you contact multiple owners by February or March if you're trying to book a vacation rental for 2 weeks or longer because Eastham summer rentals can be competitive. While there are a lot of options, particularly on both sides of Herringbrook Road and Massasoit Road, they tend to have many repeat bookings every year. Good luck!



Popular activities and experiences

Eastham has some quintessential vacation experiences, for sure! While we've already mentioned it, Coast Guard Beach on Oceanview Drive is classic Cape. Even if it's not beach season, it's worth a drive and is a great sight to see year round. The natural coastlines of the town means its steamers, clams and oysters are among the best in the region.

Trails are a big part of the experience here. There are at least three options worth checking out including Fort Hill and the Nauset National Seashore trail. However, most notable is that the Cape Cod Rail Trail runs through Eastham. In fact, it ends (or starts!) with the trailhead at LeCount Hollow Rd in Wellfleet not far north. Vacation goers love running, walking, and biking the trail for sure. The Little Capistrano Bike Shop's Eastham location (see here) is located between both the Nauset National Seashore Trail and the Cape Cod Rail trail.

Natural beauty seems like it's everywhere in Eastham. The list is long, but if we had to call out two "must experience" attractions it'd be beach-going along the Eastham Dunes on the bayside, and a visit to see the Nauset Lighthouse which has free parking in the evening and is on the CC National Seashore.

Do you know where First Encounter Beach got its name? It's the location of the first encounter between the Pilgrims led by Captain Myles Standish and the area's Native Americans.The beach itself is great and if you walk to the north end of it, you'll see a tablet on a knoll commemorating the event.


Top events and attractions

There are many events to consider attending in Eastham. One that might surprise you is a visit to the Cape Cod National Seashore Salt Pond Visitor Center on Nauset Road. It's a good family spot operated by the National Park Service abuts Salt Pond.

The Eastham Historical Society runs four museums that mark the town's deep historical roots. Most are good trips for the day for families and we recommend the 1869 Schoolhouse Museum which is across the CC National Seashore Visitors Center.

Eastham Windmill is a quick trip too and is open for tours during the day in the summer. The town's annual Windmill Weekend Festival takes place at Windmill Green and features a talent show and a car show amidst food and other festivities. It's been a tradition for over 40 years! The windmill itself was built in 1860, making it the oldest working windmill on Cape Cod.

From Spring to Labor Day, people book vacation rentals in Eastham for access to the beaches. Perhaps the most popular is Coast Guard Beach, which has views of the dunes, the nearby Nauset Light, and offers something for everyone.


Great fried seafood and ice cream

A great thing about Eastham is its easy access to points north on the Outer Cape and Lower Cape which are all dotted with great food experiences. But if you book a vacation rental in Eastham, that doesn't mean you have to leave town for an awesome meal.

Two spots in particular should be on every vacationer's list. First, do NOT miss Arnold's on route 6! And don't shy away if there's a long line! It moves fast on most days and nights but regardless, it's worth it for mouthwatering fried seafood. Arnold's is one of the best options for this Cape Cod staple, period.

Eastham residents, and day-trippers driving north to the Outer Cape alike have the chance to experience a great ice cream shop in Eastham without venturing far off route 6. Nauset Ice Cream is directly on the main state highway but is set off the road enough to provide a good experience.


Eastham vacation rentals on Cape Cod Vacation Rentals

Finding your perfect rental in Eastham is easy on CapeCodVacationRentals.com and can save you significantly vs other sites. We have great options on both sides of Eastham and are happy to help you find the house that's ideal for your trip. Get started today and contact the rental you want today!