Eastham Vacation Rentals

(68 rentals)
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4 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 1 miles to Herring Pond

$343

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 ...

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Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 0.4 miles to Cooks Brook

$286

avg/night

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Key Amenities

  • Kid friendly

About this property

Secluded contemporary Cape on quiet cul-de-sac 4/10 mile to deeded association beach on Cape Cod Bay. Airy living space with cathedral ceiling opening to large deck and wooded private yard. Newly added ductless AC units to the living area and bedroom upstairs keep you cool on those hot summer days. Master ...

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Eastham House

"Met Expectations"

Family of 4 stayed. Centrally located on the Cape. House met all our needs. House is dated but it shows in the pictures.

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3 BR | 1.5 BA | Sleeps 6 | Quick View

Distance to beach: 0.0 miles to Cooks Brook

$537

avg/night

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Key Amenities

  • Kid friendly

About this property

Welcome to your WATERFRONT oasis in Eastham! This sunny 3-BEDROOM, 1.5-BATH home features a beautiful CATHEDRAL CEILING, providing a spacious and open feel. Enjoy BREATHTAKING VIEWS OF CAPE COD BAY from TWO SEPARATE DECKS, perfect for entertaining or relaxing with a glass of wine as you watch the sun ...

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Property Type

Eastham House

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Key Amenities

  • Kid friendly

About this property

This custom beach house on the bay was built for comfortable family beach front living and entertaining. The main 4-bedroom/3.5-bath house sleeps 9 (up to 12 when combined with the guest suite over the garage), making it ideal for large multi-generational family groups. The home faces due west for great ...

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Property Type

Eastham House

"Perfect in every way!"

Our family has been coming to Eastham for decades and this house was the best stay ever! On a private beach, every room has an amazing view and the owners are most generous with amenities. We like to ...

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to

$386

avg/night

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Key Amenities

  • Kid friendly

About this property

Nice large 3 bedroom home on Eastham's Oceanside. Drive or bike to either Coast Guard Beach or Nauset Light beach. Large deck/patio for outdoor living. Central AC keeps you cool in the summer. Separate family room/TV room plus living room. Nice outdoor space and located on a quiet side road.

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Property Type

Eastham House

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Key Amenities

  • Kid friendly

About this property

Beautiful custom Cape home on the Bayside. One of the very few homes that are highly appointed yet near the beach. Nicely landscaped outside with patios and outdoor shower. Inside there is a custom dining area, bright, well equipped kitchen, living room is large, going front to back in the main house. ...

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Eastham House

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4 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 3 miles to

$373

avg/night

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Key Amenities

  • Kid friendly

About this property

A peaceful setting plays host to this spacious 4-bedroom, 2-bath cape-style home, conveniently located near the popular CC Bike Trail. Featuring an inviting atrium room and set well back from the road, this property perfectly blends privacy and comfort. With 4 A/C units, WiFi connectivity, and an outside ...

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Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.5 miles to Dunes Beach Assoc.

$286

avg/night

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Key Amenities

  • Kid friendly

About this property

Nice home (1539 sq/ft) just 1/2 mile to Cape Cod Bay and Wiley Pond Park. Master bedroom with king bed & bath, another bedroom, and sleeping loft upstairs (w/TV) makes this charming cottage just right for 6 people. It also has a screened-in porch overlooking wooded lot, outside/inside showers, high-speed ...

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Property Type

Eastham House

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$304

avg/night

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Key Amenities

  • Kid friendly

About this property

Beautifully maintained home on Eastham's Bayside. Just 1/2 mile to Great Pond and approximately 1000 feet to the Cape Cod Rail Trail. Ductless AC system. Inside the home is beautifully maintained with a bedroom on the first floor, and living/dining/kitchen area plus bath. Sliders go out onto the ...

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Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.1 miles to Thumpertown Beach

$421

avg/night

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Key Amenities

  • Kid friendly

About this property

This welcoming 3-bedroom, 2-bath home is just steps away (approx 500 feet) from an association bayside beach, perfect soaking up the sun and enjoying peaceful walks along the shore. Nestled in a quiet wooded location, this property offers tranquility and escape from the bustle of the modern world. Step ...

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Eastham House

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5 BR | 3 BA | Sleeps 10 | Quick View

Distance to beach: 1 miles to Boatmeadow

$746

avg/night

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Key Amenities

  • Kid friendly

About this property

HEATED POOL! Wonderful and spacious 5-bedroom home located in a lovely Boat Meadow neighborhood offering in-ground heated pool and association tennis and pickle ball courts. Two of the bedrooms have queen beds, one on the ground floor, the other upstairs; the other bedrooms (all upstairs) have twins. ...

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Property Type

Eastham House

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$575

avg/night

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Key Amenities

  • Kid friendly

About this property

Welcome to this newly remolded and expanded two-bedroom contemporary, offering an open floor plan and beautiful views of Cape Cod Bay. Just a half-mile from South Sunken Meadow Beach, the homes features a cozy TV/Flex space off the living area that can also be used for additional sleeping. Step out onto ...

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Eastham House

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3 BR | 3 BA | Sleeps 6 | Quick View

2

Distance to beach: 1 miles to Nauset Light Beach

$555

avg/night

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Key Amenities

  • Kid friendly

About this property

HEATED POOL, HOT TUB and A/C! Swim in comfort and privacy, surrounded by lovely landscaping and a koi pond, then soak in the hot tub under the stars. This lovely house with brand new kitchen for 2023 offers central A/C, a large primary bedroom with king bed and sitting room, living area, den with tv, ...

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Property Type

Eastham House

"The most relaxing place ever"

We have been rving the Cape at Eastham for over 30 years Decided to do rental this year Love this place was so relaxing We were familiar with the location so it was spot on for all we always visited ...

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$422

avg/night

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Key Amenities

  • Kid friendly

About this property

Charming 2 bedroom cottage in Eastham directly on freshwater Depot Pond. Great for kayaking (kayaks included) and swimming. Close to the Cape Cod Rail Trail with 3 bikes available to use for easy access to all that Eastham has to offer. Lots of room to enjoy this spacious yard and beach area. TEnjoy meals ...

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Property Type

Eastham Cottage

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Key Amenities

  • Rentals by owner

About this property

Nestled on quiet street, in a peaceful bayside neighborhood, beautifully renovated and appointed 3 Bedroom 1.5 Bath, with an enclosed outdoor shower. This pristine one-level cottage is now booking year round vacations! All new furnishings, beds and appliances!Featuring central AC, sliders to back ...

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Property Type

Eastham House

"The Best"

Immaculate home, spacious, very well appointed, we needed nothing. Great location for our 3 week stay. Kayaking, swimming, beaching..loved First Encounter Beach. Did lots of biking and shopping. Red ...

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2 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 0.5 miles to Thumpertown

Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Set among cool pine trees, quiet and private, this cute cozy cottage is 1/2 mile walk to Thumpertown Beach on Cape Cod Bay. Come and have an old-style Cape vacation in air conditioned comfort and bring your family pet!This property has been rented on another site for many years and always had fantastic ...

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Property Type

Eastham Cottage

"Great Stay"

Great Location and plenty of amenities at the house. Enjoyed the easy access to thumpertown beach. Also very close to Nauset and Coast guard beach as well. Was able to see the sunrise and sunset in the ...

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3 BR | 1.5 BA | Sleeps 7 | Quick View

Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Contemporary Cape Cod style...3 bedrooms ...1.5 baths... loft and deck, 1 mile from Thumpertown Beach; 1 mile to fresh water pond beaches,,, 3 miles to Nauset Light ocean beach,Beach chairs and umbrellas available,

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Key Amenities

  • Beachfront
  • Oceanfront
  • Rentals by owner

About this property

Come enjoy breath taking panoramic views of the Atlantic Ocean.

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Property Type

Eastham House

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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!