
Vacation rentals in Eastham
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Top-rated vacation rentals in Eastham
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Large, cozy, walk to beach, central AC, game room
This classic, large Cape Cod house is just perfect for friends or a family reunion. The beautiful Thumpertown Beach is 0.3 miles or a 5-10 min slow stroll down the street. The house is large enough to accommodate everyone comfortably and has a convenient layout that also provides plenty of privacy. There is central A/C that covers the entire house, all rooms have hardwood floors, newer beds, comfortable mattresses and quality pillows. New 18x24 deck has Polywood furniture and Weber gas grill.

Private Bay Beach and Sunset Views! Dog friendly.
The beauty of Cape Cod awaits in this meticulous cottage with water views. Access to a private bayside beach is just steps away, across from the driveway and down a short sandy path. Beach chairs and beach towels included. Ride or walk 1 mi away to a great bike trail, or to National Seashore beaches, shops and restaurants. Or, relax at the cottage with updated amenities, appliances, comfortable beds, and a wonderful outdoor space with deck, fire pit, outdoor shower, lawn games and a hammock!

Wellfleet Woods Escape
Open kitchen + living + dining, w/ a wooden pitched ceiling and two sliders overlooking the deck, backyard +marsh. Functional kitchen with Farm sink, DW, cooking and pantry essentials. Two comfortable bedrooms with window AC's, new mattresses, and blackout curtains. Bathroom w/ tub/shower + plenty of towels for beach or house use. Outdoor shower is great in warmer months! Enjoy this quiet, tucked away Wellfleet spot with lots of walking trails and beautiful sunset views just down the road.

Magical Writers Cabin + hot tub in Wellfleet Woods
Escape to our unique Writer’s Cabin in the peaceful woods of Wellfleet—a magical retreat that feels like you're staying in a treehouse! You'll be surrounded by nature yet just minutes' drive from stunning beaches, crystal-clear ponds, scenic trails, and a short stroll to charming Wellfleet harbor and quaint town center. Relax and unwind at our brand-new Magnolia Spa (opening in June), featuring a hot tub and sauna. On-site massage therapy begins in July—ask us about exclusive guest rates!

The Breeze Overlooking Minister's Pond
The Breeze is a luxurious, romantic cottage by a serene freshwater pond, surrounded by vibrant gardens. Perfect for a peaceful getaway, enjoy kayaking, canoeing, and relaxing on the dock, or explore nearby trails and the Cape Cod Rail Trail with provided bikes. Unwind with evenings by the fire pit, refreshing outdoor showers, and a plush queen bed for ultimate comfort. This private oasis offers tranquility, natural beauty, and 5-star attention to detail for your perfect escape.

Cape Cod Heaven
Private one bedroom with full bath and balcony overlooking garden and a peek at the bay. Great location less than a mile from beautiful First Encounter Beach, a wonderful bay beach, and five minute walk to freshwater pond with sandy beach. Ocean beaches and bike trail close by. Bring your bikes or kayaks, or rent them, and enjoy all the Cape has to offer. Great for singles, couples, small families. Has a small refrigerator, microwave and Keurig. There is not a kitchen.

Hillside Cottage
A one-bedroom cottage that sleeps 4, nestled into the hillside at the top of the wetland. Great for birding! Located on a beautifully landscaped property walking distance to Lecount Hollow Beach. The bedroom has a queen bed and there is a queen and a single sleep sofa in the finished basement. There is also a studio apartment available on the premises that sleeps two. The listing name is "Comfortable Studio Apartment".(Pets are allowed in the studio appartment)

Waterfront Cottage on White Pond(Graham Cracker)
Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!

The Sea Captain's Carriage House
The 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

Classic Cape Cod Cottage
No cleaning fee! 15 min walk to the best bayside beach, Thumpertown Beach. The cottage is in a very peaceful wooded setting. A beautiful, charming 2 bedroom cottage 15 min walk to Thumpertown Beach. It's situated on a triple sized lot, close to the outer Cape's favorite attractions. Eastham is known as the Gateway to the Cape Cod National Seashore. Please note, from June 13 to September 6 we have a 7 night minimum from Saturday to Saturday.

National Seashore Escape
There is no interaction required with hosts during stay. 1/4 mile to National Seashore Salt Pond Visitor Center and 2.0 miles to Coast Guard Beach, rated America's 6th best beach in 2019 by Dr Beach. The studio is above the garage with a private entrance private bath with shower. Queen bed, wifi, whisper quiet mini split a/c no window unit, tv. There is a kitchenette with refrigerator, microwave, coffee maker, toaster, sink, no stove.

The Salt Pond Cottage
This is a free-standing private cottage that sleeps 2 comfortably. A spiral staircase leads up to a sleeping loft with a NEW QUEEN size Nectar bed! There is a full futon couch on the main level. The kitchen has everything you may need. The most spectacular thing about this home is its close proximity to the National Seashore. The salt pond, bike path, and freshwater ponds are also moments away!
Popular amenities for Eastham vacation rentals
Stay near Eastham's top sights
Eastham house rentals

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks

Eastham, MA. Bayside!

A Cape Escape with Water Views from Every Room

Chequessett "Hide-Away"

Bralla by the Bay

“Rooster Cottage and Gardens” Entire Private Home

Amazing, Private 3 bedroom walk to the beach!!

The Fiddler Crab
Other great vacation rentals in Eastham

Lovely House 5 Min to Beach - Deck, Grill, Garage

Billy & Beth's Bayside Lodging Cape Cod

Cottage Getaway walk to beach

Huge Roof Deck Overlooking Ocean. Paradise Awaits!

5 Min Walk to Bay Beach! Large, Newly Renovated!

Wellfleet Cottage By The Sea

Waterfront Modern Home in Eastham, on a Pond

Cozy Cape Stay! bike path, beaches, water view!
Quick stats about vacation rentals in Eastham
Total rentals
540 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
17K reviews
Family-friendly rentals
440 properties are a good fit for families
Pet-friendly rentals
190 properties allow pets
Rentals with a pool
40 properties have a pool
Frequently Asked Questions
Where should I stay in Eastham?
Make yourself at home in Eastham by choosing from our most frequently booked neighborhoods. We have over 1,350 vacation rentals in Eastham, and over 460 vacation rentals in Eastham center Historic District.
What types of vacation rentals are available in Eastham?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Eastham. From over 390 house rentals to over 70 cottage rentals, we've got you covered.
Are there vacation rentals with a dedicated workspace in Eastham?
Yes! Work meets play with ease at over 190 vacation rentals in Eastham featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Eastham?
Experience the best of Eastham with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Eastham?
Four-legged friends are welcome in Eastham. Choose from more than 190 vacation rentals for guests traveling with pets.
Are there Eastham house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Eastham, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Eastham have wifi?
Absolutely! We offer over 380 house rentals with wifi in Eastham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Eastham have a gym?
Absolutely! We offer over 10 house rentals with a gym in Eastham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Eastham have self check-in?
Absolutely! We offer over 160 house rentals with self check-in in Eastham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Eastham have a bbq area?
Absolutely! We offer over 220 house rentals with a bbq area in Eastham. Enjoy a tailored experience with all the comforts you desire.
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