Vacation rentals in Eastham

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Top-rated vacation rentals in Eastham

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Top guest favorite
A cozy living area is furnished with a comfortable sofa adorned with decorative pillows. A dining table with seating for four is visible, alongside a well-equipped kitchen in the background. Natural light enters through the windows, highlighting the warm wood floors.
Apartment in Wellfleet
4.98 out of 5 average rating, 105 reviews

Rock on Wellfleet!

A wonderful Wellfleet location! This second floor rental has a spacious bedroom with a queen bed, bathroom with a tub and living area with a well stocked kitchen. You would have the whole upstairs to yourself with a private door to come and go. You are also invited to use our pool at anytime! We're located very close to the Cape Cod Rail Trail for miles of bike riding, PB Boulangerie Bistro, Marconi Beach, the iconic Wellfleet drive-in and so much more. Bedding, towels and essentials provided.

Guest favorite
The exterior of a classic Cape Cod house is shown, featuring shingle siding and multiple large windows. The surrounding landscape includes manicured shrubs and a gravel driveway, alongside a tree-lined backdrop that provides a natural setting. The entrance, framed by steps, leads to the welcoming front door.
Home in North Eastham
4.9 out of 5 average rating, 101 reviews

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.

Guest favorite
A spacious dining area features a long white table adorned with a runner and decorative centerpiece. Overhead, a chandelier adds elegance, while large windows frame views of the water. Natural light brightens the room, complemented by charcoal slate flooring and a cozy seating arrangement nearby.
Home in Chatham
4.95 out of 5 average rating, 301 reviews

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

Top guest favorite
The kitchen area features a wooden pitched ceiling and a functional layout. A farmhouse sink is paired with stainless steel appliances and cooking essentials. Two stools are positioned at a counter, with a small vase of flowers adding a touch of nature. Glass doors offer views to an outdoor deck.
Home in Wellfleet
4.9 out of 5 average rating, 188 reviews

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.

Top guest favorite
An aerial view captures a serene pond surrounded by lush greenery. Clear blue water reflects the sky, while sandy areas and aquatic plants line the edges. The tranquil environment suggests opportunities for relaxation and connection with nature.
Guesthouse in Brewster
4.95 out of 5 average rating, 130 reviews

Brand new, on a secret pond

Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.

Top guest favorite
A cozy living area is presented with light-colored walls and wooden floors. Comfortable seating includes two upholstered chairs and a sofa with a neutral cover. A coffee table sits in front, and the open kitchen is visible in the background, enhancing the space's inviting nature.
Home in Truro
4.9 out of 5 average rating, 250 reviews

Cape Cod Getaway 2 Bedroom Cozy Home

Newly updated in March 2023 with new white interior paint, new black doorknobs and cabinet pulls and new blinds throughout the home. Fresh paint, updated hardware, some new small appliances and added new art but same Cape cottage charm! NOTE: Weekly rentals mid-June through mid-September- Linens and towels can be provided in a basket or you are welcome to bring yours from home- just let us know. During this time (Mid June through Mid September, check in and out are on Saturdays.

Top guest favorite
A serene dock extends over calm waters, featuring two Adirondack chairs positioned beside vibrant potted flowers. Lush greenery frames the scene, providing a peaceful backdrop for relaxation. The setting invites guests to unwind and enjoy the tranquility of the freshwater pond.
Cottage in Eastham
4.95 out of 5 average rating, 261 reviews

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 shower, 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.

Top guest favorite
A private balcony features a small white table and two wine glasses, set among comfortable lounge chairs. Lush greenery surrounds the area, creating a serene and secluded outdoor space, perfect for relaxation.
Guest suite in Eastham
4.96 out of 5 average rating, 142 reviews

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.

Superhost
A charming exterior of the Carriage House features weathered shingle siding and a cupola on the roof. Surrounded by landscaped gardens, the entrance showcases a well-kept pathway and a mix of greenery and blooming flowers, creating a welcoming ambiance.
Home in Eastham
4.96 out of 5 average rating, 194 reviews

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.

Guest favorite
A bright living area features a high cathedral ceiling with wooden beams. Two comfortable sofas are arranged around a coffee table, and a wood-burning stove is positioned beside large glass doors that open to the outdoor deck. Natural light streams in from the windows.
Home in Wellfleet
4.87 out of 5 average rating, 121 reviews

A Cape Escape with Water Views from Every Room

Come enjoy our family vacation home! A beautiful, serene escape perched above the salt marsh - with lovely views from every room, and a huge 1,000 square foot outdoor deck. Sleeps 8 comfortably. A 10-minute drive to charming Wellfleet center, and just an 8-minute drive to ocean beaches. NOTE: BEDSHEETS, LINENS & BATH TOWELS ARE INCLUDED IN PRICE! This is our family ''getaway'' - a place of treasured memories. We hope it can be the same for you!

Superhost
The cottage's exterior is framed by lush greenery, featuring a spacious deck with a large blue umbrella and picnic table. Vibrant flower pots add color, while stepping stones lead towards the entrance, inviting guests to enjoy the peaceful surroundings.
Cottage in North Eastham
4.9 out of 5 average rating, 239 reviews

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.

Top guest favorite
A prominent sign marks the entrance to Cape Cod National Seashore Salt Pond Visitor Center. Surrounded by greenery, the sign features bold lettering identifying the center and includes the National Park Service emblem, set against a backdrop of trees and a clear blue sky.
Apartment in Eastham
4.96 out of 5 average rating, 276 reviews

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.

Popular amenities for Eastham vacation rentals

When is the best time to visit Eastham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$54,997 GYDG$52,279 GYDG$53,115 GYDG$49,142 GYDG$53,533 GYDG$65,244 GYDG$81,764 GYDG$84,691 GYDG$59,388 GYDG$49,978 GYDG$54,997 GYDG$58,552 GYD
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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 1,270 vacation rentals in Eastham, over 430 vacation rentals in Eastham center Historic District, and over 880 vacation rentals in North Eastham.

  • Are there vacation rentals with a dedicated workspace in Eastham?

    Yes! Work meets play with ease at over 240 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 $70 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 180 vacation rentals for guests traveling with pets.

  • 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 150 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.

  • 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!

  • Are there family-friendly house rentals in Eastham?

    Eastham has more than 360 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Eastham

  • Total vacation rentals

    Explore 510 vacation rentals in Eastham

  • Nightly prices starting at

    Eastham vacation rentals start at G$8,365 GYD per night before taxes and fees

  • Verified guest reviews

    Over 18,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    410 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 170 rentals that welcome pets

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wi-Fi availability

    500 of Eastham vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Eastham rentals

  • 4.8 Average rating

    Eastham stays are highly rated by guests—averaging 4.8 out of 5!