Holiday houses in Eastham

4.96 out of 5 average rating, 95 reviews

New modern style Cape Cod escape

Beautifully furnished,fully renovated 3BD,2BT duplex in a Fantastic location. Spacious yard. At the end of a cul-de-sac. Within minutes of Beaches, Trails, Great Pond and Wiley Park. The open living space invites gatherings of family and friends. Modern bathrooms, fully equipped kitchen with new appliances. Great outdoor space, patio, big tables,grill, plenty of parking, A/C window units, W/D. Sleeps up to 6 people.Linens, towels, beach towels/chairs & an umbrella provided.Peaceful Cape Cod home

4.98 out of 5 average rating, 356 reviews

Tiny home in Wellfleet

Writer’s Cabin • On-Site Spa w/ Hot Tub & Massage

Our beloved “piece of heaven on earth” is a cabin-style tiny home filled with books—perfect for writers or a relaxing beach getaway. Perched on a gentle incline, the Writer’s Retreat feels private and tucked away among the trees. Just minutes’ drive from beaches and a short stroll to the charming center of Wellfleet. Unwind at our on-site SeaRose Spa, w/ a hot tub, saunas, & massage therapy (special guest rates) — part of our BnB property, which also includes two guest suites in the main house.

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.

The exterior of a charming cottage is presented, featuring a gray wood facade with light blue accents. The front yard is spacious and green, framed by well-maintained bushes and trees. A driveway leads to a detached garage. The inviting entrance is adorned with a small porch.

4.95 out of 5 average rating, 37 reviews

Eastham Cottage Near National Seashore Beaches!

Located on a quite street at the end of a cul-de-sac. A charming 3BD/2.5BA cottage that has been recently refreshed. Plenty of living space and fully equipped kitchen. Large private yard with patio, new grill and outdoor shower. 5 minute drive to Nauset Light Beach and Campground Beach. Plenty of restaurants and activities located nearby. **Rental includes entire home as described. There is a separate lock-off above garage that is occasionally occupied. Plenty of separation and privacy.**

4.98 out of 5 average rating, 98 reviews

The exterior of the beach house displays a welcoming porch adorned with two light blue Adirondack chairs and a small table. A bird feeder hangs nearby, while a decorative lantern and a birdbath provide additional charm. The entryway features a bright yellow door with a sign reading 'Cottage.'

Cottage in North Eastham

Cottage Getaway walk to beach

This Cute As Can Be Beach House is looking for guests! Just a five minute stroll to the beach, The Cottage is the perfect spot for a getaway. Open floor plan with spacious living-room, two bedrooms and bath. Large yard with outdoor shower and a hammock big enough for two! Includes beach chairs, towels, cooler. A true gem! Amenities -Air Conditioning -Heat -Smart TV -Wi-Fi -Gas grill/firepit -Two patios -Washer/Dryer -Outdoor shower - Parking -Adirondack chairs -Amazing sunsets

4.97 out of 5 average rating, 34 reviews

A cozy living area features a gray sofa, two white armchairs, and a round coffee table. A wall-mounted television is visible, along with decorative fish artwork. Natural light enters through large windows, enhancing the neutral color palette and inviting atmosphere.

Cottage in North Eastham

The BayBreeze

Enjoy your Cape escape this summer in this coastal cottage! Newly renovated interior and beautiful landscaping complete with a new outdoor shower, cowboy cauldron, brand new grill and outdoor patio furniture, relaxing water feature and a Bocce ball court! We have 4 beach cruisers that you can use at your own risk. We also have 4 backpack beach chairs in a locked shed. The beach is just a half mile away and close to restaurants and shopping. Dogs must be pre approved and only one dog.

4.94 out of 5 average rating, 16 reviews

Waterfront | Modern | Pond for Boats and Swimming

Escape to this peaceful 2 bedroom home in Eastham, where your backyard turns into a serene pond—perfect for morning coffee, paddleboating, kayaking, or simply relaxing by the water. Located near beaches, trails, and local spots, this cozy getaway offers comfort and nature all in one. Enjoy a fully equipped kitchen, spacious living area, and beautiful views right outside your door. Ideal for couples, families, or friends seeking a Cape Cod retreat. 25S - Hosted by Tuxfin Hospitality

4.96 out of 5 average rating, 142 reviews

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

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.

4.98 out of 5 average rating, 54 reviews

Guesthouse in Wellfleet

Wellfleet Oasis

Unwind in this calm, stylish studio oasis. Stroll to Mass Audubon or bike just 1.3 miles along the trail next to our development to reach Marconi Beach. Enjoy local restaurants, a flea market, and Wellfleet Drive just 0.9 miles away. A small market on the Eastham-Wellfleet line offers essentials, sandwiches, and drinks. With owners on-site, the space features a private entrance, a deck with an electric grill, and an outdoor solar shower for rinsing off after a sunny day.

4.94 out of 5 average rating, 295 reviews

A charming cottage is nestled on a hillside, surrounded by lush greenery. The exterior features a light wood facade and a welcoming front porch with seating. The landscaped yard is manicured, offering a natural setting that blends harmoniously with the surrounding environment.

Cottage in Wellfleet

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)

Superhost

4.96 out of 5 average rating, 195 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.

4.96 out of 5 average rating, 278 reviews

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

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 holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Eastham

A charming exterior of a single-story home is framed by a well-maintained lawn and trees. A gravel pathway leads to a screened porch, where rocking chairs are visible. The attractive shingle siding is complemented by a brick chimney, and a small blue shed is present in the background.

4.9 out of 5 average rating, 10 reviews

Brook House on the Bay Side

5 out of 5 average rating, 23 reviews

An inviting kitchenette features wooden cabinetry and a countertop with essential appliances, including a microwave. A round dining table with four chairs sits nearby, complemented by a comfortable red armchair. Natural light filters through multiple windows, enhancing the space's openness.

Loft in North Eastham

Barking Crow By The Bay

An outdoor patio area features various seating options, including six blue adirondack chairs and a rectangular table with six chairs. A large blue umbrella provides shade over the table. A fire pit is located in the center, surrounded by a stone patio and greenery.

5 out of 5 average rating, 7 reviews

Large family home-walk to the beach

A classic cape-style home is nestled within a wooded landscape, showcasing a shingled exterior and a dark blue front door. A small deck extends from the side, accompanied by outdoor seating. Natural surroundings create a peaceful atmosphere with minimal grass and scattered trees.

4.9 out of 5 average rating, 39 reviews

Cape Cod home near National Seashore and bike path

A sandy beach is lined with beachgoers enjoying the sun, and colorful umbrellas provide shade. Gentle waves ripple in the water under a clear blue sky, while grassy dunes frame the scene, highlighting the natural beauty of the coastal location.

4.98 out of 5 average rating, 158 reviews

Spring Discount-Bay Beach, Sunsets, Dog Friendly.

A bright dining area features a large wooden table surrounded by eight chairs, creating a spacious setting for meals. Skylights and large glass doors illuminate the space, offering views of the ocean beyond. The kitchen area is visible in the background.

4.64 out of 5 average rating, 112 reviews

Oceanfront home with great views, deck, grill & be

4.83 out of 5 average rating, 29 reviews

A spacious cedar deck is furnished with a picnic table and two wooden lounge chairs, surrounded by greenery. The cottage features a screened-in porch with large windows, allowing natural light to illuminate the interior while blending outdoor and indoor living.

Cottage in Eastham

1940 Cottage Studio/Loft Style Stunner! Dogs ok!

A charming cottage is seen from the front, featuring a shingle exterior and blue shutters. The landscaped yard includes neatly trimmed shrubs and a decorative flower. A gravel driveway leads to the entrance, which is framed by two large windows and a welcoming front door.