Holiday rentals in Eastham

Guest suite in East Orleans

4.89 out of 5 average rating, 218 reviews

Charming Old Cape Cod

Indulge in relaxation and leisure at Snowtop on the Town Cove. The charming retreat features a private entrance, a spacious bedroom with a king size bed, a full bath, and a sunlit living room with a dining table overlooking picturesque Town Cove. The view in the photo is your front yard. Guests often enjoy sitting outside to watch boats drift by and the sky change color to a sunset. Nestled on a quiet road, Snowtop is 3 miles from beautiful Nauset Beach and 2 miles from the center of Orleans.

An aerial view captures a modern beach house nestled among trees, with the coastline and ocean visible nearby. The house showcases a unique architectural design, while surrounding greenery creates a natural buffer from neighboring properties.

5 out of 5 average rating, 13 reviews

Modern house, steps to private beach!

Large, modern, sun-filled beach house, with all the amenities you need for a family escape. Steps away from a private and pristine beach. The house features 4 bedrooms, 2 bathrooms, and can easily accommodate 8-10. Towels and linens provided, along with beach accessories, ping-pong table, board games, outdoor fire pit, central AC, and outdoor shower. The location is unbeatable, with easy access to Wellfleet, National Seashore, Rail Trail, Drive-in Theatre, Provincetown, and countless beaches.

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, 121 reviews

An outdoor seating area is presented with a round table and four chairs, shaded by a vibrant red umbrella. A decorative wall hanging and plants add character to the wooden exterior. A surfboard rests against the wall beside the entrance, surrounded by stone and greenery.

Flat in Eastham

Peaceful retreat in the woods...

Beautiful peaceful setting removed from the hustle bustle but just minutes to the bay and ocean beaches...ponds for kayaking, canoeing, and SUPIng...wonderful restaurants, music and art galleries..cafes.....bicycle and walking trails...nearby golf courses...and the best surfing beaches on the Cape.. Not to mentioned how incredibly beautiful and mesmerizing this property is.. Private parking next to your private entrance... You will have a relaxing memorable experience while staying here...

4.95 out of 5 average rating, 37 reviews

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.

Home in Eastham

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, 99 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

A two-story house is shown from the front, featuring a light blue exterior with white trim and red doors. The landscaping includes green shrubs and pink flowers, enhancing the inviting curb appeal. A walkway leads to the entrance, framed by a well-maintained lawn.

4.97 out of 5 average rating, 63 reviews

Cozy, Walk to Thumpertown beach, Central AC

Beautiful 3-bedroom house with 0.2mi walking distance to beautiful Thumpertown Beach. The house offers two big bedrooms with two queen beds each and a third bedroom with two twin beds, perfect for friends or a family reunion! Central AC covers the entire house to keep you cool on warm summer days. Perfectly situated in a quiet cul-de-sac, it's large enough to accommodate everyone comfortably. The house is recently renovated with new furniture, mattresses and tasteful decorations.

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.

4.94 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

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, 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, 279 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.

Flat 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

4.96 out of 5 average rating, 28 reviews

Home in Eastham

Cape Charmer 4-2 sleep 10, 2 miles beach, Sun-Sun

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 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, 159 reviews

Spring Discount-Bay Beach, Sunsets, Dog Friendly.

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.

4.91 out of 5 average rating, 22 reviews

Peaceful cottage with deck, screened porch, grill,

4.98 out of 5 average rating, 41 reviews

Cottage in North Eastham

Modern Eastham Cottage • Near National Seashore

4.98 out of 5 average rating, 46 reviews

Cozy Cape Stay! bike path, beaches, water view!

A charming Cape Cod cottage is framed by a lush green lawn. The house features light gray shingles, blue shutters, and flower boxes beneath the windows. A concrete pathway leads to the front entrance, with trees and shrubbery providing a natural backdrop.