House holiday rentals in Eastham

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.

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.

A contemporary cape-style home is framed by lush greenery and tall trees, set back from a sandy path leading to the entrance. The home features a charming front porch with large windows, offering a welcoming presence amidst the tranquil outdoor surroundings.

4.78 out of 5 average rating, 153 reviews

Contemporary Cape, Marsh/Bird Sanctuary views, AC!

Unwind in paradise! This stunning property offers the best of both worlds: refreshing breezes from the marsh through open windows and doors, and newly installed Air Conditioning for rare, scorching days. Wake up to sunrises, a symphony of birds, the endangered Osprey, Great Blue Heron, and Egrets outside your window. Audubon is across the marsh. At night, owls, moonrise, and stars!! A bright, airy oasis on a quiet cul-de-sac, minutes from the beach, shopping, and scenic bike/rail trail.

5 out of 5 average rating, 223 reviews

A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.

Home in Sandwich

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

4.9 out of 5 average rating, 189 reviews

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

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.

An open-concept living space is depicted, featuring a long dining table that comfortably seats up to 12. A spacious living area can be seen in the background, complete with large windows allowing natural light to fill the room. A ceiling fan and coastal decor add to the atmosphere.

4.93 out of 5 average rating, 40 reviews

Huge Roof Deck Overlooking Ocean. Paradise Awaits!

300ft to amazing Kingsbury beach Oceanview from your bed, dining & family room Huge roof deck overlooking ocean. Amazing sunsets! Game room w/air hockey, Foosball, ping-pong, family board games, etc 2 large couch areas w/75” TVs so adults & kids have separate hang out spaces Large upscale kitchen Outdoor shower 5min bike ride to Cape Rail Trail Laundry, AC/heat for year-round use All linens, bath & beach towels provided 2 large side yards where kids can play Beach chairs, beach toys, etc

A classic Cape house with a gabled roof showcases a welcoming facade. The exterior features red shutters, multiple windows, and landscaped gardens with flowering plants. A gravel driveway leads up to the entrance, which is framed by decorative shrubs, contributing to a peaceful, inviting setting.

4.99 out of 5 average rating, 142 reviews

Bayside Bliss

Classic Cape house on a quiet road just steps from the Cape Cod Rail Trail bike path and 1/2 mile from a sparkling pond. Cape Cod bay is 1.3 miles away. Woods, wind and sun await you! Spacious 4 bedroom, 2 bath home with beautiful sun porch...4 NIGHT MINIMUM. Kindly introduce yourself in your inquiry - we appreciate hearing details about your group and your reason for visiting Cape Cod. There is a 7 NIGHT SUNDAY - SUNDAY MINIMUM stay in July and August.

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.

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.

A green home is nestled among trees, overlooking a calm pond. A wooden deck leads towards the structure, which features a sloped yard adorned with natural landscaping. Sunlight filters through the foliage, creating a peaceful atmosphere that invites relaxation.

4.92 out of 5 average rating, 13 reviews

Waterfront Modern Home in Eastham, on a Pond

Escape to this peaceful 2BR home in Eastham, where your backyard leads right to a serene pond—perfect for morning coffee, paddleboating, 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.

A charming, light-colored house sits under a clear sky, surrounded by trees. The front entry features a welcoming pathway, two white Adirondack chairs, and a small table with flower pots. Large windows provide views into the interior, while a well-maintained garden enhances the curb appeal.

4.86 out of 5 average rating, 116 reviews

Walk to Beach, Pet Friendly, New Fenced Backyard!

Welcome to The Library! This newly renovated Eastham home is just a short walk to Thumpertown Beach and a quick drive to the National Seashore. Enjoy a redesigned eat-in kitchen, a screened-in three-season room, and a fully fenced backyard with brand-new pavers, a fire pit, and space for kids and dogs to play. Pet friendly and perfect for relaxing—come unwind and enjoy the best of the Cape

4.99 out of 5 average rating, 376 reviews

A serene outdoor seating area is set by the waterfront, featuring two chairs with teal cushions and a white table. Lush greenery surrounds the area, enhancing the view of the calm waters and trees beyond. Lanterns add a subtle decorative touch to the space.

Home in Yarmouth Port

Fabulous Waterfront with Spectacular Sunset Views!

**Waterfront on salt water Follins Bay which is the headwaters of the Bass River. Sit and watch the boat activity from the deck or patio. Swim, fish or kayak (2 provided) right from your the backyard on your own private dock. Bright & airy décor with beautiful water views.

The exterior of a craftsman-style home is depicted, showcasing a combination of wooden siding and multiple windows that allow natural light. The structure features a sloped roof and a welcoming entrance, surrounded by greenery, enhancing the inviting appearance of the residence.

4.88 out of 5 average rating, 104 reviews

The Clam Nest

The Clam Nest is a bright, clean, craftsman-owned home with tile floors, an open floor plan, and all the essentials of home located convenient to both bay and oceanside amenities and beaches. Perfect for couples and families.

The exterior of a charming two-story house features light-colored shingle siding and a welcoming front porch, furnished with a wooden bench. Manicured lawns and trees frame the property, complemented by a clear blue sky.

5 out of 5 average rating, 42 reviews

Renovated with WATER VIEWS of Orleans Town Cove

Water views and centrally located to just about anything you could need! (Water sports, boat ramp, grocery store, ice cream, fish market, restaurants, etc.) Renovation completed July 2023. Come relax and enjoy!

Popular amenities for Eastham house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 37 reviews

Home in Chatham

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

4.9 out of 5 average rating, 20 reviews

A sunny outdoor area is showcased, featuring a private heated pool surrounded by lounge chairs. Large blue umbrellas provide shade next to the pool, while decorative landscaping and a wooden playset are visible in the background. The space invites relaxation and comfort.

Home in Harwich

Harwich House: Private Pool, Game Room & Putt-Putt

4.91 out of 5 average rating, 33 reviews

The backyard features an inground pool illuminated at night, surrounded by wooden decking. Nearby, a shed with white shutters enhances the outdoor space, while lush greenery provides a serene backdrop.

Home in South Orleans

5-bedroom Cape with a pool and yard games.

4.74 out of 5 average rating, 69 reviews

Home in Plymouth

Spacious Retreat With Pool, Game Room & Fireplace

4.98 out of 5 average rating, 42 reviews

Home in Brewster

Modern Cape, Private Heated Pool, Beach, Golf

4.88 out of 5 average rating, 24 reviews

The exterior of the home is presented with natural wood siding, complemented by green shutters. Solar panels are mounted on the roof. A welcoming front porch leads to the main entrance, while a garage is visible to the left amidst well-maintained landscaping.

Home in Harwich Center

4 BD slice of Harwich Heaven

4.94 out of 5 average rating, 71 reviews

A bright studio unit features a queen-sized bed with a comfortable pull-out sofa nearby. Natural light floods the space through large windows. A small dining table with two chairs is positioned next to the seating area, providing a functional living space.

Home in Dennis Port

Walk to the beach or sit poolside! Updated studio!

4.92 out of 5 average rating, 49 reviews

A spacious outdoor area is highlighted by a seasonal heated pool surrounded by a wooden deck. Multiple blue lounge chairs are arranged around the pool, and a fire pit table is situated at the center. A large checkers board and garden beds add to the inviting atmosphere.

Home in Yarmouth Port

Winslow Acres [heated] Pool Escape; pool May-Oct

Weekly house rentals

An outdoor seating area features a circular table surrounded by eight cushioned chairs, providing a comfortable space for gatherings. A shaded umbrella offers protection from the sun, and a stylish fire pit is centrally located on a patterned outdoor rug.

4.97 out of 5 average rating, 33 reviews

Stunning Cape Cod Escape

5 out of 5 average rating, 5 reviews

A scenic view of the ocean is presented, with a sandy beach stretching along the shore under a clear blue sky. The sun's reflection on the water sparkles, while coastal vegetation lines the sandy area. The horizon meets the gentle waves, creating a tranquil atmosphere.

Home in New Seabury

4 Race Point-Maushop Village- 2 bedrms, 1.5 baths

4.85 out of 5 average rating, 13 reviews

An outdoor dining area is positioned on a wooden deck, featuring a large dark green table surrounded by matching chairs. The view overlooks a sandy beach and calm ocean waters under a clear blue sky, providing a serene setting for meals.

Home in Sandwich

Beachfront Beauty

An open floor plan features a large dining table surrounded by six chairs, complemented by a well-appointed kitchen with stainless steel appliances. Exposed wooden beams enhance the space's height, while a cozy seating area with a sofa and television is visible, inviting relaxation.

4.92 out of 5 average rating, 51 reviews

Newly Updated, 5 Mins to Beach, Ocean Side

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

4.98 out of 5 average rating, 50 reviews

An outdoor deck features wooden seating arrangements and a small table, surrounded by green trees. Steps lead up towards a light wood house in the background, with large windows and a welcoming entrance. A decorative pillow adds a pop of color to the seating area.

Home in Truro

Modern "Treehouse" in Truro Hills

A charming cottage with a shingle exterior is set among tall trees. A covered porch with a railing invites relaxation. Large front windows provide ample natural light, while stone steps lead to the entrance. Surrounding landscaping features a mixture of gravel and greenery.

4.9 out of 5 average rating, 21 reviews

Bralla by the Bay

A bright kitchen area features a dining table set for four with colorful plates and elegant glassware. Floral arrangements are placed in a central vase. Wooden cabinetry and modern appliances enhance the functional space, while natural light filters through the window, illuminating the countertops.

4.75 out of 5 average rating, 4 reviews

Cape Cod Cottage Retreat

Private house rentals

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

A charming 1940s Cape Cod cottage is surrounded by greenery and trees, with a white exterior featuring traditional shingles. The front garden includes flowers and a seating area. A wooden fence runs along the property, adding to the serene, natural atmosphere.

4.95 out of 5 average rating, 22 reviews

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

5 out of 5 average rating, 26 reviews

A charming Cape-style residence is surrounded by a spacious green lawn, framed by trees. The house features a sloping roof and a brick chimney, with large windows allowing plenty of natural light. A gravel driveway provides ample parking space.

Home in Wellfleet

The Wellfleet Beach House. Sleeps 6

4.95 out of 5 average rating, 42 reviews

A charming antique Cape Cod home is framed by a white picket fence and surrounded by lush greenery. The exterior features a gray wood shingle facade and multiple windows. Two red adirondack chairs are positioned on the front porch, inviting relaxation amidst the serene garden.

Home in South Orleans

1850 Orleans Antique Home with Path to Arey’s Pond

5 out of 5 average rating, 5 reviews

Sun, Sand and Serenity by the Bay

A charming one-story home is set amidst leafy trees, providing a sense of privacy. A white picket fence complements the exterior, which features a welcoming entryway and decorative touches. The front yard is well-kept, with a blend of greenery and sunlight peeking through the branches.

4.96 out of 5 average rating, 56 reviews

Eastham, MA. Bayside!

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, 149 reviews

Spring Discount-Bay Beach, Sunsets, Dog Friendly.

A contemporary Cape home is positioned on a spacious grassy lot. The exterior features a shingled roof, classic front door with decorative trim, and symmetrically placed windows. Mature trees and landscaped shrubs surround the house, enhancing the private feel of the cul-de-sac setting.