House holiday rentals 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

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 serene beach scene captures a gentle stream flowing through soft sand, leading to the ocean. The clear blue sky reflects sunlight across the water's surface, highlighting the expansive shoreline. Minimal vegetation and distant structures provide a sense of tranquility to the landscape.

5 out of 5 average rating, 39 reviews

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

A quiet 5-min WALK to Cole Road beach, a 1/2 mile to the Cape Cod Rail Trail and Wiley Pond. Short 7 min. drive to Coast Guard Beach, and 30 min. to Provincetown. Enjoy a quiet, bayside beach vacation in this spacious home, newly renovated! Location is perfect for vacationers looking to relax at the beach and/or be adventurous. Enjoy stunning sunsets every night and relax in this comfortable and roomy home that is peacefully quiet and has everything you need. Sat. to Sat bookings ONLY please!

4.91 out of 5 average rating, 193 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.

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.**

4.94 out of 5 average rating, 16 reviews

Waterfront | Modern | Pond for Boats and Swimming

Escape to this peaceful 2BR home in Eastham, where your backyard leads right to 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

5 out of 5 average rating, 113 reviews

Home in Yarmouth Port

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

A serene view of a freshwater pond is captured, with gentle ripples reflecting the clear blue sky. Leafless trees frame the scene, adding a touch of nature's beauty. Lush greenery can be seen in the distance, showcasing the peaceful surroundings.

4.98 out of 5 average rating, 45 reviews

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

Set on an idyllic spot between two ponds, our newly renovated cottage has everything you could dream of to create memories year round! INCREDIBLE location for hiking, biking, kayaking and fresh water, bayside or oceanside swimming. Here you will find a New England stay with all the wonders of the Outer Cape but close to Chatham/Orleans/Wellfleet for shopping or dining. A quintessential stay w/ water views, near to ANYTHING you'd want to see and do no matter the season!

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 from July 5 - August 16.

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, 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.

A light-filled dining area features a wooden table paired with two stylish chairs. Natural greenery is present in the form of a potted plant, while a door opens to a welcoming entryway. Soft linens and place settings adorn the table, enhancing the inviting atmosphere.

5 out of 5 average rating, 22 reviews

Bayside Escape~Short Walk to the Beach (1/2 MILE)

Bayside Escape: Short Walk to the Beach. Newly Renovated. Discover the perfect blend of modern design and coastal charm at Bayside Escape, a newly renovated 3-bedroom, 1-bath home ideally situated on the bayside, just a half-mile from the stunning Campground Beach. This beautifully appointed vacation rental places you at the heart of Cape Cod’s summer fun, with easy access to local attractions, including The Landing for delicious ice cream and more.

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.

4.92 out of 5 average rating, 49 reviews

Beautiful Private Eastham Cape! Central to all!

Well maintained contemporary Cape home on Eastham's bayside. Privately located on a cul-de-sac centrally located for all your Cape adventures. 1.5 miles from First Encounter Beach, and 2 miles to Coast Guard Beach, nationally recognized as a top 10 beach in the US. Our home features a vaulted ceiling for that open, airy feel. Nicely landscaped with mature plantings and private back deck with enclosed outdoor shower.

Popular amenities for Eastham house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 33 reviews

An aerial view showcases a tranquil swimming pool surrounded by a spacious lawn. Adjacent seating areas, including sun loungers and a fire pit with chairs, are positioned within the private fenced yard. Lush greenery and garden beds enhance the outdoor space.

Home in Harwich Center

Harwich Haven: Pool & Fire Pit

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 Orleans

5-bedroom Cape with a pool and yard games.

4.72 out of 5 average rating, 39 reviews

A serene backyard setting features a private pool surrounded by a spacious patio. A sunbathing chair and a BBQ grill are positioned nearby, with a house showcasing large windows that invite natural light. Lush greenery frames the area, providing a sense of tranquility.

Home in Dennis

House on Cape Cod with pool close to beach

5 out of 5 average rating, 9 reviews

A spacious backyard is featured, highlighting a refreshing oval pool surrounded by a textured patio. Lounge chairs are positioned for relaxation under the sun. Lush greenery and trees provide a natural border, while a well-kept lawn enhances the inviting outdoor space.

Home in Chatham

Pool. Hot Tub. Game Room. Walk to Beach. Luxury!

4.88 out of 5 average rating, 25 reviews

An aerial view of a spacious backyard features a heated pool surrounded by a grey stone patio. Lounge chairs and umbrellas are positioned around the pool. The house showcases multiple large windows and a deck, with green grass and trees creating a private setting.

Home in Plymouth

Mansion with Heated Pool Near Ocean

4.98 out of 5 average rating, 43 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

5 out of 5 average rating, 5 reviews

Game Room- Movie Projector Room- Fire Pit

Weekly 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

4.97 out of 5 average rating, 73 reviews

The living area features a high wooden ceiling with exposed beams, a cozy seating arrangement on a patterned rug, and a modern coffee table. A brick fireplace adds warmth, while sliding glass doors provide natural light and views of the surrounding trees.

Home in Truro

The Baumhaus: midcentury home with bay views

4.98 out of 5 average rating, 63 reviews

Seaside Seaduction~On the water/Dog Friendly

A spacious backyard features a stone outdoor kitchen under a wooden pergola. Comfortable seating is provided with blue lounge chairs arranged around a fire pit. The well-manicured lawn is complemented by a stone pathway and lush landscaping, creating an inviting outdoor space.

5 out of 5 average rating, 4 reviews

Beautiful home & backyard oasis

5 out of 5 average rating, 30 reviews

Home in Brewster

Newly remodeled cottage with path to beach

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!

Private house rentals

4.92 out of 5 average rating, 26 reviews

A spacious backyard is surrounded by trees and features a well-maintained lawn. The house is visible in the background, with a light-colored exterior and multiple windows. A hammock is suspended between two trees, creating a relaxed outdoor space.

Home in East Orleans

Orleans, MA Luxury Getaway

5 out of 5 average rating, 78 reviews

A charming cottage is set amidst well-maintained landscaping, featuring shingle siding and a welcoming front porch. Natural light is evident in the multiple windows, and the property is enclosed by neatly trimmed hedges, offering privacy and a cozy atmosphere.

Home in East Orleans

4 Season Cottage, Nauset Beach, tennis court

4.88 out of 5 average rating, 8 reviews

The exterior of a charming cottage is showcased, featuring a picnic table with an umbrella and several adirondack chairs. The dark shingle siding complements the vibrant blue door, while the surrounding lawn is naturally landscaped and leads toward a pathway with kayaks nearby.

Home in Wellfleet

Sandy beach cottage on Wellfleet Bay

5 out of 5 average rating, 19 reviews

Home in Harwich

The Hideaway - Harwich Port Getaway

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, 154 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

3BR oceanfront dog-friendly home with beach access

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

Walk to Beach 3BR Dog Friendly | Deck | Firepit

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.