House holiday rentals in Eastham

4.96 out of 5 average rating, 115 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

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.

5.0 out of 5 average rating, 61 reviews

Cape Cod cottage with 3 bedrooms near ocean & bay

Bring your family to this newly updated cottage in Cape Cod. The house has 3 bedrooms, including a kids bunk room. Bay beaches are 1.2 miles away & ocean side beaches are nearby! Close access to the Cape Cod Rail Trail (0.5 miles away). When you’re not at the beach, enjoy cooking on the BBQ grill, playing games/puzzles, using the kids’ art table, having a campfire, or lounging in the family room. Cooler, chairs, & sand toys are available. Enjoy the outdoor shower too. Fun memories to be made!

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, 108 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.

4.79 out of 5 average rating, 167 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.

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.

5.0 out of 5 average rating, 52 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!

5.0 out of 5 average rating, 18 reviews

10 min walk to Beach - Amazing View & Huge Deck

Enjoy an incredible view of Duck Meadow Tidal Marsh from this cozy cottage. Only a 10 minute walk to Boat Meadow Landing, a great bayside beach. Sip your morning coffee on our huge deck while enjoying the view. The deck includes a retractable roof if you would prefer to sit in the shade. Only minutes from incredible restaurants & shops in Orleans. This home includes AC, office space w/ monitors & a natural gas fireplace. Near the Cape Cod Rail Trail, hiking trails and numerous beach options!

4.92 out of 5 average rating, 214 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.

4.93 out of 5 average rating, 105 reviews

A ranch-style home is nestled among tall trees, featuring a sloped roof and wood shingle siding. A small front porch is positioned beside the entrance, with a pathway leading to the door. Air conditioning unit is visible on the side of the house.

Home in Wellfleet

Chequessett "Hide-Away"

Chequessett Neck area - Contact owner for more reasonable than published off-season long term (more than 14 days) rates. Walk to Powers Landing bayside beach from this hilltop setting. Very private, spacious, comfortable and clean 2 bed 2 bath ranch style home. Outdoor shower, and private deck. Interior steps to Washer and dryer located in garage below. Highchair availabe on request. Conveniently situated - close to Wellfleet center, Harbor, Mayo beach, Great Island, Duck Harbor.

A bright living area features large windows overlooking a scenic marshland and ocean view. A cozy cream-colored couch and an armchair are positioned near a glass coffee table, inviting relaxation. Natural light fills the space, enhancing the tranquil ambiance.

4.97 out of 5 average rating, 177 reviews

The Osprey Nest - Beach house with stunning views

The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

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, 147 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, 207 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.

5.0 out of 5 average rating, 39 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.

Popular amenities for Eastham house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 145 reviews

The expansive pool, surrounded by a landscaped yard, features a vibrant blue surface reflecting the clear sky. Comfortable lounge chairs are positioned alongside, inviting relaxation. A floating inflatable adds a playful touch to the tranquil setting.

Home in Cotuit

Private Pool, near beaches, 3 BR/3 BA, Central Air

5.0 out of 5 average rating, 12 reviews

Game Room- Movie Projector Room- Fire Pit

4.98 out of 5 average rating, 54 reviews

Home in Brewster

Modern Cape, Private Heated Pool, Beach, Golf

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.

5.0 out of 5 average rating, 14 reviews

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

An inviting outdoor space showcases a rectangular pool surrounded by a spacious patio. Lounge chairs are placed for relaxation, and an umbrella provides shade near the water. Lush greenery frames the area, enhancing the natural setting of the home.

4.95 out of 5 average rating, 62 reviews

Amazing Chatham Pool/patio/deck, 5 BR 4 1/2 Bath

Superhost

Home in West Yarmouth

5.0 out of 5 average rating, 5 reviews

Coastal Luxury Oasis - Ag2 Luxury Home

4.85 out of 5 average rating, 26 reviews

The lighthouse features a round white structure topped with a lantern room. A spacious deck wraps around the building, accompanied by a well-maintained lawn and a decorative pumpkin. American flags are displayed, and the surrounding area includes additional nearby structures and views of the water.

Home in West Dennis

Jolly Captain Lighthouse

5.0 out of 5 average rating, 11 reviews

Home in East Dennis

Charming Cape Escape with Pool, Hot Tub & Fire Pit

Weekly house rentals

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.

4.92 out of 5 average rating, 38 reviews

Dog friendly, close to bay beaches & bike path

An outdoor dining area features a large table surrounded by chairs under a shaded umbrella. A grill is visible in the background, while a view of the ocean is framed by greenery. The area is bathed in natural light with a clear blue sky overhead.

5.0 out of 5 average rating, 17 reviews

Bay Dreams! Panoramic Bay Views!

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.

5.0 out of 5 average rating, 19 reviews

Modern house, steps to private beach!

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.

5.0 out of 5 average rating, 59 reviews

Renovated with WATER VIEWS of Orleans Town Cove

A well-appointed home with a light wood exterior is surrounded by manicured gardens filled with blooming flowers. A spacious deck is visible at the back, featuring seating areas and a hot tub, offering a relaxed outdoor environment.

5.0 out of 5 average rating, 8 reviews

Walk 2 bike trail and great pond

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.

4.94 out of 5 average rating, 54 reviews

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

Two white adirondack chairs are positioned on a wooden deck overlooking a tranquil oceanfront, where the sun sets into the horizon. The warm colors of the sunset reflect on the calm water, creating a serene atmosphere.

5.0 out of 5 average rating, 34 reviews

Oceanfront w/Private Beach & Amazing Sunsets

An aerial view captures the home nestled amidst lush greenery, with the winding waterway and marshland visible in the background. The roofline and outdoor pathways are highlighted, showcasing the serene natural surroundings that enhance the retreat experience.

4.89 out of 5 average rating, 28 reviews

Waterfront Oasis - Kayak Access & Stunning Views!

Private 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.

4.98 out of 5 average rating, 41 reviews

Stunning Cape Cod Escape

4.95 out of 5 average rating, 39 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 Orleans

Orleans, MA Luxury Getaway

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.

4.93 out of 5 average rating, 60 reviews

Newly Updated, 5 Mins to Beach, Ocean Side

5.0 out of 5 average rating, 38 reviews

An aerial view captures a cottage nestled among vibrant green trees, showcasing the surrounding natural landscape. A glimpse of the ocean is visible in the distance. The cottage features a deck facing the woods, providing a serene and secluded ambiance.

Home in Orleans

Peaceful Nauset Beach Sanctuary

A sandy beach area is shown, populated with visitors enjoying the sun and water activities. Small boats are visible in the distance, while people are seen wearing casual summer attire. Beach chairs and umbrellas are scattered throughout the shoreline.

5.0 out of 5 average rating, 29 reviews

The Chatham Bars White Foam House Steps From Beach

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.

4.89 out of 5 average rating, 9 reviews

Cape Cod Cottage Retreat

4.99 out of 5 average rating, 68 reviews

Seaside Seaduction~On the water/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.