Vacation Rentals in Eastham, MA

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Eastham, MA holiday rentals
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794 Holiday rentals and Airbnb in Eastham, MA

Best family friendly Eastham, MA holiday rentals

Among the 794 accommodations in Eastham, MA, here are the 4 best family friendly rentals

Bayside Escape~short Walk To  The Beach (1/2 Mile) - Eastham, MA
10 24 reviews
Eastham, MA
12/09 – 10/10
A$496/nighttotal: A$13888 (28 )

Bayside Escape~short Walk To The Beach (1/2 Mile)

1 2
apartment , Eastham
This family-friendly three-bedroom flat in Eastham is situated on the bayside, 800 metres from Campground Beach and within walking distance of The Landing restaurant.
This newly renovated property offers accommodation for up to seven guests, featuring a king bed, queen bed, bunk bed with trundle, and a sofa bed, alongside two living areas with large televisions, a game table, a patio with a propane grill, an outdoor shower, and provided beach essentials.
4 Bedrooms, 2 Baths Close To Beaches Cc Bike Trail - Eastham, MA
9.8 65 reviews
Eastham, MA
15/08 – 22/08
A$692/nighttotal: A$4844 (7 )

4 Bedrooms, 2 Baths Close To Beaches Cc Bike Trail

1 2
apartment , Eastham
This family-friendly holiday home in Eastham, located on a cul-de-sac, offers convenient access to Nauset Light Beach and Coast Guard Beach, both within 2 kilometres, and is a short distance from the Cape Cod Bike Trail.
Accommodating up to eight guests across two floors, this property features a loft/games room, a full kitchen, a living room with a fireplace, an enclosed outside shower, a large rear deck with a gas grill, and WiFi, with nearby attractions including restaurants, a movie theatre, and the National Seashore Visitor's Center.
Experience Cape Cod Beaches: Charming 4-bedroom Just A 10min Stroll To The Beach - Eastham, MA
9.5 45 reviews
Eastham, MA
12/09 – 10/10
A$940/nighttotal: A$26320 (28 )

Experience Cape Cod Beaches: Charming 4-bedroom Just A 10min Stroll To The Beach

4 2
apartment , Eastham
This family-friendly holiday home is located in Eastham, just 1.5km from Cape Cod Beaches and Campground Beach, with Arnold's Mini Golf and Thumpertown Beach also within 2km. It has excellent user, location and cleanliness ratings.
The property offers 141 square metres of space and can comfortably accommodate up to 8 guests. This well-equipped house has a fully fitted kitchen, a jacuzzi, a terrace, a garden, a spa, parking and air conditioning, plus free Wi-Fi and a barbecue for outdoor entertaining.
New 2026 Charming Home Just Over A Mile To Coast G - Eastham, MA
Eastham, MA
23/06 – 05/07
A$1356/nighttotal: A$16272 (12 )

New 2026 Charming Home Just Over A Mile To Coast G

1 2
apartment , Eastham
This Eastham holiday let offers a prime location, a short walk from the Cape Cod National Seashore visitor centre and approximately 2.4 kilometres from Coast Guard Beach.
This family-friendly holiday home accommodates eight guests across four bedrooms and features two bathrooms, air conditioning, a garden, and a fully equipped kitchen with a fridge, microwave, and dishwasher.

Best Eastham, MA holiday rentals with a pool

Among the 794 accommodations in Eastham, MA, here are the 4 best rentals with a pool

The Bay Cottage On Thumpertown Beach - Eastham, MA
9.8 11 reviews
Eastham, MA
12/09 – 10/10
A$384/nighttotal: A$10752 (28 )

The Bay Cottage On Thumpertown Beach

2 2
cottage , Eastham
This Eastham holiday let is situated a mere 4-minute walk from Thumpertown Beach, offering convenient access to the bay and nearby freshwater kettle ponds and the Cape Cod Rail Trail.
This 2-bedroom lodge, accommodating up to 4 guests within its 33 square meter floor area, boasts a full kitchen, air conditioning, a swimming pool, a garden with a bocce court, and an outdoor shower.
Featured In Boston Globe- Fully Renovated Cape W/ Pool & Modern Barn Pool House - Eastham, MA
10 16 reviews
Eastham, MA
12/09 – 10/10
A$1865/nighttotal: A$52220 (28 )

Featured In Boston Globe- Fully Renovated Cape W/ Pool & Modern Barn Pool House

4 2
apartment , Orleans
This Orleans seaside property, less than 2km from Rock Harbour Beach and within 5km of the Jonathan Young Windmill, offers easy access to Cape Cod's beaches.
This 372 square metre house boasts four bedrooms, four bathrooms, and sleeps nine, featuring a private pool, spa, and fully equipped kitchen; housekeeping is available.
Blue Rock Resort - Eastham, MA
8.6 1241 reviews
Eastham, MA
03/07 – 05/07
A$561/nighttotal: A$1122 (2 )

Blue Rock Resort

1 2
resort , Yarmouth
Blue Rock Resort is situated in South Yarmouth, a short drive from Parkers River Beach and several beach resorts offering private access. The resort consistently receives very good ratings for its location, cleanliness, and overall experience.
The resort offers comfortable rooms with air conditioning, balconies, and private bathrooms. Guests can enjoy a range of amenities, including a swimming pool, garden, terrace, restaurant, bar, fitness centre, spa, and sauna.
108 M² House ∙ 2 Bedrooms ∙ 6 Guests - Eastham, MA
Eastham, MA
27/06 – 04/07
A$684/nighttotal: A$4788 (7 )

108 M² House ∙ 2 Bedrooms ∙ 6 Guests

2 2
house , Brewster
This Cape Cod property is located within the Ocean Edge Villages in Brewster, a short drive from Main Street and local beaches.
This 108 square meter, 2-bedroom, 2-bathroom holiday home accommodates up to 6 guests and offers a swimming pool, tennis court, garden, and parking, with optional passes for resort amenities and included daily activities such as golf and bike rentals.

Frequently asked questions about holiday rentals in Eastham, MA

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Best Eastham, MA holiday rentals with a balcony

4 Bedroom Home By Leavetown Vacations - Eastham, MA
9.7 3 reviews
Eastham, MA
15/08 – 22/08
A$2138/nighttotal: A$14966 (7 )

4 Bedroom Home By Leavetown Vacations

4 2
house , Eastham
This Eastham holiday home is conveniently located a short walk from Campground Beach and within a few kilometres of Kingsbury Beach, Nauset Lighthouse, and Cape Cod National Seashore.
This spacious 209 square metre property boasts four bedrooms, three bathrooms, and can comfortably accommodate fifteen guests, featuring a fully equipped kitchen, air conditioning, private balcony, and free Wi-Fi.
Private Getaway, Many Amenities, In Desirable Indian Neck!  (Cs0049) - Eastham, MA
Eastham, MA
27/06 – 04/07
A$900/nighttotal: A$6300 (7 )

Private Getaway, Many Amenities, In Desirable Indian Neck! (Cs0049)

3 2
apartment , Wellfleet
This Wellfleet holiday home, located in Indian Neck Heights, offers elevated marsh views and is situated 0.8 kilometres from Hiawatha and Burton Baker Beaches.
This spacious 181 square metre apartment accommodates up to 8 guests with 3 bedrooms and 3 bathrooms, featuring a private compound with two kitchens, a hot tub, an outdoor fireplace, and a 2-person kayak for exploring the surrounding waters.
Waterfront Oasis With Game Space, Newly Renovated! - Eastham, MA
Eastham, MA
12/09 – 10/10
A$806/nighttotal: A$22568 (28 )

Waterfront Oasis With Game Space, Newly Renovated!

4 2
apartment , Orleans
This East Orleans property offers direct access to a private beach and is a short drive to Orleans town centre, Nauset Beach and Skaket Beach.
This spacious 186 square metre residence accommodates up to 8 guests, featuring 4 bedrooms and 2 bathrooms, a newly renovated kitchen, a game room with foosball, and an outdoor shower, with pets welcome.
Lovely Cape Cod Home With Large Deck, Gas Grill, Ac, And Free Wifi - Eastham, MA
9.2 15 reviews
Eastham, MA
12/09 – 10/10
A$857/nighttotal: A$23996 (28 )

Lovely Cape Cod Home With Large Deck, Gas Grill, Ac, And Free Wifi

4 2
apartment , Eastham
This Eastham residence offers a secluded retreat on 17 acres of woodland, accessible via a private dirt road, and is conveniently located a short distance from Coast Guard Beach and First Encounter Beach.
This spacious 158 square meter dwelling accommodates up to eight guests across four bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, a terrace, and on-site laundry facilities, with numerous board games available for entertainment.

Best Eastham, MA holiday rentals with parking

80 East 080-el - Modern Comfort And Convenience In Eastham - Eastham, MA
Eastham, MA
12/09 – 10/10
A$563/nighttotal: A$15764 (28 )

80 East 080-el - Modern Comfort And Convenience In Eastham

3 2
apartment , Eastham
This Eastham holiday flat offers convenient access to both the warm waters of Cape Cod Bay and the surf-ready Atlantic Ocean, with Orleans Centre's shops and eateries just a five-minute drive away and the Cape Cod Rail Trail for cycling and walking only 800 metres distant.
This spacious 279 square metre residence accommodates up to six guests across three bedrooms and four bathrooms, featuring modern furnishings, central air conditioning, a finished lower level with a TV lounge, outdoor living spaces including a deck with seating and a fire pit, and an outdoor shower.
Welcome To Wellfleet! Classically Modern, Woodsy And Serene. - Eastham, MA
9.6 8 reviews
Eastham, MA
18/07 – 25/07
A$605/nighttotal: A$4235 (7 )

Welcome To Wellfleet! Classically Modern, Woodsy And Serene.

2 4
cottage , Wellfleet
This cottage is located in South Wellfleet, a mere 1-minute drive from the Cape Cod National Seashore and 3 minutes from local beaches.
This 72 square meter holiday home sleeps four guests in two bedrooms, offering a private terrace with barbecue facilities, Wi-Fi, and air conditioning, with attractions like Uncle Tim's Bridge and Cape Cod Beaches within easy reach.
Spacious & Private 6 Bedrm Home Close To The Ocean & Bike Path! - Eastham, MA
9.7 71 reviews
Eastham, MA
27/06 – 04/07
A$1097/nighttotal: A$7679 (7 )

Spacious & Private 6 Bedrm Home Close To The Ocean & Bike Path!

6 2
apartment , Eastham
This Eastham holiday home is situated near the sea, within 3.2km of Poit's Lighthouse Mini Golf, Cape Cod beaches, and Arnold's Mini Golf, and close to Wellfleet Bay Wildlife Sanctuary and the Three Sisters Lighthouses.
The 232 square metre property boasts six bedrooms sleeping twelve, a fully equipped kitchen, fitness centre, private garden with barbecue, and free Wi-Fi; enjoy easy access to Cape Cod's beaches.
2 Miles To Nauset & Coast Guard Beach Dog Friendly - Eastham, MA
10 1 review
Eastham, MA
15/08 – 22/08
A$1202/nighttotal: A$8414 (7 )

2 Miles To Nauset & Coast Guard Beach Dog Friendly

3 2
house , Eastham
This dog-friendly Eastham holiday home is conveniently located near Nauset and Coast Guard beaches, approximately 1.8 km from Great Pond Beach and 3.9 km from Nauset Lighthouse.
This three-bedroom, two-bathroom property boasts 157 square metres of floor space, sleeps up to 11 guests, and includes a fully equipped kitchen, Wi-Fi, air conditioning, a private patio, and garden; Wellfleet Bay Wildlife Sanctuary and Cape Cod National Seashore are also within easy driving distance.
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