Holiday Rentals in Eastham, MA

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Eastham, MA holiday rentals
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Best Holiday rentals and Airbnb offers 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

The Ocean Cottage On Thumpertown Beach - Eastham, MA
9.4 9 reviews
Eastham, MA
12/09 – 10/10
SG$349/nighttotal: SG$9772 (28 )

The Ocean Cottage On Thumpertown Beach

2 2
cottage , Eastham
This Eastham holiday let is located in the Thumpertown district, just 400 metres from Thumpertown Beach and close to the Cape Cod Rail Trail.
This two-bedroom bungalow accommodates four guests and offers a full kitchen, air conditioning, a garden with a bocce court and fruit trees, and a seasonal 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
SG$1686/nighttotal: SG$47208 (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.
195 M² House ∙ 3 Bedrooms ∙ 8 Guests - Eastham, MA
10 2 reviews
Eastham, MA
18/07 – 25/07
SG$1118/nighttotal: SG$7826 (7 )

195 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 4
house , Brewster
This recently renovated Brewster house, less than 1.6km from three beaches (Lighthouse Beach, Linnell Landing) and Blueberry Pond, offers easy access to the Cape Cod Rail Trail and the Chatham Bars Inn Farm.
The 195 square metre property boasts three bedrooms sleeping eight, three bathrooms, a fully equipped kitchen with dishwasher, air conditioning, garden, parking, and a tastefully furnished deck with barbecue and outdoor shower; linens are provided.
New Luxury Waterfront - Hot Tub, Sauna, Game Room - Eastham, MA
Eastham, MA
15/08 – 22/08
SG$2018/nighttotal: SG$14126 (7 )

New Luxury Waterfront - Hot Tub, Sauna, Game Room

1 7
apartment , Eastham
This luxury bayfront holiday home in Eastham offers direct water access, located 5 minutes by car from Rock Harbor Beach and 10 minutes from Coast Guard & Nauset Light Beach, with the Cape Cod Rail Trail 1.6 kilometres away.
This spacious five-bedroom, four-bathroom property sleeps up to 12 guests and features a hot tub, private sauna, game room with a convertible pool/ping pong table, and an outdoor shower, ideal for family breaks.

Best Eastham, MA holiday rentals with a pool

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

Heated Plunge Pool, Theater Room, Backyard Fun! - Eastham, MA
Eastham, MA
12/09 – 10/10
SG$897/nighttotal: SG$25116 (28 )

Heated Plunge Pool, Theater Room, Backyard Fun!

4 2
apartment , Orleans
This East Orleans holiday flat is located a 7-minute drive from Nauset Beach and near Orleans Bowling Center.
This 279 square metre residence accommodates up to 8 guests with 4 bedrooms and 3 bathrooms, featuring a heated plunge pool, a dedicated theatre room, a chef-ready kitchen with double ovens, and a spacious garden with a firepit.
The Mansion At Ocean Edge Resort & Golf Club - Eastham, MA
8.3 2671 reviews
Eastham, MA
23/06 – 05/07
SG$709/nighttotal: SG$8508 (12 )

The Mansion At Ocean Edge Resort & Golf Club

1 2
resort , Brewster
The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. It has consistently received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of accommodation options, including guest rooms with patios or balconies and villas with full kitchens and living rooms. Guests can enjoy a private beach, two swimming pools, a spa, a fitness centre, tennis courts, and a variety of dining options, including a pub, a tavern, and a seasonal terrace.
Private Pool 3 Mins To Skaket Beach - Eastham, MA
Eastham, MA
15/08 – 22/08
SG$2635/nighttotal: SG$18445 (7 )

Private Pool 3 Mins To Skaket Beach

4 2
house , Orleans
This Orleans holiday home is situated a 1.2km walk or a 2.4km drive from Skaket Beach, close to Dyer Prince Beach (1.8km away), offering easy access to other Cape Cod attractions.
This four-bedroom, three-bathroom property boasts a 307 square metre floor area, accommodating up to 19 guests and featuring a private pool, fully equipped kitchen with dishwasher, free Wi-Fi, cable TV, washing machine, fireplace, and parking.
5 Min Walk To Nauset Beach, Saltwater Heated Pool & Hot Tub - Eastham, MA
10 50 reviews
Eastham, MA
12/09 – 10/10
SG$1976/nighttotal: SG$55328 (28 )

5 Min Walk To Nauset Beach, Saltwater Heated Pool & Hot Tub

5 2
apartment , Orleans
This luxurious five-bedroom East Orleans holiday home offers direct private path access to Nauset Beach, a short walk from other Orleans attractions.
The 224-square-metre property boasts five bathrooms, sleeps twelve guests, and features a saltwater pool, hot tub, game room, and a spacious living area with fireplaces leading to a deck with gas grill, plus a one-car garage and all mod cons.

Frequently asked questions about holiday rentals in Eastham, MA

  • What are some interesting places to visit in or near Eastham, MA?

    Eastham is a great place to visit for nature lovers. You can visit the Cape Cod National Seashore, a beautiful stretch of coastline with beaches, dunes, and forests. You can also visit the Nauset Light, a historic lighthouse that offers stunning views of the Atlantic Ocean. There are also plenty of other things to see and do in Eastham, including visiting the Eastham Windmill, exploring the Cape Cod Rail Trail, and taking a ferry to the nearby islands.
  • What are the best Airbnb and vacation rentals in Eastham, MA?

  • Which walking or cycling routes are the best in Eastham, MA?

    The Cape Cod Rail Trail is a popular choice for walking and cycling. It's a paved, 35-kilometre-long trail that runs through Eastham and several other towns on Cape Cod. The trail is flat and easy to navigate, making it a great option for families with young children. There are also a number of shorter walking trails in Eastham, including the Nauset Marsh Trail and the Coast Guard Beach Trail.
  • What are the most popular Airbnbs in Eastham, MA?

    Among the Airbnbs in Eastham, MA, Cute Cottage Living By The Sea, Cape Cod Suite Near Private Beach and Eastham Escape are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Eastham, MA?

    Eastham is a great place to enjoy outdoor activities. You can go swimming, sunbathing, and surfing at the beaches. You can also go kayaking, paddleboarding, and windsurfing in the bay. If you like hiking, there are many trails to explore in the Cape Cod National Seashore. You can also go birdwatching, fishing, and whale watching in the area.
  • What are the best vacation rentals with a pool in Eastham, MA?

  • What other towns or cities can be easily accessed from Eastham, MA?

    Eastham is well-connected to other towns and cities on Cape Cod. You can easily drive to nearby towns like Wellfleet, Truro, and Orleans. You can also take the Cape Cod Regional Transit Authority bus to other towns and cities on the Cape. If you want to explore further afield, you can take a ferry to Nantucket or Martha's Vineyard.
  • What are the best rentals for families and kids in Eastham, MA?

  • What amenities are commonly available in vacation rentals in Eastham, MA?

    Vacation rentals in Eastham typically have a range of amenities, depending on the property. Common amenities include a kitchen, bathroom, bedrooms, living room, and outdoor space. Some vacation rentals may also have amenities like a swimming pool, hot tub, or fireplace. You can find vacation rentals with different levels of luxury and amenities to suit your needs and budget.
  • What are the best rentals or Airbnbs with a jacuzzi in Eastham, MA?

  • What time of year is best to rent a vacation rental Eastham, MA?

    The best time to rent a vacation rental in Eastham depends on your preferences. Summer is the most popular time to visit, but it can be crowded and expensive. If you're looking for a more relaxed experience, consider visiting in the spring or autumn. The weather is still pleasant during these seasons, and the crowds are smaller. You can find some great deals on vacation rentals during the off-season.

Destinations nearby

Best Eastham, MA holiday rentals with a balcony

Waterfront Oasis With Game Room, Newly Renovated! - Eastham, MA
Eastham, MA
12/09 – 10/10
SG$729/nighttotal: SG$20412 (28 )

Waterfront Oasis With Game Room, 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.
New Cape Cod Condo Near Beaches - Eastham, MA
Eastham, MA
01/07 – 03/07
SG$547/nighttotal: SG$1094 (2 )

New Cape Cod Condo Near Beaches

1 2
house , Brewster
This Cape Cod condominium in Brewster is located 19 kilometres from Nauset Lighthouse and 21 kilometres from Wellfleet Bay Wildlife Sanctuary.
This property offers 7 square metres of floor area, accommodates up to 7 guests with 1 bedroom and 1 bathroom, and includes WiFi, private parking, and a fireplace.
Book Eastham, Plenty Of Room For Entire Family! - Eastham, MA
9.6 11 reviews
Eastham, MA
12/09 – 10/10
SG$384/nighttotal: SG$10752 (28 )

Book Eastham, Plenty Of Room For Entire Family!

3 2
apartment , Eastham
This Eastham apartment is situated in a quiet residential area, 1.6 kilometres from Nauset Light Beach and close to bayside beaches suitable for families.
This 167 square metre residence accommodates up to six guests across three bedrooms and two bathrooms, featuring a fully equipped kitchen, a separate dining room, a downstairs entertainment area, and extensive outdoor space with a gas grill and firepit, all supported by WiFi and parking for four vehicles.
Private Getaway, Many Amenities, In Desirable Indian Neck!  (Cs0049) - Eastham, MA
Eastham, MA
18/07 – 25/07
SG$981/nighttotal: SG$6867 (7 )

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

3 4
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.

Best Eastham, MA holiday rentals with parking

Steps To The Beach, Hot Tub, Entertainment Suite! - Eastham, MA
Eastham, MA
15/08 – 22/08
SG$1584/nighttotal: SG$11088 (7 )

Steps To The Beach, Hot Tub, Entertainment Suite!

4 7
apartment , Eastham
This Eastham holiday home offers direct private access to the bay beach and is conveniently located near Arnold's Lobster & Clam Bar and Brickhouse Seafood and Grill, with Sunken Meadow Beach and First Encounter Beach a short distance away.
This spacious 167 square meter apartment sleeps up to eight guests across four bedrooms and features a lower level entertainment suite with a home theatre, foosball, Xbox, and Nintendo Switch, alongside an outdoor hot tub and a wrap-around deck with a propane grill.
Steps To The Beach Hot Tub Entertainment Suite - Eastham, MA
Eastham, MA
15/08 – 22/08
SG$1787/nighttotal: SG$12509 (7 )

Steps To The Beach Hot Tub Entertainment Suite

1 7
house , Eastham
This detached house in Sunken Meadow Beach, Eastham, offers direct beach access via steps and is an 8-minute walk to Cooks Brook Beach, with Wellfleet Bay Wildlife Sanctuary 3.2 kilometres away.
This spacious holiday home, covering 167 square metres, features 4 bedrooms, 2 bathrooms, a fully equipped kitchen with a dishwasher and oven, air conditioning, a hot tub, a fireplace, and on-site parking and WiFi.
Private Pool 3 Mins To Skaket Beach! - Eastham, MA
9.5 50 reviews
Eastham, MA
15/08 – 22/08
SG$2635/nighttotal: SG$18445 (7 )

Private Pool 3 Mins To Skaket Beach!

4 7
apartment , Orleans
This holiday home is situated in Orleans, just 2 kilometres from Cape Cod Beaches, Skaket Beach, and the Church of the Transfiguration. The property enjoys excellent user, location, and cleanliness ratings. This spacious 307 square metre property has four bedrooms and can accommodate up to 10 guests. The house offers a private pool, a garden, a barbecue grill, and a balcony for outdoor enjoyment, as well as modern amenities including a washing machine, a dishwasher, and a microwave.
Welcome To Wellfleet! Classically Modern, Woodsy And Serene. - Eastham, MA
9.6 8 reviews
Eastham, MA
18/07 – 25/07
SG$547/nighttotal: SG$3829 (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.
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