Best Holiday rentals and Airbnb offers in Eastham, MA
Eastham, MA
23/06 – 05/07
SG$1225/nighttotal: SG$14700 (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.
8.6 1238 reviews
Eastham, MA
03/07 – 05/07
SG$507/nighttotal: SG$1014 (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.
Eastham, MA
30/06 – 06/07
SG$1297/nighttotal: SG$7782 (6 )
Peaceful Stay With Town Cove Access
3 3
house , Eastham
This Eastham holiday home offers direct access to Town Cove, located 7.7 kilometres from Nauset Lighthouse and 9.7 kilometres from the Wellfleet Bay Wildlife Sanctuary. This detached property, spanning 164 square metres, features three bedrooms, two bathrooms, free WiFi, and private parking, with a patio and outdoor dining area ideal for enjoying the surroundings.
9.0 2 reviews
Eastham, MA
15/08 – 22/08
SG$1367/nighttotal: SG$9569 (7 )
Overlooking Nauset Beach
5 7
apartment , Orleans
This holiday flat in Nauset Heights, East Orleans, offers direct access to Nauset Beach, with Cape Cod Beaches and the Cape Cod National Seashore a short distance away. This property sleeps eight across five bedrooms and three bathrooms, featuring a well-equipped kitchen, two decks for outdoor relaxation, air conditioning throughout, and spa facilities, with kayaking, scuba diving, and hiking trails readily accessible.
9.8 8 reviews
Eastham, MA
12/09 – 10/10
SG$375/nighttotal: SG$10500 (28 )
Salty Shores
1 2
apartment , Eastham
This Eastham bayside property is a 10-minute walk from Thumpertown Beach and a short drive from the National Seashore (8 km), Nauset Light (5.6 km), and Coast Guard Beach (5.6 km), with the Cape Cod Rail Trail a 5-minute cycle away. This family-friendly flat accommodates six guests with three bedrooms, featuring central air conditioning, a wood fireplace, WiFi, a gas grill, an enclosed outdoor shower, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher.
9.1 123 reviews
Eastham, MA
12/09 – 10/10
SG$519/nighttotal: SG$14532 (28 )
Eastham Escape
2 2
house , Eastham
This apartment is located in Eastham, just 2.9 kilometres from Coast Guard Beach and 2.6 kilometres from Wellfleet Drive-In, offering easy access to the beautiful Cape Cod coastline and a classic outdoor movie theatre. The apartment has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers. The accommodation is a two-bedroom, one-bathroom apartment with a floor area of 64 square metres and a capacity of six guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a private bathroom, a garden, and a terrace or balcony.
10 1 review
Eastham, MA
15/08 – 22/08
SG$1424/nighttotal: SG$9968 (7 )
Stunning Waterfront Contemporary
4 7
apartment , Orleans
This stunning contemporary waterfront house in Orleans, MA, boasts private beach access directly on Town Cove. The four-bedroom, three-bathroom property sleeps eight guests, offering a designer kitchen, hardwood floors, a private garden with gas fire pit and BBQ, and access to an association dock; enjoy panoramic saltwater views and activities such as swimming, kayaking, and paddleboarding.
Eastham, MA
30/06 – 06/07
SG$1114/nighttotal: SG$6684 (6 )
Family Escape Near Nauset Beach With Sunroom
4 3
apartment , Orleans
Coastal Landing is a four-bedroom detached house located in Orleans' Briar Spring Hills district, a mere 3.2 kilometres from Nauset Beach and near Pochet Inlet. This property accommodates up to eight guests and features air conditioning, Wi-Fi, a recently renovated kitchen with a breakfast bar, a sunroom, a master suite with a vanity, and an outdoor shower, with restaurants and shops within easy reach.
9.9 235 reviews
Eastham, MA
12/09 – 10/10
SG$367/nighttotal: SG$10276 (28 )
Hot Tub/kayaks/ebikes/waterfront-the Lotus
2 2
apartment , Eastham
This waterfront dwelling is located in Eastham, just 1.5 kilometres from Arnold's Mini Golf and Cape Cod National Seashore, offering easy access to local attractions and stunning coastal scenery. The property has received excellent ratings for location, cleanliness, and overall user experience. This two-bedroom apartment spans 70 square metres and comfortably accommodates up to five guests. Enjoy a range of amenities including a fully equipped kitchen, a spa tub, a fireplace, a terrace, a garden, and parking.
Eastham, MA
12/09 – 10/10
SG$311/nighttotal: SG$8708 (28 )
Serene Retreat With Cove Views
1 2
house , Eastham
This Eastham holiday cottage is located approximately 8.4 kilometres from Nauset Lighthouse, with attractions such as Truro Historical Museum (30.6 kilometres), Commercial Street (41.8 kilometres), and Pilgrim Monument (41.8 kilometres) within a 30.6 to 43.5 kilometre radius. This property accommodates up to three guests with one bedroom and one bathroom, featuring air conditioning, a microwave oven, a fridge, and cable television, whilst being conveniently situated 10.3 kilometres from Wellfleet Bay Wildlife Sanctuary and 12.7 kilometres from Cape Cod National Seashore.
9.4 63 reviews
Eastham, MA
15/08 – 22/08
SG$812/nighttotal: SG$5684 (7 )
Great Home With Game Space, 0.8 Miles From Cooks Brook Beach!
4 2
apartment , Eastham
This Eastham holiday home is situated within 1.6-3.2km of several Cape Cod beaches, including Cooks Brook Beach and Campground Beach, and within 3.2km of the Wellfleet Bay Wildlife Sanctuary. This spacious 152 square metre property boasts four bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, laundry facilities, a private garden with barbecue, and an on-site fitness centre.
9.8 53 reviews
Eastham, MA
18/07 – 25/07
SG$1261/nighttotal: SG$8827 (7 )
Walk To Beach, Central Ac!
4 4
apartment , Eastham
This Eastham seaside property is a 10-minute walk from Cape Cod Beaches and Thumpertown Beach, and under 2km from Campground Beach and Wiley Park Beach. This four-bedroom house, boasting 199 square metres of floor space, sleeps eight guests and includes a fully equipped kitchen, laundry facilities, 2.5 bathrooms, and a garden with barbecue grills.
Best family friendly Eastham, MA holiday rentals
Among the 794 accommodations in Eastham, MA, here are the 4 best family friendly rentals
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.
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.
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.
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
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.
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.
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.
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 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
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.
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.
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.
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
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.
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.
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.
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.