Vacation Rentals in Brewster, MA

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Brewster, MA holiday rentals
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1216 Holiday rentals and Airbnb in Brewster, MA

Explore Our Range of Family-Friendly Holiday Rentals in Brewster, MA

Give the kids instant backyard beach fun and plenty of room to unwind at spacious family holiday rentals in Brewster, MA.

Walk To Beach, Secluded And Private Home And Backyard! - Brewster, MA
No reviews

Walk To Beach, Secluded And Private Home And Backyard!

house, Brewster
This secluded Brewster property offers hillside views of Namskaket Marsh, a 1.2 kilometre walk or 0.5 kilometre drive to Crosby Landing Beach, and is conveniently located near Nickerson State Park.
This dog-friendly detached house accommodates up to 12 guests across 4 bedrooms and 2 bathrooms, featuring an open-plan living and kitchen area, a screened-in porch, and a first-floor primary suite with a jacuzzi, with parking for 4 cars provided.
Walk To Beach, Restaurants And Ocean Edge. - Brewster, MA
9.7 111 reviews

Walk To Beach, Restaurants And Ocean Edge.

apartment, Brewster
This three-bedroom apartment is situated in Brewster, just 640 metres from Ellis Landing Beach and the Mansions at Ocean Edge Golf Club and Resort.
The self-catering property features a fully equipped kitchen, a garden, parking and welcomes pets, making it ideal for families or groups of up to five people looking for a comfortable and convenient base for exploring the Cape Cod region.
Sept. Avail + 1 Mi. To Skaket Beach + Game Room - Brewster, MA
10 9 reviews

Sept. Avail + 1 Mi. To Skaket Beach + Game Room

cabin, Orleans
This Orleans lodge is situated just 1.6 kilometres from Skaket Beach, offering convenient access to the coast.
This family-friendly cottage accommodates up to eight guests and features three bedrooms, three bathrooms, a dedicated games room, two living areas, an outdoor playground, fire pit, and ample parking for four to five vehicles, with an outdoor shower for post-beach use.
Dennis Port Delight - Brewster, MA
No reviews

Dennis Port Delight

house, Dennis
Holiday house to rent. Your accommodation will be located in Dennis.
Services and facilities: a fridge, a swimming pool and a dish washer. Take advantage of the air conditioning in this house!

Popular Holiday Rentals with a Swimming Pool in Brewster, MA

Spend your days alternating between the sun loungers and the water at holiday rentals with a pool in Brewster, MA.

Pool, Half Mile To Beach! - Brewster, MA
No reviews

Pool, Half Mile To Beach!

house, Harwich
This Harwich holiday home is located on a hill, 805 metres from Jackknife Beach and 644 metres from Wequassett Resort, with downtown Chatham a 4.8 kilometre drive away.
This five-bedroom property accommodates up to ten guests and features an outdoor swimming pool, air conditioning, a dishwasher, and indoor entertainment including air hockey and ping pong tables, with pets welcome for a fee.
The Mansion At Ocean Edge Resort & Golf Club - Brewster, MA
8.2 96 reviews

The Mansion At Ocean Edge Resort & Golf Club

manor house, Brewster
The Mansion at Ocean Edge, a resort in Brewster, offers direct beach access and is located 15.8 kilometres from Mayflower Beach and 1.2 kilometres from Ocean Dunes Golf Club.
This family-friendly resort provides an on-site spa, multiple dining options including a restaurant with garden views and a bar, a swimming pool, a fitness centre, and tennis courts, with complimentary parking available.
Heated In-ground Pool And New Central Ac! - Brewster, MA
No reviews

Heated In-ground Pool And New Central Ac!

house, Brewster
Poolside Pause is a detached house situated in Brewster, just a short distance from Cape Cod Bay beaches, Nickerson State Park, and Captains Golf Course.
This five-bedroom property accommodates up to 10 guests and features a private heated in-ground swimming pool, central air conditioning, and a well-equipped kitchen, offering a spacious layout with multiple living areas for family enjoyment.
Ocean Edge Resort-pool Access-golf View-2 Bdr/2bth - Brewster, MA
10 98 reviews

Ocean Edge Resort-pool Access-golf View-2 Bdr/2bth

apartment, Brewster
This two-bedroom apartment is situated within the Chilton Village of Ocean Edge Resort, overlooking the golf course, a 16km drive from the 36-hole Captains Golf Course and a short drive from Brewster's tidal flats.
The apartment boasts a fully equipped kitchen, three air conditioning units, a balcony with golf course views, access to resort amenities including swimming pools, a fitness centre, and scheduled children's activities, and is ideal for families with a capacity of six guests.

Frequently asked questions about holiday rentals in Brewster, MA

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Popular Holiday Rentals with a Terrace in Brewster, MA

Wake up to sweeping, uninterrupted ocean vistas from your personal holiday rentals with a balcony in Brewster, MA.

119 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Brewster, MA
No reviews

119 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

apartment, Harwich
This newly constructed luxury flat is situated in Harwich Port Village Landing, a mere 100 metres from Bank Street Beach and within easy walking distance of Harwich's shops and restaurants.
This 118 square metre residence accommodates up to four guests and offers a private front-facing deck, a den with a queen-size sleeper sofa, and complimentary access to the Xplorie program, providing $750 of daily free tickets to local attractions.
Ranch-style Retreat By Leavetown Vacations - Brewster, MA
No reviews

Ranch-style Retreat By Leavetown Vacations

house, Harwich
This ranch-style property is situated in Harwich, 19 kilometres from Cape Cod Gateway Airport, 23 kilometres from Nauset Lighthouse, and 26 kilometres from Wellfleet Bay Wildlife Sanctuary.
This spacious 158 square metre dwelling accommodates up to 11 guests across three bedrooms and two bathrooms, boasting a fully equipped kitchen with a dishwasher, air conditioning, a fireplace, and a terrace, with free WiFi provided.
Harwich Getaway By Leavetown Vacations - Brewster, MA
No reviews

Harwich Getaway By Leavetown Vacations

house, Harwich
This Harwich holiday home is situated approximately 26 kilometres from Nauset Lighthouse, 29 kilometres from Wellfleet Bay Wildlife Sanctuary, and 31 kilometres from Cape Cod National Seashore.
This spacious property boasts 663 square metres of floor area, offering three bedrooms, three bathrooms, and sleeps up to eleven guests, complete with a fully equipped kitchen, private garden, free Wi-Fi, parking, and an on-site restaurant.
92 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Brewster, MA
No reviews

92 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

apartment, Harwich
This newly built holiday flat is situated in Harwich Port, a mere 50 metres from Bank Street Beach and within easy walking distance of local shops and restaurants.
This 92 square metre apartment accommodates up to four guests and features a fully equipped L-shaped kitchen with GE Café Series appliances, a separate den with a queen-size sofa bed, air conditioning, and a private deck, plus complimentary daily tickets to local attractions through Xplorie.

Best Brewster, MA holiday rentals with parking

Fully Updated Home W/ Great Outdoor Space! - Brewster, MA
9.8 124 reviews

Fully Updated Home W/ Great Outdoor Space!

apartment, Chatham
This two-bedroom house is situated in Chatham, just 3.2 kilometres from the Chatham Chamber of Commerce, Adventure Chatham, and Cape Cod Beaches.
The 80 square metre property features a fully equipped kitchen, a fireplace, a garden with barbecue facilities, and can accommodate up to four guests.
New August Availability  Ocean Edge Passes  Renovated  Central A/c - Brewster, MA
9.4 67 reviews

New August Availability Ocean Edge Passes Renovated Central A/c

apartment, Brewster
This newly remodelled three-bedroom townhouse is situated within the esteemed Ocean Edge Resort in Brewster, providing easy access to local beaches, golf courses, and biking trails.
This family-friendly accommodation, spanning 111 square metres and accommodating up to six guests, boasts a modern kitchen, central air conditioning, a private patio with a barbecue, and complimentary use of four beach chairs, with optional resort passes available for pools and fitness facilities.
Walk To Beach, Secluded And Private Home And Backy - Brewster, MA
9.7 7 reviews

Walk To Beach, Secluded And Private Home And Backy

apartment, Brewster
This Brewster holiday home, situated on a hillside a short distance (approx. 2.4km) from Crosby Landing Beach and Nickerson State Park, offers breathtaking views of Namskaket Marsh.
Sleeping up to twelve guests in four bedrooms, the property boasts a spacious open-plan living/kitchen area, a jacuzzi, private garden, and amenities including Wi-Fi, a smart TV, and parking for four cars; nearby attractions include the Crosby Mansion and Cape Cod Museum of Natural History.
Walk To Pond, Amazing Backyard! - Brewster, MA
No reviews

Walk To Pond, Amazing Backyard!

house, Brewster
This family-friendly holiday home in Brewster is situated just 483 metres from the private access beach on Blueberry Pond, offering convenient proximity to coastal attractions.
This three-storey property accommodates up to 10 guests across four bedrooms, featuring a fully equipped kitchen, a private garden with a sand volleyball court and fire pit, and an outdoor shower.

Guest-Favourite High-End Rentals in Brewster, MA

Find luxury holiday rentals in Brewster, MA for a premium island escape.

Booth Cottages And Beach, Brewster Ma - 2 Bd - Brewster, MA
10 2 reviews

Booth Cottages And Beach, Brewster Ma - 2 Bd

cabin

Popular Holiday Rentals in the CBD of Brewster, MA

Find holiday rentals in the heart of Brewster, MA close to shops and beaches.

Peaceful Retreat On Chilton Lane - Brewster, MA
10 3 reviews

Peaceful Retreat On Chilton Lane

apartment, Brewster
Brewster Retreat Near Bay Beaches & Dining - Brewster, MA
9.6 53 reviews

Brewster Retreat Near Bay Beaches & Dining

apartment, Brewster
Booth Cottages And Beach - 2 Bd - Brewster, MA
9.3 3 reviews

Booth Cottages And Beach - 2 Bd

cabin, Brewster
Just A Few Steps To Ellis Landing Beach! - Brewster, MA
10 16 reviews

Just A Few Steps To Ellis Landing Beach!

apartment, Brewster

Popular Holiday Rentals by the Sea in Brewster, MA

Open your glass doors and step directly from your living room onto the warm sand at seashore holiday rentals in Brewster, MA.

Beachfront On Skaket Water Views! - Brewster, MA
9.1 58 reviews

Beachfront On Skaket Water Views!

apartment, Orleans
Gorgeous Architectural Home W/ Water Views! - Brewster, MA
9.9 48 reviews

Gorgeous Architectural Home W/ Water Views!

apartment, Eastham
Steps To Skaket Beach! - Brewster, MA
9.2 22 reviews

Steps To Skaket Beach!

apartment, Orleans
Just A Few Steps To Ellis Landing Beach! - Brewster, MA
9.2 5 reviews

Just A Few Steps To Ellis Landing Beach!

apartment, Brewster

Best-Rated Holiday Rentals with a Jacuzzi in Brewster, MA

Watch the sun set over the water while soaking in a steaming outdoor hot tub at island holiday rentals in Brewster, MA.

Wequassett Resort And Golf Club - Brewster, MA
9.3 366 reviews

Wequassett Resort And Golf Club

resort, Harwich
Modern Coastal Retreat, Beach, Pools & Bike Trails - Brewster, MA
9.9 14 reviews

Modern Coastal Retreat, Beach, Pools & Bike Trails

apartment, Brewster
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