This self-contained suite near Brewster offers complete privacy, is close to walking trails, and a short drive (a few kilometres) from Brewster's beaches. The pet-friendly property sleeps four, boasts a fully equipped kitchen, includes amenities such as air conditioning, a washer/dryer, and Netflix-enabled internet access, and provides linen and beach towels.
8.7 63 reviews
Brewster, MA
04/08 – 08/08
$1033/nighttotal: $4132 (4 )
Centrally Located Harwich Home
1 4
apartment , Harwich
This Harwich house, near Exit 82 of the Mid-Cape Highway, is 0.8km from Long Pond beach and the Cape Cod Rail Trail, offering easy access to both the upper and lower Cape. Sleeping eight guests across four bedrooms (one queen, two twin, one queen in the finished basement), this renovated property boasts a fully equipped kitchen with dishwasher, air conditioning, parking, and a private backyard with fire pit; nearby attractions include Hinckleys Pond walking trails and Cranberry bogs.
9.9 28 reviews
Brewster, MA
18/07 – 25/07
$668/nighttotal: $4676 (7 )
Minutes To Beach, Bike Trail, Nickerson, & Orleans
1 6
apartment , Brewster
This Brewster, Cape Cod house, located in the Blueberry Pond neighbourhood, is a short walk from Blueberry Pond and its sandy beach, 0.8 km from the Cape Cod Rail Trail and Nickerson State Park, and 2.4 km from Brewster's bay beaches. This three-bedroom, two-bathroom property sleeps up to ten guests and boasts a fully equipped kitchen, a spacious living area, a quiet den, and outdoor amenities including a covered porch, gas grill, and outdoor shower; nearby attractions include the Ocean Edge Resort.
10 1 review
Brewster, MA
04/08 – 08/08
$664/nighttotal: $2656 (4 )
33 M² Cottage ∙ 1 Bedroom ∙ 4 Guests
1 4
cottage , Yarmouth
Luckenbooth Cottage, a South Yarmouth self-catering studio, is a short walk from a private beach on Nantucket Sound, offering easy access to ferries for Nantucket and Martha's Vineyard. This one-bedroom property sleeps four, features a well-equipped kitchen, Smart TV, Wi-Fi, and includes the Xplorie package providing free tickets to local attractions such as island cruises, whale watching, and golf at Cranberry Valley or Chequessett Golf Courses.
Brewster, MA
27/06 – 11/07
$723/nighttotal: $10122 (14 )
Pool Privileges At Ocean Edge Resort! (Fees Apply)
1 2
apartment , Brewster
This one-bedroom apartment is situated within the Ocean Edge Resort in Brewster, just off Route 6A/Main Street and Route 137, offering easy access to local shops, restaurants, and beaches. The apartment is a short drive from Cape Cod National Seashore, Cape Cod Museum of Natural History, and Orleans Bowling Center. The apartment sleeps up to six guests across two levels, with a queen bed in the main bedroom and a loft with a daybed, trundle, and twin beds. Guests can enjoy a fully equipped kitchen, a private patio with a gas grill, and access to the resort's amenities, including swimming pools, tennis courts, a fitness centre, and the Jack Nicklaus designed golf course.
9.6 5 reviews
Brewster, MA
18/07 – 25/07
$1136/nighttotal: $7952 (7 )
111 M² Condo ∙ 2 Bedrooms ∙ 6 Guests
2 6
apartment , Brewster
This family-friendly apartment is situated at Ocean Edge Resort on Susanna Drive, Brewster, adjacent to the 15th tee of the Jack Nicklaus-designed golf course and within a 500-meter walk of Route 6A. This spacious 102-square-meter residence offers 2 bedrooms, 2 bathrooms, and accommodates up to 6 guests with an additional 46-square-meter enclosed lofted area featuring two full-size beds, plus complimentary weekly activities including golf and ferry tickets to Martha's Vineyard & Nantucket.
9.0 50 reviews
Brewster, MA
26/06 – 29/06
$990/nighttotal: $2970 (3 )
Chatham 3 Bedroom/2 Bath Retreat
3 6
apartment , Chatham
This three-bedroom house is situated on the banks of the river in Chatham, just a 1.6 kilometre walk from the Atwood House Museum, Mayo House, and Gallery Antonia, offering easy access to the town's historical attractions. The 204 square metre property boasts a private garden, terrace, and barbecue grill, ideal for enjoying the outdoors, as well as a fully equipped kitchen, two bathrooms, and a DVD player for indoor entertainment.
Brewster, MA
04/08 – 08/08
$600/nighttotal: $2400 (4 )
Studio Flat ∙ 1 Bedroom ∙ 4 Guests
1 4
studio , Yarmouth
This South Yarmouth studio apartment is conveniently located 1.8km from Seagull Beach and 4km from the Whydah Pirate Museum. The self-catering unit sleeps four, featuring a queen bed, full-size sofa bed, kitchenette with fridge and microwave, plus access to Riverview Resort's pool, jacuzzi, fitness centre, and parking.
Brewster, MA
06/08 – 10/08
$777/nighttotal: $3108 (4 )
Peaceful Waterfront Cottage Escape
2 3
apartment , Eastham
This waterside cottage in Eastham offers direct access to Town Cove, with the Cape Cod National Seashore, bay and ocean beaches, local eateries, and cycle routes all within easy reach. This two-bedroom, two-bathroom holiday home accommodates four guests and includes a private dock with complimentary kayaks and canoes, a shared patio with a fire pit, an enclosed dog area, and the Xplorie programme providing $750 daily for attractions such as Island Cruises and Whale Watch.
9.3 348 reviews
Brewster, MA
06/08 – 10/08
$4195/nighttotal: $16780 (4 )
Wequassett Resort And Golf Club
1 3
resort , Harwich
The Wequassett Resort And Golf Club is situated in Harwich, a short drive from the centre of town and close to Cape Cod National Golf Center and the stunning Cape Cod National Seashore. It has received excellent ratings for both its location and overall experience, with guests praising its cleanliness and friendly service. The resort offers a range of accommodation options, from spacious rooms to luxurious suites, all featuring comfortable sitting areas and private decks or patios. Guests can enjoy a variety of amenities, including a swimming pool, hot tub, fitness centre, tennis court, and a restaurant serving delicious seafood and American classics.
Brewster, MA
26/06 – 29/06
$1153/nighttotal: $3459 (3 )
Dog-friendly Pleasant Lake Cottage In Harwich
1 6
house , Harwich
This Pleasant Lake cottage is situated approximately 18 kilometres from Cape Cod Gateway Airport, offering convenient access to attractions like Nauset Lighthouse (24 kilometres) and the Cape Cod National Seashore (29 kilometres). This holiday home accommodates up to 11 guests and features air conditioning, a fully equipped kitchen with a dishwasher, and a TV, with pets welcome and Wi-Fi provided.
8.8 34 reviews
Brewster, MA
06/08 – 10/08
$484/nighttotal: $1936 (4 )
Off Season Rate Of $209/nite For Oct-may
4 3
apartment , Yarmouth
This South Yarmouth waterfront property boasts private beach access to Lily Pond, ideal for swimming, fishing and canoeing, and is within walking distance of Bass River Golf Course, with another course just 0.5 km away and ocean beaches 5 km distant. The four-bedroom, three-bathroom house, sleeping eight, offers a finished basement with family room and office, a garden, parking, air conditioning, Wi-Fi, and child-friendly amenities including a play area; handicapped accessibility is provided throughout.
Best family friendly Brewster, MA vacation rentals
Among the 946 accommodations in Brewster, MA, here are the 4 best family friendly rentals
8.9 21 reviews
Brewster, MA
27/06 – 11/07
$1114/nighttotal: $15596 (14 )
Harwich Port Beach Home, Wedding Family Delight! 0.3 Mile To Beach, Ac , Bbq
4 2
apartment , Harwich
This spacious Harwich house, a short walk from Brooks Road Beach and under 3.2km from twelve other beaches, offers convenient access to shops and restaurants. Sleeping up to ten (eight adults, two children) in four bedrooms across 186 square metres, this newly renovated property boasts a large kitchen with dishwasher, a three-season sunroom, a garden with swing set, and two-car parking (three possible with host's approval); plus, it has a gas BBQ and outdoor shower.
10 1 review
Brewster, MA
18/07 – 25/07
$1031/nighttotal: $7217 (7 )
Waterfront Home With Lovely Lake Views, Great Deck, Sun Porch & Fireplace
3 6
apartment , Chatham
This waterfront property in South Chatham offers direct access to Mill Pond with scenic views, and is located 6 kilometres east of downtown Chatham, 1.6 kilometres from Hawksnest State Park, 3.2 kilometres from the Old Colony Rail Trail, and 4.8 kilometres from Forest Beach and Ridgevale Beach. This spacious 193 square metre residence, ideal for up to 10 guests, features an open layout, a sun porch, an eat-in kitchen, a living room with a 60-inch HDTV, three bedrooms, central air conditioning, a washer/dryer, complimentary WiFi, and a lake-facing deck with a gas grill.
Brewster, MA
04/08 – 08/08
$629/nighttotal: $2516 (4 )
93 M² House ∙ 2 Bedrooms ∙ 8 Guests
2 4
house , Dennis
This modern house is located in Dennis Port, 483 metres from the beach, offering convenient access to Cape Cod's attractions. This family-friendly property, covering 93 square metres with 2 bedrooms and 1 bathroom, accommodates up to 8 guests and features a kitchen with a fridge, freezer, microwave, and dishwasher, alongside air conditioning, a garden, tennis court, and parking.
9.4 13 reviews
Brewster, MA
06/08 – 10/08
$829/nighttotal: $3316 (4 )
2br Walk To Beach
1 3
apartment , Harwich
This Harwich holiday cottage, a short walk from a Nantucket Sound beach and a short drive from Harwich Port's amenities, offers easy access to Saquatucket Harbour for Nantucket ferries (approx. 1.6km). Sleeping four guests in two twin-bedded rooms, the property includes a kitchen with granite countertops and stainless steel appliances, a garden with a patio and gas grill, free Wi-Fi, and parking; nearby attractions include go-karts, batting cages, and mini-golf.
Best Brewster, MA vacation rentals with a pool
Among the 946 accommodations in Brewster, MA, here are the 4 best rentals with a pool
9.6 407 reviews
Brewster, MA
26/06 – 29/06
$1527/nighttotal: $4581 (3 )
Pleasant Bay Village Resort
1 6
resort , Chatham
The Pleasant Bay Village Resort is located in Chatham, Massachusetts, just 4 kilometres from the Chatham Railroad Museum and 3.2 kilometres from the Chatham Municipal Airport. The resort is a 4-star property that has received excellent user ratings for its location, cleanliness and overall experience. The resort offers spacious rooms with floral décor and private patios. Guests can enjoy a range of amenities including a seasonal outdoor pool, hot tub, game room, playground, free Wi-Fi, laundry facilities, a fitness centre, a restaurant and room service.
Brewster, MA
26/06 – 29/06
$777/nighttotal: $2331 (3 )
Pier 7 Condominiums
3 6
resort , Yarmouth
The Pier 7 Condominiums is located in Bass River, just 1.6km from Cape Cod Beaches and within a mile of Pirate's Cove Mini Golf. The 3-star property has received very good user ratings. This family-friendly aparthotel provides a range of amenities to keep guests entertained, including a swimming pool, jacuzzi, sauna, spa and fitness centre. Guests can also enjoy the garden, picnic area and barbecue grills.
9.0 301 reviews
Brewster, MA
04/08 – 08/08
$686/nighttotal: $2744 (4 )
Riverview Resort
1 4
resort , Yarmouth
Riverview Resort, A Vri Resort, is located on Cape Cod, just under 3 kilometres from Yarmouth's beaches and a 5-minute walk from restaurants and Pirates Cove Adventure Golf. This family-friendly resort has consistently received excellent ratings for its location, cleanliness, and overall experience. The resort offers modern suites with amenities like HD cable TV, free Wi-Fi, DVD players, kitchenettes, and sleeper sofas. Guests can enjoy a range of on-site facilities, including an indoor pool, hot tub, fitness centre, spa, bar, and room service.
Brewster, MA
04/08 – 08/08
$1166/nighttotal: $4664 (4 )
Oakwood Trail Cottage
1 4
house , Eastham
House to rent. This accommodation is based in Eastham. Facilities and services include a swimming pool, free parking and a fridge.
Frequently Asked Questions about vacation rentals in Brewster, MA
What are some interesting places to visit in or near Brewster, MA?
Brewster is a lovely place to visit. You can explore the Cape Cod Rail Trail, which runs through Brewster, or visit the charming shops and restaurants in the town centre. If you're looking for some history, the Dr. William Brewster House and the Cape Cod Museum of Natural History are great options. A short drive away, you can also visit the Cape Cod National Seashore, where you can see the beautiful beaches and dunes.
What are the best Airbnb and vacation rentals in Brewster, MA?
Which walking or cycling routes are the best in Brewster, MA?
The Cape Cod Rail Trail is a great option for walking or cycling. It runs for 35km and passes through Brewster, offering scenic views of the countryside. You can also explore the quiet, scenic roads around town, taking in the beautiful scenery and stopping at some of the local cafes and shops along the way.
What are the most popular Airbnbs in Brewster, MA?
What sports or outdoor activites can visitors enjoy in and around Brewster, MA?
Brewster is a great place for outdoor activities. You can enjoy swimming, sunbathing, and surfing on the beautiful beaches. There are also opportunities for kayaking, paddleboarding, and fishing. If you're looking for something more adventurous, you can go hiking in the nearby Nickerson State Park or go birdwatching at the Cape Cod National Seashore.
What are the best vacation rentals with a pool in Brewster, MA?
What other towns or cities can be easily accessed from Brewster, MA?
Brewster is well-connected to other towns and cities on Cape Cod. You can easily reach the bustling town of Provincetown by car or bus. Other nearby towns include Chatham, Orleans, and Harwich, all of which offer their own unique charm and attractions.
What are the best rentals for families and kids in Brewster, MA?
What amenities are commonly available in vacation rentals in Brewster, MA?
Vacation rentals in Brewster typically offer a range of amenities, including fully equipped kitchens, comfortable bedrooms, and private bathrooms. Many also have outdoor spaces like patios or decks, and some might even have access to a swimming pool or hot tub. You can often find rentals with laundry facilities, Wi-Fi, and cable TV.
What are the best rentals or Airbnbs with a jacuzzi in Brewster, MA?
What time of year is best to rent a vacation rental Brewster, MA?
The best time to visit Brewster is during the summer months, from June to August, when the weather is warm and sunny. However, if you're looking for a quieter experience, you can visit during the shoulder seasons, in May or September, when the crowds are smaller and the prices are lower.
What are the local dishes in Brewster, MA region?
Cape Cod is known for its fresh seafood, so be sure to try some local favourites like clam chowder, lobster rolls, and oysters. Another regional specialty is cranberry sauce, often used in both sweet and savoury dishes. And don't forget to try a slice of Cape Cod cranberry pie for dessert!
Destinations nearby
Best Brewster, MA vacation rentals with a balcony
9.5 66 reviews
Brewster, MA
27/06 – 11/07
$1337/nighttotal: $18718 (14 )
Expansive Home By Rail Trail Near Beaches!
4 2
apartment , Eastham
This holiday home is situated in Eastham, just 1.8 kilometres from Cape Cod Beaches and within 5 kilometres of both Edward Penniman House and Barn and Cape Cod National Seashore. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The property spans 205 square metres and comfortably accommodates up to 12 guests. It offers a fully equipped kitchen, a garden, barbecue facilities, and a washing machine, ensuring a comfortable and enjoyable stay.
8.1 1309 reviews
Brewster, MA
06/08 – 10/08
$782/nighttotal: $3128 (4 )
Blue Water Resort
1 3
resort , Yarmouth
The Blue Water Resort is a beachfront hotel in South Yarmouth, just a short drive from Hyannis and Cape Cod National Seashore. It has excellent location and user ratings, and a good cleanliness rating. The hotel has a private beach, an outdoor pool, and a seasonal restaurant. Guests can enjoy a range of amenities, including a spa, fitness centre, and room service.
9.6 78 reviews
Brewster, MA
06/08 – 10/08
$705/nighttotal: $2820 (4 )
Walk To Dennisport Beaches 4 Min.bars And Restaurants 2min Walk.perfect Location
1 3
apartment , Dennis
This apartment is located near the beach in Dennis, within a 10-minute walk of Sea Street Beach and Cape Cod Beaches, and within 2 miles of the Cape Cod Theatre Company and Swan Pond River. The property has received excellent ratings for user experience, location, and cleanliness. The apartment is a one-bedroom, one-bathroom property with a floor area of 56 square meters. Guests can enjoy a fully equipped kitchen, internet access, and a terrace or balcony, as well as parking, a garden, and a range of other amenities.
8.6 1241 reviews
Brewster, MA
06/08 – 10/08
$469/nighttotal: $1876 (4 )
Blue Rock Resort
1 3
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.
Best Brewster, MA vacation rentals with parking
Brewster, MA
26/06 – 29/06
$946/nighttotal: $2838 (3 )
Game Room, Central Ac, Short Drive To Beaches!
3 6
apartment , Eastham
This Eastham dwelling offers convenient access to numerous beaches, including Campground Beach and Coast Guard Beach, and is a short drive from Nauset Lighthouse. This 160 square meter holiday home accommodates up to six guests across three bedrooms, featuring a game room, a spacious living area with a fireplace, and a large deck with a barbecue, all equipped with air conditioning and Wi-Fi.
9.7 135 reviews
Brewster, MA
18/07 – 25/07
$1020/nighttotal: $7140 (7 )
Sun Filled Single Level Retreat, Outdoor Shower
3 6
apartment , Brewster
This single-storey dwelling is situated in Brewster, just a short distance from the Cape Cod Rail Trail, local restaurants, beaches, Nickerson State Park, golf courses, and shops. It has received excellent user, location, and cleanliness ratings. The property offers three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It includes a fully equipped kitchen, a private garden with outdoor dining and a fire pit, and modern amenities such as air conditioning, Wi-Fi, smart TVs, a washing machine and dryer, and beach chairs.
Brewster, MA
26/06 – 29/06
$1088/nighttotal: $3264 (3 )
Dog-friendly Pleasant Lake Cottage In Harwich
3 6
apartment , Harwich
This Harwich holiday cottage is located less than 400 metres from the Cape Cod Rail Trail and within 800 metres of Long Pond, Hinckley's Pond, and Seymour's Pond, with Pizza Shark and a general store nearby. This 153 square metre dwelling accommodates up to six guests and features three bedrooms, one bathroom, a three-season porch, an outdoor shower, a gas grill, central air conditioning, and complimentary daily tickets to local attractions through Xplorie.
Brewster, MA
06/08 – 10/08
$934/nighttotal: $3736 (4 )
Peaceful Waterfront Cottage Escape
1 3
house , Eastham
Mate's Quarters, a cottage in Orleans, provides proximity to Cape Cod attractions, with Nauset Lighthouse 8.4 kilometres away and the Cape Cod National Seashore 12.7 kilometres distant. This property accommodates seven guests with one bedroom and two bathrooms, featuring air conditioning, a microwave, a fridge, and a fireplace, situated conveniently for exploring the Wellfleet Bay Wildlife Sanctuary (10.3 kilometres) and Truro Historical Museum (30.6 kilometres).