Top 10 Airbnb Vacation Rentals In Brewster, Massachusetts - Updated 2024

Hannah
Hannah 
Updated
| 5 min read

Nestled in the quaint region of Cape Cod, Brewster, Massachusetts, is a picturesque destination of picture-postcard charm. Among the spectacular sandy beaches, state parks, historic landmarks, and numerous mouthwatering restaurants, Brewster is a relaxing and enjoyable place. From sport fishing to standup paddleboarding, the amazing coastal scenery is the perfect backdrop for outdoor activities. Admire breathtaking panoramas as you cycle along Cape Cod Rail Trail or kayak in Nickerson State Park. Get an in-depth look at local ecology at Cape Cod Museum of Natural History, then visit the Brewster Historical Society to learn more about the area’s past. After a day of exploring tidal pools and sandbars at beaches like Crosby Landing, head back into town for a meal of freshly caught seafood from one of Brewster’s fantastic restaurants. If you’re planning to stay here, read the list below for the top Airbnb vacation rentals in Brewster, Massachusetts.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 06, 2024.

1. Cozy cottage with a beautiful garden (from USD 110)

This delightful cottage is charming, cozy, and peaceful. Perfect for solo travelers or couples, this guest house is compact and filled with amenities. Inside the cottage are a well-equipped kitchen, a comfy seating area, a warm bedroom with a queen-size bed, and a full bathroom. Another highlight of the property is the beautiful, landscaped garden. Here, guests can relax by the chiminea, lounge in the hammock, or enjoy an al fresco meal made using the barbecue grill. Many walking trails and beaches are close by the property.

Stayed at this property?
Brewster, Massachusetts, United States
210 reviews   Superhost Wifi Available
Entire guesthouse 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
patio is lovely; lots of flowers and shared outdoor shower
the outdoor shower is absolutely stunning and large and such a wonderful touch for nature lovers like myself
we absolutely loved your beautiful yard and your cozy cottage
quintessential cape cod the cottage is private and cozy and well appointed
lorraine and doug were definitely super hosts the cottage is adorable as well as very comfortable
Cleanliness:
very clean and cozybeautiful landscaped yard with outdoor shower
perfectly clean and well kept
i enjoyed the outdoor shower and found everything clean and well thought out
very private and very clean
clean and comfy the space is small and intimate
Host:
very kind hosts
the hosts were kind helpful and welcoming
the hosts were absolutely wonderful and accommodating welcoming and responsive
great place with wonderful hosts :)
both lorraine and hubby were great hosts
Location:
close to some great gift stores and groceries
the location is ideal for exploring the cape
there are many great restaurants close by
location was amazing not a far drive from everything but felt like a private paradise
great location and a beautiful yard
Read more reviews

2. Sunny, quaint apartment near a private beach (from USD 225)

Take in the beauty of the Cape Cod coast when you stay in this tranquil apartment. This private apartment is situated on the grounds of a classic Cape Cod house, and it’s just a short walk away from the owner’s private beach. The apartment can accommodate up to four guests and includes a sunny kitchen, a dining area, a small living space equipped with a pull-out bed, a cozy bedroom with a double bed, and a bathroom. Guests will also have a private yard, which is equipped with an outdoor shower, a barbecue grill, a fire pit, and a picnic table.

Stayed at this property?
Brewster, Massachusetts, United States
237 reviews   Superhost Wifi Available
ENTIRE HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the beach chairs outdoor shower and grill were especially nice touches
the back area was private with gas grill firepit table very nice too
the apartment was spotless items like tea and coffee with cream sugar english muffins jam etc
we really enjoyed our stay here the indoor space is cozy and the outdoor space is lovely
the apartment or cottage rather is really nice and cosy
Cleanliness:
we also appreciated how clean and private the apartment felt
the apartment was clean and well appointed
easy check-in clean and comfortable
it was clean lovely and very comfortable
the apartment is very clean quiet and cozy
Host:
eric was a fantastic host
eric was a great host he was super friendly and informative
the hosts were very sweet and helpful all around
eric was a great host he communicated swiftly and provided some local’s tips
on top eric was really friendly he and his wife were charming hosts
Location:
excellent central location on the cape
nice location close to a private beach
the location in brewster is great
close to the beach and great proximity to all the cape has to offer
wonderful space in outstanding location
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3. Private condo with included guest passes to a peaceful resort (from USD 123)

Enjoy luxurious amenities when you stay at this cheerful condo. The bright and sunny property can accommodate up to six guests. The space includes a large living room, a kitchen fully stocked with appliances and cooking essentials, a dining area, two airy bedrooms, and one and a half bathrooms. This rental also includes sponsored guest passes to the beautiful Ocean Edge Resort, which grants access to several indoor and outdoor pools, hot tubs, fitness centers, tennis courts, and kayak and bicycle rentals. A two-night stay minimum is required for this property.

Stayed at this property?
Brewster, Massachusetts, United States
93 reviews   Wifi Available
ENTIRE CONDO 4 Beds 5 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
bikes coffee some toiletries small cooler beach chairs a/c tv and great wifi
we had a wonderful holiday and made good use of the pools bikes and yoga on the beach
we all slept very well at night with the windows open and fans on
beds are very comfortable and the space is great
the bed was comfortable as well if you like a firm mattress
Cleanliness:
very clean and comfortable
very clean and comfortable condo
expect a clean well appointed condo with lots of extras
the complex was clean and quiet
the house was just as advertised very clean and accommodating with some nice extra touches
Host:
chris&tamara great hosts
hosts were very accommodating and caring
chris and tamara were quick to respond to our questions and very pleasant hosts
chris and tamara are fantastic hosts they were so helpful throughout our stay
chris and tamara are wonderful hosts
Location:
great central location
great location on the cape
great location to all things on and near the cape
excellent mid cape location
the location of the resort is perfect
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4. Airy studio property located on Sheep Pond (from USD 179)

A bright and cozy property, this lovely cottage is a wonderful, waterfront accommodation for up to two guests. The studio accommodation is filled with modern amenities and comfortable furnishings. Plus, it’s situated close to many beaches and trails. Inside the cottage is a queen-size bed, a lounge area with a futon, a spacious bathroom, and a compact, galley kitchen equipped with a few kitchen appliances. Guests can lounge on the outdoor patio and grill a meal on the barbecue or relax by the fire pit. This charming apartment is located steps away from Sheep Pond, where guests can kayak or swim.

Stayed at this property?
Brewster, Massachusetts, United States
79 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
perfect place to swim and chill throughout the day
the suite is immaculate well-appointed comfortable and in a beautiful setting
Cleanliness:
clean extra touches great communication beautiful surroundings love the fire at night the scenery is beautiful
their place is clean and comfy
this a beautiful newly renovated space sparkling clean and just across the sheep pond
the space was clean and modern as promised and there were so many thoughtful touches
it was great to take a swim in sheep pond which is so clean and beautiful
Host:
the hosts were very kind
peter was very responsive when we had questions about the area
peter and brigit are great hosts
most importantly they are wonderful hosts willing to offer tips insights and friendship to their guests
nice fire pit we had zero issues hosts were very responsive and communicative
Location:
the location was great
beautiful place near a private entrance to crystal clear pond
the location is beautiful and the apartment was lovely
the home was beautiful and located in a quiet location
the pond across the street was simply amazing
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5. Quaint cottage with pond view (from USD 127)

With its peaceful atmosphere and scenic location, this cottage home is a delightful accommodation for families or small groups. Inside this quaint cottage are a fully equipped kitchen, a cozy living room, a dining area, two sunny bedrooms, and a bathroom. The relaxing back deck is furnished with comfortable seating and looks across a quiet pond. Canoe and kayak rentals are available during warmer months. From the property’s location in West Brewster, guests will be within walking distance of Herring Run and the Old Grist Mill and Museum.

Stayed at this property?
Brewster, Massachusetts, United States
136 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the place looks much bigger than in the photos and was very quiet comfortable and clean
large kitchen/ dining and beautiful master bedroom filled with windows
Cleanliness:
clean well stocked with all the necessity's for cooking
convenient location clean and as expected
Host:
host was responsive and the house had beautiful stained glass and wooden bowls he made
Location:
we do recommend the place for summer seasons
this place is ideal for family with kids and friends
good location for shot trips to quite a few great beaches
Read more reviews

6. Peaceful guest suite near Sheep Pond (from USD 80)

For a cozy stay, this guest suite near Sheep Pond is an excellent choice for accommodation. This rental is warm, inviting, and is filled with plenty of fun beach amenities. The apartment can accommodate up to two guests and has a cozy bedroom with a double bed, a kitchen stocked with utensils and breakfast essentials, a comfortably furnished living room, and a bathroom. Guests can also relax in the shared outdoor spaces including the host’s patio and hammock. Sheep Pond is only a few minutes away, and guests can utilize the host’s kayaks and standup paddleboards to splash around. The beautiful bayside beaches are also only a short drive away, and beach chairs and towels can be provided for guest use.

Stayed at this property?
Brewster, Massachusetts, United States
323 reviews   Wifi Available
Entire guest suite 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
) as well as coffee and tea if you don’t want to splurge on breakfast
fabulous personal touches excellent swims bike rides and sunsets for days
i was able to eat breakfast there and that was such a fantastic benefit
the bed is exceptionally comfortable as well
Cleanliness:
quiet and clean spot in brewster
clean cozy and private space
the place was spotless and beautiful
the suite is perfectly clean and communication is easy
the place was clean and in a nice area
Host:
the hosts are super nice and response
they were very hospitable welcoming and provided us with great suggestions
they are also the friendliest and most accommodating hosts that i’ve met
great hosts and overall experience
very helpful hosts quick to respond
Location:
the location is absolutely perfect and in the middle of nearby towns
great location and hosts
the location is perfect for exploring the area
) the location of the space is wonderful
great location on the cape i will definitely be back
Read more reviews

7. Lovely cottage in walking distance of the beach (from USD 170)

This Brewster property is a great option for vacationers looking for a quiet, seaside escape. The cozy cottage is within walking distance of a private beach and sits close to the Cape Cod Rail Trail and many restaurants and shops. Inside the property is an open living room with a fireplace, a dining table, a well-equipped kitchen, two bedrooms, and a full bathroom. Up to four guests can stay here.

Stayed at this property?
Brewster, Massachusetts, United States
134 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
large screen tv in lr with great cable channel selection including on-demand
the cottage is comfortable and roomy
wifi was just like at home
· the furniture is minimal at best with cheap ill-fitting slip covers on the living room furniture
we liked having the screened-in porch and felt comfortable watching tv on the covered sofa
Cleanliness:
very clean and comfortable cottage
jane’s cabin is clean and cozy
it is very clean cozy and quiet
cozy clean and comfy
the cottage was clean cozy and well equipped
Host:
communicative and helpful host
jane was a wonderful host
jane was a great host
extraordinary friendly host that help you in every way
she was very responsive and available with any questions that we had
Location:
great location and wonderful value
close to a nice walking beach and close to the bike trail
what a cute place
great location and well maintained
cozy cabin in a great location
Read more reviews

8. Beachfront property on a quiet bluff (from USD 478)

This picturesque cottage provides a relaxing guest experience. Cozy and scenic, the two-bedroom property boasts amazing views and can accommodate up to four guests. The space includes a fully equipped kitchen, a bright living room with a fireplace, two comfortable bedrooms, an indoor half bathroom, and an outdoor shower with hot water. A screened-in porch looks onto the water, and a private beach is just a few steps away from the property. The property is equipped with Wi-Fi and air conditioning, and free parking is available on site.

Stayed at this property?
Brewster, Massachusetts, United States
56 reviews   Wifi Available
Entire cottage 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the wifi was greatly appreciated
fabulous views swimming walking night sky
my wife and i had a fantastic stay in this cozy cottage overlooking cape cod bay
the cottage is cozy and cute
the shower is out side the cottage and it was fun to shower in it
Cleanliness:
the cottage is very clean
Host:
bruce and rina were great hosts
bruce and rina were great hosts
bruce and rina were great hosts they were there to answer any questions
bruce and rina were so responsive
bruce and rina are sweet and welcoming hosts
Location:
beautiful location and loved it
the cottage location is a perfect getaway with little kids
and the location - wow the place has everything you need
sunsets were amazing and the location is perfect
to be so close and to look out over beautiful cape cod bay is just special
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9. Studio property with wrap-around deck (from USD 207)

This simple and scenic studio property is a charming accommodation for couples or solo travelers. This peaceful accommodation is situated on a private beach and boasts amazing views of Cape Cod from its wrap-around deck. Inside the property are a fully equipped kitchen, a compact bathroom, a queen-size bed, and a dining area. Sliding doors open out onto a scenic deck. The private beach is only a few minutes away. Beach towels and chairs will be provided for guests who wish to stay by the sands.

Stayed at this property?
Brewster, Massachusetts, United States
61 reviews   Superhost Wifi Available
Entire cottage 1 Bed 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Host:
suzanne was so helpful and accommodating and made us feel at home
suzanne was the nicest and most accommodating host ever
she’s very responsive and you’ll have plenty of privacy during your stay
Location:
excellent location and beautiful beaches
local eats close by and very delicious
suzanne’s cottage is in a great location in brewster right on the beach
Read more reviews

10. Modern and vibrant house with a large deck (from USD 150)

This colorful, vibrant house filled with modern amenities is a terrific accommodation for large groups. This three-bedroom property, which can accommodate up to eight guests, sits close to many bayside beaches and stellar golf courses. The house has a spacious and colorful living room, a fully stocked kitchen filled with modern appliances, a dining room, three airy bedrooms, two full bathrooms, a bright, comfortably furnished sunroom, and laundry machines. Outside, guests can relax on the deck, lounge by the fire pit, sleep on the hammock, or cook up a meal on the barbecue grill.

Stayed at this property?
Brewster, Massachusetts, United States
49 reviews   Wifi Available
ENTIRE HOME 7 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
we had plenty of space and enjoyed the full kitchen deck and grill
our favorite room was definitely the sunroom (with the world’s most comfortable couch )
pillows blankets and towels were plentiful furniture and beds were very comfortable
Cleanliness:
everything was very clean & very accessible
very clean spacious and accommodating
clean good communications
the place was very clean and comfortable
the place was also impeccably clean and well organized
Host:
they were amazing hosts prompt to respond & hospitality was a 5-star rating
john and eden are lovely gracious hosts who responded quickly to all our questions and requests for recommendations
john and eden were responsive to everything from the moment we requested the reservations
we could not have been more pleased with the accommodations and service provided by hosts eden and john
the owners were extremely easy to deal with in regard to logistics and instructions etc
Location:
the location is perfect
plus brewster is a nice central location on the cape with many beaches close by
such a great location it was so close to everything we wanted to do
perfect place to relax & get away
it was perfect for my family of 6 both in layout atmosphere and great location
Read more reviews

Rest and relaxation in beautiful Brewster

Brewster is an idyllic destination for some laidback fun. From the beautiful beaches to quaint downtown filled with historic landmarks, this coastal city embodies all the charm of Cape Cod. Unwind and stay awhile in this picture-postcard city. Start planning your trip today and live in one of these fantastic Airbnb vacation rentals for the weekend.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Hannah is a freelance writer, list making aficionado, and world traveler currently based in Germany. She is an avid explorer, and believes in creating new experiences to put on her bucket list to...Read more

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