Vacation rentals in Brewster

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Popular amenities for Brewster vacation rentals

Stay near Brewster's top sights

Skaket Beach30 locals recommend
Sesuit Harbor Cafe78 locals recommend
Nickerson State Park55 locals recommend

Private vacation rentals in Brewster

Top guest favorite
A serene beach scene at sunset is displayed, showing two individuals seated on a wooden structure overlooking a calm shoreline. Soft waves gently lap at the sandy beach, while warm colors from the setting sun reflect on the water's surface.
Home in West Harwich
5 out of 5 average rating, 20 reviews

Romantic little Cape Cod Cottage on Rail Trail

HanaburghRating, 5 stars2 days ago
Our stay at this charming, one-bedroom cottage was everything we hoped for and more. From the moment we arrived, we were enchanted by its storybook charm—complete with a white picket fence and blooming flowers. Inside, the exposed beams and cozy décor gave it the perfect blend of rustic and coastal charm. We started every morning on the back deck, sipping coffee and listening to the birds—it truly felt like a hidden sanctuary. The house itself was spotlessly clean, well-maintained, and thoughtfully stocked. The water pressure in the shower was amazing (not always easy to find but greatly appreciated), and every detail felt considered. There was nothing we needed that we couldn’t find within its white cabinets. It was quaint and quiet, but still conveniently located to beaches, shops, and restaurants. A perfect blend of nature, comfort, and Cape Cod magic. We'd come back in a heartbeat and hopefully have slightly better weather!!
Guest favorite
A vibrant sunset casts a palette of purple, pink, and orange across the sky, reflecting off the calm waters of the bay. Soft clouds adorn the horizon, while the sandy beach leads towards the water's edge. The tranquil scene entices evening strolls by the shore.
Home in Brewster
5 out of 5 average rating, 25 reviews

Beautiful 4 bed/3 bath in Brewster, MA

AlexandraRating, 5 stars2 weeks ago
Jen’s house was truly exceptional. From the moment we arrived, it was clear just how much love and care has gone into every detail. The photos already convey a warm, inviting vibe, but somehow being there in person is even better – which seems impossible, but it’s true!Also, the place was spotless and beautifully maintained. I was delighted by the fact that it was super clean and well-equipped. Also, Jen herself was wonderful – responsive, kind, and full of great recommendations. Every place she suggested to eat or explore was spot on. We especially loved the nearby Snowy Owl Coffee around the corner. The location of the house was also perfect: central enough to easily reach spots like Chatham, Harwich, and more, yet tucked away right next to a nature reserve, so it felt peaceful and private. One unexpected highlight were the bunnies, beautiful birds (incl. a hummingbird!) and calming nature sounds that we soaked up while sitting on the deck and in the kitchen or livingroom.
Guest favorite
Condo in Brewster
4.88 out of 5 average rating, 40 reviews

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

JasonRating, 5 stars8 months ago
Had a great weekend at Josh’s place! Smooth booking process, great communication, easy checkin. The space was clean and exactly as advertised. I’d definitely recommend both Josh as a host and this location as a Cape getaway!
Superhost
A spacious fenced-in yard is showcased, featuring a circular sitting area with five white Adirondack chairs arranged around a fire pit. Lush greenery and flowering shrubs create a tranquil backdrop, while a home is visible in the distance under a clear blue sky.
Home in Brewster
4.94 out of 5 average rating, 16 reviews

Family-Friendly Home with Expansive Backyard!

JanineRating, 5 stars2 months ago
Don’t hesitate to book this place! The home is pristine, cozy, and situated in a lush neighborhood - highlights are the beautiful screened in patio and fire pit. Their yard is pure bliss! The basement is also great for kids and to watch movies. Kitchen was fully equipped with everything we needed. A+ location - peaceful neighborhood with excellent access to bike paths, hikes, restaurants and beaches. Truly had everything we needed! If you’re looking for a place to unwind or a jumping off point to explore the Cape, this is your spot. Bonus: Alex was incredibly communicative and provided great recommendations during our stay. Best host we’ve had. Thank you Alex! We can’t wait to book here again!
Superhost
A winding brick pathway leads to the entrance of a red cottage, bordered by lush green shrubs and vibrant foliage. A small patio area with a wooden table and chairs is visible in the background, alongside a tall umbrella providing shade.
Home in Brewster
4.92 out of 5 average rating, 93 reviews

Brewster Bay Getaway

DeanRating, 5 stars4 days ago
We had a great 4 night stay! Things were easy to find and the cozy property is very well located on the Cape. We loved being in closing walking distance to the beach - took us 4 minutes. The home is tidy and well appointed. We loved the porch and access to beach chairs, etc.
Top guest favorite
Home in Yarmouth Port
5 out of 5 average rating, 63 reviews

Beachfront· Sauna· Screened Patio· 2Kings· DogsYes

KendallRating, 5 stars3 days ago
I loved my stay at Arianna and Tara’s place. Everything was so thoughtful and mindful including the soothing music that was playing upon arrival. A and T’s Airbnb was an example of how great an Airbnb can be. Five stars!!
Top guest favorite
Home in Harwich
4.95 out of 5 average rating, 154 reviews

Relaxing Eco-Friendly Home Next to Long Pond Beach

MaryRating, 5 stars3 weeks ago
Very responsive host. Clean house with separate TV room and dining room. Equipped kitchen. Quiet neighborhood with short drives to many amenities. Walking distance to pond. Perfect for a girls weekend away. We added a day mid-trip because we were having such a good time!
Top guest favorite
An outdoor seating area is enclosed by a wooden fence. A gas firepit sits in the center, surrounded by a spacious sectional sofa with green cushions. A friendly dog rests on the stone patio, complementing the cozy and inviting space.
Home in Yarmouth
5 out of 5 average rating, 6 reviews

Sauna I Walk2Beach I Pet Friendly I Fire Pit

MollyRating, 5 stars5 days ago
We loved our stay here! Spent the weekend with our two young children and the house had everything we could need and more. It was walking distance to the beach and near great restaurants. Victoria also provided a list of local recommendations which we took a few of and loved them all! Would recommend staying here.

Other great vacation rentals in Brewster

Guest favorite
A private wooden deck features a red umbrella over a small white table and two chairs, providing shaded outdoor seating. A gas grill is placed conveniently nearby. Lush greenery surrounds the area, ensuring a serene atmosphere.
Guest suite in East Harwich
4.91 out of 5 average rating, 45 reviews

BB's Hideaway (A Cape Cod Experience)

JenaeRating, 5 stars9 months ago
We loved the guest home! It was perfect for a weekend getaway. We appreciated the extra touches that Kathleen had including beach chairs, a small fridge/microwave, and cleanliness of the home!
Top guest favorite
An outdoor seating area features two wicker chairs with soft grey cushions positioned around a circular fire pit. The fire pit is surrounded by gravel, creating a designated space for relaxation among mature shrubs and greenery.
Tiny home in Brewster
4.98 out of 5 average rating, 50 reviews

Whitecap Cottage-Tiny Luxury! PETok-Fireplace/pit

EricRating, 5 stars1 month ago
We absolutely loved the cabin! It was so charming and peaceful yet close to everything. This turned out to be the ideal spot. So many restaurants, shops and beaches around. We cant recommend these cabins enough. Very affordable as well!
Superhost
Cottage in Brewster
4.86 out of 5 average rating, 59 reviews

BEACHFRONT Cute Cottage. PRIVATE BEACH. Great View

DavidRating, 5 stars9 months ago
we stayed for a week in August and had a fantastic time!!. the cottage is located a few stairs away from a beautiful private beach..my kids had a lot fun playing on the beach.the cottage has all what you need for a relaxing week in cape cod. short drive to restaurants and local amenities. Bruce has been very helpful and always available.we will.come back for sure.
Top guest favorite
The Brewster Book Store features a charming two-story structure with a dark shingle exterior. Large windows display colorful ice cream cone designs, creating a welcoming atmosphere. A sign above the entrance indicates the store name, while planters with flowers add a touch of greenery in front.
Apartment in Brewster
5 out of 5 average rating, 51 reviews

The Book Nook

NancyRating, 5 stars3 months ago
One of our best experiences with Airbnb. Jessica is a fantastic host, with recommendations for restaurants well in advance our stay to meeting her in the bookstore. A very unique experience, which was exactly what I was liking for. The Book Nook is full of light and spacious for a couple looking for a getaway. The kitchen is fully stocked with what you may need to dine in. We did take advantage of the kitchen our first night. The bed and linens are very comfortable. Not something I can say for most of our Airbnb stays. There is an abundance of books throughout and being a book junkie I found this quite nice. A longer stay may have us sitting outside reading a book or two. We really appreciated being able to stay at the Book Nook and look forward to returning.
Guest favorite
A newly remodeled kitchen features stainless steel appliances, including a refrigerator and oven. A wooden dining table with two chairs occupies the space. Light streams in through a window, illuminating the clean lines of gray cabinets and a tiled backsplash.
Home in Brewster
5 out of 5 average rating, 18 reviews

Newly remodeled cottage with path to beach

CamilleRating, 5 stars1 week ago
The cottage is beautiful, extremely comfortable and well equipped. The surroundings are peaceful and the location is conveniently at walking distance from the beach. We loved our stay there and spent an amazing week.
Top guest favorite
A charming cottage exterior is framed by a large tree, featuring a light pastel façade and a welcoming front door. Lush green lawns and colorful flower beds add to the pleasant surroundings, creating an inviting atmosphere in a serene garden setting.
Home in Brewster
4.98 out of 5 average rating, 187 reviews

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

PaulRating, 5 stars8 months ago
We attended a wedding at the Ocean Edge Resort and we found Paige's home to be convenient to the venue and activities and a great alternative to staying on property. The home was clean and neat and had everything we needed. The weather turned out beautiful so we took full advantage of the outdoor space. I would highly recommend Paige's home to anyone who likes to be close to the beach, restaurants and golf, but far enough away to be quiet and peaceful.
Guest favorite
A serene spa-like setting is depicted, featuring comfortable seating arranged for relaxation. Warm wood paneling provides a natural backdrop, complemented by soft lighting from several fixtures. A neat display of nail polish colors is visible on a white shelf, while a small table houses decorative fruit.
Condo in Brewster
5 out of 5 average rating, 72 reviews

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

DonnyRating, 5 stars8 months ago
We really enjoyed our stay. Great condition, really clean, easy parking, and great location right at the Ocean Edge resort. Rob was an excellent host, super communicative and responsive. Would stay again!
Guest favorite
Guesthouse in Brewster
4.89 out of 5 average rating, 45 reviews

Cape Cod beach inspired “Makondo” Suit Apartment!

NadiaRating, 5 stars9 months ago
We had a great stay at Cristian and Yuri Paola's place. It was just like the pictures and very quiet and relaxing but near to everything Cape Cod has to offer. Thanks so much for all your help during our stay!!

Quick stats about vacation rentals in Brewster

  • Total rentals

    450 properties

  • Nightly prices starting at

    R1,077 ZAR before taxes and fees

  • Total number of reviews

    14K reviews

  • Family-friendly rentals

    360 properties are a good fit for families

  • Pet-friendly rentals

    160 properties allow pets

  • Rentals with a pool

    60 properties have a pool

Frequently Asked Questions

  • Where should I stay in Brewster?

    Make yourself at home in Brewster by choosing from our most frequently booked neighborhoods. We have over 720 vacation rentals in Pleasant Lake, over 190 vacation rentals in West Brewster, and over 190 vacation rentals in East Brewster.

  • Are there vacation rentals with a dedicated workspace in Brewster?

    Yes! Work meets play with ease at over 200 vacation rentals in Brewster featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Brewster?

    Experience the best of Brewster with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Brewster?

    Four-legged friends are welcome in Brewster. Choose from more than 160 vacation rentals for guests traveling with pets.

  • Do house rentals in Brewster have self check-in?

    Absolutely! We offer over 90 house rentals with self check-in in Brewster. Enjoy a tailored experience with all the comforts you desire.

  • Are there Brewster house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 house rentals with pools in Brewster, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Brewster have a bbq area?

    Absolutely! We offer over 150 house rentals with a bbq area in Brewster. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Brewster have a gym?

    Absolutely! We offer over 20 house rentals with a gym in Brewster. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Brewster?

    Enhance your stay in our House Rentals with the most popular amenities: over 150 homes with a bbq area, over 90 homes with self check-in, over 20 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly house rentals in Brewster?

    Brewster has more than 270 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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