
Vacation rentals in Brewster
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Top-rated vacation rentals in Brewster
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Popular amenities for Brewster vacation rentals
Private vacation rentals in Brewster

Romantic little Cape Cod Cottage on Rail Trail
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!!

Beautiful 4 bed/3 bath in Brewster, MA
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.

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

Family-Friendly Home with Expansive Backyard!
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!

Brewster Bay Getaway
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.

Beachfront· Sauna· Screened Patio· 2Kings· DogsYes
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!!

Relaxing Eco-Friendly Home Next to Long Pond Beach
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!

Sauna I Walk2Beach I Pet Friendly I Fire Pit
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

BB's Hideaway (A Cape Cod Experience)
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!

Whitecap Cottage-Tiny Luxury! PETok-Fireplace/pit
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!

BEACHFRONT Cute Cottage. PRIVATE BEACH. Great View
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.

The Book Nook
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.

Newly remodeled cottage with path to beach
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.

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

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

Cape Cod beach inspired “Makondo” Suit Apartment!
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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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Sagamore Beach
- Sandwich Glass Museum
- Owen Park Beach
- Coast Guard Beach
- Onset Beach
- Inman Road Beach
- Nickerson State Park
- Oyster Harbors Beach
- Pinehills Golf Club
- Scusset Beach
- Cahoon Hollow Beach
- Kalmus Park Beach
- White Horse Beach
- Peggotty Beach
- Cape Cod National Seashore
- Forest Beach
- Linnell Landing Beach
- Ridgevale Beach