Vacation rentals in Brewster

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Popular amenities for Brewster vacation rentals

Stay near Brewster's top sights

Skaket Beach31 locals recommend
Sesuit Harbor Cafe79 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, 21 reviews

Romantic little Cape Cod Cottage on Rail Trail

HanaburghRating, 5 stars5 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
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 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 stars1 week 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.
Guest favorite
The historic saltbox home is set against a twilight sky, with warm light glowing from the windows. Snow covers the ground, and a white picket fence frames the property. The entrance features a simple wreath, adding charm to the inviting facade.
Home in Brewster
4.92 out of 5 average rating, 99 reviews

Antique Cape Home With Modern Conveniences

NicolasRating, 5 stars1 week ago
Jane’s lovely home was the perfect stay for me and my girlfriend! It was exactly as described, a beautiful antique classic home. The yard was super peaceful to sit and relax in, and was delightfully landscape. Not an issue at all, but if you are a taller person you do have to watch your head in the doors. The location is what really stood out to us. It is almost perfectly in the middle of the cape (and in a more quiet area). This allowed us to go anywhere we wanted super easily. Because of this we had a perfect week and explored much of what the cape had to offer. It is also very close (3-5 minute drive) to the beach which is perfect for sunsets. All in all we couldn’t have asked for a better week, and this house/location was a big part of that! We highly recommend a stay here, and will hopefully be back in the future!
Guest favorite
A small outdoor seating area features two metal chairs and a round table adorned with a potted plant. The entrance to the home is visible, with a large glass door and a welcoming light fixture nearby. Lush greenery surrounds the space.
Home in Brewster
4.95 out of 5 average rating, 39 reviews

Bayside retreat - Brewster flats

MichelleRating, 5 stars4 days ago
This was my 4th time staying at Vinnie’s. He is a great host and always quick to respond if you have notified him about anything. The cottage is always clean/great location to so many things to do on the Cape. Some great restaurants near by and an awesome little coffee shop. When you drive up and see the cottage you will feel immediate peace. Walk in and you are at home. Love love this place. I can’t say enough wonderful things about it. Already looking forward to next year
Top guest favorite
Home in South Dennis
5 out of 5 average rating, 64 reviews

Beachfront· Sauna· Screened Patio· 2Kings· DogsYes

MichaelRating, 5 stars2 days ago
Amazing home. Fantastic location. Peaceful and relaxing. One of our favorite vacation stays ever. Never turned the tv on… unusual for me. Hosts really thought of everything and more. Highly recommend if you are visiting Cape COD. 5+ stars.
Guest favorite
A natural wreath is displayed on a weathered wooden wall, featuring slender branches and decorative berries. The neutral tones of the wreath complement the textured shingles, creating a harmonious connection with the rustic exterior.
Cottage in Brewster
4.92 out of 5 average rating, 24 reviews

Cozy Cottage

MariettaRating, 5 stars2 weeks ago
We loved our weekend in Betty’s cottage! Looks exactly like the pictures, was a great price, and in a very central area of Cape Cod so we were able to explore all weekend. Betty was incredibly responsive and willing to answer any questions we had. I would definitely recommend to anyone looking to stay in the area to book this cottage! Thanks again Betty!
Guest favorite
A serene backyard scene is presented, featuring a stone patio surrounded by lush green grass. Comfortable seating arranged around a fire pit invites gatherings, while a backdrop of trees adds privacy. The house showcases large windows that brighten the inviting outdoor space.
Home in Brewster
4.8 out of 5 average rating, 10 reviews

*NEW* fire pit, by Long Pond + Greenland Pond

KarisaRating, 5 stars3 weeks ago
A beautiful home with the perfect Cape Cod vibe! Sat by the fire-pit in the backyard a couple of nights and it was so peaceful! It’s centrally located on the Cape. I walked a couple mornings in the neighborhood and felt safe, it’s a very quaint neighborhood!

Other great vacation rentals in Brewster

Top guest favorite
The kitchen area features a blue cabinetry design, equipped with a modern stainless steel stove and a sink with a polished faucet. Open shelving displays neatly arranged dishware. Light-colored wooden flooring contributes to a warm ambiance, emphasized by the wooden ceiling beams.
Cabin in Brewster
4.99 out of 5 average rating, 73 reviews

Cozy Cape Cabin

JessicaRating, 5 stars2 weeks ago
We booked Ellen’s place mainly for its proximity to the rail trail and reasonable price and it far exceeded our expectations. Parking was easy in the designated spot and the cottage was clearly marked. Self-check-in was easy with the provided code (use the newer lock box on the door, not the old one on the side of the house). They were installing sidewalks on the busy road during our stay, but it took less than a minute to bike to the trail on the main road, or you could walk a quarter mile down the side street across the road and there’s a dirt path onto the trail from there. Ellen provides a whole book of suggestions for places within walking distance, with walking directions to Cobie’s clam shack and Linell Landing beach. It’s so easy to bike everywhere from Yarmouth to Wellfleet and even to the National Seashore beaches. The place is truly a tiny home, but it has everything you need - comfy bed, great shower, Roku TV, and coin-op laundry across the lawn. We’d definitely book again!
Top guest favorite
An outdoor seating area is presented with plush, striped furniture and a large firepit at the center. A bright turquoise umbrella provides shade, while the tranquil waterfront view showcases shimmering water and greenery. Potted flowers add a touch of color to the serene setting.
Home in Harwich
4.93 out of 5 average rating, 46 reviews

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks

DesireeRating, 5 stars3 days ago
Aruna's cottage was even more beautiful, both inside and out, than the photos. The interior was gorgeous, light filled and many decorative touches that made it feel like a 5-star hotel. The furniture was comfortable and there were many lamps which made reading in the evenings very easy. The art TV picture was very nice when the TV wasn't on rather than looking at a big, black screen. We used the dining table with statement chandelier for all our meals. There were all the kitchen pots, pans and utensils we needed. The refrigerator ice maker and water features were appreciated. Both showers were outstanding in function and beauty. Everything was spotless. The patio was so comfortable with a huge umbrella to shade us while we enjoyed the lake view which was ever changing. A highlight was when a huge turtle came out of the lake and walked across the yard. The Cape Cod Rail Trail is just off the property and is screened by a beautiful, tall white fence and evergreens.
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, 51 reviews

Whitecap Cottage-Tiny Luxury! PETok-Fireplace/pit

Ryan & SandraRating, 5 stars1 week ago
Everything was perfect and just as described. We had a wonderful stay and highly recommend! It was very peaceful, near lovely beaches, and well equipped for a romantic getaway. Great communication and loved the electric fireplace!
Superhost
Two Adirondack chairs face the water, positioned on a grassy area that overlooks the bay. A small table sits between the chairs. Lush greenery frames the scene, with a wooden gate leading to a path beyond. The sky is clear and blue.
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 stars4 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
An inviting living area features a gray sofa and a wooden dresser. Natural light floods in through large glass doors that open to a patio with chairs, surrounded by trees. A flat-screen TV is mounted on the wall, enhancing the comfortable setting.
Home in Brewster
5 out of 5 average rating, 18 reviews

Newly remodeled cottage with path to beach

CamilleRating, 5 stars2 weeks 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 serene landscape captures the main cottage and surrounding gardens at dusk, with a vibrant sunset painting the sky in shades of pink and purple. The lush green lawn is complemented by mature trees, adding to the tranquil ambiance of the setting.
Guesthouse in Brewster
5 out of 5 average rating, 12 reviews

Claw Foot Tub & King Bed at Club Tanuki Cottage

AlyssaRating, 5 stars1 month ago
Cannot say ENOUGH good things about my stay in this beautiful, peaceful cottage. I was looking for a space for a personal retreat to relax and recharge and this cottage was everything I wanted and more. It’s such a beautiful interior space (I made great use of the luxurious claw foot tub!) with everything you need (including a working kitchen, one of the comfiest beds I have ever slept in, and some stunning stained glass windows). But what really makes this place special is the hosts. From the very start, Rebekah was a great communicator and so friendly. She went out of her way to provide recommendations for hiking, beaches and restaurants, gave me some fresh breakfast suppplies to start the week in a cute picnic basket, and even make a delicious home-cooked breakfast for me on the last morning! Will definitely be coming back to this beautiful, one of a kind cottage.
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!

Quick stats about vacation rentals in Brewster

  • Total rentals

    450 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 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 condo rentals in Brewster?

    Experience the best of Brewster with our condo rentals, starting at about $130 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.

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

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with self check-in, over 20 homes with wifi, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there Brewster vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Brewster, available on Airbnb. Make a splash and soak up the sun in style!

  • 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.

  • Do townhouse rentals in Brewster have wifi?

    Absolutely! We offer over 10 townhouse rentals with wifi in Brewster. Enjoy a tailored experience with all the comforts you desire.

  • 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 condo rentals in Brewster have a gym?

    Absolutely! We offer over 10 condo rentals with a gym in Brewster. Enjoy a tailored experience with all the comforts you desire.

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