
Cottage holiday rentals in Brewster
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Top-rated cottage rentals in Brewster
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Popular amenities for Brewster cottage rentals
Cottage rentals with a hot tub

Gold Anchor Cottage - private hot tub getaway!
Our stay was great! Very much appreciated there being a portable crib available that was easy to set up and comfortable for our toddler! We also enjoyed having the backyard space and hot tub at night and it was easy to operate

Hideout at Water's Edge, 131 North Shore Blvd, #4
This place was perfect! Absolutely beautiful with lots to do. We loved the rock path and look forward to staying again in the future!

Best Little Beach Cottage!
Mazie was great host and her place was perfect for our family. Walkable to beach. The kids could ride their bikes on the dead end road and they had a little candy and Icecream store they liked to bike to not far. The inside was great. We had four kids and our two youngest loved the little loft area as their room. The backyard was great for relaxing grilling and the outdoor shower was perfect to have for back and forth trips to the beach all day. Mazie was a great host and we are grateful for our stay at her beautiful home.

Lakeside Waterfront House in Harwich: 4+beds, 3bth
Absolutely amazing house, fit all of us comfortably and a great host. Art was there to respond to all of our questions and was responsive and extremely helpful .

Blue Anchor Cottage - private hot tub getaway!
We had a great stay at Blue Anchor, our first Airbnb stay. The house is neat and clean and host had thought of everything one might need right down to a well equipped kitchen with a selection of spices. Sandwich was a great home base for the exploring we wanted to do. The surroundings are attractive and peaceful, very quiet and tucked away. The bed was comfortable and that’s much appreciated after days of on-the-go enjoying the Cape. We used and enjoyed the grill and the hot tub. Tv, WiFi, all good. We appreciated the excellent communication, and friendliness. It was great to have our two small dogs along for vacation. We’d highly recommend Blue Anchor and would love to return.
Pet-friendly cottage rentals

Private cottage green friendly and pet friendly
We had a lovely time—the little cabin is even cuter than the pictures, and we loved the private outdoor space in the back. Something to note is that the bed is in the loft, so you need to walk up stairs to access it. Everything was there that we needed for a weekend, and it's a great location. Thanks for having us!

Beach Cottage, without going over bridges to Cape!
This is our second time staying at Kendra’s cozy home. So clean and cozy felt right at home. I don’t think I have ever stayed in a place with more linens available if needed. Also enjoyed the quiet fenced in yard. We love our walks around the neighborhood and down to the beach with our pup. We will definitely be back!

Cozy West End Cottage w/ Parking 1st & 2nd floors
It was such a happy stay in Provincetown. The cottage is wonderfully located, close to everything. It has two very well stocked kitchens, lovely linens and towels. We were a family of 4 and the only missing part was a table for us to break bread together, but this was a small price to pay in return for all the other features. By the time you book, Michael might have upgraded to include a larger table in the downstairs apartment as there seems to be improvements in the works. Michael was a pleasure to speak with and very responsive. Enjoy!

Adorable Gray Gables Beach Cottage
Adorable cottage, nice lay out, very clean with all of the comforts of home, a dishwasher, brand new stove, nice size fridge with ice maker. This cottage has a private backyard with grill and new teak patio set and lounge chairs for relaxing and soaking up the sun, the window boxes are a nice touch to add to the cottage charm! Beautiful location near 2 very nice beaches, peaceful neighborhood near the Cape Cod Canal for morning or afternoon walks and bike rides. Great restaurants close by, The Lobster Trap and Trading Post lounge are my favorites, also a great little store right down the street, Gray Gables Market has everything you would need for your stay. We loved our stay, can’t wait to visit again!

Unique Waterfront Artist Cottage
A beautiful cottage. Our dogs loved the beach and we loved hearing the ocean at night. Best of all, we saw North Atlantic Right Whales at Long Point. In a world where it can be difficult to sleep well - I slept like a baby!

Coastal Cottage — 7 min walk to private beach
This was our second stay and though it rained and was very windy , we enjoyed our neighbor walks during the brief periods of sunshine. The cottage was perfectly clean and had everything we needed. Both of our stays were planned so we could visit with family that lived just two streets away. Proximity to the beach and great restaurants made our stay very relaxing. We will definitely plan another stay.

Designer West End Detached Cottage
This was an ideal space for a weekend away with the dogs. The cottage was welcoming and comfortable, beyond clean and had everything we needed for the weekend. Although dog friendly, there were no signs or smells of dogs in the space, I can’t emphasize the level of clean. I’ve always felt safe in PTown but the extra security measures available in the house were so appreciated. This cottage is in walking distance to everything and super convenient. I would 100% rent again from this host.

Charming Cottage near Beach and Ferry.
We traveled to the cape for a youth soccer tournament and wanted to find a place with room for our family and dog. Daniel's cottage was perfect for our family of 4 - a nice cozy cottage with beach access, all the comforts of home, and a great location. Daniel was a great host - proactive friendly location and a clean house with everything we needed.
Private cottage rentals

Steps to the Beach Kid Friendly
Perfect spot for a quick get away with my husband. It was October so this busy beach area was quiet and relaxing. The cottage was perfect for the two of us. It looked just like the pictures and we felt right at home! I highly recommend Julie and David’s cottage!

Comfortable Cape Cod Coastal Chic Cottage
Everything you need. Loved having two indoor living spaces. The main bedroom had a 1/2 bath (toilet and sink), making our stay there much more convenient. The property, location, yard, and nearby pond make it very conducive to a great family time.

Renovated Chatham Windmill! Walk to Beach/Town!
Absolutely sparkling fresh and clean. Beautifully designed and decorated. Bed was so cozy and comfortable. Stairs are tricky and steep But it is expected in this style cottage. Convenient to downtown yet very secluded. We had a nor easter through our visit. So sad that our outdoor plans were ruined but this cottage had lots of room to move around. Could not imagine being in a small hotel room. We loved handing out at Chatham Bars Sacred Cod for drinks and dinner! Coming home to our cottage was half the hotel price but twice as cool!

Beautiful Modern Cottage, beach& Wychmere <1.4mile
We had a great trip at Verdine’s place! The location in Harwich Port was perfect— in walking distance to the Nantucket ferry, ice cream, and restaurants. The house was spotless and beautifully decorated. Our group of 7 was very comfortable staying there. Definitely recommend for anyone traveling to the Cape!

Newly renovated Eastham studio!
We loved our stay so much! Everything was so clean and we felt right at home. Anne had everything we needed. She even had extra batteries. This was by far the cleanest house we have ever stayed at! There were instruction manuals on how to run everything and everything was extremely organized. Would definitely recommend to anyone!

Cape Cottage w/ Deck+Outdoor Shower+Close to Beach
Thank you for an amazing stay in Orleans. The property was exactly as described and close to some of the best beaches in all of cape cod. It was clean and the kitchen was well stocked. The beds were comfortable and the decor was cape cod perfect. Thanks again ! We can’t wait to be back

Beachfront, 7 mins to Ptown, Newly Renovated
Daniela's place was absolutely adorable and was exactly as pictured in the photos. The cottage is incredibly charming and is decorated very nicely. We had everything we needed while we were there and Daniela was very communicative throughout our stay via chat. It was a quick ride to Provincetown and we had no trouble getting Ubers back and forth. There is a very nice little deli/shop within walking distance that had delicious breakfast sandwiches and coffee. I would definitely stay here again. Nothing beats being right on the beach and the panoramic views of the water from your bedroom!

"Wharf Cottage" Idyllic Cape in Yarmouth Port
To say that Wharf Cottage is idyllic is an understatement. This cottage is a dream. Wharf cottage is not your average Airbnb. This is a thoughtfully curated & designed home that provides a bespoke experience, unlike anything else. We have stayed at more than 40 different Airbnb’s & other rental properties and Carol’s place is the only one that actually brought tears to my eyes. We came to Cape Cod from California for a week for the hydrangea festival. We chose Wharf cottage because it was surrounded by hydrangeas & I loved the decor. When we pulled up to the home, the hydrangeas were in full bloom, & it was breathtaking. The whole property is lovely. The inside of the home is absolutely charming and very well done. The neighborhood was very quiet & peaceful. Carol had lots of great recommendations for places to eat & we ate at most of what she recommended. Despite her well appointed kitchen we didn’t cook one meal. Take route 6A whenever you can. Trust me. Until next time!
Quick stats about cottage rentals in Brewster
Total rentals
30 properties
Nightly prices starting at
$123 AUD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Sagamore Beach
- Sandwich Glass Museum
- Coast Guard Beach
- Owen Park Beach
- Onset Beach
- Nickerson State Park
- Inman Road Beach
- Pinehills Golf Club
- Oyster Harbors Beach
- White Horse Beach
- Kalmus Park Beach
- Ridgevale Beach
- Chapin Memorial Beach
- Minot Beach
- Peggotty Beach
- Scusset Beach
- Forest Beach
- Lighthouse Beach