
Cottage holiday rentals in Brewster
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Top-rated cottage rentals in Brewster
Guests agree: These cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Brewster cottage rentals
Cottage rentals with a hot tub

Gold Anchor Cottage - private hot tub getaway!
Queen bed was comfortable! Shower was nice. Quiet location. Carl communicated well.

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.

Blue Anchor Cottage - private hot tub getaway!
Very good place Cousy my husband and I love the jacuzzi my favorite part!❤️ ..I didn’t really like the patio kinda of simple but other wise everything was good well recommended for a couples!

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 .
Pet-friendly cottage rentals

Hobbit Cottage with Marsh View
We loved this place. It was actually bigger than I expected. Very well equipped, comfortable. Believe her about the ticks! Our dog was well protected so we had minimal problems and we have a product to spray on your clothes to protect us. We found the tick issue all over the Cape except in downtown area.

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!

Charming Cape Cod Getaway near Beaches
Great little home, very clean and organized. The cottage was updated and was very nicely designed for the space. Location was perfect for us, quiet neighborhood and close to many food and activities options. House was stocked with all the main essentials and prepared very well for guest. Host Nina was quick to respond to any of our questions.

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.

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 Brewster Beachfront Guest Cottage
What a wonderful little cottage - my entire experience was fantastic from the moment I checked in to when my vacation concluded. Suzanne was helpful, kind, responsive and I thoroughly enjoyed meeting her. This cottage was the perfect getaway and it was hard to leave! I hope to return again next year!

Koi pond ranch w. Game room near the lake
This house was lovely. My family and our young dog enjoyed our stay very much. The outdoor area was often the point of gathering and we loved sitting out the and looking at the koi pond. The king bed bedrooms were very large and spacious. Close enough to places to drive downtown to Hyannis, the beach, or restaurants. Or even be able to get most things delivered. Overall a great place to stay with your family. Thanks for a great stay!!

Forbes, a South Chatham cottage
Joe's cottage was perfectly appointed, cape cod charming, and very comfortable. I must say, the outdoor shower was a decided plus along with the screen porch. And both were artfully decorated with amazing painting - I loved showering with seals and sea turtles! The bed I slept in was very comfortable. Tucked in a quiet little neighborhood and close to the beach, it was perfect for our stay. Joe was a responsive host. Would definitely stay again.
Private cottage rentals

Oyster Isle-Steps from the Beach!
My friend and I enjoyed our stay in Dennis, it was the perfect location for our girls getaway! We were within walking distance of the beach and it was a good proximity to other towns, which we explored on cooler/rainy days! It was the perfect island cottage! The host was very responsive and sent multiple local recommendations!

Cozy Summer Cottage w/ Water Access
My wife and I stayed at May's place while visiting family on Cape Cod. As described, it's a cozy little cottage, which was just what we wanted. Quiet neighborhood. Most of our time was spent on the delightful patio. A short night-time walk to the pond was exceptional with moon light reflecting off the water. Next time we're on the Cape, we definitely return.

Bright and airy Cape Cod cottage
Beautiful cottage and a short walk to the beach. We loved our time here and will be back!

Beautiful Modern Cottage, beach& Wychmere <1.4mile
We had a fabulous trip! The house was perfect for the 6 of us (4 adults & 2 kids). We walked downtown multiple days, as well as walked to the two beaches nearby. The house had everything we needed (loved the chairs and umbrella for be beach). We felt right at home in Verdine’s home. She was so responsive to messages and was a wonderful host. We will definitely be back!!

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!

Bungalow 11 - Sleeps 8/has 3 bedrooms/central air!
My girlfriends and I thoroughly enjoyed our stay at Tracy’s cottage! The house was adorably decorated and super clean! The outside space allowed us to enjoy some cocktails in the sun and the beds were very comfortable. Tracy even set up a happy birthday banner and left some local treats 😊 Lots of attention to detail which is always very much appreciated. We hope to make a trip back next spring!

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

Modern Cottage on 6 Acres -Walk to Beach and 6A!
This place was absolutely amazing! Nice and private but conveniently located. The house was very comfortable and had all the amenities you need. Close to the beach and all the best spots in Brewster. My son’s favorite part was Basil the dog, who would come greet us as we hiked the expansive property. Would highly recommend and would stay here again in the future!
Quick stats about cottage rentals in Brewster
Total rentals
30 properties
Nightly prices starting at
$133 NZD 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
- 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