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Compare 15 Cottages in Brewster with updated reviews, rates, and availability.

New Listing!! Panoramic Bay Views!

New Listing!! Panoramic Bay Views!

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (201)
"Loved the rental. Perfect setting, loved being able to walk 2 minutes and be on the beach! So much nicer than a hotel room, very clean and comfortable for the four of us. Steve was a very kind and helpful host!"
Steps to the Ocean! Perfect Location!!!

Cozy Cape Cottage with Beach Access

9.2 out of 10, Wonderful, (9)
"Enjoyed returning to the familiar place where we've had so many great family memories."
Cozy Cape Cottage with Beach Access

Cozy beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (24)
"Enjoyed coffee on the enclosed porch overlooking ocean. Great communication with owner. Bathroom nicely done. Very clean, cute, well setup for a cottage. "
Cozy beachfront cottage at Chases Ocean Grove

Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!

8.8 out of 10, Excellent, (18)
"Could use some updates and repairs but overall a nice cottage close to the ocean / beach, shopping and restaurants. Outdoor shower was great and nice hot water! Furniture in living space could be better. More comt seating and the table and chairs inside weren't needed and just took up space. Extra countertop would be good as it was hard to cook and the stove needs to be leveled. Some kind of high top bar with stools would have been great and a different arrangement with the living room...
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!

Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

8.8 out of 10, Excellent, (26)
"The property was great and walkable to the beach, but needs a few upgrades. "
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

Water View Cottage within Steps to Private Beach

10.0 out of 10, Exceptional, (49)
"We loved it here and will be back; loved the outdoor shower--what a nice surprise. couldn't access wifi but other than that things wonderful "
Water View Cottage within Steps to Private Beach

Cozy Cape Cottage with Beach Access

10.0 out of 10, Exceptional, (4)
"The walk to the beach elevates the home"
Cozy Cape Cottage with Beach Access

Cozy Cape Cottage with Beach Access

8.8 out of 10, Excellent, (9)
"The beach path, distance to bike path and Kingsbury beach made this vacation very relaxing and enjoyable. "
Cozy Cape Cottage with Beach Access

Clean and Cute Brewster Cottage

10.0 out of 10, Exceptional, (12)
"A lovely stay. Brewster is a beautiful town. Cottage was set back from the road, nestled among a small development of cottages. It was quiet, clean, sleek and tastefully decorated with new amenities. My daughter and I found the mattresses a little trying but my husband liked the memory foam of the queen bed. Proprietor was very responsive. We enjoyed the nearby bike trail, although it was on a busy road to get there. Crosby Landing was our favorite local swimming beach. Paines Creek our favorite...
Clean and Cute Brewster Cottage

Hear the sound of the surf

2.0 star property
10.0 out of 10, Exceptional, (2)
"very cozy, very clean. easy to keep toasty warm. really is just steps to the beach. tiny but great kitchen. "
Hear the sound of the surf

Oceanside 2 - SD335

9.6 out of 10, Exceptional, (13)
"House is set behind a dune. dune is a little steep, especially climbing back up. Kind of tough for the elderly. Set up of the house was good for 2 seniors. Many restaurants close by. Quiet area."
Oceanside 2 - SD335

Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

9.8 out of 10, Exceptional, (167)
"Absolutely loved this property. The house was small, clean, and right on the beach. Perfect for 2 people. The only reason I’m giving 4 stars is because I just went to book this place again for next year and the price has been raised to $600 a night. So sad, I wanted to go back but not at that price. "
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

9.2 out of 10, Wonderful, (58)
"We had a wounderful long weekend. "
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

Lovely Cape Cottage 2 bedroom with private beach and central air.

10.0 out of 10, Exceptional, (44)
"Such a cute and comfortable place. We enjoyed the neighborhood and the beach down the street. Owner was really responsive if we needed anything "
Lovely Cape Cottage 2 bedroom with private beach and central air.

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

9.6 out of 10, Exceptional, (100)
"A very comfortable few days on the mid-Cape. Great location, great little cottage. Quiet, private, clean. I'd do it again!"
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach

9.6 out of 10, Exceptional, (54)
"What a great place. Incredible views!! Comfortable and Clean accommodations. The kitchen is small but so cute! We had a great time and will be back!"
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach

Dennis Port Beach House 40 Steps to the Sand. 3 Bedroom

9.8 out of 10, Exceptional, (18)
"This is a beautiful, clean, charming cottage right across from a nice beach. We were very happy overall with this choice. It worked very well for our family of 4. The negatives: When we arrived at midnight after flying to Boston from Colorado we were surprised to learn that there were no linens, no towels, no tissues or paper towels, and no toilet paper in the entire place (there was half a roll of toilet paper left from previous renters). The toilet requires a specialty TP because it’s old...
Dennis Port Beach House 40 Steps to the Sand. 3 Bedroom

Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

9.8 out of 10, Exceptional, (102)
"Comfortable cottage. Great location. "
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

Charming, Dog-Friendly Cottage w/ Free WiFi & a Kitchenette - Close to the Beach

8.0 out of 10, Very Good, (15)
"I found this sweet place to get away to after loosing my husband of 35yrs. It was the perfect place for me...just peaceful, quaint, abundant with flowering window boxes on the cottages, and the nicest hosts...Mary and Marianne,"
Charming, Dog-Friendly Cottage w/ Free WiFi & a Kitchenette - Close to the Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Brewster

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

9.6 out of 10, Exceptional, (37)
"My family and I rented this beautiful home for a week-long getaway in August, and we couldn't have been more pleased with our experience. The location was absolutely perfect - just a short distance from a scenic bike trail that we took advantage of for our daily runs and bike rides. The house itself was stunning and immaculately clean. We were impressed by how well-maintained and cared for the property was. The neighborhood was quiet and peaceful, and we enjoyed being able to take a short walk...
The price is AED 485
AED 1,922 total
includes taxes & fees
29 Jan - 30 Jan
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Clean and Cute Brewster Cottage

10.0 out of 10, Exceptional, (12)
"A lovely stay. Brewster is a beautiful town. Cottage was set back from the road, nestled among a small development of cottages. It was quiet, clean, sleek and tastefully decorated with new amenities. My daughter and I found the mattresses a little trying but my husband liked the memory foam of the queen bed. Proprietor was very responsive. We enjoyed the nearby bike trail, although it was on a busy road to get there. Crosby Landing was our favorite local swimming beach. Paines Creek our favorite...
Clean and Cute Brewster Cottage

Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf

10.0 out of 10, Exceptional, (23)
"Great location, nice pool, cornhole and bocce. Felt right at home."
Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Brewster cost?
Cottages in Brewster range between and per night. These stays offer a chance to get in tune with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Brewster?
Brewster offers multiple cottages with a total average guest review rating of 9.4. 10 Squanto Drive - One Bedroom House is a top option if you like nature and a relaxing pace. Guests staying at this 3.5-star stay will have use of clothes washing facilities and a patio. 16 Flakeyard Way - Four Bedroom House is another recommended choice. This 3.5-star cottage offers a water view and clothes washing facilities.
How many cottages are there in Brewster?
You can choose from 15 cottages in Brewster. No matter if you’re taking a trip with the kids or organizing a weekend escape with your pals, Expedia will help you find the ideal space to get back to nature.
Why book your cottage in Brewster with Expedia?
Reserving a cottage in Brewster is as simple as deciding on your travel dates and picking your ideal place for outdoor relaxation and recreation. From luxurious retreats to affordable properties and cottages that include conveniences like a kitchen, Expedia has something for all traveler tastes. As for epic deals? We have them too!
How can I find cheap cottages in Brewster?
With Expedia’s filter tool, booking cheap cottages in Brewster is a breeze. To find stays that’ll make your hip pocket happy, narrow down your search by budget, amenities and star rating.