House holiday rentals in Brewster

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Popular amenities for house rentals in Brewster

House rentals with a pool

Superhost
Home in Barnstable
4.79 out of 5 average rating, 19 reviews

Stunning Cape Home - Inground Pool, 5 Min To Beach

KristenRating, 5 stars1 week ago
This house and property were charming and beautiful. The location was extremely close to beaches, restaurants, and stores all while being nestled in a quiet neighborhood. Highly recommend!
Superhost
Home in Dennis
4.63 out of 5 average rating, 30 reviews

House on Cape Cod with pool close to beach

KeelyRating, 5 stars8 months ago
Alena's place had everything we needed for a lovely week on the Cape. Great pool and location between Mayflower and Dennis Village. My daughter loved the home's bright airy playroom and it kept us sane and entertained on a couple of rainy days. Would definitely visit again!
Superhost
Home in Brewster
4.88 out of 5 average rating, 17 reviews

Spacious Home with Private In-Ground Pool!

JulieRating, 5 stars3 months ago
We stayed in Brewster for a few days over the holidays and it was perfect for our extended family. Clean, spacious, & comfortable beds! The kitchen was well enough stocked for us to cook Christmas dinner. We unfortunately were also dealing with a family health situation during this time & Del Mar was extremely accommodating to us, for which we are very grateful. Highly recommended. Thank you
Guest favourite
Home in Brewster
4.97 out of 5 average rating, 31 reviews

Modern Cape, Private Salt Water Pool, Beaches-Golf

NickRating, 5 stars5 months ago
Walt's home was the perfect headquarters for our first annual golf trip. The house was clean and in a beautiful, quiet neighborhood where we could relax after a full day of golf. Walt was responsive and helpful throughout our stay, especially when a fuse in the kitchen was tripped, and we had to access a locked part of the house to reset it.
Superhost
Home in Forestdale
4.64 out of 5 average rating, 11 reviews

New Cape Escape for 10 People With Heated Pool

LaurenRating, 5 stars6 months ago
Perfect stay. Pool was amazing. Host was very responsive to everything. Great for families, Just bring socks with friction pads on the bottom so you don’t slide .
Superhost
Home in Harwich
4.79 out of 5 average rating, 14 reviews

4 BD slice of Harwich Heaven

KimberlyRating, 5 stars6 months ago
Chris is always a great host. He communicates. Is considerate of our soccer schedule and accommodations. He even wishes our boys good luck at their soccer tournament! He is understanding and a great host. We really enjoy staying here. I highly recommend staying here. He’s a great host.
Superhost
Home in East Falmouth
5 out of 5 average rating, 3 reviews

Spacious home with Pool! Close to Beaches & Town!

michaelRating, 5 stars8 months ago
it is a nice comfy house esp for a family. Swimming pool and game room down in the basement would be alot of fun for kids to keep them busy at day time and night time. Beach, restaurants, grocery stores, liquor stores, etc are all right there esp. only like less than 5 to 15 minutes drive and also less than 25 minutes drive to go to north Falmouth or Wood Hole. They have a nice downtown with many stores, restaurants, bowling ally, etc which that is only less than 15 minutes drive from the house Also taking a walk from the house to the beach is so beautiful esp morning time. i walked every morning, and love every bit of the walk. It rained once during our vacation week and rest were sunny days for the rest of the week. We were lucky to have the good weather. Anyway, the house is approximately about less than a mile and half from the beach. Driving to Chetham is about little a hour drive from the house. To Provincetown, about 1 hour and 45 minutes drive.
Guest favourite
Home in Yarmouth Port
4.9 out of 5 average rating, 42 reviews

Winslow Acres [heated] Pool Escape; pool May 15

JeannineRating, 5 stars8 months ago
The house was clean and comfortable. I loved the coffee bar:) my kids loved the pool and hot tub. And it was especially great to be able to bring my dog! We will definitely rent again.

Weekly house rentals

Guest favourite
Home in Centerville
4.88 out of 5 average rating, 111 reviews

#25 Seasonal Cottage is 200 feet from the Beach

RuthRating, 5 stars6 months ago
A minor communication glitch between host and cleaners meant two of the beds had not been made and probably a general cleaning between guests wasn't done. Fortunately the property was already very clean and the guests before me must have been, too. Everything else was in order. When I let the host know, she immediately contacted the cleaners while I went out for groceries. By the time I got back, the place was perfect and the cleaners were gone. I don't think this is a regular occurrence at all. In October this neighborhood was very quiet, which is a priority for me. And I felt very safe, which is also important. I would definitely return and highly recommend.
Top guest favourite
Home in Yarmouth
4.95 out of 5 average rating, 151 reviews

Cape Cod Life is Good Rentals

JaredRating, 5 stars3 weeks ago
This was a great place for a large family. The kids especially enjoyed riding bicycles through the neighborhood. The house was spacious and comfortable. We plan to stay again.
Superhost
Home in Wellfleet
4.72 out of 5 average rating, 50 reviews

Wellfleet, MA. Cape Cod sleeps 8

MikeRating, 5 stars3 months ago
Clifford's place worked out perfectly for my crew that was working in the area for a multi week project. I would definitely book again if we have more work in the area.
Guest favourite
Home in Wellfleet
4.98 out of 5 average rating, 44 reviews

Wellfleet home tucked in 1.5 acres of lush gardens

ChristinaRating, 5 stars6 months ago
Such a beautiful place to stay setback in the most beautiful little forest! Spectacular master bedroom in such a nice home ! Outside area was very beautiful with a deck and a special place to spend our vacation ! Full kitchen made it so nice to have the choice to make meals at home which we did often and enjoy the beautiful dining room and big windows ! We wanted to stay home and eat more than go out! And the home office was a great place to get some work done 👍👍
Superhost
Home in Eastham
4.77 out of 5 average rating, 142 reviews

Contemporary Cape, Marsh/Bird Sanctuary views, AC!

ChrisRating, 5 stars8 months ago
My family and I recently stayed at Donna’s home for a long weekend on the Cape. The house was exactly as described, matched all photos, and was in a phenomenal location. Just a few minutes from all of the shops and restaurants in Orleans, the beaches, hiking along the national seashore, and the Cape Cod rail trail. We would definitely stay here again.
Top guest favourite
Home in South Yarmouth
4.95 out of 5 average rating, 229 reviews

Waterfront★ Hot Tub ★ Kayaks ★ Firepit ★ Pet OK

MonicaRating, 5 stars3 weeks ago
From the moment we entered until We packed up we felt a world away from the house selling process. Aruna and Joe have done a beautiful job decorating the house inside and out. It felt so cozy to sit with the gas fireplace and look at the mallards, Canada geese and swans float by. The location was perfectly situated in a very safe neighborhood yet close to route 28. We loved our stay and hope to come back to explore the pond by kayak. Thank you so much!
Superhost
Home in Dennis Port
4.65 out of 5 average rating, 136 reviews

Charming 4 bdrm 2 1/2 bth - fire pit - pet ok

RichardRating, 5 stars7 months ago
Sue’s place was great for my family and dog. The 2 apartments give a nice separation when staying with a group. Very clean and comfortable. We paid the extra fee to not worry about linens and felt It was worth it. It is on a busy road and you can definitely hear the traffic when the windows are open as the house is pretty close to the road but it wasn’t an issue for sleeping. Location is great for many restaurants and beaches. 20-25 minutes to Hyannis or Chatham
Top guest favourite
Home in Eastham
4.99 out of 5 average rating, 140 reviews

Bayside Bliss

SandraRating, 5 stars7 months ago
The home was absolutely beautiful and perfect for our family stay. The neighborhood was peaceful and private. The beach was 1.4 miles from the home, so we enjoyed walking there. The home furnishings were very clean and comfortable. The home was well stocked with everything we could possibly need. The host was excellent, keeping in touch with updates leading up to our stay, and throughout the process. We couldn't have found a more perfect home for our vacation in Eastham. I would highly recommend the home and host for anyone considering a stay at the Cape.

Private house rentals

Superhost
Home in Harwich Port
4.87 out of 5 average rating, 45 reviews

Beach house - access to both ocean and Main St

JustinRating, 5 stars4 months ago
Cozy cottage with a short walk to the ocean. Just what we were looking for.
Superhost
Home in Marstons Mills
4.88 out of 5 average rating, 133 reviews

The Mills Retreat- 3BR/2Bath - Beach pass included

JulieRating, 5 stars3 months ago
This was a family Christmas getaway, and it was perfect.
Top guest favourite
Home in Yarmouth
5 out of 5 average rating, 12 reviews

Spacious Mid-Cape Home 5 Bedrooms, 9 Beds, 3 Bath

HannahRating, 5 stars4 months ago
We absolutely loved our stay at Rachel’s! We kept saying “this place has everything”. It was a wonderful home for a multi generation holiday hang. From a 7 month old to great grand parents. The main floor was easily accessible for family member with a disability. We felt right at home with our 7 month old, the home had a pack n play - all set up with fresh sheets, baby bath tub, high chair, bath toys, monitor, etc. The basement was perfect for the teenagers to hangout and have their space. The backyard was peaceful and extended the hang area. Rachel was incredibly friendly and responsive.
Guest favourite
Home in Dennis Port
4.96 out of 5 average rating, 68 reviews

Quaint Cape Beach House

SamanthaRating, 5 stars3 months ago
The house was cozy, quaint, and spotless—perfect for our off-season weekend getaway! Adele was incredibly accommodating and flexible with us, and her communication was top-tier. We couldn’t have asked for a better experience and would happily stay again. Highly recommend!
Superhost
Home in New Seabury
4.91 out of 5 average rating, 34 reviews

New Seabury home, private yard, great location

MikeRating, 5 stars6 months ago
Comfortable yet spacious home nestled in the woods of New Seabury. Great location to visit beaches and restaurants. Just minutes from Mashpee Commons and Falmouth for shopping and dining. Beautiful place, Thanks Alex!
Superhost
Home in Sandwich
4.76 out of 5 average rating, 25 reviews

Holiday in the sun!

KaylaRating, 5 stars3 days ago
Craig was awesome and extremely nice and understanding! The house was clean and one of the best I have stayed in. The location is quiet and tucked in a small neighborhood. I had the most amazing stay and would suggest this to anyone going to this location!
Guest favourite
Home in Dennis
4.92 out of 5 average rating, 50 reviews

Cape Cod Lakefront Home

JustinRating, 5 stars7 months ago
Nice private house with lots of bedrooms, a pool and nice grounds. House was very clean. We had a great time with our family. Can walk to a few places in town, but need to get into the car for most. The Dennis beaches were great and just a short drive away. Would recommend this place for families. The house has access to Scargo Lake, which is nice, but it is a bit of a hike down a good-sized hill. Host was nice and responsive to questions.
Superhost
Home in Dennis Port
5 out of 5 average rating, 3 reviews

Lower County Compound

HeatherRating, 5 stars7 months ago
If you're planning a Cape getaway with a large family, this home is an absolute gem! We had both homes on the property, and it worked out perfectly—one for the early risers and the other for the night owls. The homes were incredibly clean and offered plenty of outdoor space. The property is surprisingly large for the Cape, with expansive outdoor areas to enjoy, and the outdoor shower was the best I've ever experienced—spacious and very private. Both homes were fully stocked with everything we needed to cook in, which we did a few times, and everything worked flawlessly. Even though it's on a main road, the traffic noise was minimal, and we always felt peaceful. I’m very particular about where I stay, but this home checked all the boxes. I can't think of a single negative. Dom, the property manager, was fantastic—super responsive to all our questions and truly a top-notch host! I hope this property continues to be available because I will definitely be back!

Quick stats about house rentals in Brewster

  • Total rentals

    290 properties

  • Nightly prices starting at

    £45 before taxes and fees

  • Total number of reviews

    7K reviews

  • Family-friendly rentals

    270 properties are a good fit for families

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with a pool

    20 properties have a pool

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