House holiday rentals in Brewster
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Top-rated house rentals in Brewster
Guests agree: These houses 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 house rentals
House rentals with a pool
Home in Sagamore Beach
4.91 out of 5 average rating, 146 reviewsSpacious Upper Cape Retreat with Private Pool
15–22 Nov
Home in Dennis
4.89 out of 5 average rating, 27 reviewsWalk to the beach or sit poolside! Updated studio!
28 May – 4 Jun
Home in Yarmouth
4.89 out of 5 average rating, 36 reviewsWinslow Acres [heated] Pool Escape; pool May 15
28 Jan – 4 Feb
Home in Orleans
4.88 out of 5 average rating, 17 reviews5-bedroom Cape with a pool and yard games.
26 Aug – 2 Sep
Home in Eastham
5.0 out of 5 average rating, 6 reviewsLovely villa w pool/hottub, central AC, near beach
27 Sep – 4 Oct
Home in Eastham
5.0 out of 5 average rating, 9 reviewsModern Beach House w/ Heated Pool & Game Room!
19–26 Dec
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
2–9 Jun
Home in North Truro
4.93 out of 5 average rating, 97 reviewsHeated Pool, Beach, Pets, ADA, 5 bath, EV Charge
23–30 Mar
Weekly house rentals
Home in Yarmouth Port
4.99 out of 5 average rating, 103 reviewsHistoric Cape Retreat near Bike & Botanical Trail
4–11 Mar
Home in Chatham
5.0 out of 5 average rating, 123 reviewsChatham Charmer
27 Sep – 4 Oct
Home in Eastham
4.97 out of 5 average rating, 163 reviewsThe Sea Captain's Carriage House
27 Sep – 4 Oct
Home in South Yarmouth
4.93 out of 5 average rating, 209 reviewsWaterfront★ Hot Tub ★ Kayaks ★ Firepit ★ Pet OK
3–10 Dec
Home in Dennis
4.95 out of 5 average rating, 151 reviewsLakefront House/Private Dock/Year Round Hot Tub/AC
4–11 Mar
Home in Dennis
4.88 out of 5 average rating, 464 reviewsBeachfront Cottage on White Pond (Marshmallow)
4–11 Dec
Home in Chatham
4.96 out of 5 average rating, 101 reviewsThe Osprey Nest - Beach house with stunning views
18–25 Feb
Home in Brewster
4.81 out of 5 average rating, 115 reviewsFunky, Woodsy House near Nickerson - Dog Friendly!
20–27 Sep
Private house rentals
Home in Brewster
5.0 out of 5 average rating, 10 reviewsNewly remodeled cottage with path to beach
27 Oct – 3 Nov
Home in Brewster
5.0 out of 5 average rating, 79 reviewsEnjoy Shimmering Fresh Water & Amazing Sunsets
5–10 Sep
Home in Brewster
4.97 out of 5 average rating, 36 reviews“Rooster Cottage and Gardens” Entire Private Home
21–28 Sep
Home in Brewster
4.94 out of 5 average rating, 17 reviewsTurning Mill House • Steps to Upper Mill Pond
4–11 Apr
Home in Brewster
4.97 out of 5 average rating, 65 reviewsCape Cod Farmhouse: Walk to the Beach in Brewster!
12–19 Mar
Home in Brewster
5.0 out of 5 average rating, 9 reviewsBeautiful 4 bed Brewster Cape! Available July 9-19
7–14 May
Home in Brewster
4.93 out of 5 average rating, 40 reviewsCozy Cape Condo minutes from Brewster beaches
11–18 Jan
Home in Brewster
4.97 out of 5 average rating, 31 reviewsCheerful and spacious 3BR, indoor fireplace
29 Sep – 6 Oct
Quick stats about house rentals in Brewster
Total rentals
260 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
100 properties allow pets
Family-friendly rentals
240 properties are a good fit for families
Total number of reviews
5.8K reviews
Nightly prices starting at
$100 NZD before taxes and fees
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