Holiday rentals in Brewster

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Top-rated holiday rentals in Brewster

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Place to stay in Wellfleet

4.98 out of 5 average rating, 163 reviews

WoodsideTiny House near Wellfleet Bay

Our tiny house tucked under trees is the perfect getaway. Walk past our orchard to get to your "Romantic Hideaway". This special rental has a private, sunny deck, a Nordic shower, stained glass windows and a library of books/vinyls. Set back from a quiet road on our property, this little gem is walking distance to Wellfleet's center, harbor & many restaurants, & just minutes drive from National Seashore beaches & ponds. A fun time in bustling Provincetown awaits you only 15 miles down the road!

30 Apr – 7 May

$211 SGD per night
Guest favourite

Apartment in Brewster

4.86 out of 5 average rating, 154 reviews

Shining Sea Condo

Ocean Edge condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. One king bed and one queen, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC in living room and heat throughout the unit. Wifi and two smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

29 Dec – 5 Jan

$126 SGD per night
Guest favourite

Guest suite in Harwich

4.99 out of 5 average rating, 540 reviews

Romantic getaway suite

GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Nine year old private one bedroom lavish suite over two car attached garage with private entrance, deck, and parking in a quiet neighborhood central to all the Cape has to offer. Beautifully furnished with central air, gas fireplace, hardwood floors, double slipper clawfoot soaking tub, separate subway tiled shower, wireless internet and Sony 49 inch 4KUHD edge -lit streaming TV.

22–29 Apr

$197 SGD per night

Popular amenities for Brewster holiday rentals

Stay near Brewster's top sights

Nickerson State Park115 locals recommend
Ocean Edge Resort & Golf Club26 locals recommend
Cape Cod Rail Trail44 locals recommend
Wequassett Resort and Golf Club59 locals recommend
Hot Chocolate Sparrow58 locals recommend
Breakwater Beach20 locals recommend

Other great holiday rentals in Brewster

Guest favourite

Cabin in Brewster

4.98 out of 5 average rating, 58 reviews

Cozy Cape Cabin

8–15 May

$177 SGD per night
Guest favourite

Tiny home in Brewster

4.98 out of 5 average rating, 85 reviews

Waterfront Romantic get away Nest

6–13 Oct

$342 SGD per night
Guest favourite

Flat in Brewster

5.0 out of 5 average rating, 19 reviews

The Book Nook

24–31 Oct

$371 SGD per night
Guest favourite

Guest house in Brewster

5.0 out of 5 average rating, 20 reviews

Cape Thyme Cottage

1–8 Apr

$271 SGD per night
Guest favourite

Apartment in Brewster

4.84 out of 5 average rating, 31 reviews

Golf Course Views and Pools

1–8 Apr

$183 SGD per night
Guest favourite

Home in Brewster

5.0 out of 5 average rating, 10 reviews

Newly remodeled cottage with path to beach

23–30 Nov

$357 SGD per night
Guest favourite

Apartment in Brewster

5.0 out of 5 average rating, 41 reviews

Ocean Edge Resort-Pool Access-Golf View-2 bdr/2bth

18–25 Dec

$357 SGD per night
Guest favourite

Holiday home in Brewster

5.0 out of 5 average rating, 16 reviews

Rare Ocean Edge House - Sleeps 8

7–14 May

$616 SGD per night
Superhost

Home in Chatham

4.9 out of 5 average rating, 69 reviews

Spacious studio on lovely pond in Chatham

28 Apr – 5 May

$139 SGD per night
Guest favourite

Guest suite in Eastham

4.99 out of 5 average rating, 97 reviews

Beautiful Cape Cod location - Bay, Ocean, and Pond

27 Oct – 3 Nov

$159 SGD per night
Guest favourite

Tiny home in Brewster

4.88 out of 5 average rating, 66 reviews

Brewster Tiny House. Cozy & Quiet Winter Rental.

12–19 May

$107 SGD per night
Guest favourite

Apartment in Brewster

5.0 out of 5 average rating, 51 reviews

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

1–8 Apr

$330 SGD per night

Quick stats about holiday rentals in Brewster

Total rentals

430 properties

Rentals with a pool

60 properties have a pool

Pet-friendly rentals

130 properties allow pets

Family-friendly rentals

330 properties are a good fit for families

Total number of reviews

12K reviews

Nightly prices starting at

$81 SGD before taxes and fees

Destinations to explore