Holiday rentals in Brewster

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Top-rated holiday rentals in Brewster

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Guest favourite

Tiny home in Wellfleet

4.98 out of 5 average rating, 226 reviews

Writer's Cabin in Woods near Wellfleet Bay

Our unique, creative and magical "Writer's Cabin" tiny house is a guest favorite! You'll be tucked in the woods with the views of a treehouse, and just minutes' drive or bike ride to Wellfleet's beaches, ponds & walking trails. Wellfleet's quaint town center and harbor are just a 10-15 minutes walk down the road. Note: the cabin has a private, wooden Nordic shower w/ hot water built onto the outside of the cabin. Our guests love this unique experience! The toilet is standard flushing & indoors.

23–28 Sep

$246 SGD per night

Guest favourite

Apartment in Brewster

4.97 out of 5 average rating, 157 reviews

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

2nd floor Ocean Edge end unit condo located in the heart of Brewster with access to OE resort amenities: pools, gyms, tennis courts, as well as access to resort activities (fees apply). Easy access to Cape Cod Rail Trail for bicycles. Scenic route 6A offers arts & crafts galleries and local shops. A 10 minute car ride to a 36 hole Captains Golf course. Short ride to 10 Brewster bay beaches famous for tidal flats. A 30 minute ride to Cape Cod National Sea Shore. Welcome to your Happy Place!

4–11 Feb

$485 SGD per night

Guest favourite

Flat in Harwich

4.9 out of 5 average rating, 263 reviews

The Secret Garden

Bright and spacious garden level apartment. One floor living, one queen bedroom, private bath, living room with queen pullout and limited kitchenette. Tranquil setting. Your own entrance and patio. A mile to Pleasant Bay, Eastward Ho golf course and Wequassett Inn, shopping, restaurants and beach. Your own private patio. Walk the labyrinth, gardens and fairy gardens. Take an outdoor shower. Cable TV in bedroom as well as living room plus wifi. The hosts live on the top floor of the home.

18–25 Feb

$194 SGD per night

Guest favourite

Apartment in Brewster

4.87 out of 5 average rating, 161 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!

22–29 Mar

$141 SGD per night

Guest favourite

Guest suite in Harwich

4.99 out of 5 average rating, 541 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.

23–30 Nov

$209 SGD per night

Guest favourite

Flat in Brewster

4.95 out of 5 average rating, 144 reviews

Sophisticated, Private Cape Cod living

LOCATION: 3/4 mile off main road (unpaved road). Located on the town line of Brewster and Orleans with less than 5 minutes to Chatham or Harwich by car. Nauset and Skaket beaches are less than 3 miles away. Nickerson state park less than 1 mile away. Cape Cod National seashore is located within 7.2 miles of our property. Shopping on Main Street in Chatham is 15 minutes. Enjoy a nice, tranquil walk, listen to the birds or feast your eyes on the surrounding conservation land.

27 Jan – 3 Feb

$704 SGD per night

Guest favourite

Guest suite in Brewster

4.95 out of 5 average rating, 148 reviews

Cozy and Secluded Apartment/Seasonal garden view

Walk across your private patio through sliding glass doors to your private garden retreat in this spacious studio. A large bathroom is just off the kitchen. This brand new apartment is designed for your perfect vacation or retreat from city life. If you are working from home - try working from Cape Cod! A desk awaits you - leave your computer set up and ready! Not the best apartment for disabilities - the entrance is in the back and there is a step up into the shower.

28 Dec – 4 Jan

$122 SGD per night

Guest favourite

Home in Brewster

4.92 out of 5 average rating, 134 reviews

Cozy Cape Cabin - just minutes to Cape Cod Bay!

Available due to a cancellation - two consecutive weeks from August 3 - 17. Our home is within easy walking distance to the beach, restaurants, convenience stores, shops, and is very close to the bike trail (Cape Cod Rail Trail). You’ll love our place because of our location, and the spacious and relaxing layout of our home. We are located on a private beach association road in a residential area, yet more amenities are easily accessible within a short drive.

21–28 Apr

$269 SGD per night

Guest favourite

Flat in Eastham

4.95 out of 5 average rating, 205 reviews

National Seashore Escape

There is no interaction required with hosts during stay. 1/4 mile to National Seashore Salt Pond Visitor Center and 2.0 miles to Coast Guard Beach, rated America's 6th best beach in 2019 by Dr Beach. The studio is above the garage with a private entrance private bath with shower. Queen bed, wifi, whisper quiet mini split a/c no window unit, tv. There is a kitchenette with refrigerator, microwave, coffee maker, toaster, sink, no stove.

6–11 Sep

$233 SGD per night

Guest favourite

Guest suite in Harwich

4.94 out of 5 average rating, 226 reviews

Cape Hideaway

Private suite on the first floor guests have exclusive use of the entire place. The second floor is my residence. The suite has a bedroom with queen temperpedic mattress, living room with queen sleep sofa, small kitchenette and bath. The kitchen is equipped with a small refrigerator, microwave, coffee maker, kettle, single burner cooktop and crockpot. Guests have access to the upper deck (shared space) which has a patio set and gas grill.

30 Apr – 7 May

$176 SGD per night

Guest favourite

Guest suite in Orleans

4.92 out of 5 average rating, 142 reviews

Charming Old Cape Cod

Relax and enjoy spending time at Snowtop on the Town Cove, many activities including sailing, paddle boarding, water skiing and spectacular sunsets! A short walk to swim, sit on the sand or take a beach walk. The offered space has a private entrance with bath, bedroom with a king size bed, a sunny living room with dining table over looking the water where you could choose to dine in, have coffee in the morning or play a game.

20–27 Sep

$188 SGD per night

Superhost

Home in Brewster

4.92 out of 5 average rating, 237 reviews

Privacy with Cape Cod charm

This lovely, private one bedroom apartment is located above the unused garage on the grounds of our classic half cape house, just a 3 minute walk to our private beach on the bay. It sleeps 2 with a double bed and has a full kitchen and bathroom, along with an outdoor shower, grill, fire pit and picnic table located in private yard. Linens will be provided. Coffee maker and coffee will be waiting for you...

26 Feb – 5 Mar

$351 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Brewster holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

Guest house in Brewster

5.0 out of 5 average rating, 12 reviews

Brand new, on a swimmable pond

2–9 Jan

$172 SGD per night

Guest favourite

Cabin in Brewster

4.98 out of 5 average rating, 58 reviews

Cozy Cape Cabin

21–28 Sep

$207 SGD per night

Guest favourite

Flat in Brewster

4.95 out of 5 average rating, 82 reviews

Songbird Studio- Secluded but close to everything!

22–29 Aug

$396 SGD per night

Guest favourite

Guest house in Brewster

4.91 out of 5 average rating, 57 reviews

Cape Cod Cottage: Walk to the Beach in Brewster!

14–21 Jan

$232 SGD per night

Guest favourite

Flat in Brewster

5.0 out of 5 average rating, 19 reviews

The Book Nook

22–29 Mar

$376 SGD per night

Guest favourite

Apartment in Brewster

4.84 out of 5 average rating, 31 reviews

Golf Course Views and Pools

17–24 Apr

$185 SGD per night

Guest favourite

Home in Brewster

5.0 out of 5 average rating, 79 reviews

Enjoy Shimmering Fresh Water & Amazing Sunsets

7–12 Sep

$281 SGD per night

Guest favourite

Holiday home in Brewster

5.0 out of 5 average rating, 16 reviews

Rare Ocean Edge House - Sleeps 8

24–31 Dec

$889 SGD per night

Show all

Quick stats about holiday rentals in Brewster

Total rentals	420 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	$82 SGD before taxes and fees

Holiday rentals in Brewster

Top-rated holiday rentals in Brewster

Tiny home in Wellfleet

Apartment in Brewster

Flat in Harwich

Apartment in Brewster

Guest suite in Harwich

Flat in Brewster

Guest suite in Brewster

Home in Brewster

Flat in Eastham

Guest suite in Harwich

Guest suite in Orleans

Home in Brewster

Holiday rentals for every style

Cottages

Flats

Houses

Popular amenities for Brewster holiday rentals

Stay near Brewster's top sights

Other great holiday rentals in Brewster

Guest house in Brewster

Cabin in Brewster

Flat in Brewster

Guest house in Brewster

Flat in Brewster

Apartment in Brewster

Home in Brewster

Holiday home in Brewster

Quick stats about holiday rentals in Brewster

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore