Vacation rentals in Brewster

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Brewster

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

Guest favorite

Home in Carmel Hamlet

4.92 out of 5 average rating, 123 reviews

Lux Bungalow on the Lake

Beautiful, light flooded, waterfront home 1 hour from New York City. The 2 bedroom home is on picturesque Lake Carmel. Wake up, eat, sleep and relax to the tranquil view of the glistening water - truly an oasis! Take in a sunset while eating a meal at home, explore the shops and restaurants in a cute nearby town, take a walk around the lake, read a book by the cozy fireplace, hike, cook, kayak, ski, or just sit and enjoy. Centrally located close to Hudson Valley, Westchester and Connecticut.

Dec 13 – 20

$284 per night
Guest favorite

Home in Danbury

4.99 out of 5 average rating, 335 reviews

BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!

Private 1100 sq. Ft. suite staycation located in a beautiful, safe, quiet neighborhood in DanburyModern Kitchen, One Bathroom, One Luxury Queen Size Bed, 55” Smart TV with Cable/Amazon Prime/Netflix, Apple Cable charger next to bed, Wi-Fi, AC, Heat, Refrigerator, Countertop Oven, Microwave, Electric Hot Plate, Keurig Coffee Maker, Hair Dryer, Iron, Ironing Board, Shampoo, Conditioner, Body Wash. The space is nonsmoking inside and outside the premises including vaping. No children or infants

Nov 16 – 23

$129 per night
Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 738 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

May 27 – Jun 3

$95 per night

Popular amenities for Brewster vacation rentals

Other great vacation rentals in Brewster

Superhost

Cottage in Putnam Valley

4.9 out of 5 average rating, 212 reviews

Lakefront Cottage near Hudson Valley

Mar 8 – 15

$346 per night
Guest favorite

Farm stay in Ancram

4.95 out of 5 average rating, 257 reviews

Relaxing secluded stay with loving social animals.

Jan 13 – 20

$137 per night
Guest favorite

Apartment in Brewster

5.0 out of 5 average rating, 7 reviews

Cozy Studio | Centrally Located

May 9 – 16

$93 per night
Guest favorite

Apartment in Carmel Hamlet

4.96 out of 5 average rating, 57 reviews

Home away from Home

Apr 26 – May 3

$87 per night
Superhost

Farm stay in Brewster

4.79 out of 5 average rating, 28 reviews

Crooked Cottage at Lobster Hill Farm

Jun 30 – Jul 7

$155 per night
Guest favorite

Home in Patterson

5.0 out of 5 average rating, 19 reviews

Cozy Lakehouse

Nov 16 – 23

$139 per night
Guest favorite

Guesthouse in Brewster

4.93 out of 5 average rating, 92 reviews

Sherwood Barn - close to ski mountain

Sep 10 – 17

$225 per night
Guest favorite

Apartment in Danbury

5.0 out of 5 average rating, 30 reviews

Stylish Studio w/ Kitchen | Central Danbury

Jun 18 – 25

$121 per night
Guest favorite

Cabin in Carmel Hamlet

4.93 out of 5 average rating, 27 reviews

Cozy Log Cabin Getaway

Jan 21 – 28

$253 per night
Guest favorite

Apartment in Brewster

4.88 out of 5 average rating, 64 reviews

The Hideaway

Sep 4 – 11

$140 per night
Guest favorite

Home in Brewster

5.0 out of 5 average rating, 17 reviews

Lakefront Home 5 Bedrms, 3 Baths

Sep 16 – 23

$929 per night
Guest favorite

Apartment in Bethel

4.9 out of 5 average rating, 88 reviews

Spacious Bethel Home Close to Downtown

Apr 20 – 27

$112 per night

Other great vacation rentals in Brewster

Guest favorite

Cottage in Bethel

5.0 out of 5 average rating, 55 reviews

The Sweet Retreat near Bethel & Newtown, King Bed

Apr 7 – 14

$125 per night
Superhost

Cottage in Carmel Hamlet

4.82 out of 5 average rating, 92 reviews

Cozy dog friendly Cabin on scenic White Pond Lake.

Feb 8 – 15

$153 per night
Guest favorite

Home in Patterson

5.0 out of 5 average rating, 27 reviews

Farmhouse & private yard

Dec 4 – 11

$352 per night
Guest favorite

Guesthouse in Sharon

5.0 out of 5 average rating, 59 reviews

Cottage with a Waterfall View

Aug 19 – 26

$94 per night
Guest favorite

Guest suite in Wilton

5.0 out of 5 average rating, 24 reviews

Guest suite with private enter

Apr 30 – May 7

$82 per night
Guest favorite

Cottage in Pawling

5.0 out of 5 average rating, 59 reviews

Twin Lakes Designer A-frame Stone Cottage

Dec 18 – 25

$315 per night
Superhost

Condo in Danbury

4.82 out of 5 average rating, 11 reviews

Quaint spacious unit,A+ location

May 17 – 24

$109 per night
Guest favorite

Home in North Salem

5.0 out of 5 average rating, 13 reviews

North Salem Home with Pool & Great Yard

Aug 18 – 25

$400 per night
Guest favorite

Guesthouse in Katonah

4.94 out of 5 average rating, 79 reviews

Adorable one bedroom guesthouse

Jan 25 – Feb 1

$136 per night
Guest favorite

Apartment in Danbury

5.0 out of 5 average rating, 17 reviews

Cozy 2 bedrooms with a den.

Apr 11 – 18

$270 per night
Guest favorite

Cabin in Fishkill

4.97 out of 5 average rating, 67 reviews

Secluded Hilltop Cabin near Beacon & Cold Spring

May 5 – 12

$129 per night
Guest favorite

Guesthouse in Newtown

5.0 out of 5 average rating, 43 reviews

Farm Cottage

Jun 8 – 15

$157 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Putnam County
  5. Brewster