Vacation rentals in Brewster

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Top-rated vacation rentals in Brewster

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

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Guest favorite

Guest suite in Pawling

4.92 out of 5 average rating, 96 reviews

Cozy retreat just a short stroll from the village

The Colonel Vanderburgh Suite is a private, cozy, efficient room with private bathroom that is separate from the rest of the main house. Guests do not have access to the main house. There is NO kitchen. You can come and go thru your private entrance and enjoy all the amenities that the room has to offer. QFree Wi-Fi, brand new Smart TV, coffee maker, mini fridge, Beekman 1802 toiletries, linens, robes, hair dryer, etc. Feel free to roam the property, use the fire pits and relax by the stream

Guest favorite

Apartment in Bethel

4.81 out of 5 average rating, 103 reviews

Little Pond Flat: Nestled in woods, walk to town

1st floor of private 3-story home, 1 acre Separate door entries Large room w/3-piece sectional couch, TV, the 2 glass doors & 2 windows. Also: ~partial kitchen: fridge, cooking appliances. Limit usage to 1 at a time to avoid breaker overload. NO kitchen sink, only bath sink Wooden dining nook Full bath w/curtained, enclosed shower, marble flooring -Bedroom w/double bed, cork flooring, desk, desk chair, mini wardrobe, 2 glass sliding doors to backyard. 15 min walk/2 min drive to laundromats

Guest favorite

Loft in Gardiner

4.94 out of 5 average rating, 31 reviews

Sweet Suite in Gardiner

Forget your worries in this spacious and serene space. The Sweet Suite is a private 1 bedroom with master bathroom ensuite, a lofty open living area amply equipped and handsomely appointed for your comfort. Gardiner continually amazes from season to season for outdoor enthusiasts; the Sweet Suite is near all--Skydive Ranch, Mohonk Mtn House & Preserve, Minnewaska State Park, Auberge Wild Flower Resort, New Paltz Main Street & Water Street Mkt, Tuthilltown Distillery & Farmers Mkt, & Rail Trail.

Guest favorite

Apartment in Philipstown

4.91 out of 5 average rating, 232 reviews

Foxglove Farm

Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

Top guest favorite

Apartment in Pawling

5 out of 5 average rating, 89 reviews

Quiet Studio Apartment in Pawling

For getaways or visiting the area, this peaceful sanctuary awaits your arrival in Pawling. A fresh clean studio apartment with idyllic views of the forest, stone walls, and distant mountains. Awake to the sound of birds and beautiful sites. With a king size bed, kitchenette, desk, Smart TV, WIFI, full bath with walk-in shower. Big sliding glass door to private deck overlooking native landscaping. 1 mile to village for restaurants, bakeries, & night spots. 7 min by taxi to Darryl's House Club.

Superhost

Guesthouse in Dover Plains

4.87 out of 5 average rating, 116 reviews

Spilt Milk Cottage - Hudson Valley, NY

Completely renovated 1BR + den cottage inside a circa 1800's dairy barn. Come stay in a perfect WFH base with easy access to the Metro North train and everything the Hudson Valley has to offer. Master bedroom features a full size massaging and adjustable bed with plenty of storage and an office nook. The den is perfect for cuddling up and watching movies or the queen size foldout works as a 2nd bed. Highspeed internet, and a well equipped kitchen to cook up all those locally sourced goodies!

Top guest favorite

Guesthouse in Mahopac

4.95 out of 5 average rating, 237 reviews

Lakeview Guesthouse with Sauna

Art and light filled spacious studio with panoramic views overlooking lake Mahopac perched on a steep hill. A short 5 min walk down the hill to swimming/paddleboarding/canoeing. Walkable to an on-the-lake restaurant/ dining/ takeout options + boba tea! Drivable to farm fresh food markets, restaurants and art museums. Cedar dry Sauna on property for use. Nearby towns and hikes include Fahenstock Park, Pound Ridge, Cold Spring, Beacon, Ridgefield, or walk up the hill to trails of Volz park!

Guest favorite

Guesthouse in Brewster

4.94 out of 5 average rating, 144 reviews

Sherwood Barn - close to ski mountain

Our guests stay on the SECOND floor of the barn in a 1200 Sq Ft, fully reno'd apt that sleeps 6. Located about 1 hour from NYC you will find peace and serenity in the middle of nature on this 4 acre estate (that also contains our main home) where you can get away from it all. unwind this way or visit local attractions like Thunder Ridge Ski Mountain, snowshoe/ X Country skiing, hike/bike/running trails, restaurants and local cafe's. Great oasis to kick back and spend time with family.

Guest favorite

Guesthouse in Carmel Hamlet

4.9 out of 5 average rating, 80 reviews

Sweet lil' house among the boulders LONG TERM STAY

This cozy modern bungalow is set adjacent to our home with a separate entrance from the driveway on 8 acres isolated on a back country road with no neighbors visible anywhere. You are a bike ride away from Fahnestock Park, the Appalachian Trail, the Zen Monastery, White Pond and a small country deli. It's a 20 minute drive to Cold Spring with antiques and restaurants, 15 minutes to Carmel with first run movies, bowling, restaurants and a mall.

Guest favorite

Cottage in New Fairfield

4.97 out of 5 average rating, 38 reviews

Sunset Cabin Modern Home Kayak FirePit Lake Access

Nestled in the charming town of New Fairfield, Connecticut, the Ball Pond Sunset Retreat offers a perfect getaway to unwind, reconnect, and soak in nature's beauty. Perched on the mountainside, this serene retreat boasts breathtaking sunsets every evening. With just a minute walk to the lake, enjoy the time on the water kayaking, fishing and much more.

Top guest favorite

Barn in Mount Kisco

4.91 out of 5 average rating, 581 reviews

NY Rustic Cottage Getaway

Just 50 min North of NYC (Metro North 5 min away) great for artists, writers, yogi's and creative types or people just wanting to get away from the hustle and bustle, city amenities near by. (Photo Shoots, Seminars, Workshops welcome-Call For different Rates) Tag & Follow Nina’s Cottage on Insta! @ninas_airbnb

Top guest favorite

Guest suite in Putnam Valley

4.99 out of 5 average rating, 120 reviews

Nestled in Nature

Welcome to the Hudson Valley, just an hour from Midtown! We’re situated a few minutes from Fahnestock State Park, scenic Cold Spring, and a revitalized Peekskill! While these and many more attractions are nearby, the peace and serenity of our house and property are a welcome change of pace from the city.