Holiday rentals in Brewster

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Top-rated holiday rentals in Brewster

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Guest favourite
A dining area is shown with a round wooden table at the center, adorned with a vase of flowers. Large glass windows frame a serene lakeside view, with blooming flowers in the foreground and lush greenery. Soft sunlight reflects off the water, creating a tranquil atmosphere.
Home in Carmel Hamlet
4.92 out of 5 average rating, 212 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.

Guest favourite
The outdoor area is illuminated by soft lights, creating a relaxing atmosphere against a backdrop of tall trees. Lounge chairs are positioned on the deck, accompanied by a small table. The cozy cabin features multiple windows, giving a warm ambiance during the evening.
Cottage in Carmel Hamlet
4.85 out of 5 average rating, 200 reviews

Lake Cabin Escape Firepit•Fenced yard•Dogs welcome

A quiet, dog-friendly hideaway just over an hour from NYC, designed for slow mornings, deep rest, and time outdoors. Set in nature, this cozy, art-filled cabin is beautifully decorated with unique treasures from around the world, creating a soulful space for rest and reconnection. Enjoy peaceful days by the lake, nearby hikes, unhurried mornings, then settle in for fire-lit evenings under the stars. Ideal for couples and travelers seeking calm and privacy. Come for the lake. Stay for the magic.

Top guest favourite
Flat in Pawling
5 out of 5 average rating, 124 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.

Top guest favourite
A rustic black barn is showcased, featuring wooden doors and exterior lighting. A paved driveway leads up to the entrance, bordered by a well-maintained lawn and trees. The surrounding natural landscape enhances the barn's secluded charm.
Guest house in Brewster
4.95 out of 5 average rating, 167 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.

Top guest favourite
Home in Kingston
4.97 out of 5 average rating, 146 reviews

Hillside Views in Hudson Valley

Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Guest favourite
Flat in Newburgh
4.89 out of 5 average rating, 239 reviews

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Top guest favourite
Home in Newtown
4.99 out of 5 average rating, 124 reviews

Comfortable home away from home- near everything

Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.

Superhost
Flat in Brookfield
4.91 out of 5 average rating, 307 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Guest favourite
Guest house in Waccabuc
4.98 out of 5 average rating, 125 reviews

French Guest House in Waccabuc

A private, European-style retreat just 60 minutes from NYC. Set on an eight-acre gated French estate with its own lake, this guest house feels like a mini Versailles with 18th-century statuary, fountains and manicured gardens. Designed by David Easton, it features heated stone floors, a heated towel rack, luxury linens, gold fixtures, fast WiFi, and a private entrance. Minutes from Waccabuc Country Club and the Katonah train station.

Top guest favourite
Flat in Danbury
4.98 out of 5 average rating, 101 reviews

Cozy 1 BR Apt, Kitchen, Central Danbury

‣ Fully Furnished 1 Bedroom Apartment with kitchenette. (cooktop but no oven) ‣ Central Location ‣ Walking distance to Starbuck, C-town, Ridgewood Country Club ‣ Close to the highway (some guests say you can hear cars passing by on the highway) ‣ 2 minutes from Interstate 84 ‣ 15 minutes to Danbury Fair Mall ‣ .5 miles or a 5 to 10 mins walk to food shopping ‣ High-speed Internet ‣ Onsite Coin operated Laundry ‣ Smart TV (no cable)

Top guest favourite
The log cabin home features a distinctive exterior with exposed wooden logs. Large windows allow natural light to fill the interior. A spacious front porch provides access to the main entrance, surrounded by vibrant autumn foliage in various shades of orange and yellow.
Cabin in Carmel Hamlet
4.98 out of 5 average rating, 80 reviews

Cozy Log Cabin Getaway

Adorable log cabin home only one hour and twenty minutes from New York City. Come and enjoy the peace and tranquility of 3 wooded acres while being close to amenities as needed. This true log cabin home features 2 bedrooms, 1.5 bathrooms, a chef's kitchen, vaulted ceilings and exposed beams, a large stone wall that spans both floors of the home, and a wood burning stove that will heat you up on cold winter nights.

Top guest favourite
A swimming pool is set in a lush green yard, surrounded by trees and flowering plants. Comfortable lounge chairs are positioned nearby, while a large rock adds a natural element to the pool area. The property's main house stands in the background, completing the inviting scene.
Barn in Bethel
4.98 out of 5 average rating, 256 reviews

Escape to a Restored New England Antique Milk Barn

A Bucolic antique farm property in the Fairfield County countryside. Welcome to Connecticut country living at its best! Enjoy the gardens from your private patio, take a dip in the pool, read a book surrounded by fall foliage and retire to your very private suite and relax in the soaking tub. Please note the owners reside on the 4 acre property but give guests the utmost privacy.

Popular amenities for Brewster holiday rentals

Quick stats about holiday rentals in Brewster

  • Nightly prices starting at

    Brewster holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 130 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Brewster rentals

  • 4.8 Average rating

    Brewster stays are highly rated by guests – averaging 4.8 out of 5!

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