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.

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Top guest favorite

Home in Greenwood Lake

5 out of 5 average rating, 119 reviews

Escape to the lake!LAKEFRONT/Hot-tub/1 hour to NYC

TatyanaRating, 5 stars1 month ago

We had a staycation here and it was absolutely lovely. We enjoyed the space, especially the view. The hot tub was great in the chilly nights, played in the game room a bit, cooked in the kitchen and enjoyed some meals in the dining room. Easy to find, but felt very private. Thank you for sharing the lovely place.

Top guest favorite

Home in Lake Katrine

4.95 out of 5 average rating, 111 reviews

Waterfront 3BR Home in Hudson Valley, Catskills

NathanRating, 5 stars4 months ago

This place was a breath of fresh air. I've noticed a trend on AirBNB of rentals that are obviously flipped investment properties with no character and no evidence of life: this place is the opposite! Charming, comfortable, with hosts who actually know the area and live in the area. This is a great family option when visiting the surrounding Hudson Valley towns. I hope I can get back here soon!

Top guest favorite

Cottage in Livingston Manor

4.99 out of 5 average rating, 143 reviews

Cozy mountain top home - views, 5acres & a gym.

AngelaRating, 5 stars1 month ago

It’s was close to all but private and peaceful… picture were accurate however seeing the sunrise peek through the windows were just breathtaking! Love it my family/friends enjoy it too! And as the sunset, beautiful lights came on on the porch and Christmas tree lights. It was just lovely. It was a nice touch and a nice surprise.

Guest favorite

Home in Sheffield

4.91 out of 5 average rating, 117 reviews

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

FeliciaRating, 5 stars2 months ago

Sally responded to questions right away. She was really attentive - making sure snow was cleared and ice salted so that we could leave early in the morning after a big snow storm. The place was really conveniently located 15 minutes from ski Butternut. And it was immaculately clean and so cozy. It was a really nice stay.

Guest favorite

Home in Kerhonkson

4.95 out of 5 average rating, 354 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

JongRating, 5 stars4 days ago

If you're looking for a stay off the beaten track this place is perfect - so much so that there is no cell signal so be warned! We even saw deer roaming the huge front yard(?) It is very child friendly, they have toys, high chair, crib and a stroller for use which reduced the amount of stuff we had to take. The only slight downside (to be expected) is the hot water tank is only 40 gallons and takes around 45mins to fill up so as a family of 5 we had to time the dishwasher, washing machine, bath time and showers carefully. Hosts are super responsive and were on hand to answer any questions.

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What guests are saying

Jewy’s Cozy Cottage

5 out of 5 average rating, 7 reviews4 months ago

Jenny was an amazing host and her husband Wesley was the cherry on top. Incredibly helpful and hospitable. They even invited me to have thanksgiving dinner with them! So cozy, it feels like a home that’s lived in, not a hotel or a commercial space. It’s a warm and loving HOME.

Apartment in Newton

What guests are saying

Comfy Catskills Cottage 3bdr 3ba (near Phoenicia)

4.94 out of 5 average rating, 77 reviews2 months ago

Perfect getaway with the family (even the 2 teens didn’t complain!). Beautiful surroundings, easy to get to many things! We got there late Friday evening and had dinner 2 minutes down the road at the Emerson Inn restaurant. Back the house loved the pellet stove and coziness! The am meant bread alone (awesome bakery) 8 minute drive down the road. Spend some time exploring the area and found a brewery nearby. Easy to drive to Woodstock! Great house, great location would def go back. Only regret is we didn’t use the hot tub as we were too lazy to venture off the back deck.

Home in Mount Tremper

What guests are saying

Spacious, Quiet 4 Bedroom + All Season Hot Tub

4.98 out of 5 average rating, 64 reviews3 days ago

My family had a fabulous 4 night stay at Tina’s place! There was plenty of space to lounge around and we all enjoyed the hot tub. We were a short drive to so many restaurants, farms, breweries and hiking spots. Tina responded immediately every time we asked a question. Would definitely stay here again!

Home in New Paltz

What guests are saying

Water's Edge Lakefront Home

4.96 out of 5 average rating, 53 reviews4 months ago

WOW!! We cannot say enough amazing things about our stay. We stayed for the holidays and the snow surrounding the lake was the most beautiful surrounding imaginable. It was so peaceful and we watched both sunrises and sunsets there. Plus there were tons of beautiful swans to appreciate! The house was extremely pristine, decorated beautifully for the holidays, and felt like home. This was such a special stay and our host was so accommodating! We will absolutely be back.

Home in Greenwood Lake

What guests are saying

Lakeside Spring Retreat: Hike, Kayak, Relax

4.95 out of 5 average rating, 39 reviews2 months ago

What a great place to stay with your dogs. From the moment we entered, we felt dogs were welcome. The fact that it was pet friendly did not impact the quality of our stay. It was cozy, comfortable & impeccably clean. Our hostess was very responsive. I was concerned about the safety of the walkway due to ice & our Michelle had extra salt added to the driveway prior to our arrival. We thoroughly enjoyed our stay & would love to stay again.

Home in Vernon Township

What guests are saying

Seaside Paradise

5 out of 5 average rating, 5 reviews4 months ago

We stay 4 weeks at Jacqueline place, everything was great, did not have any problem. Place is exactly fit the advertising if not better and everything was clean and working. We find place and the area is so peaceful and quiet. Perfect location for someone just looking for rest in very beautiful neighborhood. Jacqueline was very responsive, easy to communicate, helpful and polite. I would definitely stay again and recommend for anyone needs a place feels like home away home.

Home in Milford

What guests are saying

Light-filled Beach House Steps from the Sand

4.92 out of 5 average rating, 26 reviews20 months ago

Mougeh's place is a lovely home with ample space, toys, books, games for entire family, within walking distance to the beach, and four mile drive to all shopping needs. The reason for the three star rating given in the "clean house" question was because when we arrived we noticed dog hair in the living area. We contacted the host and immediately the next day the cleaning service arrived and cleaned it. We were refunded the cleaning fee. Mougeh is very caring and responsive to her guests's needs.

Home in Woodmont

What guests are saying

Greenwood Lake’s Iconic Lakefront “Icehouse”

5 out of 5 average rating, 29 reviews3 months ago

From booking through check out, Maureen was pleasant, communicated promptly and clearly, and had the house perfectly dialed in to accommodate our family. The house is situated on a large, beautiful lakefront lot with spectacular views, and outfitted for families and friends to have an amazingly fun experience, regardless of weather or time of year. If you’re looking for a peaceful getaway, or a lively time with friends, this place will not disappoint!

Home in Greenwood Lake

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Popular amenities for Brewster vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Brewster's top sights

Southeast Train Station Parking8 locals recommend

Brewster station7 locals recommend

Putnam Trailway Parking6 locals recommend

Other great vacation rentals in Brewster

Guest favorite

Home in Hopatcong

4.92 out of 5 average rating, 139 reviews

Lakefront Hopatcong w/dock kayaks fishing near NYC

MichelRating, 5 stars2 weeks ago

This was by far the best Airbnb experience we have had. Super clean and comfortable, quiet neighborhood and beautiful view of the lake. Shiying was a very accommodating and friendly host. We absolutely loved our stay and would definitely love to return. Thank you!

Top guest favorite

Home in Millerton

4.97 out of 5 average rating, 181 reviews

Vacation Home In Millerton

SarahRating, 5 stars1 week ago

We had a wonderful week at Corina's house while out for a family event! The house was spotless and the kitchen was stocked with everything we could need. The outside space was just as amazing. We had a great campfire one night, enjoyed using the grill, and our dog loved being able to run around the large yard. I'm sure we'll be back next year!

Top guest favorite

Home in South Fallsburg

5 out of 5 average rating, 14 reviews

Renovated & Spacious 3BR Catskills Retreat

NicolaRating, 5 stars3 weeks ago

Alan was a pleasure to work with. He promptly answers all my messages. We worked with him for our company stays. we stayed well over a month in 2 of his home. Check out all his homes for rent.

Superhost

Cabin in Shirley

4.87 out of 5 average rating, 153 reviews

A-Frame cabin with private beach & epic sunsets

JenniferRating, 5 stars1 week ago

Amber’s place was immaculate and stunning. This was my 2nd time staying and it was just as magical! The place had plenty of space for a family of 3 and the washer/dryer was very convenient. We had a great time and would stay here again!

Superhost

Condo in Vernon Township

4.73 out of 5 average rating, 111 reviews

200 yds Minerals - great for hotel weddings

SaraRating, 5 stars5 months ago

We had a great time! The unit is an easy walk to Minerals, and the layout was perfect for our needs. Joann was a fantastic host and we can’t wait to stay again!

Top guest favorite

Home in New Paltz

5 out of 5 average rating, 38 reviews

Luxury Home with Mountain Views

GiladRating, 5 stars2 months ago

The house is even more beautiful than the pictures. It is beautifully designed and extremely clean and comfortable. Kitchen is well equipped, beds are very comfortable, and the playroom for the toddlers was an amazing addition to the experience. Judy was very responsive and considerate of all of our needs. We would love to come back for another stay!

Guest favorite

Cottage in Greenwood Lake

4.96 out of 5 average rating, 48 reviews

5 bedroom 7 beds Cottage Sauna, Hike, Winery & Ski

JasonRating, 5 stars6 days ago

We had a great time at Carmine's place, highly recommend.

Guest favorite

Apartment in Vernon Township

4.92 out of 5 average rating, 13 reviews

Snow Ski, Hiking & Golf Oasis

BarbaraRating, 5 stars4 months ago

At Thanksgiving we like to be at an Airbnb instead of an hotel while visiting family in the area. Roseanne's place was perfect for three of us. The condo was very comfortable, clean and a private place to be altho we didn't spend a lot of time there. The beds were comfortable and there is a lovely view. We would stay there again.

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Vacation rentals in Brewster

Top-rated vacation rentals in Brewster

Jewy’s Cozy Cottage

Comfy Catskills Cottage 3bdr 3ba (near Phoenicia)

Spacious, Quiet 4 Bedroom + All Season Hot Tub

The Mountain Vacation Home

Water's Edge Lakefront Home

Lakeside Spring Retreat: Hike, Kayak, Relax

Seaside Paradise

Light-filled Beach House Steps from the Sand

Luxury Retreat on Rondout Creek- Wedding Central!

Greenwood Lake’s Iconic Lakefront “Icehouse”

Cozy cottage with hot tub and game room

Rustic Blues Cottage Retreat

Vacation rentals for every style

Popular amenities for Brewster vacation rentals

Stay near Brewster's top sights

Other great vacation rentals in Brewster

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