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Compare 288 Vacation Homes in Brewster with updated reviews, rates, and availability.

Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
10.0 out of 10, Exceptional, (6)
"Great property, very clean and host was quick to reply. We were impressed with the amenities available (most places don’t have detergent, etc) and the view was amazing! We didn’t have time to go to the dock but it looked very nice! Wish we had time to stay longer. We will definitely try to stay there again for our next family event"
Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
Hat Shop House: Charming Retreat in the Heart of New England. Family friendly.
Hat Shop House: Charming Retreat in the Heart of New England. Family friendly.
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (64)
"Perfect Place for some days in the nature! Such a nice house with everything you need."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
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Tranquil Lakefront Cottage - Private Dock, Kayaks, Stunning Views, Family Friendly
10.0 out of 10, Exceptional, (21)
"Overall a great place to stay. Great space and nice furnishings inside and out. I gave cleanliness a 4 because the outside decking was really dirty. Although there was access to the lake and dock, it was very dangerous and needs repair."
Tranquil Lakefront Cottage - Private Dock, Kayaks, Stunning Views, Family Friendly
Renovated 1850's Cottage on Storm King Mountain
9.8 out of 10, Exceptional, (8)
"It was a beautiful setting with water fall. The home itself needs a little work. It is well used and needs some TLC. Photos look much better then actual home."
Renovated 1850's Cottage on Storm King Mountain
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (22)
"This house has an ideal location to see lots of local sites of interest in the Hyde Park and Poughkeepsie area. Easy trip from there to West Point, Hyde Park and the Culinary Institute from the location, and great restaurant, Tiramasu, is very close. The house is immaculate! The beds were very comfortable, linens were provided, the bathrooms were spacious and the five of us had plenty of room for our toiletries. The house has steps to its multiple levels for all essential rooms, not accessible....
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Private room in a single family house near Peekskill
9.8 out of 10, Exceptional, (13)
"My wife and I enjoyed our stay. Property owner was very responsive to questions. Home was very clean and inviting. We loved the cats!"
Private room in a single family house near Peekskill
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (4)
"The inside of the house was AMAZING! Nadia was a great host and very easy to get in touch with. Thank you!"
The price is SAR 938
SAR 1,414 total
includes taxes & fees
24 Jul - 25 Jul
Contemporary Cozy Cottage
Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
10.0 out of 10, Exceptional, (23)
"The house was very clean, comfortable, well-furnished, and well-stocked. It has everything we could have needed and a whole lot more. Jon went out of his way to make our stay outstanding, especially with a 9-month-old. The yard is very nice, the neighborhood is very nice, and the location was perfect for us. We will definitely stay there again when our family visits Fairfield."
Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
The Art House: 5-Acre Private Getaway
10.0 out of 10, Exceptional, (4)
"Jon and Jessica, thank you so much for an incredible experience. You thought of everything for your guests. Every bed is so comfortable, we loved the artwork, and the home exudes relaxation and warmth. It was immaculate and extremely clean. We enjoyed spending the afternoons on the patio and covered porch watching the numerous birds, the sunset, and stargazing. Thank you."
The Art House: 5-Acre Private Getaway
Modern, Magical Woodsy Escape 1 Hour From NYC
10.0 out of 10, Exceptional, (11)
"Everything about this place was perfect and allowed our family to grieve our loss in comfort and zen"
Modern, Magical Woodsy Escape 1 Hour From NYC
Updated Home w/ Patio Half Mile to West Point
10.0 out of 10, Exceptional, (19)
"We were visiting West Point Academy and wanted a place to stay for our family of five. Perfect location and just what we needed for a couple of nights. Would stay again if we are back in the area!"
Updated Home w/ Patio Half Mile to West Point
Charming Hudson Valley 3-Bedroom Family Getaway
Charming Hudson Valley 3-Bedroom Family Getaway
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, (59)
"We had a lovely weekend stay for a quick family get-away. The main kitchen and living area has spectacular views onto the lake as does the deck where we spent most of our time. The lake is just across the very quiet street. The kitchen is incredibly well stocked, the host super responsive and the rooms very comfortable. We did not use the well equipped basement work-out and additional TV space but it looked great. Easy to get to grocery store, hikes, local attractions but honestly we just loved...
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (40)
"Beautiful eclectic decor, so many records and books to enjoy. Wonderful private yard"
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
10.0 out of 10, Exceptional, (18)
"We had a very pleasant stay! We came for our son’s graduation from West Point. Pat was a gracious host and made sure that we had up to date info. There were lots of thoughtful amenities, the beds and couches were very comfortable, we used the grill and sat on the deck which overlooks a wooded hill. The location is peaceful and in the country just down the street from a horse pasture. You can hear the brook bubbling across the way. The WiFi worked great and although there is just a window air...
The price is SAR 675
SAR 1,220 total
includes taxes & fees
30 Jun - 1 Jul
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
Lakeview Estate - Chef's Kitchen - NYC Getaway
10.0 out of 10, Exceptional, (19)
"This place was amazing! The only reason why I’m giving it 4 stars is because check in is way too late. It would have been nice if it was earlier 4pm? Every other place that we have ever stayed whether it’s in US or abroad has always been 3 the latest."
The price is SAR 2,013
SAR 3,827 total
includes taxes & fees
2 Jul - 3 Jul
Lakeview Estate - Chef's Kitchen - NYC Getaway
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
10.0 out of 10, Exceptional, (17)
"Gorgeous, as advertised!"
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
Traveling Nurse or Business Professional
10.0 out of 10, Exceptional, (7)
"The neighborhood was clean, upscale, and beautifully kept. It came with Candlewood Beach access. The second story suite was gorgeous, clean, and well apportioned. The bed was comfortable. The whole house was well maintained and a wonderful,"homey" feel to it. The Hostess was friendly, cheerful, and very accommodating. The house is on the hillside leading to Lake Candlewood. As can be imagined, the views from the windows were outstanding."
Traveling Nurse or Business Professional
Private French Country Estate-New Canaan CT-Pool-Film Set-July 27-Aug 21st avail
10.0 out of 10, Exceptional, (33)
"Stayed at this home for a family wedding in the area and it was perfect. Bedrooms for each member, beautiful grounds, and a very unique homes with lots of interesting rooms. Very relaxing, and the home owners were very welcoming. Would highly recommend this property."
Private French Country Estate-New Canaan CT-Pool-Film Set-July 27-Aug 21st avail
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Brewster

The Hideaway
10.0 out of 10, Exceptional, (1)
"We enjoyed our short stay with Renee, who was very helpful! Plenty of room for our XL dogs to walk - ( 90lbs and 188lbs). Thank you for your hospitality! We’ll see you again, if we’re in the area!"
The Hideaway
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (76)
"Perfect weather for a getaway! Great location to get to get around. Cottage was perfect for us. Fire pit was great to hang out at. Went kayaking across the street. Beautiful lake. However, the access to the lake was a wee bit steep but we are in shape to handle it. All in all it was a great time!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (4)
"The inside of the house was AMAZING! Nadia was a great host and very easy to get in touch with. Thank you!"
The price is SAR 938
SAR 1,414 total
includes taxes & fees
24 Jul - 25 Jul
Contemporary Cozy Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Recent reviews of Brewster hotels
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