Brewster Vacation Rentals

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Browse Select Brewster Vacation Homes

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Fridge, microwave, oven, stovetop
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (62)
"Stayed for West Point graduation. Beautiful home, scenic views, and everything we needed."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Westport Beach Town Mid-Century Vibe Retreat - Pet friendly, walk to downtown shops & restaurants
Microwave, stovetop, dishwasher, coffee/tea maker
Westport Beach Town Mid-Century Vibe Retreat - Pet friendly, walk to downtown shops & restaurants
Westport Beach Town Mid-Century Vibe Retreat - Pet friendly, walk to downtown shops & restaurants
Gorgeous NEW Candlewood Lake 4BR 2BA Direct Waterfront Home +Dock ~JUNE SPECIAL!
Smart TV
Gorgeous NEW Candlewood Lake 4BR 2BA Direct Waterfront Home +Dock ~JUNE SPECIAL!
Gorgeous NEW Candlewood Lake 4BR 2BA Direct Waterfront Home +Dock ~JUNE SPECIAL!
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Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
1 bedroom, desk, iron/ironing board, travel crib
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (36)
"This is a cozy property in a very rural setting. The host is extremely responsive and very thorough. It is quiet and private. The furniture and bed are very comfortable. The wood burning stove is a pellet stove which provides enough heat to take the edge off. The hot tub could comfortably fit 4 people. The Village of Cold Spring is less than 10 minutes away, as is the Interstate 84 bridge across the Hudson. If you want to make your own food, bring it. There is no grocery store nearby."
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Exterior
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Renovated 1850's Cottage on Storm King Mountain
Property grounds
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
Smart TV
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (21)
"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
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
Property grounds
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!
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
On the beach, sun loungers
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
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
Outdoor pool
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 CA $242
CA $440 total
includes taxes & fees
Jun 19 - Jun 20
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
Tranquil Lakefront Cottage - Private Dock, Kayaks, Stunning Views, Family Friendly
Property grounds
Tranquil Lakefront Cottage - Private Dock, Kayaks, Stunning Views, Family Friendly
10.0 out of 10, Exceptional, (17)
"The property is lovely and well prepared for guests. The location is wonderful. One of our highlights was watching a bald eagle soar over the lake."
Tranquil Lakefront Cottage - Private Dock, Kayaks, Stunning Views, Family Friendly
The Long View of Candlewood Lake
Smart TV, fireplace
The Long View of Candlewood Lake
9.8 out of 10, Exceptional, (8)
"We were In the area for Kent Graduation . Wish we had more time to spend at the house . Perfect area by lake. Nice setup . Great neighbors . The host was very responsive and so accommodating with our busy schedule and short stay. We’ll be back for a longer stay to enjoy the property, house and lake."
The Long View of Candlewood Lake
Private Annex/Former Artist Studio
Property grounds
Private Annex/Former Artist Studio
9.8 out of 10, Exceptional, (39)
"This charming 2-bedroom New Preston apartment was the perfect escape! Cozy rooms welcomed us with peace and comfort, melting away city stress. Host Melanie's warm smile and delicious homemade cookies added a personal touch that made our stay truly heartwarming. Reconnecting with nature was easy - breathtaking scenery, quiet streets, and a nearby lake offered peaceful beauty. This wasn't just a place to stay, it was an experience we'll treasure. Highly recommend! ⭐⭐⭐⭐⭐ P.S. too bad I forgot...
Private Annex/Former Artist Studio
Pet-Friendly Hopewell Junction Home w/ Pool
Fridge, microwave, stovetop, dishwasher
Pet-Friendly Hopewell Junction Home w/ Pool
9.4 out of 10, Exceptional, (3)
"Good option to stay at with family"
Pet-Friendly Hopewell Junction Home w/ Pool
Lakeview Estate - Chef's Kitchen - NYC Getaway
Outdoor dining
Lakeview Estate - Chef's Kitchen - NYC Getaway
10.0 out of 10, Exceptional, (18)
"Beautiful, spacious property with all the amenities we needed and more. I would recommend and we will certainly return!"
The price is CA $643
CA $1,313 total
includes taxes & fees
Jun 13 - Jun 14
Lakeview Estate - Chef's Kitchen - NYC Getaway
Contemporary Cozy Cottage
Fireplace
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (3)
"Everything was great and as advertised. The pizza place down the hill hit the spot when traveling in a bit later than expected."
The price is CA $342
CA $515 total
includes taxes & fees
Jun 9 - Jun 10
Contemporary Cozy Cottage
Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
Property grounds
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.
Traveling Nurse or Business Professional
Exterior
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
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
Aerial view
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
8.8 out of 10, Excellent, (15)
"We spent 2 nites for graduation weekend at West Point. It turned to be a convenient location. The cottage had everything we needed. 👍"
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Fridge, microwave, oven, stovetop
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
10.0 out of 10, Exceptional, (83)
"Owners opened their beautiful home that was a delightful combination of an old home that had been modernized offering many unique features but was both welcoming and comfortable."
The price is CA $800
CA $1,475 total
includes taxes & fees
Jul 6 - Jul 7
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Don't see what you're looking for?
See all available properties in Brewster
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
Property grounds
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
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is CA $279
CA $388 total
includes taxes & fees
Jun 11 - Jun 12
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
Beach nearby, beach towels
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (75)
"We had such an awesome stay! Check in process was easy! Amazing scenery amazing adventure we had with our two furr babies!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
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.

Brewster Vacation Homes information

Number of reviews
406
Accommodation
286 Vacation Homes
Lowest Price
CA $242
Highest Price
CA $800

Recent Reviews in Brewster
Expedia verified reviews

Hotel Hi-Ho

Hotel Hi-Ho

5/5 Excellent
"I was expecting a standard motel but was pleasantly surprised by this property. We spent just one night there - got there very late and checked in on the phone. The service on the phone was quick and efficient. The room was very comfortable and what I was most impressed by was that they had a Nespresso machine and actual cups and glasses (not disposable) - something you don't find at even the fanciest of hotels. Very pleased! Would highly recommend it for a stay in the area."
A verified traveller from Arlington stayed at Hotel Hi-Ho
Posted 2 days ago
Hotel Hi-Ho