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Check prices for these dates

Next weekend
Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26

Browse Select Brewster Vacation Homes

Our top choices for Brewster vacation homes

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Fridge, microwave, oven, stovetop

Mid Century Modern Studio w/ Full Kitchen - Newly Built

9.4 out of 10, Exceptional, (3)
"Great place. Check-in was very easy. Kitchen was great and a lovely basket of snacks was left for us. Beautiful views and garden. The hosts were very accommodating and happy to help in any way. "
The price is CA $270
CA $345 total
includes taxes & fees
Aug 26 - Aug 27
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

9.0 out of 10, Wonderful, (10)
"Truly a hidden gem. The property and home were nothing short of extraordinary. For those looking for a great location with access to hiking and a one of a kind experience this is the place."
The price is CA $210
CA $357 total
includes taxes & fees
Aug 26 - Aug 27
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Cozy cute Relaxing home
Terrace/patio

Cozy cute Relaxing home

8.6 out of 10, Excellent, (4)
"nice quiet area"
The price is CA $228
CA $434 total
includes taxes & fees
Aug 31 - Sep 1
Cozy cute Relaxing home
Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.
Interior

Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.

The price is CA $199
CA $280 total
includes taxes & fees
Sep 7 - Sep 8
Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Property grounds

Sleek Escape: Modern 3 BR- 4 Min from West Point !

10.0 out of 10, Exceptional, (1)
"Looked like this property was recently renovated. Very clean and nice. "
The price is CA $250
CA $690 total
includes taxes & fees
Sep 15 - Sep 16
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Rustic Cabin in Fishkill!
Exterior

Rustic Cabin in Fishkill!

10.0 out of 10, Exceptional, (1)
"Beautiful property with many different areas to explore. We originally intended to spend more time in beacon but decided it was more fun hanging out here. "
The price is CA $380
CA $583 total
includes taxes & fees
Aug 26 - Aug 27
Rustic Cabin in Fishkill!
Lovely 3BR Home with parking-Walk to WP Gate!
Interior

Lovely 3BR Home with parking-Walk to WP Gate!

10.0 out of 10, Exceptional, (4)
"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"
The price is CA $197
CA $377 total
includes taxes & fees
Aug 26 - Aug 27
Lovely 3BR Home with parking-Walk to WP Gate!
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Fridge, microwave, oven, stovetop

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

10.0 out of 10, Exceptional, (2)
"We had an excellent stay! Our hosts were kind and helpful. The home was modern and very well kept, very clean. I would highly recommend this location and home to anyone traveling in the area."
The price is CA $284
CA $551 total
includes taxes & fees
Sep 17 - Sep 18
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
House on the Babbling Brook- Quiet 2BR + King Bed!
Exterior

House on the Babbling Brook- Quiet 2BR + King Bed!

The price is CA $212
CA $586 total
includes taxes & fees
Aug 26 - Aug 27
House on the Babbling Brook- Quiet 2BR + King Bed!
Awesome Lake Home with tons of fun!
Outdoor spa tub

Awesome Lake Home with tons of fun!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great spot "
The price is CA $622
CA $1,065 total
includes taxes & fees
Sep 1 - Sep 2
Awesome Lake Home with tons of fun!
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Living area

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

9.6 out of 10, Exceptional, (10)
"Great spot, wonderful host. Would recommend to anyone!"
The price is CA $311
CA $590 total
includes taxes & fees
Aug 28 - Aug 29
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.8 out of 10, Exceptional, (29)
"Great place for a quiet stay"
The price is CA $358
CA $463 total
includes taxes & fees
Aug 31 - Sep 1
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Contemporary Cozy Cottage
Interior

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (26)
"Our stay was lovely. Nadia was a wonderful host and the property was so welcoming."
The price is CA $311
CA $584 total
includes taxes & fees
Aug 31 - Sep 1
Contemporary Cozy Cottage
Relaxing, Charming & Best Location!
Exterior

Relaxing, Charming & Best Location!

10.0 out of 10, Exceptional, (1)
"The property is amazing. The house is beautiful and very inviting and comfortable. It was easy to locate. Even though the property was older with loads of charm it was updated with many modern conveniences. The owner stayed in contact to make sure we had everything we needed. We would stay again. "
The price is CA $531
CA $757 total
includes taxes & fees
Sep 16 - Sep 17
Relaxing, Charming & Best Location!
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Property grounds

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

The price is CA $277
CA $523 total
includes taxes & fees
Aug 27 - Aug 28
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
3BR West Point Retreat-3min to Back Gate+ King Bed
Property grounds

3BR West Point Retreat-3min to Back Gate+ King Bed

The price is CA $257
CA $734 total
includes taxes & fees
Sep 14 - Sep 15
3BR West Point Retreat-3min to Back Gate+ King Bed
Fabulous 3bdrm Home w/parking!
Fridge, microwave, oven, stovetop

Fabulous 3bdrm Home w/parking!

8.0 out of 10, Very good, (2)
"Great place. Close to West Point activity. Clean and new."
The price is CA $363
CA $609 total
includes taxes & fees
Sep 22 - Sep 23
Fabulous 3bdrm Home w/parking!
Private Dock & Pool - Candlewood Lake
Interior

Private Dock & Pool - Candlewood Lake

10.0 out of 10, Exceptional, (3)
"The house was the best equipped that we’ve ever rented. We were sad to have our trip cut short due to adverse weather. We’d love to return here on a future trip—hopefully when the weather is warmer. "
The price is CA $530
CA $1,307 total
includes taxes & fees
Sep 7 - Sep 8
Private Dock & Pool - Candlewood Lake
West Point Family Retreat, 5 min walk to Thayer!
Exterior

West Point Family Retreat, 5 min walk to Thayer!

2.0 star property
9.6 out of 10, Exceptional, (5)
"Updated, well equipped kitchen and comfortable living and sleeping spaces. We will definitely try to book here on our next visit to West Point. "
The price is CA $622
CA $1,131 total
includes taxes & fees
Aug 26 - Aug 27
West Point Family Retreat, 5 min walk to Thayer!
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Smart TV, fireplace, books

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

10.0 out of 10, Exceptional, (11)
"The house worked very well for our family holiday. Very clean, had everything we needed "
The price is CA $484
CA $978 total
includes taxes & fees
Aug 28 - Aug 29
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
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.
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Top Brewster Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"The Overlook Lodge is a wonderful property nestled in the woods and yet close to the Inn for dining. Our room was spacious and the beds were very comfortable. "
Lynn 1-night trip
Posted 2 days ago
Overlook Lodge at Bear Mountain