Holiday Homes in Brewster

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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Holiday Homes in Brewster and around

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 €369
includes taxes & fees
31 Aug - 1 Sept
Contemporary Cozy Cottage
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Fridge, microwave, oven, stovetop

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

10.0 out of 10, Exceptional, (15)
"We had a great stay and had everything we needed!"
The price is €748
includes taxes & fees
25 Aug - 26 Aug
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
West Point Family Retreat, 5 min walk to Thayer!
Exterior

West Point Family Retreat, 5 min walk to Thayer!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Nice houseAwesome kitchen Granddaughter loved the bunk bed and the many games"
The price is €725
includes taxes & fees
31 Aug - 1 Sept
West Point Family Retreat, 5 min walk to Thayer!
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 €226
includes taxes & fees
19 Aug - 20 Aug
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Updated, cozy single family in Fairfield County
Outdoor dining

Updated, cozy single family in Fairfield County

9.4 out of 10, Exceptional, (12)
"House was great, hosts were attentive. Enjoyed our stay"
Updated, cozy single family in Fairfield County
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 €932
includes taxes & fees
21 Aug - 22 Aug
Private Dock & Pool - Candlewood Lake
Chestnut on Willow Lake
Private kitchen

Chestnut on Willow Lake

9.0 out of 10, Wonderful, (2)
"We absolutely loved our stay in Chestnut—the home was spotless and comfortable, the property was terrific (the lake was perfect for swimming, boating, and fishing), and the owners/management were all very friendly and helpful. We definitely plan to return!"
The price is €509
includes taxes & fees
20 Aug - 21 Aug
Chestnut on Willow Lake
Hickory on Willow Lake
Children’s area

Hickory on Willow Lake

9.4 out of 10, Exceptional, (3)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
The price is €538
includes taxes & fees
19 Aug - 20 Aug
Hickory on Willow Lake
Fun, Friends, and Family Lakefront Home w/Dock and Beach
Property grounds

Fun, Friends, and Family Lakefront Home w/Dock and Beach

10.0 out of 10, Exceptional, (12)
"Super convenient location :)"
Fun, Friends, and Family Lakefront Home w/Dock and Beach
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 €367
includes taxes & fees
19 Aug - 20 Aug
Rustic Cabin in Fishkill!
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, (28)
"Jose has a wonderful home! Beautiful and quiet stay in a well-equipped spaced. My family had a lovely time. "
The price is €290
includes taxes & fees
31 Aug - 1 Sept
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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 €675
includes taxes & fees
25 Aug - 26 Aug
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, (9)
"Great spot, wonderful host. Would recommend to anyone!"
The price is €346
includes taxes & fees
20 Aug - 21 Aug
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
House on the Babbling Brook- Quiet 2BR + King Bed!
Exterior

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

House on the Babbling Brook- Quiet 2BR + King Bed!
Summer Castle: Pool, Game Room, BBQ - Pet Friendly
Outdoor banquet area

Summer Castle: Pool, Game Room, BBQ - Pet Friendly

8.6 out of 10, Excellent, (4)
"We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. "
The price is €1,016
includes taxes & fees
24 Aug - 25 Aug
Summer Castle: Pool, Game Room, BBQ - Pet Friendly
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!"
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 €324
includes taxes & fees
1 Sept - 2 Sept
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Cozy cute Relaxing home
Terrace/patio

Cozy cute Relaxing home

8.6 out of 10, Excellent, (4)
"nice quiet area"
The price is €270
includes taxes & fees
31 Aug - 1 Sept
Cozy cute Relaxing home
Renovated Retreat | Heated Saltwater Pool | BBQ
A heated pool

Renovated Retreat | Heated Saltwater Pool | BBQ

The price is €861
includes taxes & fees
15 Sept - 16 Sept
Renovated Retreat | Heated Saltwater Pool | BBQ
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Fridge, microwave, oven, stovetop

Mid Century Modern Studio w/ Full Kitchen - Newly Built

9.0 out of 10, Wonderful, (2)
"Super cute, clean, and convenient for our quick trip to The Millbrook School."
The price is €218
includes taxes & fees
20 Aug - 21 Aug
Mid Century Modern Studio w/ Full Kitchen - Newly Built
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

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

10/10 Excellent
"Very clean"
Angela 1-night trip
Posted 2 days ago
EVEN Hotel Norwalk by IHG