Book Holiday Homes in Brewster

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Featured Holiday Homes in Brewster

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

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

Fishkill
The price is AU$528 per night from 13 Apr to 14 Apr
AU$528
includes taxes & fees
13 Apr - 14 Apr
When you stay at this vacation home in Fishkill, you'll be within a 10-minute drive of Northeast Regional Epilepsy Group and SplashDown Beach.
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Historic Connecticut Home w/ Grill & Spacious Yard

Historic Connecticut Home w/ Grill & Spacious Yard

Weston
When you stay at this vacation home in Weston, you'll be within a 10-minute drive of Wilton Historical Society and Westport Historical Society.
Historic Connecticut Home w/ Grill & Spacious Yard
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Hopewell Junction
Located in Hopewell Junction, this vacation home is in the mountains, within a 10-minute drive of Clarence Fahnestock State Park and Hudson Valley Research ...
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
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Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

Danbury
Located in Danbury, this vacation home is on the waterfront, a 1-minute drive from Candlewood Lake and 7 minutes from Candlewood Plaza Shopping Center.
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

New Fairfield
Located in New Fairfield, this vacation home is on the waterfront, a 1-minute drive from Candlewood Lake and 7 minutes from Squantz Pond State Park.
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Stamford
With a stay at this vacation home in Stamford (North Stamford), you'll be within a 10-minute drive of Yale New Haven Health Long Ridge Medical Center and Hoyt ...
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Pet-Friendly Beacon Area Vacation Rental: 6 Acres

Pet-Friendly Beacon Area Vacation Rental: 6 Acres

Lagrangeville
With a stay at this vacation home in Lagrangeville, you'll be within a 10-minute drive of Beekman Golf Course and East Fishkill Community Library.
Pet-Friendly Beacon Area Vacation Rental: 6 Acres
Main Street Westport, walk to shops, dining, downtown

Main Street Westport, walk to shops, dining, downtown

Westport
Located in Westport, this vacation home is within a 5-minute drive of Westport Historical Society and Levitt Pavilion.
Main Street Westport, walk to shops, dining, downtown
Contemporary Cozy Cottage

Contemporary Cozy Cottage

Lake Peekskill
The price is AU$664 per night from 9 Apr to 10 Apr
AU$664
includes taxes & fees
9 Apr - 10 Apr
With a stay at this vacation home in Lake Peekskill, you'll be within a 15-minute drive of Hudson Valley Center for Contemporary Art and New York - Presbyterian ...
Contemporary Cozy Cottage
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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.

Brewster Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Brewster vacation homes are the perfect way for you to wing it.

Holiday houses in Brewster let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Brewster in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Brewster adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Brewster with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Brewster vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Brewster Holiday Homes essential information

Accommodation
341 Holiday Homes
Lowest Price
AU$199
Highest Price
AU$664
Popular accommodation
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo, Historic Connecticut Home w/ Grill & Spacious Yard, 1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views, Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake, Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger, Bright Stylish Chic 4BR 4BA Home Pet Friendly!, Pet-Friendly Beacon Area Vacation Rental: 6 Acres, Main Street Westport, walk to shops, dining, downtown, Contemporary Cozy Cottage

Top trending hotels in Brewster

Heidi's Inn

Heidi's Inn

2.5 out of 5
1270 Route 22, Brewster, NY
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 6 Apr to 7 Apr
AU$199
includes taxes & fees
6 Apr - 7 Apr
A stay at Heidi's Inn places you in the heart of Brewster, within a 10-minute drive of Matrix Conference and Banquet Center and Thunder Ridge Ski Resort.
Heidi's Inn
Comfort Inn

Comfort Inn

2.5 out of 5
7-11 Peach Lake Road, Brewster, NY
Fully refundableReserve now, pay when you stay
The price is AU$248 per night from 17 Apr to 18 Apr
AU$248
includes taxes & fees
17 Apr - 18 Apr
Located in Brewster, Comfort Inn is a 5-minute drive from Matrix Conference and Banquet Center and 6 minutes from Thrillz High Flying Adventure Park.
Comfort Inn
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

Brewster
Located in Brewster, this guesthouse is on the waterfront, within a 10-minute drive of Putnam Hospital Center and Brewster Public Library.
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.
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EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
The price is AU$211 per night from 6 Apr to 7 Apr
AU$211
includes taxes & fees
6 Apr - 7 Apr
Located in Norwalk, EVEN Hotel Norwalk by IHG is in the business district, within a 5-minute drive of Gateway Shopping Center and Waveny Park.
EVEN Hotel Norwalk by IHG
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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.

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^Subject to availability and chosen travel dates.