Brewster Vacation Rentals & Ski-in/Ski-out Homes
Apartment
- Connecticut
- ·
- Danbury
- 3.50 mi to center
1 Bedroom
1 Bath
4 Guests
520 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $516/Night
7 Nights - US $3,614
House
- Carmel
- ·
- Lake Carmel
- 0.44 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
9 Guests
2766.32 ft²
- Parking
Internet
Pet Friendly
Child Friendly
US $248/Night
7 Nights - US $1,738
Hotel
- Connecticut
- ·
- Danbury
- 3.52 mi to center
9.4Exceptional
(1009 Reviews)
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $206/Night
7 Nights - US $1,441
Cabin
- Connecticut
- ·
- New Fairfield
- 2.23 mi to center
2 Bedrooms
1 Bath
4 Guests
- Parking
Ocean View- Balcony/Terrace
View
US $449/Night
7 Nights - US $3,141
House
- Poughkeepsie
- ·
- Brewster
- 1.01 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
2604.87 ft²
- Parking
- Balcony/Terrace
- Internet
- Child Friendly
US $512/Night
7 Nights - US $3,584
Cottage
- Connecticut
- ·
- New Fairfield
- 2.48 mi to center
2 Bedrooms
1 Bath
4 Guests
750 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $316/Night
7 Nights - US $2,210
House
- Poughkeepsie
- ·
- Peach Lake
- 0.52 mi to center
8.0Excellent
(1 Review)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $385/Night
7 Nights - US $2,697
Apartment
- Poughkeepsie
- ·
- North Salem
- 1.15 mi to center
1 Bedroom
1 Bath
3 Guests
- Internet
- Child Friendly
Laundry
Bedding/Linens
US $235/Night
7 Nights - US $1,642
House
- Connecticut
- ·
- Danbury
- 3.49 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
11 Guests
3000 ft²
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $1,012/Night
7 Nights - US $7,083
Luxury Places to Stay in Brewster
Over 66+ Luxury Places to Stay in or Near Brewster
House
10.0Exceptional
(24 Reviews)
6 Bedrooms
3 Baths
19 Guests
4800 ft²
Private Pool- Hot Tub
- Parking
Pool
US $1,731/Night
7 Nights - US $12,115
Villa
- Poughkeepsie
- ·
- Brewster
- 2.89 mi to center
8.0Excellent
(10 Reviews)
11 Bedrooms
5 Baths
16 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $1,314/Night
7 Nights - US $9,200
House
- Carmel
- ·
- Lake Carmel
- 0.59 mi to center
10.0Exceptional
(21 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $975/Night
7 Nights - US $6,828
House
- Poughkeepsie
- ·
- Brewster
- 2.43 mi to center
4 Bedrooms
3 Baths
12 Guests
2800 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $812/Night
7 Nights - US $5,686
House
- Connecticut
- ·
- New Fairfield
- 2.31 mi to center
3 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $811/Night
7 Nights - US $5,678
House
- Poughkeepsie
- ·
- North Salem
- 3.11 mi to center
9.4Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $562/Night
7 Nights - US $3,937
House
3 Bedrooms
3 Baths
8 Guests
2841.67 ft²
- Parking
- Pool
- Balcony/Terrace
- Internet
US $544/Night
7 Nights - US $3,808
Cottage
- Poughkeepsie
- ·
- Brewster
- 1.01 mi to center
10.0Exceptional
(15 Reviews)
3 Bedrooms
2 Baths
6 Guests
2600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $525/Night
7 Nights - US $3,674
House
- Carmel
- ·
- Lake Carmel
- 0.44 mi to center
9.4Exceptional
(11 Reviews)
4 Bedrooms
3 Baths
9 Guests
2769 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $499/Night
7 Nights - US $3,493
Top-Rated Vacation Rentals with a Pool in Brewster
Over 15+ Top-Rated Vacation Rentals with a Pool in or Near Brewster
House
- Poughkeepsie
- ·
- Town of Southeast
- 2.72 mi to center
10.0Exceptional
(15 Reviews)
1 Bedroom
1 Bath
3 Guests
288 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $345/Night
7 Nights - US $2,412
Bed & Breakfast
- Poughkeepsie
- ·
- Town of Southeast
- 2.58 mi to center
10.0Exceptional
(14 Reviews)
1 Bedroom
1 Bath
2 Guests
432 ft²
Breakfast- Parking
- Pool
- Balcony/Terrace
US $249/Night
7 Nights - US $1,745
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $206/Night
7 Nights - US $1,441
Hotel
- Connecticut
- ·
- Danbury
- 3.08 mi to center
9.2Exceptional
(404 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $119/Night
7 Nights - US $834
New
Apartment
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Air Conditioner
- Internet
US $165/Night
7 Nights - US $1,156
Hotel
- Poughkeepsie
- ·
- Brewster
- 0.86 mi to center
8.9Fabulous
(582 Reviews)
4 Baths
306.77 ft²
- Oceanfront
- Parking
- Pool
Skiing
US $160/Night
7 Nights - US $1,120
Hotel
- Poughkeepsie
- ·
- Brewster
- 0.86 mi to center
8.8Fabulous
(872 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $160/Night
7 Nights - US $1,120
Hotel
- Connecticut
- ·
- Danbury
- 1.66 mi to center
7.5Very Good
(430 Reviews)
11 Baths
262.25 ft²
- Parking
- Pool
- View
- Air Conditioner
US $127/Night
7 Nights - US $887
House
3 Bedrooms
2 Baths
10 Guests
3261 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $463/Night
7 Nights - US $3,238
Pet-Friendly Vacation Rentals in Brewster
Over 22+ Pet-Friendly Vacation Rentals in or Near Brewster
Apartment
- Poughkeepsie
- ·
- Brewster
- 2.51 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
5 Guests
- Pet Friendly
- Child Friendly
Security/Safety
US $293/Night
7 Nights - US $2,052
Apartment
- Poughkeepsie
- ·
- Brewster
- 2.61 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
5 Guests
- Parking
- View
- Air Conditioner
- Internet
US $187/Night
7 Nights - US $1,307
House
- Poughkeepsie
- ·
- Putnam Lake
- 0.69 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $475/Night
7 Nights - US $3,328
Hotel
- Connecticut
- ·
- Danbury
- 3.52 mi to center
9.3Exceptional
(154 Reviews)
1 Bath
459.26 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $409/Night
7 Nights - US $2,863
House
- Carmel
- ·
- Lake Carmel
- 0.36 mi to center
9.8Exceptional
(17 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $397/Night
7 Nights - US $2,780
New
Apartment
- Poughkeepsie
- ·
- Brewster
- 2.73 mi to center
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $274/Night
7 Nights - US $1,919
House
- Connecticut
- ·
- Danbury
- 2.93 mi to center
8.0Excellent
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
973 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $307/Night
7 Nights - US $2,152
Cabin
- Connecticut
- ·
- Danbury
- 3.71 mi to center
2 Bedrooms
1 Bath
7 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Pet Friendly
US $419/Night
7 Nights - US $2,936
House
- Danbury
- ·
- Ridgefield
- 3.09 mi to center
1 Bedroom
2 Baths
4 Guests
730 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $213/Night
7 Nights - US $1,489
Large Vacation Homes & Villas in Brewster
Over 7+ Large Vacation Homes & Villas in or Near Brewster
House
- Poughkeepsie
- ·
- Brewster
- 2.10 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
10 Guests
2700 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $601/Night
7 Nights - US $4,210
Villa
- Connecticut
- ·
- Danbury
- 5.05 mi to center
12 Bedrooms
5 Baths
20 Guests
8251 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $1,450/Night
7 Nights - US $10,150
House
- Poughkeepsie
- ·
- North Salem
- 1.11 mi to center
5 Bedrooms
6 Baths
12 Guests
- Breakfast
- Pet Friendly
- Child Friendly
- Security/Safety
US $1,250/Night
7 Nights - US $8,750
House
- Poughkeepsie
- ·
- Brewster
- 0.96 mi to center
4 Bedrooms
3 Baths
10 Guests
6000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,102/Night
7 Nights - US $7,713
US $467/Night
7 Nights - US $3,269
House
4 Bedrooms
3 Baths
12 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $858/Night
7 Nights - US $6,008
Other
- Poughkeepsie
- ·
- Peach Lake
- 0.76 mi to center
5 Bedrooms
2 Baths
10 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $682/Night
7 Nights - US $4,773
Wheelchair Accessible Vacation Homes in Brewster
Over 6+ Wheelchair Accessible Vacation Homes in or Near Brewster
Hotel
- Connecticut
- ·
- Danbury
- 3.83 mi to center
8.6Fabulous
(169 Reviews)
1 Bath
612.01 ft²
- Breakfast
- Parking
- Air Conditioner
- Internet
US $195/Night
7 Nights - US $1,365
Hotel
- Connecticut
- ·
- Danbury
- 3.32 mi to center
8.8Fabulous
(894 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $160/Night
7 Nights - US $1,119
Hotel
- Connecticut
- ·
- Danbury
- 3.30 mi to center
8.4Excellent
(119 Reviews)
8 Baths
452.08 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $175/Night
7 Nights - US $1,223
Hotel
- Poughkeepsie
- ·
- Town of Southeast
- 1.47 mi to center
8.8Fabulous
(596 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $174/Night
7 Nights - US $1,218
Hotel
- Connecticut
- ·
- Danbury
- 3.79 mi to center
8.4Excellent
(1001 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $147/Night
7 Nights - US $1,029
Hotel
- Connecticut
- ·
- Danbury
- 1.84 mi to center
7.4Very Good
(1002 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $125/Night
7 Nights - US $877
Brewster Resorts and Airbnb Homes Under $200
Over 9+ Brewster Resorts and Airbnb Homes Under $200
New
House
- Poughkeepsie
- ·
- Brewster
- 2.67 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Child Friendly
US $184/Night
7 Nights - US $1,290
Hotel
- Poughkeepsie
- ·
- Town of Southeast
- 1.50 mi to center
7.9Very Good
(130 Reviews)
3 Baths
- Air Conditioner
- Child Friendly
Wellness Facilities- Security/Safety
US $183/Night
7 Nights - US $1,284
Apartment
- Connecticut
- ·
- New Fairfield
- 1.06 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Kitchen
- Air Conditioner
- Internet
- Laundry
US $129/Night
7 Nights - US $906
Cottage
- Poughkeepsie
- ·
- North Salem
- 2.43 mi to center
2 Bedrooms
1 Bath
5 Guests
- Pet Friendly
- Child Friendly
- Laundry
- Bedding/Linens
US $162/Night
7 Nights - US $1,134
Condo
- Poughkeepsie
- ·
- Town of Southeast
- 1.43 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
2 Baths
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $90/Night
7 Nights - US $628
Cottage
- Poughkeepsie
- ·
- Putnam Lake
- 0.70 mi to center
5.0Average
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $157/Night
7 Nights - US $1,099
RV Rental
- Poughkeepsie
- ·
- Brewster
- 2.77 mi to center
5.0Average
(2 Reviews)
1 Bedroom
1 Bath
8 Guests
500 ft²
- Balcony/Terrace
- Pet Friendly
US $135/Night
7 Nights - US $945
House
- Poughkeepsie
- ·
- Putnam Lake
- 0.38 mi to center
2.0Average
(1 Review)
2 Bedrooms
1 Bath
4 Guests
1550 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $177/Night
7 Nights - US $1,240
Cottage
- Poughkeepsie
- ·
- Brewster
- 2.23 mi to center
2 Bedrooms
1 Bath
4 Guests
- Kitchen
- Child Friendly
- Laundry
- Bedding/Linens
US $154/Night
7 Nights - US $1,075
Instantly Bookable Vacation Homes in Brewster
Over 9+ Instantly Bookable Vacation Homes in or Near Brewster
House
- Connecticut
- ·
- New Fairfield
- 2.45 mi to center
3 Bedrooms
1 Bath
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $231/Night
7 Nights - US $1,618
House
- Poughkeepsie
- ·
- North Salem
- 1.08 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
7 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $425/Night
7 Nights - US $2,974
Apartment
- Poughkeepsie
- ·
- Peach Lake
- 0.96 mi to center
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $223/Night
7 Nights - US $1,559
House
- Carmel
- ·
- Lake Carmel
- 0.84 mi to center
3 Bedrooms
3 Baths
6 Guests
2900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $614/Night
7 Nights - US $4,299
House
10.0Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
8 Guests
2841 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $386/Night
7 Nights - US $2,700
House
- Poughkeepsie
- ·
- Brewster
- 1.95 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1326 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $481/Night
7 Nights - US $3,366
Cottage
- Poughkeepsie
- ·
- Patterson
- 1.00 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $289/Night
7 Nights - US $2,026
Ski Chalet
- Carmel
- ·
- Lake Carmel
- 1.58 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $484/Night
7 Nights - US $3,387
House
2.0Average
(1 Review)
4 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Skiing
- Balcony/Terrace
US $563/Night
7 Nights - US $3,943
Book a Last Minute Place to Stay in Brewster
About Brewster Vacation Rentals
Explore over 75 vacation rentals in Brewster with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Brewster for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Brewster. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Brewster tailored to your preferences. On average, these rentals offer 855.14 ft² of space, and are priced at an average of US $429 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Brewster at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Brewster
| Type | Count |
|---|---|
| Vacation Homes | 36 |
| Holiday Apartments | 9 |
| Cottages | 6 |
| Cabin Rentals | 3 |
| Others | 2 |
| Villas | 2 |
| B&B | 1 |
| Unique Vacation Rentals | 1 |
| Ski Chalet Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Brewster
★ Pro Tip: Discover Your Ideal Vacation Rental in Brewster with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Brewster, NY
View the weather forecast for Brewster before booking your Brewster Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Brewster, NY
Sunski offers a large selection of top attractions around Brewster . Research things to do on your vacation before you visit Brewster.
Other Places to Stay in Brewster, NY
Frequently Asked Questions About Brewster?
What are the top vacation rentals in Brewster?
When organizing your trip to Brewster, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Brewster. Peruse our collection of highly-rated properties and secure your reservation today.
- 6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED
- Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
- Lakefront Brewster Vacation Rental w/Private Dock
- The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.
- Charming Grand View/Lake Loft in Brewster with WiFi, AC
- The Hideaway
- Serene 2-bedroom spacious apartment
- Private Estate - Serenity, Luxury Features & Space
- Lakefront Brewster Vacation Rental w/Private Dock
- Farmhouse & Private yard in Patterson NY
Which vacation homes or resorts in Brewster are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Brewster. Enjoy great views, locations and save money with SunSki Resorts.™
How many SunSkiResorts vacation rentals or resorts are available in Brewster?
Discover the ideal vacation rental in Brewster with SunSki Resorts™. We provide an extensive selection of over 75 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Brewster.
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