Title: Brewster Vacation Rentals from CA $344: Short-Term Rentals for 2026 | Expedia.ca

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![East Branch Reservoir in Brewster New York](https://images.trvl-media.com/place/183644/6f27c7a3-5688-4530-9f7d-55c36bf42038.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/183644/6f27c7a3-5688-4530-9f7d-55c36bf42038.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Brewster vacation rentals

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/fe9d9847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/d25ce94c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/15697af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/c22e2a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dainty New Preston Cottage w/ Dock & Lake Views!

[](https://www.expedia.ca/New-Preston-Hotels-Dainty-New-Preston-Cottage-W-Dock-Lake-Views.h94953757.Hotel-Information)

New Preston

CA $298

CA $719 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/New-Preston-Hotels-Dainty-New-Preston-Cottage-W-Dock-Lake-Views.h94953757.Hotel-Information)

![Villa](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/6e503ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/w3000h1944x0y0-bf620bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/ae91b214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/11e211e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Westchester Summer Pool Pet Friendly Events Games

[](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information)

Ossining

CA $697

CA $1,421 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-21&endDate=2026-04-22&regionId=183644&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Brewster%2C+New+York%2C+United+States+of+America&regionId=183644&latLong=41.397316%2C-73.617073&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Brewster%2C+New+York%2C+United+States+of+America&regionId=183644&latLong=41.397316%2C-73.617073&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Brewster%2C+New+York%2C+United+States+of+America&regionId=183644&latLong=41.397316%2C-73.617073&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=COTTAGE)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Brewster%2C+New+York%2C+United+States+of+America&regionId=183644&latLong=41.397316%2C-73.617073&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APARTMENT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Brewster%2C+New+York%2C+United+States+of+America&regionId=183644&latLong=41.397316%2C-73.617073&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VILLA)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Brewster%2C+New+York%2C+United+States+of+America&regionId=183644&latLong=41.397316%2C-73.617073&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APART_HOTEL)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Brewster%2C+New+York%2C+United+States+of+America&regionId=183644&latLong=41.397316%2C-73.617073&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CONDO)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Brewster%2C+New+York%2C+United+States+of+America&regionId=183644&latLong=41.397316%2C-73.617073&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CHALET)

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## Top Brewster Hotel Reviews

![Holiday Inn Express Fishkill-Mid Hudson Valley by IHG](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/5b94363e_y.jpg)

### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

10/10 Excellent

"I stayed a week and the entire staff were friendly and professional. The gentleman working on the evening shift helped us get our luggage to the room and helped us figure out how to get the keycard to work. He was also very helpful with getting the jacuzzi water level raised. The entire hotel was cleaned daily. We are normally Hilton Honors members but chose HI due to its location and having an indoor pool. "

[](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information)

![Inn on the Hudson](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b1419d47_y.jpg)

### Inn on the Hudson

4/10 Poor

"I was bullied, harassed and humiliated by front desk person person named Christian Easter Sunday because i dared to ask why there we no delicious donuts as there had been every previous stay 20+ times. He told me there are plenty of places j could walk for donuts. When I asked if they or he would bring them to my room he threatened to throw me out. There are witnesses to all of this - I am too upset to do anything "

[](https://expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information)

![Best Western Danbury/Bethel](https://images.trvl-media.com/lodging/1000000/10000/4900/4841/b09513bc_y.jpg)

### Best Western Danbury/Bethel

8/10 Good

"Hotel was nice, breakfast was rather good, but bed was easy to hard for my liking. "

[](https://expedia.ca/Danbury-Hotels-Best-Western-DanburyBethel.h4841.Hotel-Information)

![Best Western Fishkill Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/12500/12443/847efacf_y.jpg)

### Best Western Fishkill Inn & Suites

10/10 Excellent

"I like this hole so much! It is very spacious and comes with a complete kitchen. It is close to West Point Military Academy and the outlet. There is free parking available and dogs can be accommodated. It is truly perfect. "

[](https://expedia.ca/Fishkill-Hotels-Best-Western-Fishkill-Inn-Suites.h12443.Hotel-Information)

![Courtyard by Marriott Norwalk](https://images.trvl-media.com/lodging/1000000/30000/25200/25183/8d26de0d_y.jpg)

### Courtyard by Marriott Norwalk

10/10 Excellent

"Just an overnight stay. Clean and served it’s purpose well"

[](https://expedia.ca/Stamford-Hotels-Courtyard-By-Marriott-Norwalk.h25183.Hotel-Information)

![HYATT house Fishkill/Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/w3836h2558x4y3-858cbdd6_y.jpg)

### HYATT house Fishkill/Poughkeepsie

10/10 Excellent

"Staff was great, I have a special needs son they were very accommodating. Definitely will be returning 🔥🔥🤘"

[](https://expedia.ca/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.Hotel-Information)

![The Watershed](https://images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/f91081fe_y.jpg)

### The Watershed

10/10 Excellent

"The hotel was very clean and staff was super helpful and friendly. The train that goes by is really annoying but other than that the stay was very nice!"

[](https://expedia.ca/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.Hotel-Information)

![Spark by Hilton Fishkill](https://images.trvl-media.com/lodging/1000000/10000/2700/2642/b112328f_y.jpg)

### Spark by Hilton Fishkill

10/10 Excellent

"Room was clean but very minimalist. Not much furniture. No refrigerator. Offered 24 hour coffee and tea. Daily free newspaper. Nice breakfast. Friendly staff."

[](https://expedia.ca/Fishkill-Hotels-Spark-By-Hilton-Fishkill.h2642.Hotel-Information)

![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/8667a2b4_y.jpg)

### Hotel Zero Degrees Danbury

10/10 Excellent

"We had a few personal requests that were met , and exceeded."

[](https://expedia.ca/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information)

## Find out more about Brewster

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Brewster. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Brewster ](https://expedia.ca/Brewster-Private-Vacation-Homes.d183644-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Brewster ](https://expedia.ca/Brewster-Cottages.d183644-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Brewster ](https://expedia.ca/Brewster-Apartments.d183644-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Brewster ](https://expedia.ca/Brewster-Cabins.d183644-aaCabins.Travel-Guide-Accommodation)
- [Motels in Brewster ](https://expedia.ca/Brewster-Motels.d183644-aaMotels.Travel-Guide-Accommodation)
- [RV Parks in Brewster ](https://expedia.ca/Brewster-RV-Parks.d183644-aaRVParks.Travel-Guide-Accommodation)
- [B&B in Brewster ](https://expedia.ca/Brewster-Bed-And-Breakfast.d183644-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Brewster ](https://expedia.ca/Brewster-Guest-Houses.d183644-aaGuestHouses.Travel-Guide-Accommodation)
- [Aparthotels in Brewster ](https://expedia.ca/Brewster-Apart-Hotels.d183644-aaApartHotels.Travel-Guide-Accommodation)
- [Farmstay in Brewster ](https://expedia.ca/Brewster-Agritourism.d183644-aaAgritourism.Travel-Guide-Accommodation)
- [Villas in Brewster ](https://expedia.ca/Brewster-Villas.d183644-aaVillas.Travel-Guide-Accommodation)
- [Condo Rentals in Brewster ](https://expedia.ca/Brewster-Condos.d183644-aaCondos.Travel-Guide-Accommodation)
- [Chalets in Brewster ](https://expedia.ca/Brewster-Chalets.d183644-aaChalets.Travel-Guide-Accommodation)
- [Lodges in Brewster ](https://expedia.ca/Brewster-Lodges.d183644-aaLodges.Travel-Guide-Accommodation)
- [Inns in Brewster ](https://expedia.ca/Brewster-Inns.d183644-aaInns.Travel-Guide-Accommodation)
- [Hostels in Brewster ](https://expedia.ca/Brewster-Hostels.d183644-aaHostels.Travel-Guide-Accommodation)
- [Castles in Brewster ](https://expedia.ca/Brewster-Castles.d183644-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

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