Title: Brewster Vacation Rentals from CA $343: 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 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2026-07-10&endDate=2026-07-12&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

![Living area](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w904h683x60y0-e004fc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w906h683x60y0-eec6d97f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w904h683x60y0-aeb03ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w905h683x60y0-a5e0542b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hideaway

[](https://www.expedia.ca/Brewster-Hotels-The-Hideaway.h99412592.Hotel-Information)

Brewster

10/10

Exceptional

(7 reviews)

"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rick C.

CA $213

CA $431 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Brewster-Hotels-The-Hideaway.h99412592.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105800000/105792700/105792603/e79fab41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105800000/105792700/105792603/9d162edb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105800000/105792700/105792603/7722beb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105800000/105792700/105792603/199e285b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

[](https://www.expedia.ca/New-Milford-Hotels-Secluded-Mountaintop-Retreat-Rustic-Luxury-Panoramic-Views-At-Freedom-Farm.h105792603.Hotel-Information)

New Milford

8.0/10

Very good

(1 review)

"We camped at Freedom Farm and enjoyed the secluded woods setting for our tent. Everything was clean and well prepared for our stay, and the hosts were friendly and helpful. It is beautifully situated and is a short drive from some excellent hiking and biking in nearby state parks. I think a couple of things, though, could be improved. The tent was set up on an incline, which made sleeping a bit less comfortable than it might have been. I would recommend that the hosts build a level platform...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric

CA $206

CA $264 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/New-Milford-Hotels-Secluded-Mountaintop-Retreat-Rustic-Luxury-Panoramic-Views-At-Freedom-Farm.h105792603.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103760000/103760000/103759987/1d63c478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/104000000/103760000/103760000/103759987/31ccdf44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/104000000/103760000/103760000/103759987/3f3ffc87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103760000/103760000/103759987/ffcdd459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Creekside Retreat Tent

[](https://www.expedia.ca/New-Milford-Hotels-Creekside-Retreat-Tent.h103759987.Hotel-Information)

New Milford

10/10

Exceptional

(4 reviews)

"Absolutely beautiful location and wonderful hosts very romantic spot lots of hiking trails near and on premises me and my husband loved the fact we slept by the water and can hear the water running all night very peaceful and beautiful site ."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

yarelis t.

CA $206

CA $264 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/New-Milford-Hotels-Creekside-Retreat-Tent.h103759987.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/07823851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/fb67eeb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/c873cf3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/a64ee713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy One Bedroom Apartment Centrally Located in Southbury

[](https://www.expedia.ca/Southbury-Hotels-Simple-Living-Retreat-1-Bedroom-Apartment.h111828646.Hotel-Information)

Southbury

10/10

Exceptional

(23 reviews)

"Perfect sized apartment for a short stay - very convenient to my destination"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

S

CA $125

CA $171 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Southbury-Hotels-Simple-Living-Retreat-1-Bedroom-Apartment.h111828646.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/38809636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/8bc06f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/416c2b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/07a03d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information)

Carmel Hamlet

9.8/10

Exceptional

(13 reviews)

"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hannah P.

CA $228

CA $486 total

includes taxes & fees

Mar 25 - Mar 26

[](https://www.expedia.ca/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/5ed95c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/c55e3667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

[](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

Fort Montgomery

9.8/10

Exceptional

(132 reviews)

"Amazing place Thanks for the stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julien C.

CA $258

CA $421 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/13d8fc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/0f1e7af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/1c766ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/92000000/91400000/91391400/91391396/99922af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk-to-Lake Cottage With Office for Quiet Days and Easy Work

[](https://www.expedia.ca/Putnam-Valley-Hotels-Walk-To-Lake-Cottage-With-Office-For-Quiet-Days-And-Easy-Work.h91391396.Hotel-Information)

Putnam Valley

9.8/10

Exceptional

(23 reviews)

"Great, clean house, nice accommodating host. Would stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather T.

CA $229

CA $669 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Putnam-Valley-Hotels-Walk-To-Lake-Cottage-With-Office-For-Quiet-Days-And-Easy-Work.h91391396.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/320bd4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/c06f2598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/2a0deaa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/a4d2d147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom apartment in Carmel with WiFi, AC

[](https://www.expedia.ca/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information)

Carmel Hamlet

9.0/10

Wonderful

(2 reviews)

"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emmett

CA $185

CA $381 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113910000/113905400/113905396/a31edc8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/114000000/113910000/113905400/113905396/73b79f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/114000000/113910000/113905400/113905396/6aad90f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113910000/113905400/113905396/3e6ff3c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Carmel-Hotels-Enchanting-Lake-Front-Chalet-With-Backyard-And-Fire-Pit-Dog-Friendly.h113905396.Hotel-Information)

Carmel Hamlet

10/10

Exceptional

(2 reviews)

"Great place, responsive host. Would return!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian S.

CA $165

CA $381 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Carmel-Hotels-Enchanting-Lake-Front-Chalet-With-Backyard-And-Fire-Pit-Dog-Friendly.h113905396.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/6f19918a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/1af31b03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/f90023ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/c8dd4a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom retreat minutes from West Point!

[](https://www.expedia.ca/Highland-Falls-Hotels-Cozy-1-Bedroom-Retreat-Minutes-From-West-Point.h120244044.Hotel-Information)

Highland Falls

10/10

Exceptional

(1 review)

"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Zack C.

CA $116

CA $244 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Highland-Falls-Hotels-Cozy-1-Bedroom-Retreat-Minutes-From-West-Point.h120244044.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/125000000/124060000/124052800/124052744/2f040710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124060000/124052800/124052744/44968177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/125000000/124060000/124052800/124052744/ba741f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124060000/124052800/124052744/35068c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury House Near West Point

[](https://www.expedia.ca/Highland-Falls-Hotels-Luxury-House-Near-West-Point.h124052744.Hotel-Information)

Highland Falls

CA $273

CA $449 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Highland-Falls-Hotels-Luxury-House-Near-West-Point.h124052744.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/bbe9c489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/5c889ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/c4f46f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120670000/120665300/120665201/78c5ce9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Perch in the Purchase -- Cozy, unique, and private

[](https://www.expedia.ca/Southbury-Hotels-Entire-Guesthouse-In-Southbury.h120665201.Hotel-Information)

Southbury

10/10

Exceptional

(1 review)

"Beautiful place. Very clean & welcoming "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris

CA $185

CA $300 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Southbury-Hotels-Entire-Guesthouse-In-Southbury.h120665201.Hotel-Information)

![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118860000/118854900/118854892/9611965d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118860000/118854900/118854892/f3bb3ad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118860000/118854900/118854892/w2046h1365x2y0-d7346f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118860000/118854900/118854892/a7b6b369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

[](https://www.expedia.ca/Croton-On-Hudson-Hotels-Croton-Nook-Spacious-Studio-With-Full-Eat-In-Kitchen.h118854892.Hotel-Information)

Croton-on-Hudson

10/10

Exceptional

(2 reviews)

"Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ann S.

CA $160

CA $359 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Croton-On-Hudson-Hotels-Croton-Nook-Spacious-Studio-With-Full-Eat-In-Kitchen.h118854892.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/4752702b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/ac8db294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/672c1a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/0014b4a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mid Century Modern Studio w/ Full Kitchen - Newly Built

[](https://www.expedia.ca/Kent-Hotels-Mid-Century-Modern-Studio-W-Full-Kitchen-Newly-Built.h114722240.Hotel-Information)

Kent

10/10

Exceptional

(11 reviews)

"We had a great stay, very cute town and close to our destination "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Danielle F.

CA $240

CA $308 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Kent-Hotels-Mid-Century-Modern-Studio-W-Full-Kitchen-Newly-Built.h114722240.Hotel-Information)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/dd930402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/328adef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/08ae7458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/2c8ccdec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

[](https://www.expedia.ca/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information)

Highland Falls

9.8/10

Exceptional

(17 reviews)

"Great Unit."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rudy R.

CA $119

CA $376 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/w1345h895x5y5-913d61cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/e50899f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/1e37dbad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/30e41eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hoppy Hill Farm House

[](https://www.expedia.ca/Dover-Plains-Hotels-Hoppy-Hill-Farm-House.h116655623.Hotel-Information)

Dover Plains

9.6/10

Exceptional

(5 reviews)

"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ken K.

CA $137

CA $264 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Dover-Plains-Hotels-Hoppy-Hill-Farm-House.h116655623.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/04adf8dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/e2587dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/c6f43c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/a8c5ab99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

[](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-4-On-Main-Street-Luxury-Steam-Shower.h69240003.Hotel-Information)

Beacon

10/10

Exceptional

(54 reviews)

"We havld a good time. The room was comfortable and perfectly located!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brandy C.

CA $158

CA $343 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Beacon-Hotels-Luxe-Studio-4-On-Main-Street-Luxury-Steam-Shower.h69240003.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/05c87dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/67aed9f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/67ba7f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/4390f269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/New-Fairfield-Hotels-Private-Beautiful-Home-Family-Friendly-1-Min-Walk-To-Candlewood-Lake.h100167349.Hotel-Information)

New Fairfield

10/10

Exceptional

(18 reviews)

"Great location and condition. Roome enough for everyone."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christopher H.

CA $271

CA $703 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/New-Fairfield-Hotels-Private-Beautiful-Home-Family-Friendly-1-Min-Walk-To-Candlewood-Lake.h100167349.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/424d87c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e73b5292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/92f8429f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e5f1d678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

Highland Falls

10/10

Exceptional

(6 reviews)

"Good stay, awesome place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott G.

CA $130

CA $486 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.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=2026-04-04&endDate=2026-04-05&regionId=183644&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

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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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CABIN)

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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CONDO)

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## Top Brewster Hotel Reviews

![Windrose On Hudson](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/d1beb6ce_y.jpg)

### Windrose On Hudson

8/10 Good

"hotel grounds are great the rooms need an update the staff is great Margorie is a pleasure to be around the grab and go is great the gym great i did not eat there the restaurant was not open. I would go back even though it is a bit far from my office. they do clean the room every day which to me is how a hotel should be."

[](https://expedia.ca/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information)

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

### Best Western Danbury/Bethel

6/10 Okay

"I stayed for 10 days. The pros: decent breakfast, rate was good especially for the area, it’s clean. Cons: the staff. My biggest complaint though is the staff. One night the people were loud, I also happened to be stomach sick and the people were mocking me. I complained about it briefly that night but was heading out to my overnight shift for work. In the morning I was telling morning staff about it and making sure same people weren’t gonna be there this was the response I got- “well I had a bad night too my car got hit while it was parked” listen if you can’t do your job cause of your personal life then call in sick. It is a customer based industry in the hotel world. I later mentioned this to who I thought was the manager and I was simply told we will speak to the person. I saw that employee later and I can assure that he was not spoken to. I would hope of not for the rude neighbors at least but more their employee they would want to do something for me whether it be a half night off, I mean anything really. Staff only seem to want to do minimal work. I had already been there 5 days at that point. Overall it’s 50/50 I’d go back."

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

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

### The Watershed

10/10 Excellent

"It was all beautiful and comfortable! The staff was very kind and helpful. The free breakfast was a nice touch. "

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

![Ethan Allen Hotel](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/bb9d6c7e_y.jpg)

### Ethan Allen Hotel

8/10 Good

"Great location. Tv was an issue. Very, very hard to ge iton.No business center working. No internet. Had to go to McD parking lot for net. Otherwise, hotel was good."

[](https://expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.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

"The room was prepared and in very good condition The amenities were really nice and a comfortable bed "

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

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

### Inn on the Hudson

2/10 Terrible

"Property was not in good conditions,room had bad oder."

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

![Hampton Inn Danbury](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/1f053b44_y.jpg)

### Hampton Inn Danbury

10/10 Excellent

"It was perfect!"

[](https://expedia.ca/Danbury-Hotels-Hampton-Inn-Danbury.h1445733.Hotel-Information)

![Courtyard by Marriott Fishkill](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655_y.jpg)

### Courtyard by Marriott Fishkill

10/10 Excellent

"Staff was very nice . Gave us water bottles , and i loved that they didn’t come knocking on the door as soon as it was checkout time"

[](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information)

![Comfort Inn Brewster](https://images.trvl-media.com/lodging/37000000/36490000/36486800/36486712/30239db1_y.jpg)

### Comfort Inn Brewster

10/10 Excellent

"Highly recommend "

[](https://expedia.ca/Poughkeepsie-Hotels-Comfort-Inn.h36486712.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)
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- [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)
- [RV Parks in Brewster ](https://expedia.ca/Brewster-RV-Parks.d183644-aaRVParks.Travel-Guide-Accommodation)
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- [Hostels in Brewster ](https://expedia.ca/Brewster-Hostels.d183644-aaHostels.Travel-Guide-Accommodation)
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- [Castles in Brewster ](https://expedia.ca/Brewster-Castles.d183644-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

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Flights

- [Cheap Flights from Plattsburgh](https://expedia.ca/lp/flights/2816/flights-from-plattsburgh)
- [Cheap Flights from Syracuse](https://expedia.ca/lp/flights/601764/flights-from-syracuse)

Activities

- [Things to do in Albany](https://expedia.ca/Things-To-Do-In-Albany.d603260.Travel-Guide-Activities)
- [Things to do in Syracuse](https://expedia.ca/Things-To-Do-In-Syracuse.d601764.Travel-Guide-Activities)
- [Things to do in Niagara Falls](https://expedia.ca/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)
- [Things to do in Alexandria Bay](https://expedia.ca/Things-To-Do-In-Alexandria-Bay.d10739.Travel-Guide-Activities)

Packages

- [Niagara Falls Vacations](https://expedia.ca/Niagara-Falls.d602721.Destination-Travel-Guides)

General

- [Visit Ellicottville](https://expedia.ca/Ellicottville.dx183669)
- [Visit Saratoga Springs](https://expedia.ca/Saratoga-Springs.dx9775)
- [Visit Niagara Falls](https://expedia.ca/Niagara-Falls.dx602721)
- [Visit Montauk](https://expedia.ca/Montauk.dx10637)
- [Visit Lake Placid](https://expedia.ca/Lake-Placid.dx6055989)

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