Title: Brewster Vacation Home Rentals from CA $356: Search Top Private Vacation Homes for Rent | 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)

# Brewster Vacation Rentals

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## Check prices for these dates

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2026-02-13&endDate=2026-02-15&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 homes

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/bdac6c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/fd769a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/4388309b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/3c5edeb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Country outside the city " 3 bedrooms 2 full bathrooms 

[](https://www.expedia.ca/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information)

Holmes

9.6/10

Exceptional

(4)

"Great house! We had a fantastic weekend!! Thank you so much "

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

pamela w.

CA $241

CA $747 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.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)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e5f1d678.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)

### 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

(5)

"A clean and convenient place to stay for visiting our cadet at West Point. Our hosts were very communicative and helpful. The home and parking situation was just as described. Nice quiet neighborhood, well maintained home. Hearing the babbling broom outside the living room window was very relaxing. Plan on staying here again!"

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

Maria L.

CA $137

CA $490 total

includes taxes & fees

Dec 22 - Dec 23

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

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

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/cfa82cec.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)

### 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

(12)

"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 $236

CA $498 total

includes taxes & fees

Dec 22 - Dec 23

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

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/7ad8e5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/2bdd6486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/82ecc5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/cf889632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleek Escape: Modern 3 BR- 4 Min from West Point !

[](https://www.expedia.ca/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

Highland Falls

10/10

Exceptional

(3)

"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"

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

Julio J.

CA $170

CA $597 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/6b825ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/6f93013a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/ae162913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/973f29b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR West Point Retreat-3min to Back Gate+ King Bed

[](https://www.expedia.ca/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information)

Highland Falls

7.6/10

Good

(5)

"We were supposed to check out at 10 AM, and everyone was still sleeping. But at 8 AM, very loud noises suddenly started. It felt like the whole roof was shaking and the house might fall down. We went outside and saw that workers were cleaning the roof. No one told us anything about this before. When we asked the cleaning manager, he said the landlord booked this cleaning two weeks ago, but we, the guests, were never informed. Also, our car was parked in the driveway, and the things falling from...

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

Lixing

CA $152

CA $589 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/be15b260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/116022ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/ab2c7ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/0c2d8c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fabulous 3bdrm Home w/parking!

[](https://www.expedia.ca/Highland-Falls-Hotels-Fabulous-3bdrm-Home-Wparking.h114378708.Hotel-Information)

Highland Falls

9.0/10

Wonderful

(4)

"Clean home, conveniently located to West Point. Very comfortable beds. "

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

Danielle B.

CA $197

CA $382 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Highland-Falls-Hotels-Fabulous-3bdrm-Home-Wparking.h114378708.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/6a09d677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/719e347a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/3207c5e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/f77cbaf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely 3BR Home with parking-Walk to WP Gate!

[](https://www.expedia.ca/Highland-Falls-Hotels-Lovely-3BR-Home-With-Parking-Walk-To-WP-Gate.h105177891.Hotel-Information)

Highland Falls

10/10

Exceptional

(7)

"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "

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

Briana T.

CA $283

CA $522 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Highland-Falls-Hotels-Lovely-3BR-Home-With-Parking-Walk-To-WP-Gate.h105177891.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/2f84c014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/w505h683x259y0-d7e24145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/w906h683x59y0-6aa47975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/0c5ec25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy cute Relaxing home

[](https://www.expedia.ca/Southbury-Hotels-Cozy-Cute-Relaxing-Home.h99618820.Hotel-Information)

Southbury

8.8/10

Excellent

(6)

"nice quiet area"

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

Alex V.

CA $248

CA $460 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Southbury-Hotels-Cozy-Cute-Relaxing-Home.h99618820.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/161ac482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/00118852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/0dcdc2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/e2171280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

[](https://www.expedia.ca/Hopewell-Junction-Hotels-Cozy-1845-Chapel-Escape-Near-Appalachian-Trail-And-Fahnestock-Park.h88181115.Hotel-Information)

Hopewell Junction

9.0/10

Wonderful

(10)

"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "

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

Esther P.

CA $210

CA $356 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Hopewell-Junction-Hotels-Cozy-1845-Chapel-Escape-Near-Appalachian-Trail-And-Fahnestock-Park.h88181115.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/ef9b23f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/c86208ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/b07ff9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/02671128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information)

Fishkill

9.6/10

Exceptional

(50)

"Quiet, clean and comfortable! Great stay!"

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

Joseph G.

CA $342

CA $436 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information)

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

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/b0adc70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

### Foliage at Westchester Manor - Near Sleepy Hollow

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

Ossining

CA $529

CA $1,239 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![Interior](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/b651961b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/a7fe5543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/36010145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/1b77315b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit

[](https://www.expedia.ca/Redding-Hotels-Renovated-Retreat-Heated-Saltwater-Pool-BBQ.h118324337.Hotel-Information)

Redding

10/10

Exceptional

(2)

"Beautiful house, very clean, spacious and a great host!!!"

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

Alejandro A.

CA $349

CA $848 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Redding-Hotels-Renovated-Retreat-Heated-Saltwater-Pool-BBQ.h118324337.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607576/854fb988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607576/05913227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607576/0e7ff094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607576/7e891032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil 4-bedroom house in welcoming Poughquag neighborhood

[](https://www.expedia.ca/Poughquag-Hotels-Tranquil-4-Bedroom-House-In-Welcoming-Poughquag-Neighborhood.h123607576.Hotel-Information)

Poughquag

CA $246

CA $432 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Poughquag-Hotels-Tranquil-4-Bedroom-House-In-Welcoming-Poughquag-Neighborhood.h123607576.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120730000/120730000/120729940/edc36d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120730000/120730000/120729940/91435553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120730000/120730000/120729940/7105a764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120730000/120730000/120729940/9a31e2b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Vintage Home with Private Pond in Redding, CT.

[](https://www.expedia.ca/Redding-Hotels-Spacious-5-Bedroom-House-In-Charming-Redding-With-The-Private-Lake.h120729940.Hotel-Information)

Redding

9.6/10

Exceptional

(4)

"The house is absolutely beautiful and in a very serene location. The host was super helpful. We had a wonderful time and plan to make this our yearly gathering place for our holiday get together."

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

Amarilis R.

CA $621

CA $970 total

includes taxes & fees

Jan 18 - Jan 19, 2026

[](https://www.expedia.ca/Redding-Hotels-Spacious-5-Bedroom-House-In-Charming-Redding-With-The-Private-Lake.h120729940.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124060000/124053000/124052951/2c082e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124060000/124053000/124052951/w1275h2560x5y0-1e9d1964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124060000/124053000/124052951/61476e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/125000000/124060000/124053000/124052951/29b3b886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Townhouse Near West Point

[](https://www.expedia.ca/Highland-Falls-Hotels-Luxury-Townhouse-Near-West-Point.h124052951.Hotel-Information)

Highland Falls

CA $333

CA $509 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Highland-Falls-Hotels-Luxury-Townhouse-Near-West-Point.h124052951.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/05363ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/009311c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/b806fd76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/f114158e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Mahopac-Hotels-Fun.h83925171.Hotel-Information)

Mahopac

10/10

Exceptional

(12)

"Super convenient location :)"

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

Sean M.

CA $518

CA $1,068 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Mahopac-Hotels-Fun.h83925171.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/32d0bc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/e5a3641b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/d9fd7f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/3745699f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contemporary Cozy Cottage

[](https://www.expedia.ca/Lake-Peekskill-Hotels-Contemporary-Cozy-Cottage.h102145832.Hotel-Information)

Lake Peekskill

10/10

Exceptional

(30)

"Very clean comfortable quiet place"

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

Mauro C.

CA $311

CA $571 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Lake-Peekskill-Hotels-Contemporary-Cozy-Cottage.h102145832.Hotel-Information)

![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/46f74edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/239d3285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/b6c9432d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/w1436h1440x0y0-175a22f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Awesome Lake Home with tons of fun!

[](https://www.expedia.ca/New-Fairfield-Hotels-Awesome-Lake-Home-With-Tons-Of-Fun.h104373791.Hotel-Information)

New Fairfield

9.8/10

Exceptional

(7)

"Great spot "

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

Mike P.

CA $621

CA $1,059 total

includes taxes & fees

Dec 26 - Dec 27

[](https://www.expedia.ca/New-Fairfield-Hotels-Awesome-Lake-Home-With-Tons-Of-Fun.h104373791.Hotel-Information)

![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)

![Dining](https://images.trvl-media.com/lodging/125000000/124060000/124052800/124052744/35068c8a.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/d1925d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124060000/124052800/124052744/2f040710.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 $276

CA $443 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123260000/123258800/123258770/10610eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123260000/123258800/123258770/5f4c743a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123260000/123258800/123258770/9ac3a6de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123260000/123258800/123258770/727846f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Norwalk/Darien Border, 60 Min to NYC, Fire pit

[](https://www.expedia.ca/Norwalk-Hotels-NorwalkDarien-Border.h123258770.Hotel-Information)

West Norwalk

CA $300

CA $669 total

includes taxes & fees

Jan 15 - Jan 16, 2026

[](https://www.expedia.ca/Norwalk-Hotels-NorwalkDarien-Border.h123258770.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=2026-01-04&endDate=2026-01-05&regionId=183644&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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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=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=COTTAGE)

Apartments

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Aparthotels

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Villas

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Condos

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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=2026-03-21&d1=2026-03-21&endDate=2026-03-24&d2=2026-03-24&lodging=CHALET)

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## Top Brewster Hotel Reviews

![Ethan Allen Hotel](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/9fd70ba0_y.jpg)

### Ethan Allen Hotel

10/10 Excellent

"Great room and great service"

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

![The Thayer Hotel at West Point](https://images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/c0c1b35f_y.jpg)

### The Thayer Hotel at West Point

10/10 Excellent

"I recently stayed at this hotel and was thoroughly impressed. The rooms were spotless, comfortable, and well-designed, making for a relaxing stay. The staff went above and beyond to ensure every guest felt welcome, offering friendly and attentive service at every turn. The amenities, from the modern fitness center to the inviting pool area, added a touch of luxury to the experience. Its convenient location made exploring the local attractions effortless. Overall, this hotel truly provides a perfect blend of comfort, hospitality, and quality – I can’t wait to return."

[](https://expedia.ca/Newburgh-Hotels-Thayer-Hotel.h5792279.Hotel-Information)

![Quality Inn & Suites Fishkill South near I-84](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg)

### Quality Inn & Suites Fishkill South near I-84

10/10 Excellent

"A comfortable stay"

[](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information)

![EVEN Hotel Norwalk by IHG](https://images.trvl-media.com/lodging/1000000/10000/2600/2584/4cb7d7eb_y.jpg)

### EVEN Hotel Norwalk by IHG

10/10 Excellent

"Great hidden gem"

[](https://expedia.ca/Stamford-Hotels-EVEN-Hotel-Norwalk.h2584.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Danbury](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5_y.jpg)

### La Quinta Inn & Suites by Wyndham Danbury

10/10 Excellent

"Staff was great"

[](https://expedia.ca/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.Hotel-Information)

![Hilton Garden Inn Norwalk](https://images.trvl-media.com/lodging/1000000/590000/580400/580328/3ea4ab25_y.jpg)

### Hilton Garden Inn Norwalk

10/10 Excellent

"It was good they were busy. It would definitely recommend to a business traveler "

[](https://expedia.ca/Stamford-Hotels-Hilton-Garden-Inn-Norwalk.h580328.Hotel-Information)

![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/1fb60e7f_y.jpg)

### Hotel Zero Degrees Danbury

10/10 Excellent

"The room was very spacious and clean. The staff are very attentive and informative."

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

![Holiday Inn Express West Point by IHG](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/59004f41_y.jpg)

### Holiday Inn Express West Point by IHG

10/10 Excellent

"The room was completely adequate for our needs, but the lighting in the room was weird and not really bright enough requiring going around to multiple areas to turn on/off lights. The breakfast was surprisingly good."

[](https://expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-West-Point.h860232.Hotel-Information)

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

### Best Western Danbury/Bethel

10/10 Excellent

"Water"

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

## Find out more about Brewster

## Brewster Vacation Homes information

| Number of reviews | 152                |
| ----------------- | ------------------ |
| Accommodation     | 299 Vacation Homes |
| Lowest Price      | CA $356            |
| Highest Price     | CA $1,239          |

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