Brewster Holiday Rentals

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Our top choices for Brewster holiday rentals

Apartment in Brewster

The Hideaway
10.0 out of 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
Rick C.
The price is NZ$518
includes taxes & fees
27 Mar - 28 Mar
The Hideaway
10.0 out of 10, Exceptional, (23 reviews)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is NZ$201
includes taxes & fees
4 Mar - 5 Mar
Cozy One Bedroom Apartment Centrally Located in Southbury
10.0 out of 10, Exceptional, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is NZ$314
includes taxes & fees
11 Mar - 12 Mar
Cozy 1-bedroom retreat minutes from West Point!
9.8 out of 10, Exceptional, (13 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is NZ$572
includes taxes & fees
4 Mar - 5 Mar
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Holiday Home in Lake Peekskill

Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (31 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is NZ$690
includes taxes & fees
27 Feb - 28 Feb
Contemporary Cozy Cottage
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is NZ$457
includes taxes & fees
7 Mar - 8 Mar
Charming 1-bedroom apartment in Carmel with WiFi, AC
9.8 out of 10, Exceptional, (131 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is NZ$505
includes taxes & fees
27 Feb - 28 Feb
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is NZ$374
includes taxes & fees
2 Mar - 3 Mar
Mid Century Modern Studio w/ Full Kitchen - Newly Built
10.0 out of 10, Exceptional, (53 reviews)
"We havld a good time. The room was comfortable and perfectly located!"
United States
Brandy C.
The price is NZ$405
includes taxes & fees
15 Mar - 16 Mar
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
9.4 out of 10, Exceptional, (60 reviews)
"Quiet, clean and comfortable! Great stay!"
United States
Joseph G.
The price is NZ$464
includes taxes & fees
3 Mar - 4 Mar
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
10.0 out of 10, Exceptional, (18 reviews)
"Great location and condition. Roome enough for everyone."
United States
Christopher H.
The price is NZ$776
includes taxes & fees
3 Mar - 4 Mar
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
10.0 out of 10, Exceptional, (1 review)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is NZ$353
includes taxes & fees
9 Mar - 10 Mar
The Perch in the Purchase -- Cozy, unique, and private
10.0 out of 10, Exceptional, (35 reviews)
"Stunning property!!"
United States
Samantha
The price is NZ$789
includes taxes & fees
2 Mar - 3 Mar
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is NZ$993
includes taxes & fees
2 Mar - 3 Mar
"Country outside the city " 3 bedrooms 2 full bathrooms
9.8 out of 10, Exceptional, (16 reviews)
"Great Unit."
United States
Rudy R.
The price is NZ$453
includes taxes & fees
4 Mar - 5 Mar
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Apartment in Dover Plains

Hoppy Hill Farm House
9.6 out of 10, Exceptional, (4 reviews)
"The cabin was perfect. Had everything we needed and clear directions. "
United States
Jocelyn L.
The price is NZ$321
includes taxes & fees
8 Mar - 9 Mar
Hoppy Hill Farm House
10.0 out of 10, Exceptional, (6 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is NZ$566
includes taxes & fees
4 Mar - 5 Mar
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
9.8 out of 10, Exceptional, (44 reviews)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is NZ$390
includes taxes & fees
8 Mar - 9 Mar
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Apartment in Highland Falls

Walk to WP Gate + Free Parking!
9.8 out of 10, Exceptional, (21 reviews)
"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"
United States
Pamela
The price is NZ$528
includes taxes & fees
2 Mar - 3 Mar
Walk to WP Gate + Free Parking!
10.0 out of 10, Exceptional, (5 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is NZ$473
includes taxes & fees
2 Mar - 3 Mar
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Brewster Hotel Reviews

Find out more about Brewster

Everything you need to know about Brewster holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Brewster holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Brewster holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Brewster holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Brewster. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Brewster holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Brewster holiday rentals we have selected for you start as low as NZ$399 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Brewster rentals

At Expedia, we put the best Brewster holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Brewster rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Brewster holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Brewster. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Brewster?

Yes, there are holiday rentals close to the most popular sights in Brewster, or you can select a more secluded option if you're looking for a relaxing stay. Brewster is known for its shopping and restaurants. Make sure you have time to check out the entertainment choices and live music during your trip.

What are some of the best holiday rentals that Brewster has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Brewster offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and kitchenware, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Brewster?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Brewster stay.

What’s there to see and do in Brewster?

Explore the area and cultural attractions such as Kouros Sculpture Center, or visit one of the family-friendly sights such as SplashDown Beach. Other places in town to visit include Brewster Public Library and Wells Park.

What’s a holiday rental in Brewster like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Brewster. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.