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Maybrook Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Maybrook vacation rentals

A wooden cabin with a covered deck, outdoor seating, and a fire pit.

1. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.8 out of 10, Exceptional, (6 reviews)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
$198 nightly
The price is $234
Nov 2 - Nov 3
Total with taxes and fees
Historic Cabin with Pool & Fire Pit
A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

2. Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
10.0 out of 10, Exceptional, (21 reviews)
"Great hosts and great location!"
United States
Shelby A.
$269 nightly
The price is $309
Oct 27 - Oct 28
Total with taxes and fees
Modern Hudson Valley Apt 202 - King/Queen/Twin
A spacious living room with a sofa, armchairs, and a coffee table. A kitchen with modern appliances is visible in the background.

3. Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Montgomery
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful stay. Responded quickly to any issues even if it was a tiny one. Would absolutely stay here again. "
United States
Richard D.
$293 nightly
The price is $336
Oct 27 - Oct 28
Total with taxes and fees
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
A modern kitchen with white cabinets, stainless steel appliances, and wooden flooring.

4. Luxury 3BR with King Beds in Montgomery Village

Luxury 3BR with King Beds in Montgomery Village
Montgomery
10.0 out of 10, Exceptional, (5 reviews)
"Excellent location! Very clean and the hosts were quick to respond to communication. We would definitely stay here again. "
United States
Barbara M.
$491 nightly
The price is $502
Nov 16 - Nov 17
Total with taxes and fees
Luxury 3BR with King Beds in Montgomery Village
A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

5. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.4 out of 10, Exceptional, (17 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
$281 nightly
The price is $293
Nov 1 - Nov 2
Total with taxes and fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
A two-story house with a front porch and a landscaped garden.

6. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.2 out of 10, Wonderful, (18 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
$127 nightly
The price is $142
Oct 28 - Oct 29
Total with taxes and fees
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
A two-story house with a porch, a table, and chairs outside.

7. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
4.0 star property
Goshen
$202 nightly
The price is $248
Nov 8 - Nov 9
Total with taxes and fees
Historic Horse Barn Apartment in Goshen
A cozy living room with a sofa, a coffee table with candles, and a fireplace.

8. Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (32 reviews)
"Loved our stay! The house is cozy and well cared for. Plenty of room and everything we might have needed. Thanks so much for the nice message, it really shows that you care about your guests :)"
United States
Sara
$184 nightly
The price is $186
Nov 3 - Nov 4
Total with taxes and fees
Dream getaway apartment in the foot of Gunks Ridge
A modern kitchen with white cabinetry, a central island with stools, a built-in oven, and a stainless steel refrigerator.

9. New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!

New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!
Montgomery
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful home, attentive hosts, and the hot tub was great!"
United States
Kyle F.
$1,281 nightly
The price is $1,470
Oct 26 - Oct 27
Total with taxes and fees
New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!
A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

10. Columbus Suites

Columbus Suites
3.0 star property
Middletown
6.4 out of 10, (21 reviews)
"It was a great place "
United States
Jose
$142 nightly
The price is $161
Oct 26 - Oct 27
Total with taxes and fees
Columbus Suites
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

11. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (102 reviews)
"Kelly and Joe’s property was beautiful, the check in and check out process was smooth and easy, and the location was perfect for our planned activities. The property made our special weekend even more perfect as a newly engaged couple!"
United States
Jessica
$219 nightly
The price is $245
Nov 2 - Nov 3
Total with taxes and fees
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
A hallway with wooden flooring, white walls, a staircase with white railings, and a door at the end.

12. Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens

Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens
Montgomery
$837 nightly
The price is $849
Nov 16 - Nov 17
Total with taxes and fees
Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens
A living room with a fireplace, a painting, shelves with decorative items, and a television.

13. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (52 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
$254 nightly
The price is $287
Nov 9 - Nov 10
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
A historic building with a central tower labeled 'West Point Museum,' featuring a traditional architectural style with multiple windows and a stone facade.

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.2 out of 10, Wonderful, (25 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
$299 nightly
The price is $307
Oct 26 - Oct 27
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

15. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (19 reviews)
"Great rooms and service,"
United States
Anonymous traveler
$79 nightly
The price is $89
Nov 10 - Nov 11
Total with taxes and fees
1 King Bed | Non-Smoking, Kitchen, Shower
A brick building with a sign reading 'Lobby' in front.

16. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.0 out of 10, Wonderful, (21 reviews)
"Great place to stay,"
United States
Anonymous traveler
$79 nightly
The price is $91
Nov 3 - Nov 4
Total with taxes and fees
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
A tent with a central pole, a view of the forest through the entrance, and a bed with patterned bedding.

17. Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
9.0 out of 10, Wonderful, (4 reviews)
"This place was amazing and our hosts were as equally as awesome as their campsite. My family highly recommends this place! It's got everything you need and is close to so many beautiful hiking and swimming areas!"
United States
Andie C.
$136 nightly
The price is $152
Oct 26 - Oct 27
Total with taxes and fees
Glamping Tent & Campsite by Minnewaska State Park
A modern hotel room with a large bed, a seating area with leather chairs, and a view of the outdoors through large windows.

18. Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (48 reviews)
"Always a pleasure staying here."
United States
Natalie M.
$210 nightly
The price is $238
Nov 1 - Nov 2
Total with taxes and fees
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

19. Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz

Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
wallkill
9.8 out of 10, Exceptional, (61 reviews)
"Had a wonderful time! Loved our stay at this beautiful river front property!"
United States
Debbie M.
$345 nightly
The price is $386
Oct 26 - Oct 27
Total with taxes and fees
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
A single-story house with a front porch, two blue chairs, a white chair, and a potted plant with pink flowers.

20. Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in the heart of the Hudson Valley, Cabin 3
Newburgh
9.8 out of 10, Exceptional, (20 reviews)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
$244 nightly
The price is $288
Oct 26 - Oct 27
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 3
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 Maybrook Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Clean property but highway noise was nonstop. Not sure if there was an option to stay at the back or other side of the hotel. If so, would highly recommend it."
daphne 1-night trip
Posted 1 hour ago
Holiday Inn Express Hotel & Suites Chester by IHG

Find out more about Maybrook

Everything you need to know about Maybrook vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Maybrook vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Maybrook vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Maybrook vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $91 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Maybrook rentals

At Expedia, we put the best Maybrook vacation 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 Maybrook 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 Maybrook vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Maybrook. 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 vacation rental in Maybrook?

Yes, you can find vacation rentals near the most popular points of interest in Maybrook, or you can choose a secluded option if you want a relaxing place to stay. Maybrook is known for its shopping and restaurants.

What are some of the best vacation rentals that Maybrook has to offer?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: Visitors like this Maybrook vacation home rental. It is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Maybrook?

Explore the area and family-friendly sights such as Ice Time Sports Complex, or get out into nature at a spot like Algonquin Park. Woodbury Common Premium Outlets and Brotherhood Winery are a couple of places you'll find in the larger area.

What are vacation rentals like in Maybrook?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Maybrook. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.