Maybrook Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Maybrook vacation rentals

A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

1. 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.
$247 nightly
The price is $283
Nov 10 - Nov 11
Total with taxes and fees
Modern Hudson Valley Apt 202 - King/Queen/Twin
A wooden cabin with a covered deck, outdoor seating, and a fire pit.

2. 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.
$191 nightly
The price is $226
Nov 8 - Nov 9
Total with taxes and fees
Historic Cabin with Pool & Fire Pit
A modern kitchen with white cabinets, stainless steel appliances, and wooden flooring.

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

Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens
Montgomery
$850 nightly
The price is $855
Nov 16 - Nov 17
Total with taxes and fees
Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens
A two-story house with a porch, a table, and chairs outside.

4. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
4.0 star property
Goshen
$192 nightly
The price is $236
Nov 8 - Nov 9
Total with taxes and fees
Historic Horse Barn Apartment in Goshen
A spacious living room with a sofa, armchairs, and a coffee table. A kitchen with modern appliances is visible in the background.

5. 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.
$356 nightly
The price is $407
Nov 13 - Nov 14
Total with taxes and fees
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
A modern kitchen with white cabinetry, a central island with stools, a built-in oven, and a stainless steel refrigerator.

6. 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.
$861 nightly
The price is $986
Nov 8 - Nov 9
Total with taxes and fees
New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!
A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

7. 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.
$261 nightly
The price is $273
Nov 12 - Nov 13
Total with taxes and fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
A living room with a fireplace, a painting, shelves with decorative items, and a television.

8. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (53 reviews)
"Beautiful little apartment, walking to shops and easy parking"
United States
Martha Z.
$307 nightly
The price is $347
Nov 8 - Nov 9
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

9. Columbus Suites

Columbus Suites
3.0 star property
Middletown
6.4 out of 10, (21 reviews)
"My worst experience ever staying at the hotel no communication locked out at the sleep in my car. I would never recommend anybody to stay there. The bed is horrible no curtains window basically nothing nice to say about that property. Sorry."
United States
Edwin
$120 nightly
The price is $136
Nov 9 - Nov 10
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.

10. 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
$232 nightly
The price is $260
Nov 22 - Nov 23
Total with taxes and fees
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
A modern kitchen with a central island, built-in appliances, and a stone accent wall.

11. 3BR Hudson Valley home perfect for families!

3BR Hudson Valley home perfect for families!
Wallkill
10.0 out of 10, Exceptional, (6 reviews)
"This property was lovely and peaceful! We enjoyed the stay in the area! Very clean and neat. Easy to use technology and check-in/out."
United States
Cheryl N.
$452 nightly
The price is $506
Nov 8 - Nov 9
Total with taxes and fees
3BR Hudson Valley home perfect for families!
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

12. 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.
$378 nightly
The price is $423
Dec 7 - Dec 8
Total with taxes and fees
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
A modern kitchen with grey cabinets, stainless steel appliances, a granite countertop, and a wooden floor.

13. 2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (3 reviews)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
$196 nightly
The price is $222
Nov 15 - Nov 16
Total with taxes and fees
2-bedroom apartment in excellent Newburgh with AC and charm
A cozy living room with a sofa, a coffee table with candles, and a fireplace.

14. 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, (34 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
$174 nightly
The price is $175
Nov 8 - Nov 9
Total with taxes and fees
Dream getaway apartment in the foot of Gunks Ridge
A hot tub in a lush garden with a stone wall and outdoor furniture.

15. Country House w/Hot Tub, Deck, Grill & Fire Pit

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
9.8 out of 10, Exceptional, (69 reviews)
"We had a nice weekend at the Country House. I would recommend this property to friends and family. "
United States
Mike T.
$479 nightly
The price is $502
Nov 8 - Nov 9
Total with taxes and fees
Country House w/Hot Tub, Deck, Grill & Fire Pit
A deck with Adirondack chairs, a fire pit, and a grill.

16. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
Cornwall
10.0 out of 10, Exceptional, (16 reviews)
"Everything you could ask for!!"
United States
Elisabeth
$357 nightly
The price is $422
Nov 9 - Nov 10
Total with taxes and fees
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
A modern living room with a sofa, armchairs, a coffee table, and a large window with curtains.

17. NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed

NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed
New Windsor
$408 nightly
The price is $482
Nov 15 - Nov 16
Total with taxes and fees
NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed
A lakeside view with a picnic table and chairs, a grill, and a clear sky.

18. Detox & Hike: Waterfront Oasis with Infrared Sauna & Shawangunk Mountains

Detox & Hike: Waterfront Oasis with Infrared Sauna & Shawangunk Mountains
wallkill
9.6 out of 10, Exceptional, (5 reviews)
"Everything was very nice, clean, easy access to things and great location!Loved the area! Host was wonderful!!I’d stay there again!!"
United States
Dauna A.
$478 nightly
The price is $535
Nov 9 - Nov 10
Total with taxes and fees
Detox & Hike: Waterfront Oasis with Infrared Sauna & Shawangunk Mountains
A cozy living room with a sofa, a dining table, and a bed.

19. Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (75 reviews)
"Lovely cottage in a beautiful setting with everything you need to rest, relax, and enjoy this lovely part of New York state. Highly recommend!"
United States
Frances N.
$280 nightly
The price is $331
Dec 1 - Dec 2
Total with taxes and fees
Cozy country efficiency in the Hudson Valley
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

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Top Maybrook Hotel Reviews

A buffet with various food items, including omelets and baked goods, served in metal trays.
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
Montgomery

10/10 Excellent

Great stay
United States
Marissa
Reviewed April 12, 2025
Holiday Inn Express & Suites Montgomery 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.