Photo by ViajandoconAna Rustrian

Search Villas in Montgomery

March 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

April 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 24 Villas in Montgomery with updated reviews, rates, and availability.

Private Estate 9BR w/Pool, Hot Tub & Scenic Views!
Interior

Private Estate 9BR w/Pool, Hot Tub & Scenic Views!

Private Estate 9BR w/Pool, Hot Tub & Scenic Views!
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Fridge, microwave, oven, stovetop

Kick back & relax in this peaceful, stylish place to stay with the whole family.

10.0 out of 10, Exceptional, (22)
"Our family went to the Hudson Valley area for a wedding. Pre stay communication with Malka was excellent and we all had a wonderful time. Lots of room for the kids to play and be entertained downstairs as well as upstairs in the Projection Room. The backyard was a great soccer area and the fire pit was great to sit around at night. Firewood on site was a real plus! I do recommend to anyone doing substantial cooking for many people to bring their own favorite pots and pans if possible though...
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Luxurious 7 Bedroom Estate with Heated Pool and Hot Tub
Fridge, microwave, oven, stovetop

Luxurious 7 Bedroom Estate with Heated Pool and Hot Tub

2.0 out of 10, (1)
"There was rats inside the house and there was no amenities like toilet paper. And host was very unresponsive."
Luxurious 7 Bedroom Estate with Heated Pool and Hot Tub
The Scenic Mansion With Breathtaking View
Fridge, microwave, oven, stovetop

The Scenic Mansion With Breathtaking View

9.6 out of 10, Exceptional, (13)
"This house is so grand and perfect for a destination wedding, corprate retreat or family reunion. Host was wonderful!"
The Scenic Mansion With Breathtaking View
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.
Interior

Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

2.0 star property
10.0 out of 10, Exceptional, (4)
"Big, spacious and clean. The area is calm and shops are within 5 min driving distance"
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.
Dome House Retreat
45-inch Smart TV with cable channels, TV, fireplace

Dome House Retreat

4.0 star property
Dome House Retreat
Luxurious Villa with pool spa arcade room and more
Outdoor spa tub

Luxurious Villa with pool spa arcade room and more

10.0 out of 10, Exceptional, (5)
"Warm, roomy, and quiet. Lots of room for our family of 5. Communication with host was amazing."
Luxurious Villa with pool spa arcade room and more
Fully facilitated home, 7 Beds + Pool. (Pine Bush)
Private kitchen

Fully facilitated home, 7 Beds + Pool. (Pine Bush)

3.4 out of 10, (3)
"We did not end up staying at this property because the host cancelled on us the day before. He reached out 2 months prior to tell us his pool would not be available and offered us a 20% refund. But he never provided it and did not communicate about this again. When we followed up about it, he cancelled the whole stay and tried to get us to change properties last minute. This seemed very strange so we didnā€™t agree. We did eventually get a full refund after a LOT of back and forth but lost over...
Fully facilitated home, 7 Beds + Pool. (Pine Bush)
MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY
Fridge, microwave, oven, stovetop

MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY

9.6 out of 10, Exceptional, (10)
"We felt well taken care of- the house was warm with the fireplace going when we arrived and when it snowed the driveway was plowed and the sidewalk shoveled. The showers were hot and the beds so cozy! Would recommend to others! "
MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY
Luxury School House Retreat With Sauna & Pool- 1HR from NYC
Outdoor pool, a heated pool

Luxury School House Retreat With Sauna & Pool- 1HR from NYC

10.0 out of 10, Exceptional, (13)
"We had a wonderful stay at Hunters property. Check in and walkthrough process with the property manager was easy. The house has plenty of space, 2 TV rooms, large kitchen and sitting room and a separate dining area. We traveled with friends, our 16 year old and our 1 year toddler. There was enough activities for everyone to enjoy. The basement has a gym, pool table, ping pong and a sauna. We look forward to coming back in the summer when the pool is open. Highly recommend this space for a...
The price is AED 3,122
AED 4,741 total
includes taxes & fees
11 Mar - 12 Mar
Luxury School House Retreat With Sauna & Pool- 1HR from NYC
Family Fun Getaway near Cascade Lake in Warwick NY
Fridge, microwave, oven, stovetop

Family Fun Getaway near Cascade Lake in Warwick NY

8.0 out of 10, Very Good, (8)
"The exterior of the home is completely run down. Nothing like the pictures. The interior bedding and furniture is a different set up then depicted. The rugs and carpets are stained and dirty. This did not meet our standards. We would not recommend it to anyone. We left a day early."
Family Fun Getaway near Cascade Lake in Warwick NY
Modern Villa with private pond near Legoland and Delaware River.
Outdoor dining

Modern Villa with private pond near Legoland and Delaware River.

8.0 out of 10, Very Good, (4)
"Beautiful property and big enough for 2 families to spend a weekend. Hope to return again soon"
Modern Villa with private pond near Legoland and Delaware River.
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard
Smart TV, fireplace, foosball, table tennis

Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

9.2 out of 10, Wonderful, (7)
"A spacious house with a to-die-for pool, game room in basement, plenty of storage and refrigerators for all your wonderful culinary desires, comfortable beds, and well divided together and private spaces."
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard
The Station House: A Dream Catskills Getaway
Interior

The Station House: A Dream Catskills Getaway

9.8 out of 10, Exceptional, (6)
"Great home for entertaining large groups. We were pleasantly surprised to see many necessities were already there, ie. toilet paper, coffee filters, spices, ice making machine, laundry detergent, etc. The manager, Jack, was helpful and easy to reach out to. Would highly recommend."
The price is AED 5,509
AED 9,312 total
includes taxes & fees
11 Mar - 12 Mar
The Station House: A Dream Catskills Getaway
Perfect home for a dream retreat + POOL
Fridge, microwave, oven, stovetop

Perfect home for a dream retreat + POOL

6.0 out of 10, (2)
"To begin, before leaving for the trip I tried reaching out multiple times for check in information. Upon arrival, I was unable to check into place to stay. I tried multiple times contacting host, as well as support trying to contact the host, with NO answer. This left me to find another place to stay with short notice because we waited for 2+ hours for a reply. Unprofessional, ghosted by the host, and frustrating. This has never happened in all the years I have used Vrbo, but to summarize, do...
Perfect home for a dream retreat + POOL
Luxurious & Tranquil ~ Pool ~ Fire Pit ~ Backyard!
Miscellaneous

Luxurious & Tranquil ~ Pool ~ Fire Pit ~ Backyard!

6.0 out of 10, (1)
"The pictures are accurate but when you get there you see the furniture is flimsy, the cabinets and drawers fall off when you touch them and the yard is a disaster. There is so much stagnant water the mosquitos look like drones!"
Luxurious & Tranquil ~ Pool ~ Fire Pit ~ Backyard!
Luxe Mountain Getaway Fire Pit Arcade Hot Tub Pool
Pool

Luxe Mountain Getaway Fire Pit Arcade Hot Tub Pool

10.0 out of 10, Exceptional, (2)
"Happy Minnewaska is a great place for making memories! Our family really enjoyed our time there, relaxing, hiking in the surrounding area and making s'mores around the campfire. The house is just as pictured, very clean and comfortable. The kitchen is well equipped for basic cooking, which is all we did. It's a bit of a drive into New Paltz, especially on Sunday afternoon, but the town is charming so definitely worth a visit. Hosts were great with communication (though since I prefer to avoid my...
Luxe Mountain Getaway Fire Pit Arcade Hot Tub Pool
Picturesque, Cozy & Fun ~ GameRoom ~ Spacious Yard
Terrace/patio

Picturesque, Cozy & Fun ~ GameRoom ~ Spacious Yard

10.0 out of 10, Exceptional, (1)
"Loved the home didn't realize when booking it was in such a secluded spot so come prepared. House was clean minus some hair in the tubs (around drain) the closet doors attacked my sister (needs to be reinstalled and tightened) upon opening and a few draw coverings fell off. we couldn't find a broom until 10 mins before checkout (we looked all weekend )other wise the place was amazing my sister is already talking about booking in the warmer months because the yard is amazing"
Picturesque, Cozy & Fun ~ GameRoom ~ Spacious Yard
Beautiful modern villa with pool suana hot tub...
Property grounds

Beautiful modern villa with pool suana hot tub...

10.0 out of 10, Exceptional, (2)
"My family and I had a wonderful time here! Israel was a great host, messaged me a couple times to make sure everything was okay and if we needed anything. The hot tub and sauna were an awesome addition! It was a great space! Would book again!"
Beautiful modern villa with pool suana hot tub...
Country Manor at Millers Rock with Pool-1 Hour from NYC
Property grounds

Country Manor at Millers Rock with Pool-1 Hour from NYC

Country Manor at Millers Rock with Pool-1 Hour from NYC
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.
Don't see what you're looking for?
See all available properties in Montgomery
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Montgomery

Dream escape, new modern farmhouse, stunning views, game room & hot tub for 14+!
Smart TV, fireplace, video games, table tennis

Dream escape, new modern farmhouse, stunning views, game room & hot tub for 14+!

10.0 out of 10, Exceptional, (11)
"We enjoyed our stay here! Our family of 11 were all happy with the convenience to all we wanted to do and for visiting Bethel facilities! Very well stocked with all our needs and the family enjoyed the games in the lower level. "
The price is AED 2,112
AED 3,566 total
includes taxes & fees
19 Mar - 20 Mar
Dream escape, new modern farmhouse, stunning views, game room & hot tub for 14+!
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

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

10.0 out of 10, Exceptional, (2)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is AED 951
AED 1,069 total
includes taxes & fees
11 Mar - 12 Mar
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
The Philip Johnson Wolfhouse
Interior

The Philip Johnson Wolfhouse

10.0 out of 10, Exceptional, (3)
"This house is an architectural gem with great views to the Hudson river and very close to Dia Beacon and really nice hikes. We were a group of 7 and really enjoyed our time together during our stay. Jeremy was really nice and accommodating. I highly recommend this house."
The Philip Johnson Wolfhouse
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.

Frequently asked questions

Why book your villa in Montgomery with Expedia?
Reserving a villa in Montgomery is as simple as working out your travel dates and picking an option that meets your requirements. Want something inexpensive or upscale, or a stay that also includes a pool? Use Expediaā€™s search filters to narrow your results and find the perfect pad.
How can I find cheap villas in Montgomery?
Expedia is here to help you look for cheap villas in Montgomery. Simply use our convenient filter tool to choose budget, star rating and amenities to refine your search and find the best place to stay in a matter of clicks.