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Our top choices for Montgomery villas
1. Spectacular Historic Mansion w/Pool&Tennis
Spectacular Historic Mansion w/Pool&TennisGoshen
10.0 out of 10, Exceptional, (20 reviews)
10/10
Exceptional
(20 reviews)
"Truly amazing house, incredible pool, easy renting experience. Would definitely be back. "
"Truly amazing house, incredible pool, easy renting experience. Would definitely be back. "
Aditya U.
$2,373 nightly
The price is $2,485
$2,485 total
Nov 8 - Nov 9
Total with taxes and fees
2. Luxury School House Retreat With Pool & Sauna - 1HR from NYC
Luxury School House Retreat With Pool & Sauna - 1HR from NYCNew Hampton
10.0 out of 10, Exceptional, (23 reviews)
10/10
Exceptional
(23 reviews)
"House was great, conveniently located to ski mountain, Hunter was a pleasure to work with, house was clean and had so many amenities for our family! Highly recommend! "
"House was great, conveniently located to ski mountain, Hunter was a pleasure to work with, house was clean and had so many amenities for our family! Highly recommend! "Jennifer P.
$1,056 nightly
The price is $1,247
$1,247 total
Nov 10 - Nov 11
Total with taxes and fees
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.
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.
Learn more about Montgomery
Stroll through charming streets lined with historic buildings, soaking in the small-town atmosphere of this Hudson Valley gem. Explore nearby wineries and parks, or catch a show at the City Winery for a perfect blend of culture and nature.
Top reviews in Montgomery
Borland House Inn
Borland House InnMontgomery
10/10 Excellent
Lovely place. Very special, can’t wait to return.
Lovely place. Very special, can’t wait to return.
Kate
Holiday Inn Express & Suites Montgomery by IHG
Holiday Inn Express & Suites Montgomery by IHGMontgomery
10/10 Excellent
Great stay
Great stay
Marissa
Super 8 by Wyndham Montgomery Maybrook
Super 8 by Wyndham Montgomery MaybrookMontgomery
10/10 Excellent
Clean, basic lodging, with comfortable mattress, nice hot shower, no-nonsense toilet, no loud A/C that keeps very basic yet spacious room comfortable. Scrambled egg n sausage, toasted waffles breakfast, fresh coffee.
Clean, basic lodging, with comfortable mattress, nice hot shower, no-nonsense toilet, no loud A/C that keeps very basic yet spacious room comfortable. Scrambled egg n sausage, toasted waffles breakfast, fresh coffee.
david
Harvest Inn
Harvest InnPine Bush
10/10 Excellent
I've stayed at Harvest Inn for more than 15 years. It keeps getting better.
I've stayed at Harvest Inn for more than 15 years. It keeps getting better.
Elizabeth
Tin Brook Bed & Breakfast
Tin Brook Bed & BreakfastWalden
10/10 Excellent
Adorable gift shop in the breakfast area. Friendly host (Carrie?). Could have used some bottled water
Adorable gift shop in the breakfast area. Friendly host (Carrie?). Could have used some bottled water
Anonymous traveler
The Dominion House Bed & Breakfast
The Dominion House Bed & BreakfastChester
10/10 Excellent
Lovely period home. Owners were friendly, courteous and informative. Breakfast was delicious. Overall stay was very enjoyable and would stay again.
Lovely period home. Owners were friendly, courteous and informative. Breakfast was delicious. Overall stay was very enjoyable and would stay again.
Cindy
La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-GoshenMiddletown
10/10 Excellent
I loved how clean my room was. It was simple but had everything you needed. It was very quiet and I didn’t not hear anything from outside my room while I was in there.
I loved how clean my room was. It was simple but had everything you needed. It was very quiet and I didn’t not hear anything from outside my room while I was in there.
Jordan
Candlewood Suites Middletown Goshen by IHG
Candlewood Suites Middletown Goshen by IHGMiddletown
10/10 Excellent
Very Good
Very Good
Moraivic
The Orange Inn Boutique Hotel
The Orange Inn Boutique HotelGoshen
10/10 Excellent
Well maintained and clean property , inside and out. We could have gotten more of an overview of the property when we checked in, but we managed. Ample parking available in their parking lot in the back. One thing I was surprised about -for a luxury inn , they had polyester sheets instead of cotton sheets. Overall great stay.
Well maintained and clean property , inside and out. We could have gotten more of an overview of the property when we checked in, but we managed. Ample parking available in their parking lot in the back. One thing I was surprised about -for a luxury inn , they had polyester sheets instead of cotton sheets. Overall great stay.
Kevin
Residence Inn by Marriott Middletown Goshen
Residence Inn by Marriott Middletown GoshenMiddletown
10/10 Excellent
Everything was beautiful, it looks like a new property. My only complaint was after shutting off the air conditioner/heater it still remained on and was very noisy keeping my wife and I up most of the night. Even switching the circuit breaker off didn’t solve the problem.
I’m not one to complain though and didn’t bother the staff at the late hour. I still wouldn’t hesitate to stay at a residence inn property in the future.
Everything was beautiful, it looks like a new property. My only complaint was after shutting off the air conditioner/heater it still remained on and was very noisy keeping my wife and I up most of the night. Even switching the circuit breaker off didn’t solve the problem.
I’m not one to complain though and didn’t bother the staff at the late hour. I still wouldn’t hesitate to stay at a residence inn property in the future.
Joseph
Homewood Suites Stewart Airport
Homewood Suites Stewart AirportNew Windsor
10/10 Excellent
Needed a place to stay when moving to the area. This hotel was conveniently located and very affordable - especially considering what you get! The suites were fantastic - spacious, everything we needed, kitchenettes. On top of that they serve a good hot breakfast every morning and a manager's reception (which is essentially a meal) four nights a week. What a deal! Friendly, helpful staff too. I truly don't have anything negative to say about this hotel.
Needed a place to stay when moving to the area. This hotel was conveniently located and very affordable - especially considering what you get! The suites were fantastic - spacious, everything we needed, kitchenettes. On top of that they serve a good hot breakfast every morning and a manager's reception (which is essentially a meal) four nights a week. What a deal! Friendly, helpful staff too. I truly don't have anything negative to say about this hotel.
Anonymous traveler
Stagecoach Inn
Stagecoach InnGoshen
10/10 Excellent
This Inn is a relaxation paradise.Warm & welcoming staff, beautiful & extremely comfortable room ,with a choice of elegantly designed rooms throughout the Inn to enjoy a drink or dinner .The food is delicious!Everything we order from apps to entrees ,desserts & drinks right down to the bkfst was wonderful!I highly recommend booking a night or 2 here.We will definitely be back!
This Inn is a relaxation paradise.Warm & welcoming staff, beautiful & extremely comfortable room ,with a choice of elegantly designed rooms throughout the Inn to enjoy a drink or dinner .The food is delicious!Everything we order from apps to entrees ,desserts & drinks right down to the bkfst was wonderful!I highly recommend booking a night or 2 here.We will definitely be back!
Alissa
Home2 Suites by Hilton Middletown
Home2 Suites by Hilton MiddletownMiddletown
10/10 Excellent
Loved the large spacious and well laid out room. Breakfast was great but the space was a bit crowded.
Loved the large spacious and well laid out room. Breakfast was great but the space was a bit crowded.
Anonymous traveler
Holiday Inn Express & Suites Middletown - Goshen by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHGMiddletown
10/10 Excellent
We liked everything about the hotel!
The room was clean, breakfast was delicious, the staff was so friendly!
We can't say enough nice things about the hotel!
We liked everything about the hotel!
The room was clean, breakfast was delicious, the staff was so friendly!
We can't say enough nice things about the hotel!
Kathleen
Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen MiddletownGoshen
10/10 Excellent
Stayed overdoing the memorial day weekend after visiting Legoland. The hotel was pretty full judging from all the people at breakfast, no complaints this was a very convenient hotel would definitely come back again!
Stayed overdoing the memorial day weekend after visiting Legoland. The hotel was pretty full judging from all the people at breakfast, no complaints this was a very convenient hotel would definitely come back again!
jonathan
The Heartwood
The HeartwoodArlington
10/10 Excellent
All great cheating system was a little noisy but still an excellent experience. Would definitely stay here again.
All great cheating system was a little noisy but still an excellent experience. Would definitely stay here again.
Paulette
Frequently Asked Questions
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What is there to do near my villa in Montgomery?
Once you've unpacked your suitcases, set out and discover the cool things Montgomery has for you to experience. Thomas Bull Memorial Park is a popular attraction to add to your must-do list.