Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Find holiday rentals that suit your style
Cabins
Apartments
Our top choices for Montgomery cottages
1. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Relaxing Farm Cottage Escape, 10 Min from LEGOLANDGoshen
9.4 out of 10, Exceptional, (17 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
Jessica C.
2. Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Mondrian Manor - Cottage in the lower Catskills near Ellenville and WurtsboroBloomingburg
9.8 out of 10, Exceptional, (6 reviews)
"Tracy was an excellent host. The Mondrian Manor was cozy and perfect for two."
Brandi A.
The price is NZ$392
includes taxes & fees
10 Nov - 11 Nov
3. Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the GunksKerhonkson
9.6 out of 10, Exceptional, (18 reviews)
"Just what we needed .... place was spotless.....quiet.... peaceful."
Victor M M.
The price is NZ$395
includes taxes & fees
25 Nov - 26 Nov
4. Hudson Valley Retreat w/ Pool Near Greenwood Lake
Hudson Valley Retreat w/ Pool Near Greenwood LakeMonroe
10.0 out of 10, Exceptional, (4 reviews)
"The house was very quiet and exactly as advertised. Would stay again!"
Scott
The price is NZ$973
includes taxes & fees
30 Nov - 1 Dec
5. Hello Small Stone
Hello Small StoneMiddletown
9.8 out of 10, Exceptional, (7 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
John H.
The price is NZ$788
includes taxes & fees
15 Nov - 16 Nov
6. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding HighlandsFort Montgomery
9.8 out of 10, Exceptional, (150 reviews)
"We had a great stay!!"
Jasmine
The price is NZ$560
includes taxes & fees
17 Nov - 18 Nov
7. Hudson Valley Retreat w/ Pool Near Greenwood Lake
Hudson Valley Retreat w/ Pool Near Greenwood LakeMonroe
10.0 out of 10, Exceptional, (9 reviews)
"We loved our stay! It was the perfect size for our small family. The property was extremely well maintained and there was a lot to do near by. We would definitely book here again!"
Marc
The price is NZ$925
includes taxes & fees
30 Nov - 1 Dec
8. Quiet Solitude with Firepit, Electric Stove & Private Deck
Quiet Solitude with Firepit, Electric Stove & Private DeckHopewell Junction
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at Sara's place. Unfortunately due to all the rain we couldn't enjoy the outside facilities. The bedroom loft is charming and everything you need is there. Thanks for a great stay!"
stephanie a.
The price is NZ$987
includes taxes & fees
10 Nov - 11 Nov
9. Hike & Fish: Outdoor Retreat Near Trails
Hike & Fish: Outdoor Retreat Near TrailsWestbrookville
The price is NZ$620
includes taxes & fees
10 Nov - 11 Nov
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.
