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Upfront pricingWe are not like the others - we include taxes and fees
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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.
$261 nightly
The price is $273
Nov 12 - Nov 13
Total with taxes and fees
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.
$189 nightly
The price is $213
Nov 10 - Nov 11
Total with taxes and fees
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.
$222 nightly
The price is $223
Nov 25 - Nov 26
Total with taxes and fees
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
$457 nightly
The price is $539
Nov 30 - Dec 1
Total with taxes and fees
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.
$382 nightly
The price is $432
Nov 15 - Nov 16
Total with taxes and fees
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
$257 nightly
The price is $304
Nov 16 - Nov 17
Total with taxes and fees
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
$428 nightly
The price is $506
Nov 30 - Dec 1
Total with taxes and fees
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.
$462 nightly
The price is $522
Nov 10 - Nov 11
Total with taxes and fees
9. Hike & Fish: Outdoor Retreat Near Trails
Hike & Fish: Outdoor Retreat Near TrailsWestbrookville
$304 nightly
The price is $344
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.
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.
