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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Montgomery holiday homes

Fridge, microwave, oven, stovetop

New Farmhouse-Hot Tub, King Beds, Game Room & View

New Farmhouse-Hot Tub, King Beds, Game Room & View
Montgomery
10.0 out of 10, Exceptional, (16 reviews)
"We loved our stay here! The property is gorgeous and the hosts were helpful and communicative. The house was clean and had everything we needed."
United States
Emily B.
The price is £919
includes taxes & fees
17 Feb - 18 Feb
New Farmhouse-Hot Tub, King Beds, Game Room & View
Fridge, microwave, oven, stovetop

Luxury 3BR with King Beds in Montgomery Village

Luxury 3BR with King Beds in Montgomery Village
Montgomery
The price is £338
includes taxes & fees
16 Feb - 17 Feb
Luxury 3BR with King Beds in Montgomery Village
Outdoor dining

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

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.4 out of 10, Exceptional, (60 reviews)
"Quiet, clean and comfortable! Great stay!"
United States
Joseph G.
The price is £208
includes taxes & fees
16 Feb - 17 Feb
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
1 bedroom, free WiFi, bed sheets

The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very good, (34 reviews)
"Just wasn't our cup of tea. Quiet location, close to attractions, and easy to find. "
United States
William K.
The price is £200
includes taxes & fees
16 Feb - 17 Feb
The Studio at the Inn at High Falls
Outdoor spa tub

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

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
10.0 out of 10, Exceptional, (60 reviews)
"This cottage was perfect for our stay. We have family nearby and this was the perfect retreat after busy days. We will be booking again. The space is clean and welcoming the land is beautiful! "
United States
Heather A.
The price is £368
includes taxes & fees
18 Feb - 19 Feb
Country House w/Hot Tub, Deck, Grill & Fire Pit
Terrace/patio

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is £262
includes taxes & fees
16 Feb - 17 Feb
House on the Babbling Brook- Quiet 2BR + King Bed!
Interior

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.2 out of 10, Wonderful, (9 reviews)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
The price is £116
includes taxes & fees
23 Feb - 24 Feb
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Beach

Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (30 reviews)
"Clean place, friendly and accommodating host! "
United States
Bryan A.
The price is £178
includes taxes & fees
22 Feb - 23 Feb
Beaver Lake Escape
3 bedrooms, desk, iron/ironing board, free WiFi

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is £321
includes taxes & fees
17 Feb - 18 Feb
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Fridge, microwave, oven, stovetop

The Goshen House - close to downtown with hot tub

The Goshen House - close to downtown with hot tub
Goshen
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful, clean home in a great location!"
United States
Max S.
The price is £288
includes taxes & fees
17 Feb - 18 Feb
The Goshen House - close to downtown with hot tub
Interior

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (32 reviews)
"I love the place, very comfortable and cozy, Thank you so very much, Enjoyed a lot , Julia"
United States
Julia K.
The price is £138
includes taxes & fees
23 Feb - 24 Feb
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Apartment | 1 bedroom

Hidden Lakefront Gem on a Gated Countryside Escape

Hidden Lakefront Gem on a Gated Countryside Escape
2.0 star property
Monroe
The price is £255
includes taxes & fees
16 Feb - 17 Feb
Hidden Lakefront Gem on a Gated Countryside Escape
Private kitchen

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
new paltz
9.4 out of 10, Exceptional, (6 reviews)
"Very clean Good communication with host Close to town & hiking Recommend! "
United States
Jennifer E.
The price is £511
includes taxes & fees
16 Feb - 17 Feb
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.0 out of 10, Wonderful, (10 reviews)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
The price is £193
includes taxes & fees
16 Feb - 17 Feb
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Property grounds

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (3 reviews)
"We had a great time staying here. It was very clean and the view was amazing. Wanted to meet up with some family and it was perfect for relaxing and catching up. Host accommodated our early check in request and was available during our stay when we had minor questions. Overall, it was wonderful."
United States
Joe K.
The price is £331
includes taxes & fees
18 Feb - 19 Feb
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
4 bedrooms, desk, travel cot, WiFi

Stone Ridge Modern Mountain House

Stone Ridge Modern Mountain House
Stone Ridge
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our one night stay. House was very clean and well appointed. Host was responsive. "
United States
Margaret and Greg S.
The price is £385
includes taxes & fees
17 Feb - 18 Feb
Stone Ridge Modern Mountain House
Fridge, microwave, oven, stovetop

Secluded Warwick Retreat on 3 Acres Next to Winery- 1 Hr from NYC!

Secluded Warwick Retreat on 3 Acres Next to Winery- 1 Hr from NYC!
Warwick
10.0 out of 10, Exceptional, (7 reviews)
"We really enjoyed our stay at this beautiful property. The host was super responsive and very accommodating. The house is on secluded grounds and there is lots of privacy. We were very comfortable. A great place to stay with the family. "
United States
Anna D.
The price is £454
includes taxes & fees
18 Feb - 19 Feb
Secluded Warwick Retreat on 3 Acres Next to Winery- 1 Hr from NYC!
Interior

Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is £259
includes taxes & fees
4 Mar - 5 Mar
Lovely 3BR Home with parking-Walk to WP Gate!
Exterior detail

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.2 out of 10, Wonderful, (5 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is £245
includes taxes & fees
4 Mar - 5 Mar
Fabulous 3bdrm Home w/parking!
Dining

Catskills Cozy Cottage by The Lake, Sullivan County

Catskills Cozy Cottage by The Lake, Sullivan County
Rock Hill
10.0 out of 10, Exceptional, (10 reviews)
"Great clean place, enjoyed the patio, and all the amenities."
United States
samuel g.
The price is £324
includes taxes & fees
16 Feb - 17 Feb
Catskills Cozy Cottage by The Lake, Sullivan County
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.
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Top Montgomery Hotel Reviews

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"Friendly staff and very prompt when we needed assistance."
Bronwyn 1-night trip
Posted 2 days ago
Courtyard by Marriott Poughkeepsie

Find out more about Montgomery

Montgomery Holiday Homes information

Number of reviews
290
Accommodation
433 Holiday Homes
Lowest Price
£116
Highest Price
£919