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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Montgomery vacation homes

Fridge, microwave, oven, stovetop

Luxury 3BR with King Beds in Montgomery Village

Luxury 3BR with King Beds in Montgomery Village
Montgomery
10.0 out of 10, Exceptional, (2 reviews)
"Excellent location! Very clean and the hosts were quick to respond to communication. We would definitely stay here again. "
United States
Barbara M.
The price is AED 993
AED 1,764 total
includes taxes & fees
6 May - 7 May
Luxury 3BR with King Beds in Montgomery Village
Fridge, microwave, oven, stovetop

New Farmhouse-Hot Tub, King Beds, Game Room, Golf Sim & incredible view.

New Farmhouse-Hot Tub, King Beds, Game Room, Golf Sim & incredible view.
Montgomery
10.0 out of 10, Exceptional, (17 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 AED 3,109
AED 5,371 total
includes taxes & fees
6 May - 7 May
New Farmhouse-Hot Tub, King Beds, Game Room, Golf Sim & incredible view.
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
9.2 out of 10, Wonderful, (64 reviews)
"For us it was in a great location, had a reasonable price and room for everyone."
United States
Gertrude (Gert) P.
The price is AED 909
AED 1,187 total
includes taxes & fees
7 May - 8 May
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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, (8 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is AED 474
AED 1,445 total
includes taxes & fees
6 May - 7 May
House on the Babbling Brook- Quiet 2BR + King Bed!
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, (36 reviews)
"Awesome place, great location. We loved our stay."
United States
Will R.
The price is AED 420
AED 799 total
includes taxes & fees
17 May - 18 May
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
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, (62 reviews)
"Very good host "
United States
Binyomin
The price is AED 950
AED 1,800 total
includes taxes & fees
7 May - 8 May
Country House w/Hot Tub, Deck, Grill & Fire Pit
Outdoor spa tub

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
New Paltz
9.6 out of 10, Exceptional, (29 reviews)
"Excellent licatio . House was wonderful. Loved the scenery and the hot tub."
United States
Jeffrey
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
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)
"Instructions were clear. Accommodations were comfortable and clean. Lovely grounds. "
United States
Julia
The price is AED 413
AED 994 total
includes taxes & fees
10 May - 11 May
The Studio at the Inn at High Falls
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
9.2 out of 10, Wonderful, (7 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 AED 555
AED 1,707 total
includes taxes & fees
6 May - 7 May
Sleek Escape: Modern 3 BR- 4 Min from West Point !
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
9.0 out of 10, Wonderful, (16 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 AED 304
AED 544 total
includes taxes & fees
11 May - 12 May
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, (33 reviews)
"I had a lovely getaway. "
United States
Paul J.
The price is AED 463
AED 822 total
includes taxes & fees
6 May - 7 May
Beaver Lake Escape
Interior

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful place tucked back in the woods. Very relaxing and incredibly clean. The free coffee was a nice touch too. Will 100% be returning to The Gunks because of this house. "
United States
Kyle T.
The price is AED 396
AED 717 total
includes taxes & fees
3 Jun - 4 Jun
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Property grounds

Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
8.8 out of 10, Excellent, (3 reviews)
"This is an "upgraded" camping experience! A peaceful setting for outdoor living, exceptionally private. Super convenient to Minnewaska. Everything you need amd exactly as described, plenty of seating for a larger group and sleeping tent/yurt makes inclement weather less of a concern than a regular tent or backpacking setup. Definitely stay here!"
United States
Megan
The price is AED 314
AED 557 total
includes taxes & fees
10 May - 11 May
Glamping Tent & Campsite by Minnewaska State Park
Exterior

Luxury home near West Point

Luxury home near West Point
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"The accommodations are great—Very nice townhouse, lots of room, clean, comfortable, and pet-friendly."
United States
Suzy
The price is AED 731
AED 876 total
includes taxes & fees
10 May - 11 May
Luxury home near West Point
TV

Luxury House Near West Point

Luxury House Near West Point
Highland Falls
The price is AED 735
AED 1,192 total
includes taxes & fees
7 May - 8 May
Luxury House Near West Point
Interior

Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (19 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is AED 294
AED 495 total
includes taxes & fees
6 May - 7 May
Trails Head Tiny House
Outdoor spa tub

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
9.8 out of 10, Exceptional, (37 reviews)
"Second time staying here. Check in is a smooth process. House has everything we needed! "
United States
Lex S.
The price is AED 803
AED 1,955 total
includes taxes & fees
6 May - 7 May
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Property grounds

3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.0 out of 10, Very Good, (6 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is AED 489
AED 1,704 total
includes taxes & fees
6 May - 7 May
3BR West Point Retreat-3min to Back Gate+ King Bed
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (11 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is AED 559
AED 948 total
includes taxes & fees
7 May - 8 May
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
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 AED 929
AED 1,626 total
includes taxes & fees
10 May - 11 May
Lovely 3BR Home with parking-Walk to WP Gate!
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

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

6/10 Okay
"Place needs a little TLC!"
jason 1-night trip
Posted 1 hour ago
Overlook Lodge at Bear Mountain