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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Montgomery holiday homes

Coffee/tea maker, fridge, microwave, oven

1. Luxury 3BR with King Beds in Montgomery Village

Luxury 3BR with King Beds in Montgomery Village
Montgomery
10.0 out of 10, Exceptional, (4 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 HK$2,551
HK$4,322 total
includes taxes & fees
30 Aug - 31 Aug
Luxury 3BR with King Beds in Montgomery Village
Coffee/tea maker, fridge, microwave, oven

2. New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!

New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!
Montgomery
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful home, attentive hosts, and the hot tub was great!"
United States
Kyle F.
The price is HK$6,442
HK$11,197 total
includes taxes & fees
14 Sept - 15 Sept
New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!
Property grounds

3. Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz

Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
wallkill
9.8 out of 10, Exceptional, (60 reviews)
"We had a lovely time and the host had lots of great communication!"
United States
Amanda S.
The price is HK$1,658
HK$3,420 total
includes taxes & fees
21 Sept - 22 Sept
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
Property grounds

4. Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
9.0 out of 10, Wonderful, (4 reviews)
"This place was amazing and our hosts were as equally as awesome as their campsite. My family highly recommends this place! It's got everything you need and is close to so many beautiful hiking and swimming areas!"
United States
Andie C.
The price is HK$670
HK$1,190 total
includes taxes & fees
3 Sept - 4 Sept
Glamping Tent & Campsite by Minnewaska State Park
Smart TV

5. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (37 reviews)
"Great house, well equipped, very accommodating hosts!"
United States
Christopher T.
The price is HK$1,176
HK$3,503 total
includes taxes & fees
20 Sept - 21 Sept
The DeVita House Est. 1900
Interior

6. 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, (42 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is HK$971
HK$1,717 total
includes taxes & fees
16 Sept - 17 Sept
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Interior

7. 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)
"It was great! "It's about a whale"."
United States
jwinegra W.
The price is HK$790
HK$1,510 total
includes taxes & fees
7 Sept - 8 Sept
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Smart TV, fireplace, books

8. Zen House at the Mountain Ridge

Zen House at the Mountain Ridge
Gardiner
9.8 out of 10, Exceptional, (8 reviews)
"Great space! Very nicely decorated. Host was very responsive and answered questions quickly. Also close to a great bakery and coffee shop!"
United States
Julie
The price is HK$1,388
HK$2,292 total
includes taxes & fees
30 Aug - 31 Aug
Zen House at the Mountain Ridge
Interior

9. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (20 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is HK$698
HK$1,136 total
includes taxes & fees
30 Aug - 31 Aug
Trails Head Tiny House
Outdoor spa tub

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

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
9.8 out of 10, Exceptional, (65 reviews)
"We had a nice weekend at the Country House. I would recommend this property to friends and family. "
United States
Mike T.
The price is HK$2,321
HK$4,356 total
includes taxes & fees
27 Sept - 28 Sept
Country House w/Hot Tub, Deck, Grill & Fire Pit
1 bedroom, free WiFi, bed sheets

11. 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, (41 reviews)
"I had a great stay here, it’s just as listed; simple but has everything that I needed, check in was easy, communication was good, and bed was comfortable!"
United States
Jamie M.
The price is HK$882
HK$2,138 total
includes taxes & fees
30 Aug - 31 Aug
The Studio at the Inn at High Falls
Outdoor spa tub

12. 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, (12 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is HK$1,607
HK$3,287 total
includes taxes & fees
2 Sept - 3 Sept
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Interior

13. 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
8.8 out of 10, Excellent, (20 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is HK$698
HK$1,216 total
includes taxes & fees
7 Sept - 8 Sept
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Coffee/tea maker, fridge, microwave, oven

14. Bright Contemporary Near The Best Hiking Trails

Bright Contemporary Near The Best Hiking Trails
Pine Bush
10.0 out of 10, Exceptional, (4 reviews)
"Nice property, very close to Sam’s Point trailheads. We were there to hike, so this was perfect. We would definitely book again."
United States
Amy L.
The price is HK$1,423
HK$4,831 total
includes taxes & fees
22 Sept - 23 Sept
Bright Contemporary Near The Best Hiking Trails
TV

15. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
Wurtsboro
9.6 out of 10, Exceptional, (10 reviews)
"Nice, clean little property in a secluded area. Great to get away."
United States
David F.
The price is HK$1,505
HK$3,317 total
includes taxes & fees
30 Aug - 31 Aug
Hike & Fish: Outdoor Retreat Near Trails
7 bedrooms, desk, iron/ironing board, WiFi

16. Private Forest Estate - Pool · Theater · Game Room . Sleep 18

Private Forest Estate - Pool · Theater · Game Room . Sleep 18
Pine Bush
10.0 out of 10, Exceptional, (2 reviews)
"Just returned from a 3 generation family celebration. This house was exactly as described. So beautiful, had all the amenities. More areas to relax, party, or just enjoy. The pool and pool house were just amazing. Kitchen and dining areas were great to work and enjoy. Basement had so many games to choose from. We already planning a return. Liliana was a terrific host, she responded to all our requests within minutes. Thank you so much."
United States
Greta U.
The price is HK$4,262
HK$10,463 total
includes taxes & fees
9 Sept - 10 Sept
Private Forest Estate - Pool · Theater · Game Room . Sleep 18
Interior

17. Our home is perfect for relaxing and having lots of fun, with near by activity’s

Our home is perfect for relaxing and having lots of fun, with near by activity’s
Highland
9.6 out of 10, Exceptional, (13 reviews)
"We had was great time and the host Mary was amazing and excellent at communicating. Everything was perfect in the home. Thank you"
United States
Pinal
The price is HK$1,863
HK$5,633 total
includes taxes & fees
1 Sept - 2 Sept
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Beach

18. Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.8 out of 10, Exceptional, (41 reviews)
"Very thoughtfully appointed and lovingly maintained. Excellent value with lots of extras. I travelled in July, and the lake was amazing"
United States
Olga
The price is HK$1,058
HK$1,867 total
includes taxes & fees
30 Aug - 31 Aug
Beaver Lake Escape
Outdoor dining

19. 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, (74 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is HK$2,048
HK$2,712 total
includes taxes & fees
31 Aug - 1 Sept
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Exterior

20. 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, (12 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is HK$823
HK$1,570 total
includes taxes & fees
31 Aug - 1 Sept
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
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

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"👍"
Mark 2-night trip
Posted 2 hours ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Montgomery

Montgomery Vacation Homes information

Number of reviews
490
Accommodation
426 Vacation Homes
Lowest Price
HK$1,136
Highest Price
HK$11,197

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