Holiday Homes in Montgomery

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Montgomery holiday 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 €407
includes taxes & fees
4 May - 5 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.
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, (63 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 €277
includes taxes & fees
4 May - 5 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 €342
includes taxes & fees
5 May - 6 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 €147
includes taxes & fees
7 May - 8 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 €435
includes taxes & fees
3 May - 4 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
The price is €384
includes taxes & fees
14 May - 15 May
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 €233
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 €390
includes taxes & fees
4 May - 5 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 €130
includes taxes & fees
4 May - 5 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)
"Clean place, friendly and accommodating host! "
United States
Bryan A.
The price is €218
includes taxes & fees
13 May - 14 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 €140
includes taxes & fees
11 May - 12 May
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 €133
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 €201
includes taxes & fees
3 May - 4 May
Luxury home near West Point
TV

Luxury House Near West Point

Luxury House Near West Point
Highland Falls
The price is €272
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 €127
includes taxes & fees
3 May - 4 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 €447
includes taxes & fees
4 May - 5 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 €402
includes taxes & fees
5 May - 6 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 €223
includes taxes & fees
3 May - 4 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 €300
includes taxes & fees
27 May - 28 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

Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2/10 Terrible
"This property is absolutely ridiculous. Toilet paper not supplied a kitchen with no pots pans dishes, silverware no cleaning service included with your stay. It’s literally just a room the front desk staff has no idea what they’re doing. The only front desk staff that gets anything done is Naomi? She needs to be the manager, but everybody else is completely clueless."
Rashean 1-night trip
Posted 2 hours ago
Studio 6 Extended Stay Fishkill Route 9 NY

Find out more about Montgomery

Montgomery Holiday Homes information

Number of reviews
374
Accommodation
414 Holiday Homes
Lowest Price
€127
Highest Price
€447