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Holiday Homes in Montgomery

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Featured Holiday Homes in Montgomery

Our top choices for Montgomery holiday homes

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

9.8 out of 10, Exceptional, (29)
"Great place for a quiet stay"
The price is AU$522
includes taxes & fees
31 Aug - 1 Sept
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

10.0 out of 10, Exceptional, (304)
"The lake views at this house are absolutely worth the trip and the money. It's a beautiful spot. And the host, Don, is super responsive, thoughtful and accommodating. Highly recommend!"
The price is AU$941
includes taxes & fees
28 Aug - 29 Aug
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

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

9.8 out of 10, Exceptional, (6)
"Really liked that each room had it's own temperature control"
Our home is perfect for relaxing and having lots of fun, with near by activity’s

The Loft At The Inn At High Falls

9.2 out of 10, Wonderful, (17)
"this was just a lovely stay all around!! Will absolutely stay there again!"
The price is AU$558
includes taxes & fees
28 Aug - 29 Aug
The Loft At The Inn At High Falls

The Studio at the Inn at High Falls

8.0 out of 10, Very good, (27)
"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!"
The price is AU$425
includes taxes & fees
26 Aug - 27 Aug
The Studio at the Inn at High Falls

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

9.8 out of 10, Exceptional, (19)
"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "
The price is AU$888
includes taxes & fees
15 Sept - 16 Sept
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

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

2.0 star property
9.8 out of 10, Exceptional, (12)
"A group of girlfriends stayed for a 2 night visit. Everything was just as listed, the home was in the perfect location, well stocked, and beautiful inside. We would definitely return again. "
The price is AU$803
includes taxes & fees
22 Sept - 23 Sept
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Stylish & Peaceful Getaway on 3 Private Acres

2.0 star property
8.6 out of 10, Excellent, (7)
"The steps upstairs were worrisome, if you have any knee issues - this may not be the best option for a VRBO.This home was super clean, and beautiful however. Plenty of parking space for your guest.All supplies were provided."
The price is AU$688
includes taxes & fees
31 Aug - 1 Sept
Stylish & Peaceful Getaway on 3 Private Acres

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

The price is AU$947
includes taxes & fees
1 Sept - 2 Sept
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

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

7.0 out of 10, Good, (2)
"Nice to have top notch bar/restaurant downstairs!"
The price is AU$245
includes taxes & fees
8 Sept - 9 Sept
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Bright Cornwall-On-Hudson Vacation Rental!

10.0 out of 10, Exceptional, (22)
"Property was perfect for our needs."
Bright Cornwall-On-Hudson Vacation Rental!

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

9.8 out of 10, Exceptional, (11)
"The place was wonderful! Even before check-in, Don was very communicative and made sure to ask about our preferences for one of the rooms.We had a fantastic stay — the home was very spacious, and the layout was perfect for a large family.The highlight for us was the beautiful lake view. We loved the outdoor seating area right by the water — perfect for relaxing with a coffee in the morning or unwinding in the evening. The kayaks were a great bonus and made for some fun time on the lake.We will...
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Private 3-bedroom home bordering the Mohonk Preserve, Dog friendly

10.0 out of 10, Exceptional, (10)
Private 3-bedroom home bordering the Mohonk Preserve, Dog friendly

Lavender Hill Estate, Private 37 acres,1.5 hour from NYC, Heated Pool, Jacuzzi,

10.0 out of 10, Exceptional, (52)
"This was our third visit with family (6 adults, two children) and again it was a wonderful experience. Pool, hot tub, beautiful property, everything delightful."
Lavender Hill Estate, Private 37 acres,1.5 hour from NYC, Heated Pool, Jacuzzi,

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2.0 star property
9.4 out of 10, Exceptional, (9)
"This property is great, our stay here was just amazing from start to finish. Communication with the host was great, we left some items there and the host was super accommodating. Would recommend this property very highly."
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

Red Barn Retreat - Shawangunk Mountains Getaway

10.0 out of 10, Exceptional, (53)
"The property was beautiful, our host, accommodating. Everything was wonderful, and we were sad to leave."
Red Barn Retreat - Shawangunk Mountains Getaway

Play, Swim & Unwind: Family Home in Glen Wild!

8.0 out of 10, Very good, (2)
"We had a fantastic stay in Glen Wild!! The house has everything you need and it was all clean and tidy. We were a big group (8 adults, 2 children) and needed to run to the shop for a few extra items during our stay, otherwise everything else was provided. We'd love to come back!"
Play, Swim & Unwind: Family Home in Glen Wild!

Charming Highland Falls Home < 2 Mi to West Point!

10.0 out of 10, Exceptional, (9)
"Wonderful front porch "
Charming Highland Falls Home < 2 Mi to West Point!

Pet-Friendly ‘Pond View Loft' w/ Private Pool!

9.6 out of 10, Exceptional, (11)
"We loved the new furniture and sheets and blankets. Everything was spotless and felt super comfortable and homey. Big space as well! "
Pet-Friendly ‘Pond View Loft' w/ Private Pool!

Family Home w/ Outdoor Oasis in Hudson Valley

Family Home w/ Outdoor Oasis in Hudson Valley
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

Find out more about Montgomery

Find out more about Montgomery

Montgomery Holiday Homes information

Number of reviews
563
Accommodation
487 Holiday Homes
Lowest Price
AU$245
Highest Price
AU$947