Montgomery Holiday Rentals: Short-Term Accommodations for Rent

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Holiday Rentals in Montgomery

"It has an incredible mountain and water view. "

HK$2,392 total

includes taxes & fees

22 Oct - 23 Oct

"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"

HK$2,603 total

includes taxes & fees

1 Nov - 2 Nov

"Perfect for a getaway weekend for my wife and I! Easy check-in, clean, and although it's off a busy road, we found it peaceful and quiet. Would definitely stay again!"

HK$1,368 total

includes taxes & fees

21 Oct - 22 Oct

"Great location that's super close to the trailhead, very convenient for those that want to hike in the area! Very easy check-in and reasonably priced. My partner and I had a wonderful time staying here."

HK$1,714 total

includes taxes & fees

29 Oct - 30 Oct

"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."

HK$4,523 total

includes taxes & fees

21 Oct - 22 Oct

"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"

HK$4,772 total

includes taxes & fees

21 Oct - 22 Oct

"The place was very nice, we met the owner and he was also bery accommodating. This is definitely a family friendly spot. "

HK$2,807 total

includes taxes & fees

1 Nov - 2 Nov

"Owner was very responsive and accommodating on the app when I had questions. Place was great."

HK$9,911 total

includes taxes & fees

17 Oct - 18 Oct

"Very cozy stay with responsive host"

HK$5,299 total

includes taxes & fees

19 Oct - 20 Oct

"A cozy place to stay. "

"House had everything you could ever need. Such a great location "

"Host was very friendly and helpful. "

HK$968 total

includes taxes & fees

23 Oct - 24 Oct

"Great host"

HK$6,130 total

includes taxes & fees

27 Oct - 28 Oct

"We had the most relaxing 3 night stay at Don's vacation home. It is spacious and comfortable. Orange Lake right out the back door was a beautiful backdrop all throughout the day. Don gave us great recommendations for local restaurants too.It was the perfect weekend."

"We were very comfortable and enjoyed our stay. We enjoyed the deer and bunnies!"

"Had a great time in this super unique and well cared for space"

"This was such a lovely place to stay! Great location and beautiful setting. "

"The property was perfectly secluded while being close to town. We observed lots of wildlife including deer, a woodchuck family, and a turtle laying eggs! The house was roomy and comfortable with just enough upscale elegance that made us feel pampered."

HK$4,816 total

includes taxes & fees

19 Oct - 20 Oct

Smart TV, fireplace, books, computer monitors

"From the moment we arrived, we knew we had picked a gem. The house is absolutely lovely—tastefully decorated, comfortable, and full of charm. Every room feels fresh and inviting, and it’s clear the owners take great pride in maintaining their space.Cleanliness was outstanding throughout. We were especially touched by how genuinely friendly and responsive the owner was. From our first inquiry to the check-out process, they were prompt, helpful, and always checked to make sure we were comfortable....

HK$7,106 total

includes taxes & fees

4 Nov - 5 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Montgomery Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent

"Our third time staying here. Always clean, quiet and comfortable. The staff are always friendly."

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent

"The parking garage needs a little more lighting at night. The ice machine on the 10th floor did not seem to be working so I ventured to the 8th floor for ice. Would be nice to have hook on the back of the bathroom door. liked that there was bottled water in my room."

Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"The staff were extraordinary. From the moment we arrived to the moment we departed they were friendly, attentive to our needs and helpful with suggestions for a local restaurant that we could walk to (excellent Peruvian food!), to pouting out the freshly baked cookies and refreshed coffee and tea in the afternoon (we would have walked right past and the "pick me up" was just what we needed after a long day of travel. Claire, who works the evening shift, was especially helpful. Our room was clean and quiet although the bathroom was a bit dated. All in all we were delighted."

Find out more about Montgomery

Search for holiday rentals in Montgomery on Expedia! You can easily find your home rentals, villas, holiday apartments in Montgomery using one of the methods below:

View our selection of featured holiday rentals in Montgomery
Use the map to find apartments and other holiday homes in the Montgomery neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Montgomery while they last

Look no further and take a look at our great range of rental properties in Montgomery!

Explore a world of travel with Expedia

All accommodation types in Montgomery

Frequently asked questions

Are there holiday rentals in Montgomery?

Yes, there are holiday rentals in Montgomery close to Orange County Arboretum, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Montgomery has a good selection of restaurants. Make sure you have time to check out the gardens and shopping during your trip.

What are some of the best holiday rentals that Montgomery has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Montgomery offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and kitchenware, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Montgomery?

Choose from 12 Expedia holiday rentals in Montgomery for a memorable holiday.

What can I see and do in Montgomery?

Orange County Arboretum and Thomas Bull Memorial Park are a couple of lovely local spots to get outside and enjoy nature. You’ll find favourite places to visit such as LEGOLAND® New York and Woodbury Common Premium Outlets in the wider area.

What’s a holiday rental in Montgomery like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montgomery. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for small groups.

Unlock instant savings with Member Prices

Montgomery Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Holiday Rentals in Montgomery

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

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

Cabin in the heart of the Hudson Valley, Cabin 2

Cove - King Bed Escape w/Hot Tub, Unit A

Trails Head Cabin

Chestnut on Willow Lake

Hickory on Willow Lake

Rustic Cabin in Fishkill!

The Perfect Essential Getaway!

Large,Cozy,Bright Apartment, Business Themed.

The Woodbury Cottage

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

Trails Head Tiny House

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

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

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Beautiful Barn on 7 Acres - Get Away from it All

Mountain View escape

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

Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck

Top Montgomery Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Find out more about Montgomery

Explore a world of travel with Expedia

Frequently asked questions

Go further with the Expedia app