Montgomery Holiday Rentals: Short-Term Accommodations for Rent

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Holiday Rentals in Montgomery

Our top choices for Montgomery holiday rentals

"Great place for a quiet stay"

HK$2,581 total

includes taxes & fees

21 Sept - 22 Sept

"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!"

"Really liked that each room had it's own temperature control"

"It has an incredible mountain and water view. "

HK$2,396 total

includes taxes & fees

2 Sept - 3 Sept

"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!"

HK$2,124 total

includes taxes & fees

2 Sept - 3 Sept

"Love the hot tub, love the location Absolutely loved our stay! The place was clean, cozy, and exactly as described. Great location, easy check-in, and the host was super responsive."

"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "

HK$4,440 total

includes taxes & fees

15 Sept - 16 Sept

"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. "

HK$4,079 total

includes taxes & fees

2 Sept - 3 Sept

"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$1,371 total

includes taxes & fees

1 Sept - 2 Sept

"A lovely tiny house, great hosts "

HK$1,049 total

includes taxes & fees

3 Sept - 4 Sept

"this was just a lovely stay all around!! Will absolutely stay there again!"

HK$2,791 total

includes taxes & fees

2 Sept - 3 Sept

HK$4,709 total

includes taxes & fees

2 Sept - 3 Sept

"Exactly as advertised "

HK$1,371 total

includes taxes & fees

8 Sept - 9 Sept

"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...

"Wonderful stay!"

HK$4,206 total

includes taxes & fees

6 Sept - 7 Sept

"The yard and river are so beautiful. It’s a wonderful place to stay!"

HK$1,610 total

includes taxes & fees

2 Sept - 3 Sept

"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."

HK$3,411 total

includes taxes & fees

7 Sept - 8 Sept

"Nice to have top notch bar/restaurant downstairs!"

HK$1,272 total

includes taxes & fees

2 Sept - 3 Sept

"Great environment. Very friendly hosts . Nice and clean house. Will visit again. The nature around is amazing. "

HK$1,750 total

includes taxes & fees

3 Sept - 4 Sept

"My girlfriend and I spent a weekend here for Valentine's Day, and it was perfect for our needs. It's very easily accessible and easy to get to from downtown Newburgh/Beacon. Phyllis was very communicative throughout our stay and super understanding of the winter weather coming in the morning we left. Everything is as listed and we really enjoyed ourselves here for a winter retreat!"

HK$2,042 total

includes taxes & fees

29 Aug - 30 Aug

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Top Montgomery Hotel Reviews

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
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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?

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This holiday home rental outside of Montgomery is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.

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Montgomery Holiday Rentals

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Holiday Rentals in Montgomery

Our top choices for Montgomery holiday rentals

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

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

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

The Studio at the Inn at High Falls

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

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

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

Cabin in the heart of the Hudson Valley, Cabin 2

Trails Head Tiny House

The Loft At The Inn At High Falls

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

Cabin in the heart of the Hudson Valley, Cabin 4

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

Modern penthouse suite in a restored grain tower with private roof deck.

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Stylish & Peaceful Getaway on 3 Private Acres

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

Trails Head Cabin

Cozy country efficiency in the Hudson Valley

Top Montgomery Hotel Reviews

Find out more about Montgomery

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Frequently asked questions