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Montgomery Holiday Rentals

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Holiday Rentals in Montgomery

Cottage Suites

3.0 star property
6.6 out of 10, (7)
"It was a great place "
Cottage Suites

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

10.0 out of 10, Exceptional, (301)
"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$846
includes taxes & fees
10 Aug - 11 Aug
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

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

9.8 out of 10, Exceptional, (26)
"Perfect for small family stay over for a wedding ! "
The price is AU$519
includes taxes & fees
31 Aug - 1 Sept
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Trails Head Tiny House

9.2 out of 10, Wonderful, (17)
"A lovely tiny house, great hosts "
The price is AU$195
includes taxes & fees
5 Aug - 6 Aug
Trails Head Tiny House

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

9.8 out of 10, Exceptional, (17)
"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "
The price is AU$1,064
includes taxes & fees
7 Aug - 8 Aug
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

8.0 out of 10, Very good, (1)
The price is AU$3,022
includes taxes & fees
28 Aug - 29 Aug
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

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

9.6 out of 10, Exceptional, (45)
"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."
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (118)
"Nice view on the top of the mountain….I admired the river with the bridge and the surroundings until late in the night. The accommodation was excellent, we had everything we needed.… we are thinking of coming back sometime…."
The price is AU$509
includes taxes & fees
6 Aug - 7 Aug
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

The Studio at the Inn at High Falls

8.0 out of 10, Very good, (26)
"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$424
includes taxes & fees
5 Aug - 6 Aug
The Studio at the Inn at High Falls

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

9.6 out of 10, Exceptional, (8)
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

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

2.0 star property
9.8 out of 10, Exceptional, (11)
"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$925
includes taxes & fees
6 Aug - 7 Aug
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Romantic spot above restaurant., ideal for the gourmet

10.0 out of 10, Exceptional, (2)
"Highly recommended! Such a vibe, quiet & cozy. You can hear the birds in the morning, so peaceful. I would go back!! "
The price is AU$304
includes taxes & fees
5 Aug - 6 Aug
Romantic spot above restaurant., ideal for the gourmet

Cabin in the heart of the Hudson Valley, Cabin 2

9.4 out of 10, Exceptional, (19)
"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!"
The price is AU$275
includes taxes & fees
5 Aug - 6 Aug
Cabin in the heart of the Hudson Valley, Cabin 2

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

10.0 out of 10, Exceptional, (7)
"Absolutely stunning A-frame! Super spacious, very clean/tidy, lots of room to hang inside, downstairs or have a fire outdoors. Beautiful area not far from New Paltz. We had such a fantastic time and would recommend this place to any group staying in the area! "
The price is AU$1,650
includes taxes & fees
25 Aug - 26 Aug
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

10.0 out of 10, Exceptional, (1)
"My girlfriend and I loved our stay here! We stayed for one night and it was perfect for what we needed. Very clean with easy self-check-in. The host was very responsive with all inquiries. Short walk to nice downtown area as well!"
The price is AU$279
includes taxes & fees
11 Aug - 12 Aug
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Cabin in the heart of the Hudson Valley, Cabin 4

9.0 out of 10, Wonderful, (24)
"Exactly as advertised "
The price is AU$275
includes taxes & fees
5 Aug - 6 Aug
Cabin in the heart of the Hudson Valley, Cabin 4

Private lake escape

Private lake escape

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

10.0 out of 10, Exceptional, (22)
"Wonderful stay!"
The price is AU$844
includes taxes & fees
11 Aug - 12 Aug
Modern penthouse suite in a restored grain tower with private roof deck.

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

The price is AU$828
includes taxes & fees
17 Aug - 18 Aug
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

A luxurious stay.

6.0 out of 10, (2)
"If you want to go to a diagusting neighborhood then this is your place. We felt so unsafe we didn’t even stay there. We got a hotel. It is that bad. As nice as the inside is, the outside and neighborhood will have you running. Music blasting stinks of weed homeless people all over. Do not book this place. The owner didn’t even refund us our cleaning fee. Trust me STAY AWAY."
The price is AU$454
includes taxes & fees
5 Aug - 6 Aug
A luxurious stay.
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

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.