Montgomery Holiday Rentals: Short-Term Accommodations for Rent

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

Perfect and Spacious Hudson Valley Escape! : This holiday home rental outside of Montgomery has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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In two weeks

In two months

In three months

In four months

Our top choices for Montgomery holiday rentals

Historic Cabin with Pool & Fire Pit

Montgomery

Sarah A.

HK$2,359 total

includes taxes & fees

3 Jun - 4 Jun

New Farmhouse-Hot Tub, King Beds, Game Room, Golf Sim & incredible view.

Montgomery

Emily B.

HK$12,493 total

includes taxes & fees

9 Jun - 10 Jun

Lux Cabin on Farm, River, Animals, Projector

Montgomery

HK$3,453 total

includes taxes & fees

4 Jun - 5 Jun

Modern Hudson Valley Apt 202 - King/Queen/Twin

Montgomery

Oscar B.

HK$2,097 total

includes taxes & fees

3 Jun - 4 Jun

1 bedroom, desk, iron/ironing board, free WiFi

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Montgomery

Richard D.

HK$3,087 total

includes taxes & fees

10 Jun - 11 Jun

TRANQUIL MOUNTAIN SOLITUDE

Pine Bush

Michelle H.

HK$1,779 total

includes taxes & fees

10 Jun - 11 Jun

Trails Head Cabin

Rock Hill

Kevin

HK$1,793 total

includes taxes & fees

4 Jun - 5 Jun

Close to Trails: Studio w/ Water Views

Westbrookville

HK$2,680 total

includes taxes & fees

3 Jun - 4 Jun

Hello Small Stone

Middletown

John H.

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Kerhonkson

"I was very happy with the property. I shared the place with my adult children for a family wedding. It was wonderful to have some quality, screenfree, engaging time with them. We took full advantage of the games and cards provided. The bedding was sooo comfy that I came home and ordered the same pillows that were there. I would definitely add the fact that the water is “well water” to the listing so people know in advance to bring water. All in all a great experience."

Kim

HK$1,190 total

includes taxes & fees

3 Jun - 4 Jun

Tiny Home, King Bed & Hot Tub, Unit B

Ellenville

Darcie B.

HK$2,431 total

includes taxes & fees

3 Jun - 4 Jun

1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Newburgh

Michael M.

HK$2,305 total

includes taxes & fees

10 Jun - 11 Jun

Close to Trails: Studio w/ Water Views

Wurtsboro

Charise C.

HK$2,572 total

includes taxes & fees

9 Jun - 10 Jun

Dream getaway apartment in the foot of Gunks Ridge

Wallkill

Ted

HK$1,196 total

includes taxes & fees

3 Jun - 4 Jun

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Putnam Valley

Heather T.

HK$4,648 total

includes taxes & fees

7 Jun - 8 Jun

Cabin in the heart of the Hudson Valley, Cabin 4

Newburgh

jennifer w.

HK$1,565 total

includes taxes & fees

8 Jun - 9 Jun

Hickory on Willow Lake

Fishkill

Sheila B.

HK$6,004 total

includes taxes & fees

24 Jun - 25 Jun

Hike & Fish: Outdoor Retreat Near Trails

Westbrookville

HK$3,500 total

includes taxes & fees

3 Jun - 4 Jun

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

new paltz

Jennifer E.

HK$5,503 total

includes taxes & fees

8 Jun - 9 Jun

Villa Verde B&B, bsm, Greenwood Lake NY

Greenwood Lake

Tara

HK$2,500 total

includes taxes & fees

7 Jun - 8 Jun

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Top Montgomery Hotel Reviews

Studio 6 Extended Stay Fishkill Westage Center NY

2/10 Terrible

"they were totally booked and had no room for me when i got there at 7pm"

Quality Inn & Suites Fishkill South near I-84

10/10 Excellent

"Very nicely kept and clean property and very clean room. Bed and pillows were very comfortable. Only thing I found was, they need new towels. Staff was very nice and courteous and breakfast was good. More like continental breakfast but they also had freshly made waffles you can make yourself. No pool. Right next door to a great Diner I84. All and all rating at least 4.5 stars. Would stay again if necessary."

Hampton Inn Harriman Woodbury

8/10 Good

"The only thing I didn’t like about the hotel was the pool. The hotel itself was clean, and the rooms and common areas were well maintained. The breakfast was decent, and there was always something to eat. Overall, we had a good stay. However, the inside walls of the pool, especially around the waterline, were noticeably dirty and looked like they had not been cleaned for a long time. The water itself was clean, but the yellow buildup around the edges of the pool was unpleasant and affected the overall impression."

Hyatt Place Poughkeepsie / Hudson Valley

8/10 Good

"This was a clean and comfortable hotel. The room was nice and had a lot of space. The beds were comfortable. The lobby was big and nice to relax. The staff were very kind. My only complaints are the shower was very high pressure - I was afraid to put my face directly in the water. Next, there is a blinking green light on an alarm/detector in the room which caused a flash every few seconds and that was annoying to someone in our party although I didn’t notice it with my eyes closed. Only about six channels worked on the tv. Good overall. Some quirks."

The Crossroads Hotel, Newburgh

2/10 Terrible

"First, the hotel staff were excellent and very courteous. Appreciate that very much. We had a very late check-in. Experience with Expedia helpdesk was less than optimum. The bill from hotel did not match expedia rates and still working to resolve.. The issue was not with any of the agents but the overall process it took for us to get things sorted out. Around 4 AM, The family next door was haring a fight and loudly yelling bad words and kids and all of us woke up hearing that which left was not feeling very good. Since we only reached the hotel around midnight. Also, there was lot of smoke smell in the room even though we asked for nonsmoking. Still working with Expedia on the refund."

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:

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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?

Perfect and Spacious Hudson Valley Escape!: This holiday home rental outside of Montgomery has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Montgomery?

Choose from 14 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. While here, City Winery Hudson Valley and Highland Lakes State Park are other places worth a visit.

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.

Montgomery Holiday Rentals

Change your mind

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Check prices for these dates

Our top choices for Montgomery holiday rentals

Historic Cabin with Pool & Fire Pit

New Farmhouse-Hot Tub, King Beds, Game Room, Golf Sim & incredible view.

Lux Cabin on Farm, River, Animals, Projector

Modern Hudson Valley Apt 202 - King/Queen/Twin

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

TRANQUIL MOUNTAIN SOLITUDE

Trails Head Cabin

Close to Trails: Studio w/ Water Views

Hello Small Stone

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Tiny Home, King Bed & Hot Tub, Unit B

Cozy country efficiency in the Hudson Valley

Close to Trails: Studio w/ Water Views

Dream getaway apartment in the foot of Gunks Ridge

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Cabin in the heart of the Hudson Valley, Cabin 4

Hickory on Willow Lake

Hike & Fish: Outdoor Retreat Near Trails

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

Villa Verde B&B, bsm, Greenwood Lake NY

Find holiday rentals that suit your style

Top Montgomery Hotel Reviews

Studio 6 Extended Stay Fishkill Westage Center NY

Find out more about Montgomery

Explore a world of travel with Expedia

Frequently asked questions

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