Holiday Rentals New Windsor from £79: Find Short-Term Rentals & Holiday Accommodations

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

Lakefront Paradise Pool + Paddle Boats Sleeps 12 : This holiday home rental outside of New Windsor offers an outdoor pool, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. You can relax into your holiday with a garden and a pool table.

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Our top choices for New Windsor holiday rentals

Jellystone Park Gardiner

Gardiner

includes taxes & fees

7 Jul - 8 Jul

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Monroe

David

includes taxes & fees

2 Jul - 3 Jul

Design Apartment, Patio, Garden View | View from room

Historic Horse Barn Apartment in Goshen

Goshen

includes taxes & fees

30 Jun - 1 Jul

Apartment, 3 Bedrooms, Kitchen | Living area

Hay Loft Apartment in Barn - Goshen

Goshen

includes taxes & fees

30 Jun - 1 Jul

Luxury 3BR with King Beds in Montgomery Village

Montgomery

Barbara M.

includes taxes & fees

1 Jul - 2 Jul

Thoughtfully restored Victorian-Walk to Main st and Train

Beacon

Jesse L.

includes taxes & fees

1 Jul - 2 Jul

Contemporary Cozy Cottage

Lake Peekskill

Mauro C.

includes taxes & fees

30 Jun - 1 Jul

Romantic Duplex, 3 Bedrooms, Kitchen | Private kitchen | Coffee/tea maker, toaster, spices, cleaning supplies

Carriage House Apartment Goshen NY

Goshen

includes taxes & fees

13 Jul - 14 Jul

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Top New Windsor Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent

"Great"

Spark by Hilton Fishkill

8/10 Good

"Stayed for 2 nights as we were attending a wedding in the area. The room was clean and the beds were comfortable. AC unit was very good. There was no fridge in the room. Twice there was a smell of septic gas after the toilet was flushed (not every time). When I talked to the front desk the clerk about it, she immediately notified maintenance. She asked if they could enter the room while we were out to see was going on. The issue was resolved when we returned to the room later. The property in general is a bit dated except for the room itself. There is a single elevator that is pretty slow, There's damage to the exterior overhang in front of the lobby, etc. The "breakfast" is as spartan as one can imagine. There was nothing that was of interest so we only had coffee. The only true dairy available for the coffee was 2% milk. We went out for bagels and proper coffee. So overall, we needed a place to sleep between wedding functions and that need was filled."

Windrose On Hudson

10/10 Excellent

"Here's a natural, positive hotel review you can use: **⭐⭐⭐⭐⭐ 5/5 Stars** I had a wonderful stay! The hotel was very clean, comfortable, and well-maintained. The staff was incredibly friendly, welcoming, and always willing to help with anything I needed. From check-in to check-out, everyone made me feel valued and taken care of. The rooms were spotless, and the overall atmosphere was peaceful and relaxing. I would definitely stay here again and highly recommend this hotel to anyone looking for excellent service and a clean, comfortable place to stay."

Find out more about New Windsor

Everything you need to know about New Windsor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the New Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect New Windsor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

New Windsor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in New Windsor. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A New Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of New Windsor holiday rentals we have selected for you start as low as £79 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on New Windsor rentals

At Expedia, we put the best New Windsor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top New Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream New Windsor holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around New Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a holiday rental in New Windsor?

Yes, there are holiday rentals close to the most popular sights in New Windsor, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in New Windsor. Allow lots of time to check out the lakeside and coffee shops during your visit.

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

Lakefront Paradise Pool + Paddle Boats Sleeps 12: This holiday home rental outside of New Windsor offers an outdoor pool, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. You can relax into your holiday with a garden and a pool table.

How many holiday rentals are there in New Windsor?

Choose from 10 Expedia holiday rentals in New Windsor for a memorable holiday.

What can I see and do in New Windsor?

Cultural attractions to visit include Knox's Headquarters State Historic Site and National Purple Heart Hall of Honor. Other places in town to visit include New Windsor Cantonment State Historic Site and New Windsor Little League.

What are holiday rentals like in New Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in New Windsor. Holiday rentals feature extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips.

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