The 10 best holiday rentals in New Windsor, USA | Booking.com
Skip to main content

Holiday Rentals in New Windsor

Find the holiday rentals that appeal to you the most

The best holiday rentals in New Windsor

Check out our pick of great holiday rentals in New Windsor

Filter by:

Review score

Cromwell Manor Inn

Cornwall-on-Hudson (Near New Windsor)

20 km from Metro-North Harriman Station, Cromwell Manor Inn is a recently renovated property located in Cornwall-on-Hudson and provides air-conditioned rooms with free WiFi and private parking.

N
Nicholas
From
United States
Interesting historic inn in the Hudson highlands. Very nicely preserved and maintained. Room was comfortable, quiet, clean, well appointed. Everything works properly (not always assured in these very old inns!). Breakfast excellent: custom cooked on the spot; nice airy dining room. Very close to Storm King Arts Center.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 19 reviews
Price from
US$358.50
1 night, 2 adults

MidCentury Mod Suite, Hudson River/Mt Beacon Views

Newburgh (Near New Windsor)

Set in Newburgh, 19 km from Mid Hudson Children'S Museum and 22 km from Marist College, MidCentury Mod Suite, Hudson River/Mt Beacon Views offers spacious air-conditioned accommodation with a balcony...

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 9 reviews
Price from
US$211.60
1 night, 2 adults

Deck View of Hudson River & Mt Beacon / Boho Suite

Newburgh (Near New Windsor)

Situated in Newburgh, 19 km from Mid Hudson Children'S Museum and 22 km from Marist College, Deck View of Hudson River & Mt Beacon / Boho Suite offers a garden and air conditioning.

D
DanaMcK
From
Australia
It was beautifully decorated and superbly clean. The rooms were very spacious and I'd highly recommend this property to anyone. We had the best fun and felt right at home. The coffee was terrific and with a full size refrigerator and supermarket nearby it was perfect for weary travellers to cook their own food. A great benefit is it is walkable to the North Plank Road Tavern (the perfect place for amazing cocktails and brilliant food). I recommend that everyone that stays check out that amazing historic tavern and talk to the owner about it's history. Fascinating. https://www.northplankroadtavern.com/
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 21 reviews
Price from
US$211.60
1 night, 2 adults

Beacon Hermitage

Beacon (Near New Windsor)

Beacon Hermitage features mountain views, free WiFi and free private parking, set in Beacon, 21 km from Mid Hudson Children'S Museum.

Y
Yishai
From
Israel
Special, special place! Very comfortable, warm feel to this house, and filled with interesting art! Loved my room, the blue barn, the garden, the Highlands. More than anything, Jim is a stupendously great person and host imho. I’m somewhat of a reserved individual, so it was great to have some quiet time alongside such lovely and generous company. Also went out of his way numerous times to make this feel as comfortable as home (thank you for that hot cider sir!) Looking forward to a chance to come back! Cheers 🔮
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 77 reviews
Price from
US$230
1 night, 2 adults

Charming Victorian Home In Historic District

Newburgh (Near New Windsor)

Featuring accommodation with a balcony, Charming Victorian Home In Historic District is set in Newburgh. Both free WiFi and parking on-site are available at the apartment free of charge.

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 9 reviews
Price from
US$122.40
1 night, 2 adults

Tin Brook Bed & Breakfast

Walden (Near New Windsor)

Featuring 2-star accommodation, Tin Brook Bed & Breakfast is located in Walden, 22 km from DM Weil Gallery and 22 km from Loren Campbell Baseball Field.

Y
Yateer
From
United Kingdom
Amazing breakfast and gift shop.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 71 reviews
Price from
US$137.50
1 night, 2 adults

The Borland House Inn

Montgomery (Near New Windsor)

Boasting a spa and wellness centre and views of garden, The Borland House Inn is a bed and breakfast set in a historic building in Montgomery, 22 km from DM Weil Gallery.

m
micheal
From
Canada
Breakfast was exceptional, as was the staff. Great stay for us.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 99 reviews
Price from
US$113.85
1 night, 2 adults

Bright Cornwall-On-Hudson Vacation Rental!

Cornwall-on-Hudson (Near New Windsor)

Located in Cornwall-on-Hudson, 23 km from Metro-North Harriman Station and 27 km from Bear Mountain State Park, Bright Cornwall-On-Hudson Vacation Rental!

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 5 reviews

Charming Beacon Apt with Fire Pit Near Hiking!

Beacon (Near New Windsor)

Located in Beacon in the New York region, Charming Beacon Apt with Fire Pit Near Hiking! features a patio.

A
Arkadiusz
From
Poland
Beautifully situated, spacious and clean. All exactly as described.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 9 reviews

Walk 2mins to West Point Academy! Free private parking WiFi

Highland Falls (Near New Windsor)

Situated in Highland Falls and only 13 km from Bear Mountain State Park, Walk 2mins to West Point Academy!

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 6 reviews
All holiday rentals in New Windsor

Most booked holiday rentals in New Windsor and surroundings in the past month

See all