Holiday rentals in Orange County

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Top-rated holiday rentals in Orange County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Farm stay in Montgomery
The Step by 127 Cabin Co.
Looking for a night out to relax and escape the hustle and bustle? The Step is a small custom built A-Frame designed for those looking for a simple & memorable stay. Whether you are looking for a quiet night under the stars or a space to unwind while being off the grid, The Step is a great place for you to experience all that nature has to offer. The cabin is private & secluded located on farmland. Just 3 minutes from town with great local restaurants and shops to explore. *Please Note No Shower
1–8 MayIndividual Host,
£144 per night
4.93 out of 5 average rating, 330 reviews
Guest favourite
Guest suite in Chester
Adorable Guest Apartment in Victorian Mansion
This lovely 3rd floor apartment is in an 1883 Victorian Mansion in Blooming Grove, NY. We have one bedroom for up to 2 guests. We also have a 2nd bedroom available, or a third 3rd bedroom if needed. Please reach out! The apartment has a private entrance, a claw foot tub, a French door shower, and a kitchenette with sunny breakfast nook. It is freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.
25 Jan – 1 FebIndividual Host,
£89 per night
4.95 out of 5 average rating, 219 reviews
Guest favourite
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
When you're looking to get away from it all and experience some peace and quiet surrounded in nature, this Cottage fits the bill. Whether it's enjoying fireflies over the field at dusk or enjoying cheerful birds in the morning, this beautiful Cottage sets the stage for you to be refreshed and renewed by the time you check out. While it feels like a secluded oasis, this place is also 10 minutes from LEGOLAND, Target, and all your other favorite conveniences. We look forward to hosting you.
1–8 DecIndividual Host,
£121 per night
4.94 out of 5 average rating, 182 reviews

Popular amenities for Orange County holiday rentals

Other great holiday rentals in Orange County

Guest favourite
Home in Greenwood Lake
Spectacular Lake Views from Every Room & Garden
4–11 SeptIndividual Host,
£271 per night
4.99 out of 5 average rating, 134 reviews
Guest favourite
Flat in Goshen
Historic Horse Barn Sleeps 6/ 4 Minutes 2 Legoland
3–10 MarProfessional Host,
£146 per night
4.98 out of 5 average rating, 174 reviews
Guest favourite
Cabin in Wurtsboro
Fall Spa Retreat on a Cascading Brook -WATER HOUSE
24 Apr – 1 MayIndividual Host,
£372 per night
4.97 out of 5 average rating, 182 reviews
Guest favourite
Flat in Chester
Luxury Apt/Sugar Loaf/10 Min To LEGOLAND
8–15 JanIndividual Host,
£139 per night
4.96 out of 5 average rating, 323 reviews
Guest favourite
Cabin in Greenwood Lake
Get some R&R at the Rustic Retreat!
4–11 FebIndividual Host,
£118 per night
4.88 out of 5 average rating, 152 reviews
Guest favourite
Farm stay in Goshen
Bright Farm House- Tranquil setting
10–17 DecIndividual Host,
£225 per night
4.85 out of 5 average rating, 287 reviews
Guest favourite
Flat in Middletown
Just Around The Corner
10–17 MarIndividual Host,
£111 per night
4.91 out of 5 average rating, 128 reviews
Guest favourite
Home in Greenwood Lake
Stylish Lakeside Chalet with Hot Tub
20–27 AprIndividual Host,
£238 per night
4.95 out of 5 average rating, 177 reviews
Guest favourite
Guest suite in Haverstraw
Haverstraw Hospitality Suite
26 Sept – 3 OctIndividual Host,
£69 per night
4.95 out of 5 average rating, 281 reviews
Guest favourite
Guest suite in Warwick
Suite on Longhouse Creek
3–10 JunIndividual Host,
£116 per night
4.95 out of 5 average rating, 265 reviews
Guest favourite
Guest suite in Montgomery
Garden View Guest Cottage
4–11 JanIndividual Host,
£110 per night
4.95 out of 5 average rating, 414 reviews
Guest favourite
Home in Middletown
Peace and quiet. Quaint country house to relax in.
17–24 JulIndividual Host,
£190 per night
4.97 out of 5 average rating, 150 reviews

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