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Check prices for these dates

Next weekend
29 Aug - 31 Aug
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5 Sept - 7 Sept
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19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Browse Select Orange Cottages

1802 cottage once part of Monticello and owned by Thomas Jefferson
Outdoor pool, a heated pool

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (86)
"This is a great place to stay. Close to town but out on a large very private farm. Highly recommend. "
1802 cottage once part of Monticello and owned by Thomas Jefferson
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Exterior

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

9.0 out of 10, Wonderful, (116)
"Very convenient location, comfortable and great for the pup. "
The price is £161
includes taxes & fees
26 Aug - 27 Aug
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Red Roof Retreat at Lake Anna, Waterfront w/kayaks, fire pit, grill & large deck
Exterior

Red Roof Retreat at Lake Anna, Waterfront w/kayaks, fire pit, grill & large deck

10.0 out of 10, Exceptional, (3)
"Nice, relaxing get away. "
Red Roof Retreat at Lake Anna, Waterfront w/kayaks, fire pit, grill & large deck
Glade Cottage at White Lotus Eco Spa Retreat
Property grounds

Glade Cottage at White Lotus Eco Spa Retreat

9.4 out of 10, Exceptional, (18)
" A very charming and relaxing getaway. The atmosphere was peaceful and inviting—perfect for a short escape. I felt completely at ease and truly enjoyed my time here. I’ll definitely be coming back."
The price is £127
includes taxes & fees
25 Aug - 26 Aug
Glade Cottage at White Lotus Eco Spa Retreat
Cowboy hide-a-way cottage with hot tub on historic farm close to everything
Outdoor spa tub

Cowboy hide-a-way cottage with hot tub on historic farm close to everything

9.4 out of 10, Exceptional, (26)
"Beautiful property the cabin is so cute perfectly situated the hot tub is awesome very clean just a beautiful getaway and not a far drive highly highly recommend"
Cowboy hide-a-way cottage with hot tub on historic farm close to everything
Elegant Cottage on 600 Acre Horse & Livestock Farm
Outdoor dining

Elegant Cottage on 600 Acre Horse & Livestock Farm

9.8 out of 10, Exceptional, (144)
"It’s Very secluded , the horses next to the house are adorable, perfect place with kids..We really enjoyed . "
The price is £220
includes taxes & fees
25 Aug - 26 Aug
Elegant Cottage on 600 Acre Horse & Livestock Farm
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Terrace/patio

Charming 2-bedroom cottage in lovely Madison with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (7)
"House was beautiful and in a nice quiet neighborhood. Beds were SUPER comfortable, I slept amazing here. Would certainly stay again! "
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Blue Ridge Avenue Guest House
Terrace/patio

Blue Ridge Avenue Guest House

9.8 out of 10, Exceptional, (48)
"Great location, great property."
Blue Ridge Avenue Guest House
Stonemont Farm Cottage in Keswick near Vineyards!
Fridge, microwave, oven, stovetop

Stonemont Farm Cottage in Keswick near Vineyards!

9.8 out of 10, Exceptional, (22)
"We chose to visit the Charlottesville area for spring break. The cottage was lovely and had everything we needed for our stay. Every room in the house was comfortable and nicely decorated. It was a short drive to Monticello, downtown, and the wineries. The pond was a bonus…my kids were pumped when they caught a few fish. Thank you for sharing your home. "
Stonemont Farm Cottage in Keswick near Vineyards!
2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville
Interior

2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville

The price is £191
includes taxes & fees
26 Aug - 27 Aug
2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville
COME AND STAY WITH US FOR MEMORIES THAT WILL LAST A LIFETIME!!
Property grounds

COME AND STAY WITH US FOR MEMORIES THAT WILL LAST A LIFETIME!!

9.8 out of 10, Exceptional, (70)
"Lovely home, peaceful and beautiful. Dog friendly. Lovely host. Great experience, highly recommend this property."
COME AND STAY WITH US FOR MEMORIES THAT WILL LAST A LIFETIME!!
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Exterior

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

9.8 out of 10, Exceptional, (136)
"Property was very peaceful. Very much enjoyed the stay. Everyone was very friendly. "
The price is £150
includes taxes & fees
25 Aug - 26 Aug
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Exterior

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

9.8 out of 10, Exceptional, (84)
"Fifth year at Wolftrap Farm. Booked again for 2025.Thanks!"
The price is £236
includes taxes & fees
21 Aug - 22 Aug
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Secluded Stanardsville Cabin: Pets Welcome
House (3 Bedrooms) | Interior

Secluded Stanardsville Cabin: Pets Welcome

2.0 star property
Secluded Stanardsville Cabin: Pets Welcome
Charming Cottage on beautiful Farm & Vineyard
Outdoor dining

Charming Cottage on beautiful Farm & Vineyard

10.0 out of 10, Exceptional, (30)
"Great stay, great place!"
Charming Cottage on beautiful Farm & Vineyard
Cozy Log Cabin Getaway w/ Fire Pit + 3 Acres!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Cozy Log Cabin Getaway w/ Fire Pit + 3 Acres!

3.0 star property
Cozy Log Cabin Getaway w/ Fire Pit + 3 Acres!
Charming Eastham Guesthouse
1 bedroom, WiFi, bed sheets

Charming Eastham Guesthouse

2.0 star property
10.0 out of 10, Exceptional, (1)
"Cute place! Exactly as pictured. We loved our stay! Beautiful location! Take a picture of the key code to get in the door as cell service is spotty. "
The price is £169
includes taxes & fees
25 Aug - 26 Aug
Charming Eastham Guesthouse
Historic Farmhouse w/ Chef's Kitchen Near Wineries
House (4 Bedrooms) | Interior

Historic Farmhouse w/ Chef's Kitchen Near Wineries

3.0 star property
Historic Farmhouse w/ Chef's Kitchen Near Wineries
Charming Charlottesville Apt w/ Outdoor Space!
House (1 Bedroom) | Interior

Charming Charlottesville Apt w/ Outdoor Space!

3.0 star property
Charming Charlottesville Apt w/ Outdoor Space!
Eagle's Nest Cottage Fully Renovated 200' Waterfront, In Cove, Dock & More!!
Fridge, microwave, oven, stovetop

Eagle's Nest Cottage Fully Renovated 200' Waterfront, In Cove, Dock & More!!

10.0 out of 10, Exceptional, (15)
"Nice getaway and met the owner’s which were awesome"
Eagle's Nest Cottage Fully Renovated 200' Waterfront, In Cove, Dock & More!!
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 Orange Hotel Reviews

Round Hill Inn

Round Hill Inn

10/10 Excellent
"The breakfast was great. The room was nice and bed was very comfortable. Very quite and peaceful night."
jamie 1-night trip
Posted 1 day ago
Round Hill Inn