Cottages in Orange County

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Top Cities in Orange County

Typical American farm landscape in the fall, Barboursville, Virginia
CottagesCottages

Barboursville

Barboursville

Our top choices for Orange County cottages

Exterior

1802 cottage once part of Monticello and owned by Thomas Jefferson

1802 cottage once part of Monticello and owned by Thomas Jefferson
Charlottesville
9.4 out of 10, Exceptional, (96 reviews)
"Overall a great stay. The location was perfect and easy to get to wineries, breweries, and many restaurants, but was secluded enough to feel like a vacation."
United States
Andrew F.
1802 cottage once part of Monticello and owned by Thomas Jefferson
Exterior

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

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Troy
9.0 out of 10, Wonderful, (138 reviews)
"The cottage was very clean and very comfortable. We really enjoyed staying there."
United States
Stephen S.
The price is AED 551
AED 782 total
includes taxes & fees
25 May - 26 May
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Exterior

Unique Cypress cottage, close to Charlottesville with mountain views.

Unique Cypress cottage, close to Charlottesville with mountain views.
Charlottesville
10.0 out of 10, Exceptional, (51 reviews)
"Great stay, very friendly, responsive owners."
United States
David F.
The price is AED 569
AED 1,079 total
includes taxes & fees
18 May - 19 May
Unique Cypress cottage, close to Charlottesville with mountain views.
Exterior

Peaceful Light-Filled Cottage Close to Charlottesville

Peaceful Light-Filled Cottage Close to Charlottesville
Charlottesville
10.0 out of 10, Exceptional, (53 reviews)
"Very peaceful and comfortable place to stay."
United States
Fiona
Peaceful Light-Filled Cottage Close to Charlottesville
Smart TV

Loveshack, a charming tiny house on a 5 acre farm

Loveshack, a charming tiny house on a 5 acre farm
Charlottesville
8.8 out of 10, Excellent, (12 reviews)
"Place was as listed. Host was gracious and communicative. Had an enjoyable few days in the area."
United States
Cathleen F.
Loveshack, a charming tiny house on a 5 acre farm
Outdoor dining

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

Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Madison
10.0 out of 10, Exceptional, (18 reviews)
"We enjoyed our stay, we loved the property and location, so beautiful!!"
United States
Kelly M.
The price is AED 512
AED 995 total
includes taxes & fees
19 May - 20 May
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Outdoor spa tub

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

Cowboy hide-a-way cottage with hot tub on historic farm close to everything
Charlottesville
9.4 out of 10, Exceptional, (27 reviews)
"Our stay was excellent! Great location to unwind and also close to town! "
United States
James Q.
Cowboy hide-a-way cottage with hot tub on historic farm close to everything
Fridge, microwave, oven, stovetop

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Ivy
10.0 out of 10, Exceptional, (46 reviews)
"Yes: Very Pleasant and professional Volunteered to allow me to stay longer. Very peaceful stay was able to complete my objective that I went to accomplish "
United States
Issaac P.
The price is AED 409
AED 774 total
includes taxes & fees
27 May - 28 May
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Property grounds

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (139 reviews)
"Beautiful setting and very peaceful. We enjoyed the friendly horse, too. Next time we are in the area, we will certainly plan on staying here again."
United States
William H.
The price is AED 551
AED 729 total
includes taxes & fees
25 May - 26 May
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Exterior

Petite Pink Cottage, Perfect for Solo Travelers

Petite Pink Cottage, Perfect for Solo Travelers
Charlottesville
10.0 out of 10, Exceptional, (8 reviews)
"We loved staying here, it was super cozy and comfortable, the perfect place to stay for a visit to Charlottesville. We'll definitely be back!"
United States
Peter S.
Petite Pink Cottage, Perfect for Solo Travelers
House (1 Bedroom) | Interior

Charming Charlottesville Apt w/ Outdoor Space!

Charming Charlottesville Apt w/ Outdoor Space!
3.0 star property
Charlottesville
Charming Charlottesville Apt w/ Outdoor Space!
House (2 Bedrooms) | Front of property

Serene Wooded Retreat w/ Patios in Charlottesville

Serene Wooded Retreat w/ Patios in Charlottesville
3.0 star property
Charlottesville
Serene Wooded Retreat w/ Patios in Charlottesville
House (3 Bedrooms) | Front of property

Fire Pits, Creek View: Historic Virginia Farmhouse

Fire Pits, Creek View: Historic Virginia Farmhouse
3.0 star property
Bealeton
2.0 out of 10, (1 review)
"The location was absolutely stunning — one of the most beautiful places I’ve stayed, and the house itself was just as lovely. Everything was clean, peaceful, and true to the photos. Unfortunately, the host experience wasn’t as positive. She lives next door and sent additional rules at the last minute, then seemed to scrutinize us throughout the stay. I’m 28, and she made a comment about my age that gave the impression she was uncomfortable with younger guests. It was disappointing because we...
United States
Madeline
Fire Pits, Creek View: Historic Virginia Farmhouse
Outdoor dining

Relax at 3100 feet and enjoy the peace and tranquility

Relax at 3100 feet and enjoy the peace and tranquility
Free Union
10.0 out of 10, Exceptional, (93 reviews)
"Wonderful top of the mountain views with maps and access to the Appalachian trail a mile from the property. Highly recommended!"
United States
Adam L.
Relax at 3100 feet and enjoy the peace and tranquility
Outdoor dining

Glade Cottage at White Lotus Eco Spa Retreat

Glade Cottage at White Lotus Eco Spa Retreat
Stanardsville
8.6 out of 10, Excellent, (25 reviews)
"Great stay"
United States
Caroline T.
The price is AED 419
AED 694 total
includes taxes & fees
18 May - 19 May
Glade Cottage at White Lotus Eco Spa Retreat
Exterior

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

Red Roof Retreat at Lake Anna, Waterfront w/kayaks, fire pit, grill & large deck
Bumpass
10.0 out of 10, Exceptional, (8 reviews)
"Nice, relaxing get away. "
United States
Jana O.
Red Roof Retreat at Lake Anna, Waterfront w/kayaks, fire pit, grill & large deck
Exterior

Locust Garden, A North Downtown C'ville Guesthouse

Locust Garden, A North Downtown C'ville Guesthouse
Locust Grove
8.0 out of 10, Very Good, (1 review)
"Very clean and sweet property. Attractively furnished. Check in was easy. Good communication.Kitchen was very easy to use. Did lots of our own cooking. Would have appreciated some quality stainless steel pots and tops as we can’t use anodized cookware for specific health reasons."
United States
Susan K.
The price is AED 725
AED 1,424 total
includes taxes & fees
2 Jun - 3 Jun
Locust Garden, A North Downtown C'ville Guesthouse
Property grounds

Charming Cottage on beautiful Farm & Vineyard

Charming Cottage on beautiful Farm & Vineyard
Keswick
9.8 out of 10, Exceptional, (41 reviews)
"Great stay, great place!"
United States
Bryson E.
Charming Cottage on beautiful Farm & Vineyard
Smart TV, fireplace, offices

Bluebird Cottage B: Quiet, Firepit, Patio, Games

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (57 reviews)
"The place was lovely and check-in/out a breeze"
United States
Monica D.
The price is AED 496
AED 891 total
includes taxes & fees
3 Jun - 4 Jun
Bluebird Cottage B: Quiet, Firepit, Patio, Games
Exterior

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

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Gordonsville
9.8 out of 10, Exceptional, (87 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
The price is AED 863
AED 1,123 total
includes taxes & fees
21 May - 22 May
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
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 County Hotel Reviews

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"Surprisingly cozy and comfortable. Good breakfast. Nice stay"
Jordan 2-night trip
Posted 4 hours ago
English Inn of Charlottesville