A green barn with white trim, a wooden fence, and a large tree in the background.

Cottages in Orange County

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Top Cities in Orange County

A rural landscape with a white fence, green fields, and a few buildings in the distance.
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, (107 reviews)
"A great place to spend a relaxing, quiet weekend. The host was very helpful and responsive, and the cabin and property were beautiful. Highly recommended! "
United States
Michael D.
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, (145 reviews)
"Place was perfect for our stay! It’s a little rustic but we didn’t need much more. Highly recommend for a quick Charlottesville area stay."
United States
Jameson H.
The price is AED 551
AED 778 total
includes taxes & fees
2 Jul - 3 Jul
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, (59 reviews)
"Great stay, very friendly, responsive owners."
United States
David F.
The price is AED 624
AED 1,155 total
includes taxes & fees
7 Jul - 8 Jul
Unique Cypress cottage, close to Charlottesville with mountain views.
Outdoor dining

Lake-it-Easy - Treetop Escape w/Dock Access

Lake-it-Easy - Treetop Escape w/Dock Access
Spotsylvania Courthouse
10.0 out of 10, Exceptional, (2 reviews)
"My family stayed for a long weekend at the Vrbo. The house was very clean and all of the essentials were provided for us. The host was super communicative and helpful. The place has a dock to access the water and there is a beach about 10 minutes away, there were also plenty of restaurants and breweries within a 4 mile radius."
United States
Leigh C.
Lake-it-Easy - Treetop Escape w/Dock Access
Outdoor dining

Robinson River Roost - Country cottage near Shenandoah NP

Robinson River Roost - Country cottage near Shenandoah NP
Madison
10.0 out of 10, Exceptional, (44 reviews)
"We’ve loved everything about this cottage! So quaint, comfortable, peaceful and an ideal location in this beautiful area. Truly a home away from home!"
United States
Michelle D.
Robinson River Roost - Country cottage near Shenandoah NP
Terrace/patio

Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards

Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards
Keswick
9.8 out of 10, Exceptional, (29 reviews)
"Great for dogs"
United States
Zach S.
Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards
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.
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, (29 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
Exterior

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
Palmyra
10.0 out of 10, Exceptional, (44 reviews)
"Love staying here. It’s always a great place to stay "
United States
Jamie D.
The price is AED 525
AED 964 total
includes taxes & fees
6 Jul - 7 Jul
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
Exterior

Bluebird Cottage B: Quiet, Firepit, Patio, Games

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (58 reviews)
"The place was lovely and check-in/out a breeze"
United States
Monica D.
The price is AED 481
AED 907 total
includes taxes & fees
6 Jul - 7 Jul
Bluebird Cottage B: Quiet, Firepit, Patio, Games
Outdoor dining

Charming Cottage on beautiful Farm & Vineyard

Charming Cottage on beautiful Farm & Vineyard
Keswick
9.8 out of 10, Exceptional, (44 reviews)
"Charming cottage in a lovely rural setting not too far from town. We highly recommend it!"
United States
Mary C.
Charming Cottage on beautiful Farm & Vineyard
Exterior

Great Location 2-bedroom cottage with AC in charming Fredericksburg

Great Location 2-bedroom cottage with AC in charming Fredericksburg
Fredericksburg
The price is AED 579
AED 758 total
includes taxes & fees
6 Jul - 7 Jul
Great Location 2-bedroom cottage with AC in charming Fredericksburg
Terrace/patio

The PERFECT LOCATION FOR MAKING MEMORIES THAT WILL LAST A LIFETIME!!

The PERFECT LOCATION FOR MAKING MEMORIES THAT WILL LAST A LIFETIME!!
Reva
9.8 out of 10, Exceptional, (71 reviews)
"We loved our stay here. If you’re looking for a private, quiet, and secluded place that is still convenient to good restaurants, wineries, shops, and historic sites, this place is for you. Our host was so helpful, and her dogs were an added bonus. We would stay here again."
United States
J Richard S.
The PERFECT LOCATION FOR MAKING MEMORIES THAT WILL LAST A LIFETIME!!
House (2 Bedrooms) | Interior

Historic 30 Acre Retreat - Get Back to Nature

Historic 30 Acre Retreat - Get Back to Nature
3.0 star property
Ruckersville
Historic 30 Acre Retreat - Get Back to Nature
Exterior

Petite Pink Cottage, Perfect for Solo Travelers

Petite Pink Cottage, Perfect for Solo Travelers
Charlottesville
10.0 out of 10, Exceptional, (9 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 (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, (94 reviews)
"Most rentals are just places to sleep, not this place. We enjoyed the sunrises here and in the afternoon/ evenings having dinner and relaxing by the fire. Beautiful view. The rental has everything you need to cook. I also enjoyed the many books and pamphlets about the local history and wildlife.Thank you for making our stay wonderful."
United States
Stefano F.
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, (26 reviews)
"Great stay"
United States
Caroline T.
The price is AED 419
AED 690 total
includes taxes & fees
13 Jul - 14 Jul
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
9.6 out of 10, Exceptional, (9 reviews)
"Nice, relaxing get away. "
United States
Jana O.
Red Roof Retreat at Lake Anna, Waterfront w/kayaks, fire pit, grill & large deck
Property grounds

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, (14 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
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
"Loved the daily afternoon tea and cookies. Who has dried orange and lemon slices, dried rose petals and jasmine buds to put in their tea?! The breakfasts were fantastic. Note-- the kitchenette has no silverware or dishes. The fridge is large, only benefit."
Mary 2-night trip
Posted 13 hours ago
English Inn of Charlottesville