Orange County Cottages from CA $287

Orange County Cottages
Virginia
United States of America
Cottages
Expedia.ca

Orange County Hotels Vacation Rentals in Orange County Orange County Car Rentals Orange County Vacations

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

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An ancient stone archway with intricate carvings and columns, surrounded by trees and a clear blue sky.

Our top choices for Orange County cottages

A bathroom with white subway tiles, a window with white curtains, a framed picture on the wall, and a showerhead.

A kitchen with a wooden table, white cabinets, a dishwasher, a stove, and a window.

A living room with a green sofa, a coffee table, and a desk with a chair. There are two windows with green curtains, a framed picture on the wall, and a white door.

A compact kitchen with white cabinetry, a blue door, and a white refrigerator.

1. Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Ivy

10.0 out of 10, Exceptional, (59 reviews)

10/10

Exceptional

(59 reviews)

"It was a couple very cozy place for us to stay in the perfect location."

Linda W.

The price is CA $183

CA $183

CA $330 total

includes taxes & fees

Oct 14 - Oct 15

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

A deck with two chairs and a table overlooking a scenic landscape with mountains and a cloudy sky.

A patio with two chairs, a wood-burning stove, and a view of the landscape.

A signpost with 'GUESTHAUS' indicating a guesthouse direction, surrounded by greenery and a gravel path.

A living room with a green sofa, a coffee table, a TV, and a door leading to another room.

2. 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, (98 reviews)

10/10

Exceptional

(98 reviews)

"My parents said they had the best weekend! Raving about the views and the trip, Thank you so much!"

Morgan S.

Relax at 3100 feet and enjoy the peace and tranquility

A single-story house with a front porch, a small deck, and a well-maintained lawn.

A bedroom with a large bed, two bedside lamps, a chair, and artwork on the walls.

A modern kitchen with stainless steel appliances, a dining table with chairs, and a window with blinds.

A front-loading washer and dryer in a laundry room with a wooden floor.

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

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

Troy

9.2 out of 10, Wonderful, (150 reviews)

9.2/10

Wonderful

(150 reviews)

"Had a great stay! Everything was as expected and the property was nice."

Jules R.

The price is CA $214

CA $214

CA $302 total

includes taxes & fees

Nov 11 - Nov 12

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

A wooden deck with a table and chairs, a potted plant, and a view of the landscape.

A cozy living room with a blue sofa, decorative pillows, a green coffee table, and a hanging light fixture.

A living room with a blue sofa, a television, a ceiling fan, and various decorations.

A room with two beds, a table with a lamp, and curtains.

4. Charming Cottage on beautiful Farm & Vineyard

Charming Cottage on beautiful Farm & Vineyard

Keswick

9.8 out of 10, Exceptional, (50 reviews)

9.8/10

Exceptional

(50 reviews)

"Loved staying here and look forward to another trip soon. Beautiful setting and unique property. Was clean and as advertised. Loved the winery. Definitely looking forward to next stay! Thank you! "

Sheila S.

Charming Cottage on beautiful Farm & Vineyard

A rustic wooden cabin with a porch, surrounded by dense foliage and a stone pathway.

A kitchen with wooden cabinetry, a central island with stools, and a refrigerator.

A spacious kitchen with a central island, wooden cabinets, and pendant lighting.

A spacious kitchen with a central island, wooden cabinetry, and a large dining area with a high ceiling and natural light.

5. 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, (67 reviews)

10/10

Exceptional

(67 reviews)

"Lovely, charming home."

Deborah R.

The price is CA $214

CA $214

CA $411 total

includes taxes & fees

Nov 12 - Nov 13

Unique Cypress cottage, close to Charlottesville with mountain views.

A hot tub with a view of a green landscape and a white fence.

A wooden interior with a bench and table, large windows, and a fan.

A kitchen with wooden cabinets, a sink, a microwave, and a window.

A dog walking on a dirt path in a wooded area.

6. 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

9.6 out of 10, Exceptional, (37 reviews)

9.6/10

Exceptional

(37 reviews)

"Wonderful remote setting yet just minutes away from all of the treats of Charlottesville. This was our 2nd time staying at this property and won't be our last."

Jim B.

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

A hot tub and deck area with a view of a lake, surrounded by trees and a wooden fence.

A modern kitchen with white cabinetry, a built-in oven, a stainless steel sink, and a large window with a view of greenery.

A spacious living room with a fireplace, a television mounted on the wall, and a comfortable seating area with a sofa and armchairs.

A spacious living area with a dining table, chairs, a sofa, and a desk with a computer.

7. 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, (40 reviews)

9.8/10

Exceptional

(40 reviews)

"We had a wonderful stay at The Cottage! Everything was as described. We spent a lot of time outside by the hot tub or in the rocking chairs. The kids loved seeing all the deer in the evening and looking for fish in the pond. We can’t wait to stay here again in the future!"

Amber W.

The price is CA $964

CA $964

CA $1,318 total

includes taxes & fees

Nov 12 - Nov 13

Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards

A residential property with a gravel driveway, a wooden fence, and a well-maintained lawn.

A gravel path leading to a wooden cabin with a window, surrounded by trees and grass.

A kitchen with white cabinetry, a microwave, a coffee maker, and a framed picture on the wall.

A room with two green armchairs, a white table, and a framed picture on the wall.

8. Peaceful Light-Filled Cottage Close to Charlottesville

Peaceful Light-Filled Cottage Close to Charlottesville

Charlottesville

10.0 out of 10, Exceptional, (55 reviews)

10/10

Exceptional

(55 reviews)

"Very peaceful and comfortable place to stay."

Fiona

Peaceful Light-Filled Cottage Close to Charlottesville

A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

A kitchen with white cabinets, a wooden countertop, a white refrigerator, and a window with a view of greenery.

A dining area with a wooden table and chairs, a painting on the wall, and a view of the outside through a door.

A bedroom with a bed, a bench, a ceiling fan, a window, and a nightstand with a lamp.

9. Charming Cottage Near Vineyards

Charming Cottage Near Vineyards

Charlottesville

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

"Loved this place for a short getaway. Great location!"

Nicole M.

The price is CA $563

CA $563

CA $768 total

includes taxes & fees

Oct 30 - Oct 31

Charming Cottage Near Vineyards

A wooden deck with a round table and chairs, a bench, and an umbrella.

A cozy cabin interior with a wooden dining table, chairs, a blue bench, and a kitchen area.

A green wooden house with a white door, a small porch, and a sign reading "ROBINSON RIVER ROOST".

A spacious living room with wooden flooring, a black sofa, a red patterned rug, and a ceiling fan.

10. Robinson River Roost - Country cottage near Shenandoah NP

Robinson River Roost - Country cottage near Shenandoah NP

Madison

10.0 out of 10, Exceptional, (45 reviews)

10/10

Exceptional

(45 reviews)

"This the perfect rustic cabin on the river."

carol m.

Robinson River Roost - Country cottage near Shenandoah NP

A white building with a stone pathway leading to the entrance.

A cozy living room with a brown leather sofa, a white furry rug, stone walls, and a stone archway leading to a kitchen area.

A room with a spiral staircase, a white fur rug, and a purple wall.

A narrow hallway with a bed at the end, illuminated by purple lighting, and a hammock on the right side.

11. 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, (15 reviews)

8.8/10

Excellent

(15 reviews)

"House was clean and organized. The host was very nice and attentive to our needs. "

Ryan A.

Loveshack, a charming tiny house on a 5 acre farm

A wooden deck with a glass table and white chairs, surrounded by a forest.

A spacious living room with a high ceiling, a fireplace, and a balcony with outdoor seating.

A spacious kitchen with wooden cabinets, a large island, and a built-in stove.

A spacious living area with a fireplace, wooden dining table, and a cozy seating area.

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

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

Madison

9.8 out of 10, Exceptional, (25 reviews)

9.8/10

Exceptional

(25 reviews)

"We enjoyed our stay, we loved the property and location, so beautiful!!"

Kelly M.

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

A small, single-story building with a blue roof and white walls, featuring a porch with steps and a flagpole with an American flag.

A building with a porch, white railings, and a red door.

A modern kitchen with white appliances, wooden cabinets, and pendant lighting.

A bed with a checkered bedspread, two lamps on either side, a nightstand with a lamp, and a pillow with the text "home sweet home".

13. 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, (49 reviews)

10/10

Exceptional

(49 reviews)

"Wonderful place to stay! The cottage was beautiful and location was perfect! Highly recommend! "

Chyenna R.

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

Three Adirondack chairs on a grassy field with a mountain in the background.

A dining area with wooden chairs and a table, a sofa, and a lamp.

A grassy field with a wooden fence, trees, and a distant building.

A red barn with a green roof, a white silo, and a wooden fence in a grassy field.

14. 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, (143 reviews)

9.8/10

Exceptional

(143 reviews)

"The cottage had everything you need."

William J.

The price is CA $214

CA $214

CA $287 total

includes taxes & fees

Oct 14 - Oct 15

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

A modern house with a covered patio, outdoor seating, and a well-maintained lawn.

A compact kitchen with a stainless steel refrigerator, a microwave, and a sink.

A modern living room with a dark green wall, a brown leather sofa, a white sofa, a wooden coffee table, and a TV mounted on the wall.

A modern bathroom with a glass-enclosed shower, a vanity with a sink, and a large mirror.

15. Charming Eastham Guesthouse

Charming Eastham Guesthouse

Charlottesville

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"Great place we loved it! "

Al B.

The price is CA $207

CA $207

CA $313 total

includes taxes & fees

Nov 11 - Nov 12

Charming Eastham Guesthouse

A living room with a sofa, coffee table, and a black door.

A kitchen with wooden flooring, white cabinetry, and a coffee maker.

A bedroom with a bed, a ceiling fan, a dresser, a window, and a door.

16. Classic Virginia Cottage, 10 min to UVA and Vineyards

Classic Virginia Cottage, 10 min to UVA and Vineyards

Charlottesville

The price is CA $528

CA $528

CA $720 total

includes taxes & fees

Oct 25 - Oct 26

Classic Virginia Cottage, 10 min to UVA and Vineyards

A cabin with a porch, surrounded by trees and a swing set.

A single-story house with a porch, surrounded by a well-maintained lawn and tall trees.

A rural landscape with a fenced field, a small building, and a clear blue sky.

A bedroom with a bed, two bedside tables, a window, and a ceiling fan.

17. Cozy Rixeyville Cottage w/ Deck, Grill, & Stabling

Cozy Rixeyville Cottage w/ Deck, Grill, & Stabling

3.0 star property

Rixeyville

Cozy Rixeyville Cottage w/ Deck, Grill, & Stabling

A single-story house with a front porch, a green door, and a small attached garage.

A bedroom with a bed, a ceiling fan, a TV, a dresser, and a mirror.

A kitchen with a dining table, chairs, and a refrigerator.

A living room with a sofa, floral armchairs, a coffee table, a television, and a ceiling fan.

18. 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)

2.0/10

(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...

Madeline

The price is CA $167

CA $167

CA $601 total

includes taxes & fees

Oct 23 - Oct 24

Fire Pits, Creek View: Historic Virginia Farmhouse

A brick building with a white staircase and an American flag.

A fire pit with burning charcoal, surrounded by a deck with lounge chairs, and a swimming pool in the background.

A wooden deck leading to a swimming pool with a pergola and outdoor seating area.

A view through a window with a clear sky, a tree, and a grassy area with a fence in the background.

19. 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, (118 reviews)

9.4/10

Exceptional

(118 reviews)

"Steve was a wonderful host! The property is beautiful and the cottage cozy. Thank you for sharing your farm oasis with us."

Joy M.

1802 cottage once part of Monticello and owned by Thomas Jefferson

First Floor Bedroom
King Sized Four Poster Bed

20. An elegantly appointed house tucked in the Virginia Mountainside.

An elegantly appointed house tucked in the Virginia Mountainside.

Stanardsville

An elegantly appointed house tucked in the Virginia Mountainside.

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

Sonesta ES Suites Charlottesville University

10/10 Excellent

"Wonderful staff, excellent room, great breakfast, and an unbeatable location! We will stay here again the next time our travels bring us to Charlottesville."

Sarah 2-night trip

Posted 3 hours ago

Sonesta ES Suites Charlottesville University

DoubleTree by Hilton Hotel Charlottesville

10/10 Excellent

"Stayed the night before surgery at UVA Slept well, very peaceful. Clean and helpful"

Melissa 1-night trip

Posted 15 hours ago

DoubleTree by Hilton Hotel Charlottesville

Virginia Guesthouse Hotel

10/10 Excellent

"Amazing property!!"

Stephanie 3-night trip

Posted 16 hours ago

Virginia Guesthouse Hotel

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

10/10 Excellent

"Great experience! Strongly recommend!"

Matthew 2-night trip

Posted 17 hours ago

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Holiday Inn Charlottesville-Univ Area by IHG

10/10 Excellent

"It was clean and it was nice and friendly"

Frank 1-night trip

Posted 1 day ago

Holiday Inn Charlottesville-Univ Area by IHG

Omni Charlottesville Hotel

10/10 Excellent

"Excellent resort with the Downtown Mall just steps from its back door!"

Keith 2-night trip

Posted 2 days ago

Omni Charlottesville Hotel

Super 8 by Wyndham Charlottesville

10/10 Excellent

"👌"

Viktor 5-night trip

Posted 2 days ago

Super 8 by Wyndham Charlottesville

Red Roof Inn Fredericksburg North

8/10 Good

"The room was very clean. The only issue was that the shower water was not very warm, and the water pressure was lousy. The staff was extremely courteous, friendly, and professional. Definitely a great value for our dollar!"

kimberly 1-night trip

Posted 2 days ago

Red Roof Inn Fredericksburg North

Round Hill Inn

8/10 Good

"Nice staff as always. There was a large group staying that made it difficult to get in and"

Hazel 2-night trip

Posted 3 days ago

Round Hill Inn

Find out more about Orange County

Orange County Cottages information

Number of reviews	925
Accommodation	138 Cottages
Lowest Price	CA $287
Highest Price	CA $1,318

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Book Cottages in Orange County on Expedia.com

Search Orange County Cottage Rentals from CA $287

Change your mind

Treat yourself

Be picky

Check prices for these dates

Top Cities in Orange County

Orange

Our top choices for Orange County cottages

1. Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

2. Relax at 3100 feet and enjoy the peace and tranquility

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

4. Charming Cottage on beautiful Farm & Vineyard

5. Unique Cypress cottage, close to Charlottesville with mountain views.

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

7. Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards

8. Peaceful Light-Filled Cottage Close to Charlottesville

9. Charming Cottage Near Vineyards

10. Robinson River Roost - Country cottage near Shenandoah NP

11. Loveshack, a charming tiny house on a 5 acre farm

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

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

14. Servants' Cottage on 600 Acre Working Horse/Cattle Estate

15. Charming Eastham Guesthouse

16. Classic Virginia Cottage, 10 min to UVA and Vineyards

17. Cozy Rixeyville Cottage w/ Deck, Grill, & Stabling

18. Fire Pits, Creek View: Historic Virginia Farmhouse

19. 1802 cottage once part of Monticello and owned by Thomas Jefferson

20. An elegantly appointed house tucked in the Virginia Mountainside.

Find vacation rentals that suit your style

Top Orange County Hotel Reviews

Sonesta ES Suites Charlottesville University

Find out more about Orange County

Orange County Cottages information

Explore a world of travel with Expedia