Orange Vacation Homes

Orange Vacation Homes
Virginia
United States of America
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An ancient stone archway with intricate carvings and columns, surrounded by trees and a clear blue sky.

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Our top choices for Orange holiday homes

A house with a brick chimney, a small window, and a wooden deck.

A modern kitchen with wooden cabinets, a refrigerator, and a microwave. There is a dining table with four chairs.

A brick planter with various plants, a metal chair, and a concrete patio area.

A modern living room with a sofa, a dining table with chairs, a TV mounted on the wall, and a refrigerator.

1. Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.

Orange

9.8 out of 10, Exceptional, (45 reviews)

9.8/10

Exceptional

(45 reviews)

"The stay was great. Very close to all the nearby attractions and 30 minutes to skyline drive"

vishal k.

The price is HK$848

HK$848

HK$1,288 total

includes taxes & fees

19 Oct - 20 Oct

Newly renovated entire guest suite in Orange County.

A living room with a fireplace, a chandelier, and a sofa.

A hallway with wooden flooring, a white door, a vintage-style table with a vase, and framed pictures on the walls.

A building with a blue door, a black balcony with flowers, and a sign with a crest.

A dining room with a wooden table, chairs, a chandelier, and patterned wallpaper.

2. The Pembroke Room in the historic Holladay House

The Pembroke Room in the historic Holladay House

Orange

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"The property is in the perfect location for a visit to Montpelier! Great restaurants and events are nearby. Very cozy! Great host! Expect what you would expect from a historic home. We will return."

Robert

The price is HK$1,530

HK$1,530

HK$2,251 total

includes taxes & fees

7 Oct - 8 Oct

The Pembroke Room in the historic Holladay House

A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

A compact kitchen with a stainless steel refrigerator, a built-in oven, and a metal shelf unit with various kitchen items.

A covered patio area with a wooden deck, a picnic table, benches, and a fire pit.

A red brick house with a sloped roof, a chimney, and a front porch.

3. Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

Gordonsville

9.8 out of 10, Exceptional, (46 reviews)

9.8/10

Exceptional

(46 reviews)

"Beautiful property and family friendly."

Tracy

The price is HK$1,256

HK$1,256

HK$1,524 total

includes taxes & fees

13 Oct - 14 Oct

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

A living room with a dark-colored sofa, a glass coffee table, a floor lamp, and a TV mounted on the wall.

A living room with a sofa, a glass coffee table, a lamp, a fireplace, and a TV on the wall.

A compact kitchen with wooden cabinets, a microwave, a sink, and a dishwasher.

4. Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

Gordonsville

9.4 out of 10, Exceptional, (39 reviews)

9.4/10

Exceptional

(39 reviews)

"Beautiful place"

Berhan S.

The price is HK$1,726

HK$1,726

HK$2,088 total

includes taxes & fees

13 Oct - 14 Oct

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

A two-story house with a porch, a front door, and a small garden with a pumpkin.

A living room with a sofa, a glass coffee table, a map on the wall, and a staircase.

A large bed with a wooden headboard, white bedding, and a light blue throw blanket.

A living room with a sofa, armchair, and a dog bed. There's a TV on a wooden stand, a glass coffee table, and a potted plant.

5. Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Gordonsville

10.0 out of 10, Exceptional, (18 reviews)

10/10

Exceptional

(18 reviews)

"This was the cutest house! Our favorite of our weeklong roadtrip. Perfect for our 6 adults. Close to town, which was adorable also. Would love to come back and stay again!"

Cheryl G.

The price is HK$1,688

HK$1,688

HK$2,948 total

includes taxes & fees

19 Oct - 20 Oct

Charming 3-Bed Cottage on Main Street in Historic Gordonsville

An outdoor patio area with two wicker chairs and a small table, surrounded by a stone wall and a white fence.

A large white house with a blue roof, surrounded by a white fence and a large tree.

A living room with a beige sofa, a coffee table with magazines, a patterned rug, and a door leading to a garden.

A compact kitchen with a microwave, a refrigerator, and two metal chairs with a unique design.

6. “The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

Gordonsville

10.0 out of 10, Exceptional, (38 reviews)

10/10

Exceptional

(38 reviews)

"Absolutely lovely place to stay. Stunning views and conveniently located to so many of the local attractions. Will definitely come back someday."

Kirby R.

The price is HK$1,759

HK$1,759

HK$2,510 total

includes taxes & fees

7 Oct - 8 Oct

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

A living room with a stone fireplace, black leather sofa, and a flat-screen TV mounted on the wall.

A single-story mobile home with a front porch and a small deck, surrounded by a gravel driveway and grassy area.

A grassy field with a wooden fence and trees.

A bedroom with a large bed, a bench, two bedside tables, a window with curtains, and a wall-mounted lamp.

7. Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm

Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm

Gordonsville

9.6 out of 10, Exceptional, (35 reviews)

9.6/10

Exceptional

(35 reviews)

"The home was great, lots of space and sleeping areas. The farm itself was amazing. Would definitely stay again. Having a golf cart was a so fun."

B S.

The price is HK$3,139

HK$3,139

HK$3,848 total

includes taxes & fees

7 Oct - 8 Oct

Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm

A spacious dining area with a central table surrounded by chairs, a chandelier, and wine bottles on the table.

A large, stone building with a dark roof, surrounded by well-maintained gardens and a mountainous backdrop.

A hallway with a wooden bench, a red door, and a framed picture on the wall.

A kitchen with wooden cabinets, a stainless steel refrigerator, a granite countertop, a wine bottle, and a vase with flowers.

8. Historic Madison Eagle Inn

Historic Madison Eagle Inn

Madison

10.0 out of 10, Exceptional, (19 reviews)

10/10

Exceptional

(19 reviews)

"Great place - clean and very easy parking. The bed was comfortable too!"

Tracy

The price is HK$1,059

HK$1,059

HK$1,937 total

includes taxes & fees

7 Oct - 8 Oct

Historic Madison Eagle Inn

A modern kitchen with wooden cabinets, a dining area with stools, a flat-screen TV mounted on the wall, and a cozy seating area with a patterned rug.

A hallway with wooden flooring, a kitchen area with a wooden countertop, a mounted TV, and a potted plant.

A house with a covered porch, two rocking chairs, and a small table.

A spacious room with wooden flooring, a fireplace, a ceiling fan, and a large window.

9. The Ranch at Wine Country - Complimentary Bottle!

The Ranch at Wine Country - Complimentary Bottle!

Gordonsville

10.0 out of 10, Exceptional, (52 reviews)

10/10

Exceptional

(52 reviews)

"The absolute cleanest place I've ever stayed. Just a clean smell when arriving. My whole family there for skydiving for only one night Very pet friendly and close attention to every detail. Bad storm resulting in losing power but host was very responsive and problem resolved. Great parking and decor. 10 out of 10"

Irma S.

The price is HK$2,079

HK$2,079

HK$3,562 total

includes taxes & fees

7 Oct - 8 Oct

The Ranch at Wine Country - Complimentary Bottle!

A geodesic dome structure with a wooden deck and two Adirondack chairs.

A dome-shaped tent with a geometric pattern, surrounded by trees.

A modern room with a black lounge chair, a large mirror, and a view of trees through a window.

A bedroom with a bed, pillows, a tray with bottles and glasses, heart-shaped balloons, and a 'Happy Birthday' banner.

10. Private luxury dome with hot tub & fire pit.

Private luxury dome with hot tub & fire pit.

Unionville

The price is HK$2,022

HK$2,022

HK$3,251 total

includes taxes & fees

7 Oct - 8 Oct

Private luxury dome with hot tub & fire pit.

A two-story house with a stone facade, a front porch, and a well-maintained lawn.

A kitchenette with a microwave, toaster, coffee maker, and a shelf with jars and a potted plant.

A hallway with a patterned rug, a desk with a computer and books, a chair, and a dining area with chairs and a table.

A front porch with a stone wall, two wicker chairs with cushions, a welcome mat, and a small potted plant.

11. Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+

Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+

Stanardsville

10.0 out of 10, Exceptional, (31 reviews)

10/10

Exceptional

(31 reviews)

"The property is perfect for a weekend getaway for a couple of a small family with kids. I really enjoyed my stay and would recommend it."

Ronald

The price is HK$981

HK$981

HK$1,769 total

includes taxes & fees

7 Oct - 8 Oct

Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+

A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

A two-story house with a wooden deck, white railings, and a front door.

A two-story white house with a grey roof, a front porch, and a basketball hoop.

A dining area with a wooden table and benches, a dark wooden cabinet, and a large window with a view of trees.

12. Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!

Madison

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Our stay was excellent. The host was responsive to every need. The house was beautiful. The view from the front window is beautiful!! The bathtub and shower in the main bathroom is luxurious!! We would be willing to stay there again."

Lori K.

The price is HK$1,887

HK$1,887

HK$3,655 total

includes taxes & fees

7 Oct - 8 Oct

Charming 4-bedroom house in Madison centrally located!

A modern kitchen with white cabinets, a wooden dining table, and a chandelier.

A spacious kitchen with white cabinetry, a central island, and a large window providing natural light.

A modern kitchen with white cabinets, a wooden island, and a pendant light.

13. Pine and Vine

Pine and Vine

2.0 star property

Gordonsville

The price is HK$2,550

HK$2,550

HK$6,169 total

includes taxes & fees

20 Oct - 21 Oct

Pine and Vine

A modern kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.

A two-story house with a balcony and a garage.

A spacious kitchen with wooden beams, a central island, and a dining area with white chairs.

14. 5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

Louisa

10.0 out of 10, Exceptional, (30 reviews)

10/10

Exceptional

(30 reviews)

"Had my cousin's bachelor party here. Great quiet location"

David D.

The price is HK$1,962

HK$1,962

HK$5,543 total

includes taxes & fees

12 Oct - 13 Oct

5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

A modern kitchen with a central island, stainless steel appliances, wooden cabinets, and a cat sitting by the counter.

A dining room with a wooden table and chairs, a vase with flowers, and a kitchen in the background.

A living room with a fireplace, two red armchairs, a floral sofa, a wooden coffee table, and a patterned rug.

A bedroom with a bed, nightstands, a wooden headboard, a ceiling fan, and a bathroom visible through an open door.

15. Charming 3-bdrm house in Ruckersville offering great location for your vacation

Charming 3-bdrm house in Ruckersville offering great location for your vacation

Ruckersville

9.8 out of 10, Exceptional, (17 reviews)

9.8/10

Exceptional

(17 reviews)

"Nice home, we enjoyed our stay. "

Carol T.

The price is HK$1,681

HK$1,681

HK$3,701 total

includes taxes & fees

12 Oct - 13 Oct

Charming 3-bdrm house in Ruckersville offering great location for your vacation

A modern kitchen with a central island, bar stools, and pendant lighting.

A pool table in a room with a kitchen area, a bar, and a fireplace.

A cozy living room with a sofa, a dining table, and a kitchen area with a bar. There are multiple windows providing natural light.

A rustic cabin with a metal roof, surrounded by tall trees and a gravel path leading to a small wooden structure.

16. Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Etlan

10.0 out of 10, Exceptional, (31 reviews)

10/10

Exceptional

(31 reviews)

"Kids absolutely loved the property with many kinds of animals!"

Ikuo

The price is HK$954

HK$954

HK$1,507 total

includes taxes & fees

12 Oct - 13 Oct

Barn Apartment on Farm Near Old Rag and Shenandoah National Park

A spacious kitchen with modern appliances, a dining area with a large table, and a cozy living area with a sofa and coffee table.

A modern kitchen with white cabinets, a stainless steel refrigerator, and a patterned tile floor.

A spacious kitchen with a central island, bar stools, and a dining area with a table and chairs.

A living room with a fireplace, a sofa, and a kitchen area with bar stools.

17. Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

Madison

8.0 out of 10, Very good, (1 review)

8.0/10

Very good

(1 review)

"Positive Highlights: quiet location still close to Skyline Drive, amenities, fresh interior recently modernized, love for details (charging cables, coffee bar, etc)"

Birgit W.

The price is HK$1,936

HK$1,936

HK$3,710 total

includes taxes & fees

7 Oct - 8 Oct

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

A spacious living area with wooden beams, a ceiling fan, a fireplace, and a large window overlooking a deck.

A spacious bedroom with a large bed, wooden ceiling beams, a ceiling fan, a TV, a dresser, and a window with a view of greenery.

A spacious kitchen with wooden beams, white cabinets, and a large island with bar stools.

A spacious dining area with a wooden table and chairs, a kitchen in the background, and a 'STAY' sign on the wall.

18. Beautiful and Private 6000 sqft waterfront home with private dock and hot tub!

Beautiful and Private 6000 sqft waterfront home with private dock and hot tub!

Mineral

10.0 out of 10, Exceptional, (8 reviews)

10/10

Exceptional

(8 reviews)

"We did a team retreat here, and it was a perfect spot! The house has plenty of room for people to spread out, the kitchen has just about everything you'd ever need, and the property is beautiful!"

Evangeline H.

The price is HK$3,655

HK$3,655

HK$9,599 total

includes taxes & fees

7 Oct - 8 Oct

Beautiful and Private 6000 sqft waterfront home with private dock and hot tub!

A four-poster bed with a white bedspread and pillows, a small bedside table with a lamp, a large mirror, and a window with curtains.

A modern hotel room with a large bed, a desk, and a TV mounted on the wall.

A blue cabinet with a rainbow-shaped object on top, a framed picture on the wall, and a curtain on the right.

A fire pit surrounded by black Adirondack chairs in a forested outdoor area.

19. Pine and Vine: 8 Acres + Winery & Family Retreat

Pine and Vine: 8 Acres + Winery & Family Retreat

Gordonsville

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Spectacular escape! Excellent place to relax and unwind!"

TREY D.

The price is HK$2,550

HK$2,550

HK$7,050 total

includes taxes & fees

28 Oct - 29 Oct

Pine and Vine: 8 Acres + Winery & Family Retreat

A wooden deck with Adirondack chairs and a table, surrounded by dense forest and a stream.

A kitchen with wooden cabinets, stainless steel appliances, and a black stove.

A window with a view of a forested area.

A wooden four-poster bed with a quilt, an air conditioning unit above, a window with curtains, and a bedside table with a lamp.

20. The House in the Holla at the foot of Shenandoah National Park

The House in the Holla at the foot of Shenandoah National Park

Stanardsville

9.8 out of 10, Exceptional, (98 reviews)

9.8/10

Exceptional

(98 reviews)

"The house is very clean and supplied with everything you will need."

Mike I.

The price is HK$918

HK$918

HK$1,929 total

includes taxes & fees

8 Oct - 9 Oct

The House in the Holla at the foot of Shenandoah National Park

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

Holiday Inn Express & Suites Charlottesville by IHG

8/10 Good

"."

HILARY 1-night trip

Posted 5 hours ago

Holiday Inn Express & Suites Charlottesville by IHG

Comfort Inn Monticello

10/10 Excellent

"Very clean and bed and bedding was great."

RIta 1-night trip

Posted 8 hours ago

Comfort Inn Monticello

Comfort Inn & Suites Charlottesville Hollymead Town Center

8/10 Good

"Nice size rooms and clean! Pet fee was very good compared to other hotels. Was only there for a night but was pleased. Only thing is I wish they didn't just have cable as the TV option. Would def stay again!"

Sharon 1-night trip

Posted 1 day ago

Comfort Inn & Suites Charlottesville Hollymead Town Center

Staybridge Suites Charlottesville Airport by IHG

10/10 Excellent

"Thanks"

Maryam 2-night trip

Posted 1 day ago

Staybridge Suites Charlottesville Airport by IHG

Motel 6 Culpeper, VA

10/10 Excellent

"Closed to work"

Erick 2-night trip

Posted 3 days ago

Motel 6 Culpeper, VA

Extended Stay America Premier Suites - Charlottesville

10/10 Excellent

"The room was clean and spacious and had a great tv and a full-size refrigerator. The staff were very helpful. The hotel is in a great location, a short drive to many restaurants, the U of Virginia, and Monticello."

David 8-night trip

Posted 3 days ago

Extended Stay America Premier Suites - Charlottesville

Keswick Hall

10/10 Excellent

"Absolutely beautiful property with gorgeous rooms and amenities. Good not have picked a better spot to spend our anniversary."

Maria 1-night trip

Posted 4 days ago

Keswick Hall

Comfort Inn & Suites Orange - Montpelier

10/10 Excellent

"Decent place to stay. If you want breakfast you better get down there at 7 because they don’t really seem to refill anything."

Kristin 3-night trip

Posted 6 days ago

Comfort Inn & Suites Orange - Montpelier

Baymont by Wyndham Culpeper

8/10 Good

"Breakfast is excellent."

Joseph 3-night trip

Posted 13 days ago

Baymont by Wyndham Culpeper

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