Orange Holiday Homes from €151: Search Top House Rentals

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

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.

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 €151

€151

includes taxes & fees

27 Oct - 28 Oct

Newly renovated entire guest suite in Orange County.

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

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

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.

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 €262

€262

includes taxes & fees

26 Oct - 27 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 living room with a brown sofa, a red chair, a houndstooth armchair, a coffee table with a magazine, and a large mirror reflecting a kitchen area.

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

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

9.6 out of 10, Exceptional, (47 reviews)

9.6/10

Exceptional

(47 reviews)

"Beautiful property and family friendly."

Tracy

The price is €161

€161

includes taxes & fees

27 Oct - 28 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 compact kitchen with wooden cabinets, a microwave, a sink, and a dishwasher.

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

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 €215

€215

includes taxes & fees

26 Oct - 27 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 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.

A porch with white railings, a rocking chair, a potted plant, and a sign that reads "SAGE COTTAGE".

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

Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Gordonsville

9.8 out of 10, Exceptional, (20 reviews)

9.8/10

Exceptional

(20 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 €388

€388

includes taxes & fees

22 Nov - 23 Nov

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 house with a white fence in front, surrounded by lush green trees and a clear blue sky.

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 €293

€293

includes taxes & fees

26 Oct - 27 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 bedroom with a large bed, a bench, two bedside tables, a window with curtains, and a wall-mounted lamp.

A grassy field with a wooden fence and trees.

A kitchen with wooden cabinets, stainless steel appliances, a glass dining table, and a window with curtains.

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.

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

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

A modern bedroom with a large bed, a sofa, and a dining area with a refrigerator and wooden cabinets.

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 €232

€232

includes taxes & fees

2 Nov - 3 Nov

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, (53 reviews)

10/10

Exceptional

(53 reviews)

"Had a great stay! In a perfect location close to all the wineries and downtown of Gordonsville. House was very clean and had everything we needed. "

Marisa G.

The price is €394

€394

includes taxes & fees

23 Nov - 24 Nov

The Ranch at Wine Country - Complimentary Bottle!

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

A wooden tray with two glasses, two bottles, a candle, two wrapped chocolates, a rose, and a heart-shaped balloon on a bed.

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

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

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

Private luxury dome with hot tub & fire pit.

Unionville

The price is €374

€374

includes taxes & fees

27 Oct - 28 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 hallway with a patterned rug, a desk with a computer and books, a chair, and a dining area with chairs and a table.

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

A bedroom with a bed, a chair, a dresser, a television, and a mirror.

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, (33 reviews)

10/10

Exceptional

(33 reviews)

"Stayed here for a weekend while hiking Old Rag in Shenandoah. Cozy little place that was well equipped with all the amenities we needed! It's conveniently located close to Shenandoah as well as plenty of vineyards. Would not hesitate to stay here again the next time we're in the area!"

Jason

The price is €203

€203

includes taxes & fees

27 Oct - 28 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 dining area with a wooden table and benches, a dark wooden cabinet, and a large window with a view of trees.

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

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

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

Charming 4-bedroom house in Madison centrally located!

Madison

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"The home met all our family’s needs during a weekend stay for a party at nearby farm. The layout and outdoor spaces were a bonus. In fact, the view of Hawksbill Mountain from the porch while enjoying our morning coffee: priceless. And importantly easy access to Rt 29 and the town but yet secluded and bucolic."

B D.

The price is €402

€402

includes taxes & fees

26 Oct - 27 Oct

Charming 4-bedroom house in Madison centrally located!

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.

13. 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)

"Our vacation was great! We really enjoyed everything about this property. Our interaction with our host was amazing!!!We definitely would recommend this property!"

Gloria W.

The price is €647

€647

includes taxes & fees

26 Oct - 27 Oct

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

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

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

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

14. Pine and Vine

Pine and Vine

2.0 star property

Gordonsville

The price is €762

€762

includes taxes & fees

28 Oct - 29 Oct

Pine and Vine

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

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

A room with a wooden closet, a potted plant with pink flowers, and a patterned rug.

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

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, (18 reviews)

9.8/10

Exceptional

(18 reviews)

"Nice home, we enjoyed our stay. "

Carol T.

The price is €424

€424

includes taxes & fees

26 Oct - 27 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 garden with raised beds, a wooden fence, and a variety of plants.

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, (35 reviews)

10/10

Exceptional

(35 reviews)

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

Ikuo

The price is €171

€171

includes taxes & fees

28 Oct - 29 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 bathroom with a shower, tiled walls, and a door leading to a living area with a sofa and a dining 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.

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.

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

A covered patio with two sofas, a table with food and drinks, and a view of a vineyard.

A house with a deck, a small garden, and a pathway.

A single-story white house with a front porch, a covered entryway, and a small front yard.

A modern kitchen with white cabinets, granite countertops, stainless steel appliances, and a pendant light.

18. Fern Cottage Summary:

Fern Cottage Summary:

Gordonsville

10.0 out of 10, Exceptional, (23 reviews)

10/10

Exceptional

(23 reviews)

"We had a great stay. The house was clean and well furnished. Recommend for anyone staying in the area."

Gary W.

The price is €651

€651

includes taxes & fees

16 Nov - 17 Nov

Fern Cottage Summary:

A wooden gazebo with a sloped roof, surrounded by lush greenery and purple flowers.

A bedroom with a bed, a nightstand, a tapestry with floral designs, and a window with curtains.

A donkey and a pig in a fenced outdoor area with trees in the background.

A directional sign for the Farm Store Trail in a forested area.

19. Butterfly Camp near Old Rag Mountain and Shenandoah National Park

Butterfly Camp near Old Rag Mountain and Shenandoah National Park

Etlan

The price is €161

€161

includes taxes & fees

27 Oct - 28 Oct

Butterfly Camp near Old Rag Mountain and Shenandoah National Park

A river with a sandy bank, surrounded by trees and a building on the right.

A dining area with a wooden staircase, a chandelier, and a painting on the wall.

A kitchen with wooden cabinets, a countertop, and a dining area with chairs and a table.

A modern kitchen with wooden cabinets, a central island with bar stools, and a hanging light fixture.

20. Beavers Bungalow-Hot-tub/WIFI

Beavers Bungalow-Hot-tub/WIFI

Mineral

9.0 out of 10, Wonderful, (30 reviews)

9.0/10

Wonderful

(30 reviews)

"The bungalow was so nice and peaceful for a quick getaway for me and my husband!! "

Nicole D.

The price is €300

€300

includes taxes & fees

16 Nov - 17 Nov

Beavers Bungalow-Hot-tub/WIFI

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

10/10 Excellent

"Breakfast was great. Nice place."

Cheryl 1-night trip

Posted 19 hours ago

Round Hill Inn

Comfort Inn & Suites Charlottesville Hollymead Town Center

8/10 Good

"Fast. Efficient. Easy."

Melanie 1-night trip

Posted 19 hours ago

Comfort Inn & Suites Charlottesville Hollymead Town Center

Comfort Inn & Suites Orange - Montpelier

8/10 Good

"The staff was very helpful and friendly. Room was large, bed comfortable. The bathroom could have been cleaner-shower curtain had mold stains, black around grout in areas. Breakfast was adequate."

Jenifer 2-night trip

Posted 20 hours ago

Comfort Inn & Suites Orange - Montpelier

Microtel Inn & Suites by Wyndham Culpeper

10/10 Excellent

"The stay was beyond expectations. The room as well as breakfast was excellent. Would love to stay here again"

Vyass 1-night trip

Posted 2 days ago

Microtel Inn & Suites by Wyndham Culpeper

Motel 6 Culpeper, VA

10/10 Excellent

"I was a little worried about staying at a Motel 6 because I have had a few bad experiences at them. But this hotel was very clean and the room spacious. The bed was comfy and staff friendly and professional."

Patricia 4-night trip

Posted 3 days ago

Motel 6 Culpeper, VA

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Clean room, nice place for weekend."

Heng 1-night trip

Posted 3 days ago

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Extended Stay America Premier Suites - Charlottesville

10/10 Excellent

"Cleanliness and easy check in"

Shakira 1-night trip

Posted 5 days ago

Extended Stay America Premier Suites - Charlottesville

Courtyard by Marriott Charlottesville

10/10 Excellent

"Friendly and helpful staff. Clean property with convenient layout. Beautiful courtyard!!!"

Lauren 1-night trip

Posted 9 days ago

Courtyard by Marriott Charlottesville

Lake Anna Waterfront, Private Pool&Spa, Game Room, Pickle Ball, Tiki, Fire pit

10/10 Excellent

"Great place to vacation. House has lots of rooms, Spacious kitchen dining area. Pool was very refreshing kids loved it!"

Glenn H. 8-night trip

Posted 2 months ago

Lake Anna Waterfront, Private Pool&Spa, Game Room, Pickle Ball, Tiki, Fire pit

Find out more about Orange

Orange Holiday Homes information

Number of reviews	393
Accommodation	647 Holiday Homes
Lowest Price	€151
Highest Price	€762

Holiday Homes in Orange

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Orange holiday homes

1. Newly renovated entire guest suite in Orange County.

2. The Pembroke Room in the historic Holladay House

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

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

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

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

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

8. Historic Madison Eagle Inn

9. The Ranch at Wine Country - Complimentary Bottle!

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

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

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

13. 5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

14. Pine and Vine

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

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

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

18. Fern Cottage Summary:

19. Butterfly Camp near Old Rag Mountain and Shenandoah National Park

20. Beavers Bungalow-Hot-tub/WIFI

Find holiday rentals that suit your style

Top Orange Hotel Reviews

Round Hill Inn

Find out more about Orange

Orange Holiday Homes information