Somerset Holiday Homes
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Holiday Homes in Somerset

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Our top choices for Somerset 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 room with a dining table, a microwave, framed artwork, a mirror, and a potted plant.

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 AU$237

AU$237

includes taxes & fees

27 Oct - 28 Oct

Newly renovated entire guest suite in Orange County.

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

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

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.

2. 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 AU$253

AU$253

includes taxes & fees

25 Oct - 26 Oct

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

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

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

3. 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 AU$326

AU$326

includes taxes & fees

28 Oct - 29 Oct

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

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

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

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.

4. “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 AU$447

AU$447

includes taxes & fees

25 Oct - 26 Oct

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

A wicker basket with brochures on a glass table, a white vase with white flowers, and a white chair in a room with a window.

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

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

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, (19 reviews)

9.8/10

Exceptional

(19 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 AU$506

AU$506

includes taxes & fees

28 Oct - 29 Oct

Charming 3-Bed Cottage on Main Street in Historic Gordonsville

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

A bedroom with a large bed, two bedside tables, a desk, and a chair.

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

6. 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 AU$346

AU$346

includes taxes & fees

25 Oct - 26 Oct

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

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 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.

A kitchen with a central island, bar stools, a microwave, stove, and a large window with blinds.

7. 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 AU$625

AU$625

includes taxes & fees

26 Oct - 27 Oct

The Ranch at Wine Country - Complimentary Bottle!

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

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.

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

8. 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 AU$404

AU$404

includes taxes & fees

26 Oct - 27 Oct

The Pembroke Room in the historic Holladay House

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

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

9. 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 AU$656

AU$656

includes taxes & fees

26 Oct - 27 Oct

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

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.

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

10. 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 AU$360

AU$360

includes taxes & fees

2 Nov - 3 Nov

Historic Madison Eagle Inn

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

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.

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

11. 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 AU$608

AU$608

includes taxes & fees

26 Oct - 27 Oct

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

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.

12. 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 AU$840

AU$840

includes taxes & fees

3 Nov - 4 Nov

Fern Cottage Summary:

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 island, and a pendant light.

13. Pine and Vine

Pine and Vine

2.0 star property

Gordonsville

The price is AU$1,215

AU$1,215

includes taxes & fees

26 Oct - 27 Oct

Pine and Vine

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

A living room with a grey sofa, two windows with blinds, a standing lamp, and a wall-mounted sign.

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

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

14. 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, (99 reviews)

9.8/10

Exceptional

(99 reviews)

"Clean, sweet, and quiet. Perfect for a weekend away from everything "

Piper G.

The price is AU$357

AU$357

includes taxes & fees

28 Oct - 29 Oct

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

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

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

15. 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 AU$649

AU$649

includes taxes & fees

25 Oct - 26 Oct

Charming 4-bedroom house in Madison centrally located!

A modern kitchen with white cabinets, a wooden island, stainless steel appliances, and a herringbone wood floor.

A hallway with a dark wooden floor, a white door, and a black console table with two vases and a small plant. Two framed pictures hang on the wall above the table.

A covered patio with wicker furniture and a view of a green field and mountains.

A modern living room with a dining area, featuring a wooden dining table, a blue sofa, and a chandelier.

16. RiverFront Country Home with Blue Mountain Views

RiverFront Country Home with Blue Mountain Views

Free Union

9.8 out of 10, Exceptional, (41 reviews)

9.8/10

Exceptional

(41 reviews)

"Enjoyed our stay."

Katrecia B.

The price is AU$266

AU$266

includes taxes & fees

4 Nov - 5 Nov

RiverFront Country Home with Blue Mountain Views

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 modern bathroom with a shower, tiled walls, and a door leading to a living area with a sofa and a dining table.

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 AU$660

AU$660

includes taxes & fees

25 Oct - 26 Oct

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

A single-story house with a front porch, a chimney, and a small garden area.

A single-story house with a deck, a small outdoor seating area, and a garden.

A living room with wooden panel walls, a grey sofa, a coffee table, and a lamp.

A kitchen with wooden cabinets, a double sink, a microwave, a coffee maker, and a refrigerator.

18. Quiet-peaceful 2-bedroom house with AC in Stanardsville, VA. No pets.

Quiet-peaceful 2-bedroom house with AC in Stanardsville, VA. No pets.

Stanardsville

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"We stay in rentals quite often in this area. This is one of the best ones for the price. This house was conveniently located to everything but far enough away for the peace and quiet. The house was well equipped for those of us who like to cook. We really enjoyed our stay and plan on returning if available going forward."

Anonymous traveller

The price is AU$424

AU$424

includes taxes & fees

2 Nov - 3 Nov

Quiet-peaceful 2-bedroom house with AC in Stanardsville, VA. No pets.

A living room with a black wood stove, a leather sofa, a wooden coffee table, and a television mounted on the wall.

A modern kitchen with a stainless steel microwave, a digital clock, and a kettle on the stove.

A bedroom with a bed, a nightstand, a lamp, a ceiling fan, a window with curtains, and a door leading to a balcony.

A dining area with a table covered by a green tablecloth, surrounded by wooden chairs. There is a window with blinds, and a kitchen area with a coffee maker and a microwave is visible to the left.

19. Rugby Road Residential -RRR- near UVa and downtown

Rugby Road Residential -RRR- near UVa and downtown

Barracks Rugby

10.0 out of 10, Exceptional, (58 reviews)

10/10

Exceptional

(58 reviews)

"Spacious, quiet and very near to everything Charlottesville has to offer!"

Kate M.

The price is AU$392

AU$392

includes taxes & fees

26 Oct - 27 Oct

Rugby Road Residential -RRR- near UVa and downtown

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

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

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.

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

Private luxury dome with hot tub & fire pit.

Unionville

The price is AU$583

AU$583

includes taxes & fees

27 Oct - 28 Oct

Private luxury dome with hot tub & fire pit.

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 Somerset Hotel Reviews

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Clean room, nice place for weekend."

Heng 1-night trip

Posted 10 hours ago

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

English Inn of Charlottesville

8/10 Good

"Good breakfast Hot food needs to be a bit warmer."

Matteas 2-night trip

Posted 10 hours ago

English Inn of Charlottesville

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

10/10 Excellent

"Stayed here twice and will stay again Staff all very friendly Very Close to UVA Hospital whice was nice for early morning appointments"

Letina 1-night trip

Posted 12 hours ago

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

Comfort Inn & Suites Charlottesville Hollymead Town Center

8/10 Good

"It was clean stuff was friendly"

Andy 2-night trip

Posted 13 hours ago

Comfort Inn & Suites Charlottesville Hollymead Town Center

Omni Charlottesville Hotel

10/10 Excellent

"This hotel was absolutely perfect. Not only was the room clean, quiet and the staff was friendly and professional, it was the extra touches like robes for after our shower, dimmable lights and just a gorgeous lobby. We will be looking for more Omni Hotels in the future."

Thomas 2-night trip

Posted 14 hours ago

Omni Charlottesville Hotel

Hampton Inn Charlottesville

10/10 Excellent

"."

Jordan 1-night trip

Posted 17 hours ago

Hampton Inn Charlottesville

DoubleTree by Hilton Hotel Charlottesville

10/10 Excellent

"This was an excellent stay. The property is well maintained and conveniently located near everything you need."

Michael 2-night trip

Posted 1 day ago

DoubleTree by Hilton Hotel Charlottesville

Sonesta ES Suites Charlottesville University

10/10 Excellent

"The breakfast was really good and the staff running the breakfast buffet were extremely helpful and so nice. We also enjoyed the beds in the room. They were not too firm and very comfortable."

Andrea 2-night trip

Posted 2 days ago

Sonesta ES Suites Charlottesville University

Comfort Inn Monticello

10/10 Excellent

"Convenient to Kluge Ruhe. Quiet and good breakfast"

Delvene 1-night trip

Posted 2 days ago

Comfort Inn Monticello

Find out more about Somerset

Somerset Holiday Homes information

Number of reviews	533
Accommodation	235 Holiday Homes
Lowest Price	AU$237
Highest Price	AU$1,215

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Somerset on Expedia.com

Holiday Homes in Somerset

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Somerset holiday homes

1. Newly renovated entire guest suite in Orange County.

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

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

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

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

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

7. The Ranch at Wine Country - Complimentary Bottle!

8. The Pembroke Room in the historic Holladay House

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

10. Historic Madison Eagle Inn

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

12. Fern Cottage Summary:

13. Pine and Vine

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

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

16. RiverFront Country Home with Blue Mountain Views

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

18. Quiet-peaceful 2-bedroom house with AC in Stanardsville, VA. No pets.

19. Rugby Road Residential -RRR- near UVa and downtown

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

Find holiday rentals that suit your style

Top Somerset Hotel Reviews

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Find out more about Somerset

Somerset Holiday Homes information

Explore a world of travel with Expedia