Holiday rentals in Gordonsville

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Top-rated holiday rentals in Gordonsville

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Guest favourite

Guest house in Orange

5.0 out of 5 average rating, 181 reviews

Taj Garage Guesthouse

Newly constructed (2021) above garage guesthouse with private, self check-in entrance, off-street parking, located among historic homes just 4 blocks to restaurants, shops, park and art galleries in downtown Orange. Guesthouse includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Handcrafted heart pine furniture. Level 2 EV Charger. Kitchen includes refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites.

3–10 Jan

$160 SGD per night

Guest favourite

Guest house in Gordonsville

4.91 out of 5 average rating, 171 reviews

La Petite Maison at Hedgeapple Hollow

La Petite Maison (our guest house) is the perfect place to simply get away from the hustle and bustle and relax! Sit in the private screen porch and watch the sun melt into the mountains. Deer, hummingbirds, bluebirds, and the occasional turkey like to hang out on the 8 acres of the property, perfect for any wildlife lover. Enjoy the fenced in common area featuring a seasonal in-ground pool. Conveniently situated near award-winning wineries, Montpelier, and historic downtown Gordonsville.

28 Apr – 5 May

$196 SGD per night

Guest favourite

Bungalow in Orange

4.98 out of 5 average rating, 359 reviews

Farm Cottage just outside town of Orange.

Charming 1920's cottage on a large farm just outside the town of Orange. Completely renovated and updated. Convenient to vineyards, battlefields, wedding venues and popular tourist destinations. Bucolic setting, very private. Spaces to enjoy the out of doors. Less than 2 miles to in-town wedding venues and Rounton Farm. Less than 4 miles to Inn at Willow Grove. 5 miles to Montpelier. Less than 7 miles to Grelen. 10 miles to Gordonsville. 12 miles to Barboursville. 19 miles to Mineral.

8–15 Jul

$194 SGD per night

Guest favourite

Cottage in Orange

4.95 out of 5 average rating, 364 reviews

Private Fenced Yard for Dogs/Horses - 2BR Cottage

2BR Hen and Hound Cottage is located just outside Orange, VA and has a private fenced yard for pets and walk-in access to adjacent James Madison's Montpelier and its many walking trails. In addition, we are minutes away from all of the popular wedding venues in Orange and a short drive to Shenandoah National Park. Our house on Whistle Stop Farm (so named for the train that passes by) is next to the cottage if you need us. Otherwise, the place is yours. Come enjoy some time in country!

21–28 Aug

$146 SGD per night

Guest favourite

Flat in Gordonsville

4.99 out of 5 average rating, 367 reviews

A private apartment with Self Check-in.

This newly renovated one bedroom apartment is in the heart of historic downtown Gordonsville. No box stores here, just quaint shops and restaurants. The apartment is right on Main Street nestled in the middle of boutique shops and brick sidewalks with Monticello, Montpelier, the University of Virginia, Shenandoah National Park, local vineyards and many historic sites near by. This is a private second story apartment above a local business with a separate entrance and key-less entry.

3–10 Feb

$121 SGD per night

Guest favourite

Cottage in Gordonsville

5.0 out of 5 average rating, 125 reviews

Merry View Cottage

Our newly renovated farm cottage sits at the edge of a grove of giant hardwoods. Enjoy year round mountain views, including Merry Mountain. Ease into the morning while watching wildlife from a front porch rocker. Visit local wineries, breweries, restaurants, museums, shops, hiking trails or wedding venues. Unwind in the hammock or practice yoga on the back deck. Prepare dinner in our full size kitchen. Then, star gaze around the fire-pit after dark. This peaceful oasis awaits you.

27 Sep – 4 Oct

$209 SGD per night

Guest favourite

Cabin in Gordonsville

4.87 out of 5 average rating, 305 reviews

18th Century Charming Bungalow# 127 pool & wifi

Escape & unwind from city life on a beautiful historic, 250 acre estate 20 minutes from Charlottesville! Our historic bungalow comfortably fits 2-4 people and is perfect for those who just want to take a step back in history and enjoy the wonder nature has to offer! For outings we are only 20 min away from Jefferson's "Monticello" & 35 min from James Madison " Montpelier". Play golf 5 min away at Spring Creek Golf. Treat yourself to an onsite certified massage wellness therapist.

2–9 Dec

$188 SGD per night

Guest favourite

Guest suite in Charlottesville

4.94 out of 5 average rating, 119 reviews

The Brothers Great Room

Your private guest suite is located in Northern Albemarle County Virginia. We are just off of Route 29 with easy access to local venues. The suite is on the 2nd floor, up one flight of stairs. Albemarle County is central to the University of Virginia, Monticello, Montpelier, and nearby Shenandoah National park. There are many wineries, craft beer breweries, and wedding venues in the area. Your four legged friends may run the open areas. Please clean up after your pet.

8–15 Aug

$103 SGD per night

Superhost

Home in Gordonsville

4.9 out of 5 average rating, 134 reviews

Belle Haven | Idyllic Farm Cottage 3 BR / 2 BA

“A perfect escape!” Private grounds, outdoor seating and bonfire pit, indoor fireplace, and beds to comfortably sleep six. Minutes from Gordonsville shopping, dining, and wineries. Check us out on IG: @bellehavencottage Belle Haven Cottage is your private retreat just 2 hrs from DC, 1 hr from Richmond, and 30 min from Charlottesville. Nestled on a 150-acre farm, it is the perfect place for a couple, family, or friends to get away from the hustle and bustle of life.

1–8 Jul

$423 SGD per night

Guest favourite

Bungalow in Gordonsville

4.98 out of 5 average rating, 384 reviews

The Gordon Cottage

Welcome to the Gordon Cottage! Located on Main St in Gordonsville, about 30 mins north of Charlottesville, Va., the cottage is a great base of operations for all your central Virginia travels including, Monticello, Montpelier, Ashlawn, UVA and the surrounding wineries, breweries and distilleries. The cottage is renovated throughout and is a comfortable and cozy place for your vacation. We are an easy walk to downtown Gordonsville for nearby restaurants and shops.

13–20 Dec

$281 SGD per night

Guest favourite

Farm stay in Barboursville

4.98 out of 5 average rating, 174 reviews

Moonfire Farm cozy Shenandoah Region Getaway

Experience charm and nature at Moonfire Farm! Our finished basement on a 5-acre hobby farm offers delightful animal encounters with chickens, ducks, alpacas, and hilarious goats. Our active family of three, including our 7-year-old daughter Piper, welcomes you. High-speed Internet and nearby wineries, breweries, hiking trails, and pick-your-own fruit locations await you. Explore our guidebook for recommendations. Book now for a memorable farm getaway!

3–10 Sep

$183 SGD per night

Superhost

Flat in Barboursville

4.8 out of 5 average rating, 189 reviews

Burnley Beauty Apartment

Renovated private basement apartment located in Barboursville wine country! Relax out where it’s silent and you won’t hear any traffic. We are just a short drive to town where you can enjoy points of interest such as UVA, Monticello, wineries, breweries, and shenandoah parkway! We are happy to host and help accommodate our guests! We are animal lovers so check out our guidebook or ask us if you need pet friendly recommendations.

28 May – 4 Jun

$97 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Gordonsville holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Gordonsville's top sights

Barbeque Exchange97 locals recommend

Inwood Restaurant6 locals recommend

Food Lion16 locals recommend

Well Hung Vineyard25 locals recommend

The Exchange Hotel Civil War Medical Museum27 locals recommend

Fabio's Pizza8 locals recommend

Other great holiday rentals in Gordonsville

Guest favourite

Guest house in Troy

4.96 out of 5 average rating, 175 reviews

Cabin in The Pines

20–27 Jul

$120 SGD per night

Guest favourite

Guest suite in Louisa

4.92 out of 5 average rating, 239 reviews

The Crystal Peony (WIFI INCLUDED)

2–9 Jan

$122 SGD per night

Guest favourite

Serviced apartment in Somerset

4.99 out of 5 average rating, 143 reviews

Newly Renovated•Private Farm Apartment near Cville

18–25 Apr

$296 SGD per night

Guest favourite

Tiny home in Gordonsville

4.94 out of 5 average rating, 115 reviews

Glamping Cabin, Gorgeous Views, Sunsets! 1

11–18 Jun

$126 SGD per night

Guest favourite

Cabin in Ruckersville

4.93 out of 5 average rating, 363 reviews

Mountain View’s cabin!

12–19 Jun

$127 SGD per night

Guest favourite

Home in Montpelier Station

4.93 out of 5 average rating, 461 reviews

The Cottage At Liberty Mill. Pets allowed $25

12–19 Dec

$246 SGD per night

Guest favourite

Guest house in Charlottesville

4.98 out of 5 average rating, 246 reviews

Renew @ Coniferidge.

29 Jun – 6 Jul

$177 SGD per night

Guest favourite

Flat in Madison

4.9 out of 5 average rating, 229 reviews

The Studio at Dark Run Retreat

7–14 Jun

$112 SGD per night

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Quick stats about holiday rentals in Gordonsville

Total rentals	10 properties
Rentals with dedicated workspaces	10 properties have a dedicated workspace
Pet-friendly rentals	10 properties allow pets
Family-friendly rentals	10 properties are a good fit for families
Total number of reviews	1.3K reviews
Nightly prices starting at	$82 SGD before taxes and fees

Holiday rentals in Gordonsville

Top-rated holiday rentals in Gordonsville

Guest house in Orange

Guest house in Gordonsville

Bungalow in Orange

Cottage in Orange

Flat in Gordonsville

Cottage in Gordonsville

Cabin in Gordonsville

Guest suite in Charlottesville

Home in Gordonsville

Bungalow in Gordonsville

Farm stay in Barboursville

Flat in Barboursville

Holiday rentals for every style

Cabins

Hotels

Unique stays

Popular amenities for Gordonsville holiday rentals

Stay near Gordonsville's top sights

Other great holiday rentals in Gordonsville

Guest house in Troy

Guest suite in Louisa

Serviced apartment in Somerset

Tiny home in Gordonsville

Cabin in Ruckersville

Home in Montpelier Station

Guest house in Charlottesville

Flat in Madison

Quick stats about holiday rentals in Gordonsville

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore