
Places to stay near James Madison's Montpelier
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Top-rated holiday rentals near James Madison's Montpelier
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Iconic Farmhouse w/ Furnished Silo & Highland Cows
This beautiful house is the culmination of eight friends’ vision for an ecological and architectural experience. Set on a picturesque 33-acre grassfed cattle farm, this 4 bedroom, 3 loft, 2.5 bath dwelling is ideal for family get-togethers and intimate reunions with old friends. Many Blue Ridge Mountain sunsets have been celebrated from the open air balcony. Due to the number of staircases and separated rooms, the property is not ideal for folks with toddlers or those with mobility limitations.

Taj Garage Guesthouse
Above garage guesthouse with private, self check-in entrance, off-street parking, among historic homes, 4 blocks to restaurants, shops, park, etc. in downtown Orange. Includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Custom heart pine furniture, EV charger, refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites. Four blocks from the railroad so you will occasionally hear "that lonesome whistle blow".

Cozy Farm Apt near Cville•wineries, mt. views
Come experience a relaxing getaway on our family’s dairy farm! Set in beautiful Orange County, We are close enough to Charlottesville (25 min) to fulfill all your shopping and eating needs, but have the privacy, calm and tranquility of the country, with beautiful majestic mountain views! This is a wonderful location for exploring all of wine country, unwinding from the hustle of busy life, and then taking in the sunset in this quiet country setting with rolling hills as your backdrop!

Shenandoah Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Shenandoah Yurt is a one-of-a-kind luxury retreat perched in the serene seclusion of the mountains. You’ll find no compromises with respect to premier cabin-like construction, modern amenities, a hot tub, wood-burning stove, archery, EV charger, sizable elevated deck, pool table, board games and so much more! This extraordinary stay is surrounded by the colorful environs of Shenandoah National Park at an elevation of over 2,500 ft! Experience #YurtLife—just 2 hours away from Washington DC!

Shenandoah Stargazer with Sauna
Stargazer is the perfect place to get away from it all! The stillness and serenity of being nestled in a bird and wildlife sanctuary is so good for your soul. Watch the sunrise from a hanging basket chair at 2700 feet of elevation, or wait for moonrise and toast spectacular star views! Relax in the sauna after a day filled with hiking and an al fresco meal on the deck. Roast s’mores at the deck fire table or over the side yard fire pit. There's magic in the air at this mountaintop retreat!

Cabin at Rabbit Hollow
Charming log cabin nestled in a glen by the Shenandoah National Park is an ideal retreat for a romantic get-a-way. The first floor contains a beautiful kitchen, dining area, full bathroom featuring a whirlpool tub, and cozy living room with a wood burning fire place. The second level holds the bedroom with a comfortable king size bed and a half bathroom. There are two porches where guests can relax with their morning coffee or evening cocktails while enjoying the wooded and mountain views.

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.

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!

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.

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking
Bring the whole fur family & enjoy precious time away from the hustle & bustle of everyday life. This updated cabin sits on 12.5 acres of mainly wooded land in the heart of the blue ridge- Madison County. Within 30 minutes of wineries, breweries, hiking, & Charlottesville! Boasting a primary loft bedroom w/ a queen bed and a bonus room w/ a full bed, this home away from home can comfortably sleep 4-5! Front porch swing & fenced yard for the pups to play. Guests can completely relax!

The Cottage At Liberty Mill Upgraded WI FI Pet $50
Brand new charming cabin with views of the Blue Ridge Mountains. Two bedrooms, Loft with 2 twin beds, two large bathrooms and a spacious common area. Exposed chestnut beams, working gas fireplace make this cabin a perfect getaway. All the amenities you could want. Located minutes from James Madisons' Montpelier, 5 minutes from Historic Orange, 30 minutes to Charlottesville, 20 minutes to Culpeper and less than 2 hours to Washington, DC. A loft area with 2 twin beds. Upgraded WIFI

Hidden Haven
Hidden Haven is just that! A 600 square foot romantic, private, peaceful, little haven. Hidden in the woods just 6 miles outside of the Town of Orange. Open the garage door in the living area and step out on the 300 square foot screened in porch where you can relax at the firepit under the covered roof. On the porch at Hidden Haven, we like to say, "time wasted is time well spent". The romantic vibe and modern amenities make it a prefect place for a couple's getaway.
Popular amenities for holiday rentals near James Madison's Montpelier
Apartment rentals with wifi

Historic Two Bedroom in Old Town Warrenton

Massanutten Woodstone Apartment Units, 2BR & 2BA

Pet-Friendly Lake Anna Condo w/ Boat Slip

Massanutten Woodstone 2-BR, 2 Bath

Luxurious Posh Downtown Condo

Beautiful 2BD condo in an equestrian themed resort

Waterfront Condo with Boat Slip!

First Floor Lake Anna Waterfront Condo + Boat Slip
Family-friendly house rentals

Historic 1790 House Near Charlottesville

The Ranch at Wine Country - Complimentary bottle

Farm Cottage w. Blue Ridge views 20 mins from SNP

Charming Cottage at Golden Hill

Tranquil Estate, Cottage, Vineyards and C'ville

Firnew Cottage

The Loft at Minor Mill - Private loft apartment.

Cozy Farmhouse Getaway
Apartment rentals with air conditioning

Cardinal Cove: Waterfront Kayaks Firepit Boatslip

Beautiful, Cozy, Downtown Apt!

Downtown Suite with Outdoor Terrace

Patio Downtown Retreat

Parker Mountain Carriage House Near SNP, UVA & JMU

Red Fox Retreat

The Barn at Haden near Wineries and C'ville

1 Bedroom Apartment With a Kitchenette on 28 Acres
Other great holiday rentals near James Madison's Montpelier

The Crooked Cabin

Robinson River Cabin - Tri Creek Farm

Tugboat/Private Lake - Farm Animals - Fish, Swim,

Blue Ridge Retreat 2 w/ Hot Tub/Sauna/Cold Plunge!

THE PERFECT HIKING & WINERY COUNTRY RETREAT

Mountain Cabin Getaway w/WiFi, TV, Fire Pit, Patio

New, 5BD/4BA | hot tub, arcade, pool table, views

Charming Chalet in Blue Ridge Wine Country
Destinations to explore
- Shenandoah National Park
- Kings Dominion
- Luray Caverns
- Lake Anna State Park
- Early Mountain Winery
- University of Virginia
- Downtown Mall
- Wintergreen Resort
- Devils Backbone Brewing Co Basecamp
- Blenheim Vineyards
- Prince Michel Winery
- Glass House Winery
- Cardinal Point Winery
- James Monroe's Highland
- Monticello
- Shenandoah River Outfitters
- Frontier Culture Museum
- The Rotunda
- John Paul Jones Arena
- Grand Caverns
- White Oak Lavender Farm & The Purple WOLF Vineyard
- James Madison University
- The Plunge Snow Tubing Park
- Shenandoah Caverns





