
Places to stay near James Madison's Montpelier
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near James Madison's Montpelier
Guests agree: these stays are highly rated for location, cleanliness and more.

The Crooked Cabin
Come get away from the hustle and bustle at the Crooked Cabin! You are sure to be comfortable in this spacious and unique space that is nestled in beautiful farmland at the foot of the Blue Ridge Mountains. 10 min to SNP! Sunrises over the fields and orchards behind and sunsets over the mountains in front of you create a magical and memorable experience. This log structure used to be a tobacco drying barn inthat was then converted to a cabin residence and has recently been thoughtfully renovated

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".

Willie's Place Country Cottage Pets Allowed
Step out your front door and pet horses located next door. Willie's place is newly renovated and has all the amenities you need. Located close to wineries, shopping, wedding venues, Historic Montpelier, Corn Maze, Town of Orange, Woodberry Forest School, 10 minutes to Gordonsville, 30 minutes to Charlottesville. Kayak the Rapidan, take a horseback ride at Oakland Heights or see a play at Barboursville. Exposed beams throughout, a beautiful Loft and back porch for sitting. You won't go wrong.

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 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.

Spacious Shenandoah Home on 35 Private Acres
Sitting on 35 acres of private land to be explored, this classic countryside vacation rental ticks all the boxes for a relaxing outdoors-geared getaway! You can practically picture yourself enjoying a glass of wine after a long day of exploring the natural beauty of Virginia from this perched hillside home, sporting a long private drive, and an expansive furnished deck. This 2-bed, 2.5-bath outdoors oasis is sure to have everyone unplugged, outside and enjoying living in the moment.

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!

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

Downtown C'ville Luxury w/ Rooftop + Common House

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

Walnut Run Farm - Private & Quiet - Sperryville

Farm Cottage w. Blue Ridge views 20 mins from SNP

Charming Cottage at Golden Hill

Tranquil Estate, Cottage, Vineyards and C'ville

Firnew Cottage

Cozy Farmhouse Getaway
Apartment rentals with air conditioning

Cardinal Cove: Waterfront Kayaks Firepit Boatslip

Beautiful, Cozy, Downtown Apt!

Dog-Friendly Downtown Studio — Walk to Park&Shops

Rustic River Retreat- 2 Bedroom Riverfront Lodging

Parker Mountain Carriage House Near SNP, UVA & JMU

Luxury Apartment in Downtown Culpeper

1 Bedroom Apartment With a Kitchenette on 28 Acres

A private apartment with Self Check-in.
Other great holiday rentals near James Madison's Montpelier

Secluded LUX Bunker | Hot Tub, Views & Trails

Shenandoah Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

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

Iconic Farmhouse w/ Furnished Silo & Highland Cows

Charming Chalet in Blue Ridge Wine Country

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

Private Luxury Cabin w/ Shenandoah Mountain Views

Ava A-Frame•Hot Tub•Theater•Hidden Stair•EV Charge
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





