
Places to stay near James Monroe's Highland
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Top-rated holiday rentals near James Monroe's Highland
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Unique space in downtown Belmont
Unique space in downtown Belmont close to all wineries and breweries. Minutes to the downtown mall and Monticello. Minutes to UVA grounds rotunda and Both hospitals. Many unique restaurants and shopping are also close by. Sleeps up to 4 . Two queen, beds upstairs in separate bedrooms . One private bath. There are no shared spaces! Unit is owner occupied in a separate space with own entrance. For more then 4 quests contact host. 1 person or 1 couple , discounts maybe available contact host

Idyllic Cottage Retreat
⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

One Level Living at Shadwell Terrace
Set in the heart of Wine Enthusiast’s Wine Region of the Year, this newly renovated 2-bedroom, 800 sq/ft terrace level flat with separate entrance, is located in a private setting in the Keswick area. Close to Downtown Charlottesville, we are adjacent to Clifton Inn and Glenmore and minutes to Keswick Hall. After exploring many of Virginia’s wineries, breweries, and historical sites, kick your feet up between the trees in the hammock or share your adventures online with our high speed Wi-Fi.

Rooftop*Mountains*Lake/Near Monticello/DT/Wineries
Spacious modern house with a large furnished rooftop deck overlooking Monticello & Carter Mountain. Two spacious primary bedroom suits (one on each floor) with attached decks, plus additional two bedrooms and a full bathroom on the 2nd floor. Located in a quiet neighborhood. Backs up to a lake for beautiful views and tranquil environment. Convenient location - minutes away from Monticello (2 mi/4 min), downtown (2.5 mi/6 min), UVA (3 mi/9 min), wineries (closest: 3.5 mi/5 min) & breweries.

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!

Terrell House, ca 1850
This ca 1840 house, listed on the National Register of Historic Place as part of the Scottsville Historic District, has been completely renovated. It is located in historic Downtown Scottsville. Within walking distance are four restaurants and a brewery. A grocery store and other restaurants also a short drive away. A nature area with trails is also nearby. It has a kitchen, dining and living area. WiFi. If this house is already reserved, I have other properties that could be available.

Shepherdess Cottage
Charming cottage located in Scottsville, Virginia on a 93 acre sheep farm. It is located 19 miles from Charlottesville. The Shepherdess Cottage is tiny, relatively private and offers beautiful views. We are a working farm so you may encounter us, but will respect your privacy as much as we can. You are welcome to "free range" with our sheep and enjoy exploring the property. Sometimes our lambing season (pretty much year-round) will offer bottle babies that you can feed and cuddle.

Unit 1_Expansive Luxury Suite for up to 4 Persons
Take a journey to Albemarle County and experience historical sites and luxurious accommodations. Sonsak is uniquely situated on the Thomas Jefferson Parkway; nears area's most celebrated landmarks, including Monticello - Home of Thomas Jefferson, directly across Michie Tavern and near Ash Lawn - Home of James Monroe, Carter Mountain Orchard and numerous Vineyards. Embark on a 'Journey Through Hallowed Ground', an unforgettable experience that's packed with history and beauty.

The Octagon ~ bright/spacious 2BR Downtown Retreat
Bright and spacious two bedroom apartment with ample free off-street parking, two blocks from the Historic Downtown Mall. Walk to shops, restaurants, coffee, yoga, and music venues. 10 minute walk ~ the historic downtown mall 5 min ~ Rivanna River - walking trail and tubing/kayaking/SUP 5-10 min ~ UVA 5-10 min ~ Monticello Trail 10-15 min ~ Monticello 15-30 min ~ MANY popular wineries, breweries, and hiking in the Blue Ridge Mountains

Log Cabin on the River
Thank you for your interest in staying here. We are taking every precaution possible to ensure the safety of our staff and guests by using CDC approved sanitizers exclusively and we are disinfecting all door handles, switches, remotes, cabinets, appliances etc. Your cabin is self check-in with private (key code) entrance, full kitchen and full bathroom. All amenities are open and operational at this time.

Beautiful, Cozy, Downtown Apt!
Enjoy a stylish experience at this centrally-located place. Beautifully curated apartment with luxury kitchen, tiled bathroom and wonderful deck. It has two split units to keep the place as cool or as warm as you desire. Semi-firm Queen mattress for a perfect nights sleep. A short walk to the Historic Downtown Malls shops and restaurants and The Rivanna River for tubing, swimming, biking, picnics.

2 King + 1 Twin XL Near Downtown & UVA
⭐️Two bedroom lower-level apartment (2 king beds, 1 twin XL, 1 toddler bed, 1 pack-n-play) in a quiet neighborhood near downtown! ⭐️Our guests rave about the excellent value, amenities, & cleanliness! 📍1 mile from UVA Hospital and Downtown Mall 📍1.6 miles from UVA ⭐️No smoking! ⭐️Please read note about the slope to the entrance 🟢The person booking must be present during the stay
Popular amenities for holiday rentals near James Monroe's Highland
Condo rentals with Wi-Fi

The Modern Mountain Condo

All-Season 2bd/2ba next to Spa view of Golf Course

3 BR, 3 bath, BWC, EMU, JMU, 1-81 *WIFI* Buc-ee's

Five Minute Walk to Everything!

Ski-In Ski-Out ~ Mtn Views ~ King Suite

Eight Minute Walk to Everything

Mountain Views

Luxurious Posh Downtown Condo
Family-friendly house rentals

Cliffs Edge -A Contemporary Mountain Home

3BR / Pets Welcome / Fenced Yard / Fiber Internet

Cozy 3 bedroom home near UVa and Downtown Mall.

Charming Cottage at Golden Hill

Stylish Belmont Studio: Walk to Downtown Mall

Perfect getaway among the orchards of Batesville

Moss Vineyards Lodging

The Loft at Minor Mill - Private loft apartment.
Apartment rentals with air conditioning

Patio Downtown Retreat

Belmont BnB ~ 2BR/1BA ~ Comfort & Convenience

Endless Mountain Top Views from All The Way Up!

The Barn at Haden near Wineries and C'ville

Charming St. Charles

Historic Beauty and Walkable to Everywhere

Main Street Downtown Balcony Apartment

Love 2B close 2U: Quiet, comfy Apartment & Pool!
Other great holiday rentals near James Monroe's Highland

Robinson River Cabin - Tri Creek Farm

Ultimate cabin in the mountains

Log Cabin w/ Views! 8+ Acres! Pets!

Shenandoah Getaway Cabin on 5 Acres w/ *Hot Tub*

Rare Find: Private Animal Sanctuary & Tiny Cottage

Hardpan Cottage

Serenity by the Stream

Cottage at Frog Jump- woodland privacy at its best
Destinations to explore
- Shenandoah National Park
- Luray Caverns
- Early Mountain Winery
- Downtown Mall
- Lake Anna State Park
- Wintergreen Resort
- Frontier Culture Museum
- Prince Michel Winery
- Blenheim Vineyards
- Devils Backbone Brewing Co Basecamp
- Cardinal Point Winery
- John Paul Jones Arena
- Glass House Winery
- Monticello
- University of Virginia
- James Madison University
- The Rotunda
- Cooter's Place
- Grand Caverns
- White Lotus Eco Spa Retreat
- IX Art Park
- James Madison's Montpelier
- James River State Park
- White Oak Lavender Farm & The Purple WOLF Vineyard




