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Holiday rentals in Hood

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Top-rated holiday rentals in Hood

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Guest favourite
A living area features a dark leather armchair and a black sofa adorned with decorative pillows. A round coffee table sits on a patterned rug, while a floor lamp provides soft lighting. Large windows offer a view of the surrounding nature.
Cottage in Hood
4.95 out of 5 average rating, 126 reviews

The Cozy Conway Cottage

Enjoy peace and quiet along the Conway River. This relaxing getaway is about 1/4 mile off of rte 230. The cottage was an original one-room cabin with a centrally located wood stove/fireplace. It now boasts 2 bedrooms, 1 bathroom, a full kitchen, large windows and a patio/deck with river views. During the fall and winter months, you can see the sunset over the mountains of the National park. It’s a 20 min drive to the Shenandoah National Park entrance and 5 minutes from Early Mountain Vineyard.

Top guest favourite
Lush green shrubs form a natural foreground against rolling hills. A distant mountain is partially shrouded in mist, while blue skies are visible above. Farm buildings are seen in the background, nestled among the trees and fields.
Chalet in Hood
4.98 out of 5 average rating, 293 reviews

Firnew Studio

Romantic getaway from the city in the heart of Virginia Wine Country, 15 minutes to Shenandoah National Park, 30 minutes to Charlottesville. Private art studio on 265 acre farm with spectacular Blue Ridge views. Deck overlooks pond. Perfect sunrise and sunset viewing. Walk to swimming hole, collect fresh eggs, feed goats, canoe in pond or simply relax on large private deck. Perfect for one couple. Close to wineries, breweries, hiking, Montpelier, Monticello. 1.5 hrs from DC/ Richmond.

Top guest favourite
A private hot tub is positioned on a wooden deck, inviting relaxation. The exterior of a two-story building is visible in the background, featuring a well-maintained lawn and a staircase leading to a covered porch. Soft lighting illuminates the outdoor seating area.
Flat in Madison
4.91 out of 5 average rating, 261 reviews

The Studio at Dark Run Retreat

Quiet studio on a secluded 5 acres only 3 miles from town. Kick back and relax by the pool in the warmer months, or in the hot tub in the cooler months. Small trails lead to the creek running along the property, maybe you'll even catch a glimpse of the deer or turkey that wander thru...we've even seen a lil bear once! There is an apartment above the studio, so we ask that you be mindful of those guests if occupied. *The studio got a make-over! As of 10/6/20, we will no longer be hosting pets*

Guest favourite
A charming cottage is set against a backdrop of lush trees. A welcoming front porch with white railings encircles the entrance. The property features landscaped areas with low shrubs and concrete steps leading to the front door.
Home in Stanardsville
4.89 out of 5 average rating, 226 reviews

The Conway House

Get away on the Conway, a place to recharge, relax and explore. Located just outside a back entrance to the Shenandoah national park. Walk, run, or bike these lightly traveled country roads to access the trail heads. This private cottage is the ideal location for visiting the Shenandoah national park, hiking, fishing, biking, wineries, and getting away to relax. This newly remodeled mountain retreat is updated with modern decor and all the essentials for an unforgettable mountain getaway.

Guest favourite
The cottage showcases a rustic exterior with green siding and a metal roof. A screened porch is visible on the right, surrounded by trees and a grassy area. A wooden fence frames the property, enhancing the natural setting.
Cottage in Stanardsville
4.98 out of 5 average rating, 249 reviews

The Birds Nest Cottage

Our home is a newly renovated charming cottage nestled in the foothills of the beautiful Virginia Blueridge Mountains. You'll enjoy old cottage charm with added modern but classic updates to the entire home. Relax on the screened in back porch with tranquil sound of a water feature . Our home is centrally located near several beloved attractions like Skyline drive, Charlottesville, Massanutten Ski Resort, wineries and antique shops. Greenehills Country Club is directly across from our home.

Top guest favourite
Yurt in Stanardsville
4.96 out of 5 average rating, 1,242 reviews

Yurt*POOLpeace*FARM*horses*goats*woods*STARS*Hotub

Come experience living in a round structure filled with amenities-fully equipped kitchen, deep tub, heating and AC, hot tub and in-ground pool. Great for couples, friends, and families. A 10 minute hike gets you into Shenandoah National Park, explore our 58 acres on numerous walking trails, visit Charlottesville, historical sites, caves, or play in rivers. Child friendly- no pets.( PRIVATE hot tub Nov 20- March 1.) Check out Cair Paravel Farmstead on FB/the web to see all we have to offer.

Top guest favourite
A rustic log cabin is surrounded by lush greenery in a serene wooded setting. The spacious front lawn is fenced, providing a safe area for pets. The porch features a swing, inviting relaxation amidst the natural landscape.
Cabin in Madison
4.96 out of 5 average rating, 109 reviews

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!

Guest favourite
This rustic cabin is nestled among trees, featuring a spacious deck with sturdy wooden railings. The stone foundation and wooden upper structure provide a cozy base. A fire pit is visible in the foreground, surrounded by grass, offering a gathering space for guests.
Place to stay in Stanardsville
4.84 out of 5 average rating, 392 reviews

Off the Beaten Path - Powell Mountain

This cabin is conveniently located near the Swift Run Gap entrance to Skyline Drive in Shenandoah National Park. Guests can enjoy hiking to water falls or to mountain peaks in the Park, then a trip to wineries/breweries in the Monticello district. Guests may enjoy an afternoon cooking out on the grill and relaxing in this secluded cabin in the mountains. On cool nights, the fireplace can provide warmth. The cabin is also about 20 miles from Massanutten Resort, straight along Rt 33.

Top guest favourite
A comfortable living area is furnished with a dark gray sofa and an armchair, arranged around a coffee table. A white brick fireplace serves as a focal point, complemented by a wall-mounted television. Natural light filters through a window adorned with patterned curtains.
Home in Madison
4.94 out of 5 average rating, 290 reviews

Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries

Beautifully renovated and cozy home in Madison, VA. Unit B is the bottom level of a duplex offering a peaceful setting, amazing views, close to wineries, wedding venues, hiking. SAUNA! On-site walking trail. Near Early Mtn Vineyards, Prince Michelle, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Greene, Shenandoah Nat. Park, Culpeper & Orange, w/ shopping, restaurants, breweries, hiking, antiquing, site seeing & more. Dogs allowed- $30 fee.

Guest favourite
A private deck offers unobstructed views of rolling hills and distant mountains, framed by bare trees and open fields. The white railing complements the natural landscape, creating a serene outdoor space to enjoy the surrounding scenery.
Cottage in Stanardsville
4.93 out of 5 average rating, 280 reviews

Romantic, Carriage House Studio at Fairhill Farm

Delight in the bold views of the Blue Ridge Mountains while lounging on your private deck at the Carriage House on Fairhill Farm. Stroll on 150 acres. Hike our private trails. Fish in private pond or river. Enjoy pool. Delight in farm animals including our miniature horses. Located 2 hours southwest of Washington, DC, 1 1/2 hours east of Richmond and 25 minutes north of Charlottesville, VA. Near Shenandoah National Park, Monticello, Montpelier, Ash Lawn, and UVA

Top guest favourite
A modern tiny cottage is shown, featuring a spacious wooden deck with outdoor seating and a propane grill. Large glass doors offer a view into the interior, while a compact sauna is positioned nearby on the grassy landscape, surrounded by lush trees.
Tiny home in Madison
5 out of 5 average rating, 119 reviews

Luxury Tiny Home 1: Sauna, River & Mountain Views

Welcome to Rooted Land Co., a 350-acre private retreat nestled at the base of the Blue Ridge Mountains with over one mile of Rapidan River frontage. The property features three luxury tiny cottages, each intentionally positioned for privacy and stunning mountain views. Guests are invited to enjoy hiking, fishing, wildlife observation, and farm life in a serene, rural setting just minutes from Virginia’s finest wineries, breweries, and Shenandoah National Park.

Guest favourite
Cottage in Madison
4.92 out of 5 average rating, 170 reviews

Charming Guest Cottage at Winery

Early Mountain Vineyards' charming Guest Cottage, nestled next to our front block of grapevines and below our historic hilltop barn, offers breath-taking views of the Blue Ridge Mountains and a serene place to watch the sunset while sipping wine. Only short distance to our Tasting Room - open 5 days a week, Thursday - Monday. We recommend a reservation in advance - this can be made via our website, Early Mountain Vineyards, or by calling our winery directly.

Popular amenities for Hood holiday rentals

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  4. Madison County
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