Holiday houses 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, 117 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
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, 116 reviews

Luxury Tiny Home 1: Sauna, River & Mountain Views

The retreat at Rooted Land Co. consists of 1 farmhouse and 3 luxury tiny cottages on 350 private acres nestled at the base of the Blue Ridge Mountains with more than 1-mile of Rapidan River frontage. Each home is spaced with privacy in mind and positioned with breathtaking views. Countless outdoor activities including fishing, hiking, and wildlife viewing provide a unique experience during your stay. Rooted Land Co. is located just minutes from wineries, breweries, and Shenandoah National Park.

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
4.99 out of 5 average rating, 286 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.

Superhost
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, 222 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, 244 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
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, 106 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, 385 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.

Guest favourite
A welcoming entrance to the duplex is highlighted by a stone pathway leading to a wooden porch. Lush greenery surrounds the porch, with shrubs and trees providing a serene atmosphere. The sky is partially cloudy, adding to the tranquil outdoor setting.
Home in Madison
4.95 out of 5 average rating, 433 reviews

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

Renovated duplex in Madison, VA. Enjoy a peaceful setting, amazing views and convenient to wineries, wedding venues & hiking. SAUNA! On-site walking trail. Near Early Mtn Vineyards, Prince Michelle Winery, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Shenandoah Nat. Park, Culpeper & Orange. Shopping, restaurants, breweries, antiquing, site seeing and more. *RENT ENTIRE HOME* - Inquire for our unit A & B combined rate. Dogs allowed-$30 fee.

Top Guest favourite
The cabin, nestled among vibrant autumn foliage, is framed by colorful leaves and greenery. A wooden staircase leads to the entrance, where smoke gently rises from the chimney. Various plants and pumpkins decorate the landscape, contributing to the serene woodland ambiance.
Cabin in Stanardsville
4.99 out of 5 average rating, 234 reviews

Peaceful get-away or home base for adventure for 2

Saddleback cabin is 9.5 miles (22 minutes) to Swift Run entrance in Shenandoah National Park. Enjoy local breweries, wineries, antique and pottery shopping. We are 30 minutes from Charlottesville or Harrisonburg with lots of historical sites and caverns. If a quiet stay is your preference, enjoy the fireplace on the deck and star gaze, hear owls calling. You will experience pleasant sunrises from the deck, and peaceful wooded surroundings. No 3rd party bookings/2 adults only

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, 278 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

Guest favourite
A charming guest cottage is nestled among lush green landscaping. The structure features a metal roof and a porch with simple white railings. Tall trees provide shade, contributing to the serene atmosphere of the surrounding countryside.
Cottage in Madison
4.92 out of 5 average rating, 168 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.

Top Guest favourite
The cabin exterior is surrounded by lush greenery, with a spacious covered porch featuring a wooden railing. Planters with flowers are visible at the front, while a well-maintained lawn leads to the entrance. A small outbuilding is located nearby among the trees.
Cabin in Stanardsville
5 out of 5 average rating, 124 reviews

Conway Cabin

Conway Cabin is an old hunting cabin that we have made into a comfortable and relaxing getaway. It is located at the foot of Lewis Mountain part of the Shenandoah Nation Park. National Hiking trails just up the road and Early Mountain Winery and Bald Top Brewery are 15 minutes away. Go out enjoy your day and come back and relax in the Conway River or on the large covered porch. STARTING SEPTEMBER 2025 FIREFLY WIFI WILL BE AVAILABLE AT CONWAY CABIN

Popular amenities for Hood holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Madison County
  5. Hood