Holiday houses in Wolftown

4.94 out of 5 average rating, 117 reviews

Designer cabin in the woods at Shennadoah NP

Come relax at our scandi inspired cabin in the woods. Five acres of pristine woods are the perfect backdrop for our renovated house, making it an ideal weekend retreat away from the busy city life. Discover the best spots in the area, including wineries and breweries, caverns and trails, antique shops and local makers, only a few miles from the house. Whether you are looking for a restful getaway, a source of inspiration, or a place to stay while you discover Virginia, this is the place for you.

5 out of 5 average rating, 243 reviews

Farm stay in Madison

Rustic Farmhouse on Farm W/ Mountain & River 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.

4.98 out of 5 average rating, 238 reviews

Cottage in Stanardsville

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.

4.96 out of 5 average rating, 384 reviews

Guesthouse in Syria

Little House on Strother Run

Nestled between Mount Tom and Double Top Mountain and at the edge of the Shenandoah National Forest, Little House is the perfect starting out and ending point for a peaceful and relaxing stay in the Appalachian Mountains. Little House is located at the edge of our 7 acre property. You'll enjoy the bucolic atmosphere of our farmette which includes use of our shared sitting area on Strother Run. The sitting area is shared with the main house which is rented or used by our family periodically.

4.96 out of 5 average rating, 418 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.

Bungalow in Stanardsville

4.94 out of 5 average rating, 268 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

Treehouse in Stanardsville

4.86 out of 5 average rating, 119 reviews

Treehouse at Castle

Our cozy treehouse offers a one-of-a-kind accommodation, perfect for a romantic getaway or a peaceful retreat. The elevated deck provides breathtaking views of the surrounding woods, creating a magical setting for your stay. Inside, the treehouse is thoughtfully designed with rustic charm and modern comforts. The treehouse is equipped with a small kitchenette, allowing you to prepare simple meals and snacks. The bathroom, though compact, offers all the essentials.

4.92 out of 5 average rating, 161 reviews

Cottage in Madison

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.

4.91 out of 5 average rating, 321 reviews

Cottage in Ruckersville

Lake Haven Cottage

Make yourself at home at our peaceful 1-bedroom cottage that has everything you need for your trip to the Blue Ridge Mountains. The cottage comes with heating, AC, Washer+Dryer and DIRECTV. During your stay, you can also enjoy using a convenient private bathroom, kitchen, and living room. Our Airbnb is within driving distance to UVA, the Skyline Drive & Shenandoah National Park, local wineries, craft breweries and much more!

4.9 out of 5 average rating, 120 reviews

Home in Aroda

The Nest on Hawks Ridge

The Nest on Hawks Ridge is in the heart of all you want to do in Central Virginia! Newlyweds to families, everyone will love it here! The peace and quiet of the country, or the excitement of exploring new and different places all await you! Check out our Guidebook for local attractions, restaurants, nightlife and sightseeing. Enjoy the serenity of the country! Follow us: @nestonhawksridge

4.89 out of 5 average rating, 403 reviews

Cabin in Madison

The Cabin at the Lake

Lake view cabin! 2 bedrooms one bathroom. Close to breweries, wineries, grocery store, and 20 minutes from Shenandoah National Park. You will have everything you need at our home provided for you. We have a canoe and row boat for you to venture out on the water and fishing poles, just bring your bait and bathing suit! We have T mobile 5g internet at the cabin and a smart Tv! No parties!

4.88 out of 5 average rating, 646 reviews

Guesthouse in Syria

Cozy 1 room cabin in the mountains.

In the heart of the Shenandoah mountains. 1 mile from White Oak Canyon and Old Rag for amazing hikes. Perfect for the fly fisherman (lots of local streams) or a nice quiet get-away for a couple. Once you park your car you can sit back and just listen to the river flowing in the back yard & enjoy a nice beverage next to the fire pit. The property is a very special place!

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Other great holiday rentals in Wolftown

5 out of 5 average rating, 26 reviews

Home in Stanardsville

Mountainside House of Madison VA

RonRating, 5 stars1 week ago

Arthur's place in a simple word is incredible. It was very tastefully renovated with top notch amenities and style decorated well. All high line appliances to fixtures throughout. From heated floors to electric window shades. TVs everywhere as well as skylink WiFi. All clean and new. Anything you could ask for was there. Comfy beds and linens. completely equipped kitchen and great coffee makers! The driveway is definitely recommended for 4wd vehicles being very steep and curvy. A very relaxing and warm cozy home. Off the beaten path for sure in the woods, but worth the drive.

4.98 out of 5 average rating, 43 reviews

Campervan/RV in Rochelle

The Debonair

LauraRating, 5 stars2 weeks ago

We LOVED our stay at this Airstream! We had amazing weather, did a couple of hikes along the Shenandoah National Park and checked out a couple of restaurants nearby. At night we enjoyed the fire pit and some stargazing and some of the snacks (there were so many!) provided by Sarah and Ned! Sarah was very sweet and responsive and gave us a few recommendations for places to eat nearby, if you have time definitely check out the Vintage Pub! Thank Sarah and Ned, we look forward to coming back!

5 out of 5 average rating, 59 reviews

Cabin in Stanardsville

The Crooked Cabin

MakikoRating, 5 stars3 weeks ago

We spent 3 nights there and truly enjoyed what the beautiful property can offer. We definitely lucked out with the weather, which is always a plus. While having cups of coffee in the morning, we used our binocular to watch birds and other wild animals like turkey, geese, deer and bunnies. After coming back from wineries, we took a hike in the trails and meadows in the property (we did not have to drive anywhere). We made a fire in the evening and sat in a hot tub while stargazing. We ended up spending so much time at the house/ property, which is rare for us on vacation. We love to go back and enjoy a different season. Mollie's recommendations were awesome. Fabio NY Pizza was great, but I actually loved their chocolate cake more than pizza. Early Mountain Winery was the best if you like dry wine.

Treehouse in Stanardsville

5 out of 5 average rating, 43 reviews

CloudPointe Retreat

KevinRating, 5 stars3 days ago

This place was awesome the views are incredible and the privacy was like nowhere else. As long as you have 4wd and don’t mind some steps this is a perfect place for couples. Everything was clean and exactly as described. Kevin was even proactive in letting us know the power had went out before we got there and then immediately let us know it was back on. This place really is a hidden gem and you are within 15-30 minutes of restaurants and shopping. We will definitely try to stay here again in the future.

4.96 out of 5 average rating, 74 reviews

Farm stay in Elkton

Duck Inn B&B at Small Axe Farms - no cleaning fee

AnthonyRating, 5 stars3 days ago

Exactly what my fiancée and i needed. The apartment was so cozy, organized, and clean. My fiancée was so surprised from the flowers and card I had Kelly purchase and arrange on the bed for our arrival. The candle lit dinner was also perfect, I can’t thank Kelly enough for making our trip so special, the only thing we would have changed is staying 1 more night and extending our trip.

4.86 out of 5 average rating, 44 reviews

Historic Madison Eagle Inn

BridgetRating, 5 stars1 week ago

Two of my girl friends and I were in town for a wedding and needed a place to stay for the night. This was perfect! It’s on Main Street, which is adorable. We highly recommend going to Cake Krums for breakfast which is only a 2 min walk. The hosts were very flexible with check-in & check-out times which we very much appreciated. Highly recommend staying here when visiting Madison!

4.96 out of 5 average rating, 67 reviews

Cozy Madison Home

AliceRating, 5 stars1 month ago

Sweet cabin in the woods , easy to get to , easy to find with her instructions. We needed a-lace to retreat to had a family wedding was there for a week and I needed a full kitchen, did not disappoints the kitchen had everything we actually needed even though I brought a few extra things her kitchen as well stocked. The grill we did not use, but it’s easy accessible. There’s a great picnic table outside, and a fire pit. We might have to come back just to utilize those peace and quiet and beautiful things. It was very comfortable. We never actually touched the temperature controls but everything is easy and explained and for us everything was perfect. The beds are comfortable, place is a peaceful cabin in the woods,!