Holiday rentals in Wilderness

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Top-rated holiday rentals in Wilderness

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Top guest favourite
An outdoor fire pit area features string lights overhead, illuminating the space. Four Adirondack chairs surround the fire pit, with a small table nearby. A stack of firewood is neatly arranged on one side, and green grass and trees serve as a natural backdrop.
Home in Spotsylvania Courthouse
5 out of 5 average rating, 22 reviews

The Country House

✔ Peaceful setting with long private driveway ✔ Fire pit w/ string lights & Adirondack chairs ✔ Beautifully maintained outdoor spaces w/ front and back patios & charcoal grill ✔️Surrounded by mature-towering trees ✔ Fast Wi-Fi & easy check-in ✔ Convenient drive to Fredericksburg, Lake Anna, Spotsylvania battlefields & upcoming Kalahari water park Perfect for couples, solo travelers, small families/groups looking for a quiet, peaceful stay, a connection to nature and a short drive to everything

Top guest favourite
A cozy living room features a stone gas fireplace framed by elegant wooden details. Two black reclining chairs provide comfortable seating around a patterned area rug. Ambient lighting from decorative fixtures complements large windows that invite natural light into the space.
Cottage in Locust Grove
4.99 out of 5 average rating, 161 reviews

Quaint & Cozy LakeView Cottage - Lake of the Woods

Welcome to Brent and Carla's Lake View Cottage! Our beautifully renovated, fully furnished, unique and luxurious home is stocked with everything you need to enjoy your stay in beautiful Lake of the Woods. Our cozy cottage is a perfect get-away for your next vacation, visit with family, work trip, staycation or weekend getaway. You will instantly be set at ease as you enter our home featuring wonderful décor, detailed craftsmanship and lots of amenities to make your stay relaxing and memorable.

Top guest favourite
The serene bedroom is painted in soft blue tones, featuring a spacious bed with a decorative throw. A stylish chandelier hangs from the ceiling. A nightstand and a bookshelf with decor items are present, along with a comfortable chair positioned by a window draped in light curtains.
Flat in Fredericksburg
5 out of 5 average rating, 8 reviews

Stylish Hideaway 6 Miles To Downtown Fred

Welcome to this charming basement apartment in a new lovely home in a prestigious safe neighborhood! This spacious escape with ample natural light offers all the modern amenities you need for a comfortable stay. Conveniently located close to downtown Fred, you’ll have easy access to local dining, shopping, museums and other attractions. Lake Mooney is less than a 2-mile walk away, offering the perfect spot for relaxation and recreation. Book today and experience comfort, convenience, and style!

Guest favourite
A well-equipped kitchen features white cabinetry and a spacious countertop. Stainless steel pots hang above the gas stove, while a microwave and dishwasher are visible. Natural light is provided by overhead lighting, highlighting the organized kitchen tools and appliances.
Flat in Fredericksburg
4.86 out of 5 average rating, 284 reviews

Cozy Entire Apt Designer Kitchen 4 miles from Expo

SUMMARY Guest love our cozy, comfortable smoke free property 2 bedroom. Sorry no pets allowed. Close to historic Fredericksburg and restaurants, Expo Convention Center in a quiet neighborhood. You’ll love the proximity to Civil War Historic Parks. Enjoy a comfy queen bed and crib in one bedroom and a double bed with twin bed above and with a pull out second twin bed if needed in the second bedroom. Proximity to DC, Richmond, King's Dominion, and Shenandoah. One night stays ok Sunday -Thur

Top guest favourite
A serene outdoor area features four white Adirondack chairs arranged around a fire pit on green grass. A private dock extends into the lake in the background, surrounded by trees and calm water, creating a peaceful setting for relaxation.
Home in Locust Grove
5 out of 5 average rating, 61 reviews

Lakefront at Turtle Cove

Enjoy the lake life in a peaceful quiet cove on the gorgeous large lake within Lake of the Woods. When not enjoying the newly renovated home with a vaulted ceiling great room, huge screened porch, and a desk and flat screen TV in each room, you can swim, float, kayak, or paddleboard in the quiet, secluded cove, or enjoy the 9 beaches or 2 community pools. Catch fish off the dock in one of the best fishing coves on the lake, and then warm up at night by the fire pit . Great for families.

Guest favourite
A two-story house is surrounded by lush greenery, showcasing a welcoming front porch with wooden railings. Flowering shrubs add a pop of color to the landscape, while ample sunlight filters through the trees, illuminating the inviting exterior of the home.
Home in Locust Grove
4.86 out of 5 average rating, 51 reviews

Beachwalk Hideaway

Escape to our delightful Beachwalk Hideaway, a cozy retreat that offers easy access to the serene beach on the shimmering lake. Walk just 6 houses down to Ramsey Beach for sandy shores on the lake. Lounge by Ramsey Beach water's edge, build sandcastles, swim, and immerse yourself in the calm of lakeside living. As evening falls, enjoy breathtaking sunsets and starlit skies from your piece of paradise. Book your stay now and experience the ultimate in lakeside relaxation and recreation.

Top guest favourite
Guest suite in Fredericksburg
4.98 out of 5 average rating, 245 reviews

Downtown Oasis (Pets Welcome)

Our warmly decorated guest suite is attached to but fully separate from the main part of our home, with its own private entrance. The suite includes a spacious bedroom, large bathroom and separate living/sleeping area with a TV, mini-fridge/freezer, microwave, and Keurig. An adjacent laundry room is available for your use upon request (FOC). The small deck, patio and fully fenced yard are included for your exclusive use. Parking is available on the street right out front of our home.

Top guest favourite
The cabin features a welcoming front porch with a pair of white rocking chairs, providing a comfortable spot to relax. Wooden steps lead up to the porch, embraced by lush greenery and ferns, enhancing the cabin's secluded and natural setting.
Cabin in Culpeper
4.97 out of 5 average rating, 209 reviews

Comfortable and unique 1790's log cabin

Recently restored 1790's log cabin with modern amenities on a 30 acre horse farm. Secluded wooded setting with pond view, less than 1,000 feet from main house and only 5 miles from downtown Culpeper with it's fine dining and quaint shops. Take a short drive to scenic Shenandoah hiking & biking trails, local vineyards and distilleries, Civil War sites, Commonwealth Equestrian Park, stroll around the farm or just unwind on the front porch or in front of the wood stove with a good book.

Top guest favourite
A welcoming entrance to the farmhouse is framed by white columns and features a stone pathway leading to double glass doors. Lush greenery and colorful flowers are positioned around the porch, enhancing the home's inviting exterior.
Farm stay in Elkwood
4.99 out of 5 average rating, 143 reviews

The Garden View Suite—Zero In Hidden Fees!

Private luxury. This serene guest suite is situated on a 43-acre farm--Bees & Trees--and is attached to the North end of the main farmhouse. A private garden-gate takes you straight to your suite. Enjoy a magical sky full of stars while relaxing in the hot tub or enjoying the fireplacel--all to yourself! There are breathtaking sunrise views from your front windows and gorgeous sunsets from your back porch and the nearby gazebo gives you both views. You deserve a stay with us!

Top guest favourite
The living area features a dark leather sectional sofa and a light grey armchair, arranged around a round black coffee table. A large flat-screen TV is mounted on the wall, and sliding glass doors provide access to the outside. Decor includes a circular patterned rug.
Flat in Fredericksburg
4.98 out of 5 average rating, 154 reviews

Stay Awhile

“Stay Awhile” is a spacious walk out basement apartment in our home, very clean, in a quiet neighborhood minutes from Old Town Fredericksburg, University of Mary Washington, Fredericksburg Convention Center, FredNats baseball stadium, restaurants, shopping, historical sights, battlefields & Heritage Trail along the Rappahannock River. We have a walk/run/bike trail in our neighborhood and a tandem bike you may borrow. Enjoy our 82” TV and WIFI. We are 1 hr from DC & Richmond

Superhost
A modern kitchen features warm wood cabinetry and granite countertops. Stainless steel appliances, including a refrigerator and microwave, are visible. Two bar stools are set at the kitchen island, which provides additional seating. Soft lighting illuminates the space, highlighting the tile flooring.
Flat in Locust Grove
5 out of 5 average rating, 6 reviews

Feel Completely at Home 3

Luxurious, furnished basement with a private entrance, granite kitchen & bath. Cute as a button and worth every penny! Close to shopping in a beautiful and very quiet neighborhood with walking trails. Kitchen, living & dining rooms; breakfast nook; washer & dryer. Driveway parking. I am seeking a single (as in one (1) person) professional individual with a day shift job. You must be clean & neat. You won't be disappointed! PLEASE READ THE HOUSE RULES.

Top guest favourite
A charming historic cottage is featured, showcasing a white exterior with a red metal roof. The front porch is framed by a small staircase and surrounded by well-maintained greenery. Tall trees provide shade on the side, set against a backdrop of an expansive blue sky.
Cottage in Spotsylvania Courthouse
4.89 out of 5 average rating, 179 reviews

Bond House: Historic Retreat at Walnut Grove

Escape from the city to a historic 1740s cottage with a distant view of the Blue Ridge Mountains and peaceful surroundings with the opportunity to experience the slower pace of country living. Spend the day at Lake Anna to swim/ kayak/ boat or visit the state park, just 5 minutes away. Enjoy local wineries, and explore historic Civil War battlefields. After a fun filled day, return to your private oasis with a fully equipped kitchen.

Popular amenities for Wilderness holiday rentals