Best Vacation Homes in Wilderness
1200 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Pool
US $341/Night
For 7 Nights US $2,385
1732.99 ft²
6 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pool
- View
US $303/Night
For 7 Nights US $2,121
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $326/Night
For 7 Nights US $2,279
839.58 ft²
6 Guests
3 Bedrooms
1 Bathroom
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $292/Night
For 7 Nights US $2,044
2042 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
US $276/Night
For 7 Nights US $1,930
4000 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $576/Night
For 7 Nights US $4,031
2300 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $347/Night
For 7 Nights US $2,432
1728 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
US $297/Night
For 7 Nights US $2,079
Wilderness Luxury Rentals
22 Guests
7 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,002/Night
For 7 Nights US $7,013
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $667/Night
For 7 Nights US $4,667
3000 ft²
12 Guests
7 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $616/Night
For 7 Nights US $4,310
13 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Pool
US $508/Night
For 7 Nights US $3,554
16 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $484/Night
For 7 Nights US $3,391
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $440/Night
For 7 Nights US $3,077
10 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Pool
US $405/Night
For 7 Nights US $2,837
2500 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Kitchen
- Parking
US $372/Night
For 7 Nights US $2,604
Wilderness Pet Friendly Vacation Rentals
2000 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $249/Night
For 7 Nights US $1,743
2660 ft²
9 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $356/Night
For 7 Nights US $2,491
7 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $278/Night
For 7 Nights US $1,943
9 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $313/Night
For 7 Nights US $2,192
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $384/Night
For 7 Nights US $2,691
1600 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
US $194/Night
For 7 Nights US $1,360
1800 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $274/Night
For 7 Nights US $1,918
7 Guests
3 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Ocean View
- Balcony/Terrace
US $112/Night
For 7 Nights US $785
Wilderness Large Vacation Homes
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $297/Night
For 7 Nights US $2,080
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $293/Night
For 7 Nights US $2,048
2400 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $257/Night
For 7 Nights US $1,797
2300 ft²
11 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $418/Night
For 7 Nights US $2,929
4050 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $725/Night
For 7 Nights US $5,072
13 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $744/Night
For 7 Nights US $5,209
16 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $349/Night
For 7 Nights US $2,443
3800 ft²
15 Guests
7 Bedrooms
4 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $499/Night
For 7 Nights US $3,493
Why Choose Rent By Owner for your Wilderness Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Wilderness
When should you plan your Vacation Rentals stay?
Choosing the right time to visit can enhance your experience here, allowing you to enjoy the region’s natural beauty and outdoor activities at their best, whether during the vibrant seasons or quieter months.
Peak Season Highlights
Spring (March to May)
During spring, the area's natural beauty comes alive, making it an ideal time for outdoor activities and exploring the scenic surroundings.
Average Temperature Daytime: 60-75°F - Nighttime: 40-55°F
Fall (September to November)
Autumn offers crisp air and vibrant foliage, perfect for enjoying the picturesque landscape and peaceful evenings in your vacation rentals.
Average Temperature Daytime: 65-70°F - Nighttime: 40-50°F
Off-Season Highlights
Summer (June to August)
In summer, the region experiences warmer temperatures, providing great weather for outdoor pursuits and relaxation in your vacation rental.
Average Temperature Daytime: 80-90°F - Nighttime: 60-70°F
Winter (December to February)
Winter brings cooler temperatures and a quieter atmosphere, making it a peaceful time to enjoy cozy stays and off-season tranquility.
Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F
Weekly Weather Forecast for Wilderness
How to Book Your Wilderness Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Wilderness
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas perfect for relaxing and entertaining amidst scenic surroundings.
- Take advantage of private or community access to hiking trails that reveal the region’s natural beauty.
- Make use of outdoor grilling facilities for preparing meals al fresco in this outdoor-friendly destination.
- Experience the serenity of nearby lakes or rivers through canoeing, kayaking, or paddleboarding.
- Relax in outdoor hot tubs or pools available at some properties, offering a soothing retreat after your adventures.
- Benefit from expansive yards or gardens ideal for outdoor games and family activities.
- Utilize designated picnic areas or outdoor dining spaces to enjoy meals in the fresh air with stunning surroundings.
Top Attractions Around Wilderness
What attractions are nearby?
Nearby, you can explore a variety of outdoor activities and natural attractions that highlight the beauty of this destination, making your stay here both fun and memorable.
Family Activities
- Wilderness Canoe Trail: Embark on a family-friendly canoeing adventure along this scenic trail, perfect for exploring the natural beauty of the region.
- Hiking at Rhododendron Park: Discover easy trails and lush landscapes suitable for kids and adults alike while enjoying the peaceful surroundings.
- Fishing at Lake Wilderness: Spend a relaxing day casting lines in the tranquil waters, making it an ideal activity for family bonding in the area.
- Wildlife Viewing in the Region: Experience close encounters with local fauna by visiting nearby wildlife refuges, providing educational fun for all ages.
Adult Activities
- Hiking and Nature Walks: Explore scenic trails that wind through the region's lush landscapes, offering you a peaceful retreat into nature.
- Bird Watching: Discover the diverse bird species inhabiting the area by visiting local natural spots ideal for bird enthusiasts.
- Kayaking and Canoeing: Enjoy water adventures on nearby lakes and rivers that provide an excellent opportunity to experience the area's serene waters.
- Fishing: Take advantage of prime fishing locations where you can relax and try your luck in the region's abundant waterways.
Wilderness Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the area's natural beauty by engaging in nearby hiking, biking, or water-based adventures to fully experience what this destination offers.
- Plan your arrival and departure times thoughtfully: Arriving early or late can help you avoid busy periods, allowing you to settle into your vacation rental and enjoy a more relaxed stay.
- Utilize nearby amenities and services: Make the most of local shops, eateries, and essential services to enhance your comfort and convenience during your visit.
- Respect the natural environment: Practice eco-friendly habits and follow guidelines to help preserve the region's scenic landscapes for future visitors.
Transportation Options
- Rental Car Services: You can conveniently access various rental car companies in the area, providing flexible transportation options to explore Wilderness and its scenic surroundings.
- Local Taxi and Rideshare Services: Taxis and rideshare providers like Uber or Lyft offer reliable, on-demand transportation within this region for quick and easy travel between your vacation rental and key destinations.
- Public Transit Options: While limited, some local bus services connect to nearby towns, helping you navigate around this peaceful destination without the need for a personal vehicle.
- Bicycle Rentals: Given the area's scenic landscapes, renting a bicycle is an eco-friendly choice for exploring here at a relaxed pace, enjoying the fresh air and natural beauty.
Local Customs Options
- Southern Hospitality: Expect a warm welcome and friendly interactions that reflect the region's well-known hospitality when you visit here.
- : Embrace local customs by participating in or observing traditional music, crafts, and storytelling rooted in the area's Appalachian heritage.
- Community Festivals: Join vibrant local festivals celebrated with unique foods, music, and cultural events that highlight the area's rich history and community spirit.
- Respect for Nature: Practice eco-friendly habits and respect the natural surroundings, which are integral to the region’s identity and outdoor lifestyle.
Frequently Asked Questions About Wilderness?
1. What are the top vacation rentals in Wilderness?
There are a lot of options in Wilderness. If you plan on staying in the Wilderness area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wilderness:
- Luxury Lakefront Living with the Comforts of Home
- Lakefront retreat with huge screened-in porch
- Cozy property, a short walk to a lake front beach.
- Fabulous, Pristine Lakefront Home; Hot Tub, Gated Community - Play, Swim, Relax
- Life on the Lake. Enjoy the peace and kayaks.
- Beautiful, spacious, lakefront home large lot, firepit, hot tub, and more
- Family Friendly Lakefront Home
- Quaint & Cozy LakeView Cottage - Lake of the Woods
- Hummingbird Lakehouse
- Lakeside Escape- it is a quiet and peaceful space, with beautiful views!
2. Which vacation homes in Wilderness are best for families?
If you are looking for a family-friendly vacation home in Wilderness, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Wilderness:
3. How many Rentbyowner vacation rentals are available in Wilderness?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 39 in the Wilderness area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Wilderness.
4. What is the cancellation policy for vacation rentals in Wilderness, Virginia?
Cancellation policies vary by property, so it’s important to review the specific listing details or contact the owner directly to understand the rules and potential fees associated with canceling your reservation.
5. How do I find the best-rated vacation rentals in this area?
You can filter search results based on guest reviews and ratings to discover the highest-rated properties that meet your preferences in Wilderness, Virginia, ensuring a reliable and enjoyable stay.
6. Are there special amenities or features available at vacation rentals here?
Many listings highlight amenities such as outdoor spaces, pet-friendly options, or modern conveniences. Check each property's description or contact the owner for specific features available in Wilderness, Virginia.
7. What should I know about check-in and check-out times for these rentals?
Check-in and check-out times are specified in each listing. If you have particular scheduling needs, it’s advisable to communicate directly with the owner prior to booking to ensure flexibility.
8. How do I ensure my booking is secure and reliable?
Booking through reputable listings with verified reviews offers peace of mind. For additional security, confirm the owner’s contact information and review the property's policies before completing your reservation.
Wilderness Top Rated Vacation Rentals
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $227/Night
For 7 Nights US $1,586
2045.14 ft²
6 Guests
2 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Pool
- View
US $278/Night
For 7 Nights US $1,946
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Pool
- Kitchen
- Air Conditioner
US $270/Night
For 7 Nights US $1,888
1900 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Spa
- Pool
US $309/Night
For 7 Nights US $2,163
