Best Vacation Homes in Nellysford
907 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
ZA R2,557/Night
For 7 Nights ZA R17,896
1603.82 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Parking
- Internet
ZA R3,415/Night
For 7 Nights ZA R23,905
ZA R6,234/Night
For 7 Nights ZA R43,639
1200 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Spa
- Fireplace/Heating
- Balcony/Terrace
ZA R4,166/Night
For 7 Nights ZA R29,159
1001.04 ft²
6 Guests
2 Bedrooms
1 Bathroom
House
- Hot Tub
- Fireplace/Heating
- Parking
ZA R5,188/Night
For 7 Nights ZA R36,317
1000 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Skiing
- Fireplace/Heating
- Pool
ZA R3,854/Night
For 7 Nights ZA R26,975
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Skiing
- Fireplace/Heating
- Pool
ZA R3,556/Night
For 7 Nights ZA R24,890
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Fireplace/Heating
- Pool
- Ocean View
ZA R2,938/Night
For 7 Nights ZA R20,555
Nellysford Luxury Rentals
5221 ft²
16 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R98,760/Night
For 7 Nights ZA R691,317
6800 ft²
30 Guests
11 Bedrooms
12 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
ZA R44,744/Night
For 7 Nights ZA R313,208
7846.89 ft²
18 Guests
9 Bedrooms
9 Bathrooms
Free Cancellation
House
- Skiing
- Pool
- Parking
ZA R38,706/Night
For 7 Nights ZA R270,948
6200 ft²
18 Guests
9 Bedrooms
10 Bathrooms
Family Friendly
Ski Chalet
- Fireplace/Heating
- Pool
- Balcony/Terrace
ZA R35,547/Night
For 7 Nights ZA R248,833
7844 ft²
18 Guests
9 Bedrooms
9 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
ZA R34,560/Night
For 7 Nights ZA R241,921
21151.08 ft²
28 Guests
8 Bedrooms
8 Bathrooms
Free Cancellation
House
- Hot Tub
- Spa
- Skiing
ZA R28,539/Night
For 7 Nights ZA R199,775
10010 ft²
25 Guests
10 Bedrooms
8 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
ZA R26,900/Night
For 7 Nights ZA R188,299
26 Guests
11 Bedrooms
8 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
ZA R26,863/Night
For 7 Nights ZA R188,036
Nellysford Pet Friendly Vacation Rentals
1250 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
ZA R3,235/Night
For 7 Nights ZA R22,641
2098.96 ft²
13 Guests
4 Bedrooms
4 Bathrooms
House
- Fireplace/Heating
- Pool
- View
ZA R7,514/Night
For 7 Nights ZA R52,604
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
ZA R3,169/Night
For 7 Nights ZA R22,181
1100 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
ZA R4,210/Night
For 7 Nights ZA R29,470
1097.92 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
House
- Skiing
- Fireplace/Heating
- Pet Friendly
ZA R5,812/Night
For 7 Nights ZA R40,684
972 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Private Pool
- Fireplace/Heating
- Pool
ZA R3,407/Night
For 7 Nights ZA R23,855
1370 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
ZA R7,529/Night
For 7 Nights ZA R52,702
615 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Fireplace/Heating
- Pool
- Ocean View
ZA R2,388/Night
For 7 Nights ZA R16,714
Nellysford Large Vacation Homes
10 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
ZA R4,934/Night
For 7 Nights ZA R34,544
2357.3 ft²
10 Guests
4 Bedrooms
3 Bathrooms
House
- Fireplace/Heating
- Parking
- Internet
ZA R8,028/Night
For 7 Nights ZA R56,199
5000 ft²
16 Guests
6 Bedrooms
5 Bathrooms
Family Friendly
Ski Chalet
- Hot Tub
- Spa
- Fireplace/Heating
ZA R24,279/Night
For 7 Nights ZA R169,960
980 ft²
100 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
ZA R2,982/Night
For 7 Nights ZA R20,867
1797.57 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Ski Chalet
- Kitchen
- Parking
- Air Conditioner
ZA R4,531/Night
For 7 Nights ZA R31,720
2850 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
ZA R5,615/Night
For 7 Nights ZA R39,305
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Skiing
- Fireplace/Heating
- Pool
ZA R8,143/Night
For 7 Nights ZA R57,004
3800 ft²
16 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
ZA R14,289/Night
For 7 Nights ZA R100,019
Why Choose Rent By Owner for your Nellysford 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.
Popular Areas for Nellysford Vacation Rentals
Where are the best neighborhoods to stay in Nellysford?
When choosing a neighborhood to stay in Nellysford, Virginia, you’ll find a variety of charming and scenic areas that perfectly suit your vacation needs. Each neighborhood offers a peaceful retreat surrounded by the natural beauty of the region, making it easy to enjoy outdoor activities and local attractions. Whether you're seeking a cozy spot close to the heart of town or a tranquil locale with stunning views, staying in Nellysford allows you to experience the authentic charm of the Virginia countryside. Explore the area to find the ideal location that provides both comfort and convenience for your memorable getaway.
Treeloft
Nestled in a serene area, Treeloft offers a peaceful retreat with scenic views and easy access to outdoor activities, making it an ideal spot for exploring this region's natural beauty.
View 28+ Rentals in TreeloftPedlars Edge
Located conveniently within the area, Pedlars Edge provides a cozy setting perfect for those seeking tranquility and proximity to local attractions in this destination.
View 1337+ Rentals in Pedlars EdgeLaurel Ridge
Set amidst lush landscapes, Laurel Ridge invites you to enjoy scenic vistas and a quiet atmosphere, ideal for relaxing stays in this part of Virginia.
View 1319+ Rentals in Laurel RidgeChestnut Springs
Known for its charming surroundings, Chestnut Springs offers a welcoming environment where visitors can unwind while being close to the region's natural and cultural highlights.
View 84+ Rentals in Chestnut SpringsDeer Springs
This neighborhood features a peaceful ambiance with picturesque views, providing a perfect base for exploring the diverse outdoor attractions nearby.
View 1292+ Rentals in Deer SpringsBest Times to Visit Nellysford
When should you plan your Vacation Rentals stay?
Timing your visit to this destination can greatly enhance your experience, so consider the regional climate and seasonal attractions when choosing the best time to book your vacation rentals here in Nellysford, Virginia.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, the area experiences warm and inviting weather, making it ideal for outdoor activities and exploring scenic landscapes. You’ll find that booking your vacation rentals now ensures a vibrant atmosphere and extended daylight hours for optimal enjoyment.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to October)
This season offers breathtaking autumn foliage and mild temperatures, perfect for sightseeing and outdoor adventures. Securing your accommodations early allows you to fully experience the region's colorful transformation with minimal hassle.
Average Temperature Daytime: 70°F to 78°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December to February)
The quiet winter months bring cooler temperatures, providing a peaceful retreat away from the crowds. Booking your rental during this time can offer more secluded and budget-friendly options while still enjoying the tranquility of this destination.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
Early Spring (March to April)
Before the full bloom, the region sees fewer visitors, making it an ideal time for those seeking solitude and lower rates. Here, you can enjoy the early signs of spring and plan your outdoor activities at a relaxed pace.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Nellysford
How to Book Your Nellysford 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 Nellysford
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 a private outdoor space with a spacious patio or deck to unwind and take in the scenic views of the region.
- Take advantage of a swimming pool, perfect for relaxing during warm summer days in this destination.
- Make use of well-maintained outdoor grilling areas for preparing delicious meals while enjoying the fresh air.
- Experience outdoor fire pits ideal for cozy evenings and atmospheric gatherings with friends or family.
- Explore walking trails or nature paths around your rental to immerse yourself in the natural beauty of the area.
- Benefit from access to outdoor sports amenities, such as tennis courts or basketball courts, available at some properties.
- Relax in landscaped gardens or lush lawns that provide a peaceful retreat within this charming destination.
Top Attractions Around Nellysford
What attractions are nearby?
In this charming area, you can explore scenic outdoor activities such as hiking, kayaking, and wine tasting, all conveniently close to your vacation rentals in Nellysford, Virginia.
Family Activities
- Lake Activities at Smith Mountain Lake: Spend quality time with your family by enjoying boating, fishing, or swimming on this scenic lake just a short drive away.
- Blue Ridge Parkway Scenic Drive: Embark on a family-friendly drive along the Blue Ridge Parkway, offering breathtaking views and numerous spots for picnics and outdoor exploration.
- Hiking Adventures in the Appalachian Mountains: Explore family-friendly trails that wind through the region’s lush forests, providing an excellent opportunity for outdoor education and adventure.
- Local Farmers Markets and Craft Fairs: Discover fresh local produce and handmade crafts that make for memorable family outings in the area’s vibrant community markets.
Adult Activities
- Wine Tastings at local vineyards: Immerse yourself in regional wine culture by visiting nearby vineyards, where you can enjoy guided tastings and learn about the area's renowned winemaking tradition.
- Hiking the Appalachian Trail: Explore scenic trails along the Appalachian Trail, offering breathtaking views and a peaceful retreat into nature right here in this scenic region.
- Fly Fishing in local rivers: Experience the tranquility of fly fishing in picturesque rivers, perfect for anglers seeking relaxation and an authentic outdoor adventure.
- Visiting artisan markets: Discover handcrafted goods and local produce at artisan markets in the area, making for a delightful shopping experience during your stay.
Other Places to Stay in Nellysford, VA
Pedlars Edge
Laurel Ridge
Deer Springs
Wintergreen Winery
Bold Rock Hard Cider Nellysford Cidery
Wintergreen
Stoney Creek Golf Course
Hill Top Berry Farm & Winery
Wintergreen Resort
Treeloft
Nellysford Travel Tips
How Can You Make the Most of Your Stay?
- Explore the natural beauty: Take advantage of the region’s scenic landscapes by planning outdoor activities like hiking or picnicking to fully experience this destination's charm.
- Visit local markets and eateries: Support small businesses by exploring farmers' markets and dining options that highlight the area's local produce and culinary talents.
- Plan ahead for outdoor adventures: Make sure to book outdoor activity rentals early, so you can enjoy everything from lakeside kayaking to mountain trails during your stay here.
- Choose the right vacation rental: Select a property that offers convenient access to central attractions and nature spots to maximize your time in the region.
Transportation Options
- Car Rentals: Renting a car provides flexible transportation to explore the scenic regions and local attractions in this part of Virginia at your own pace.
- Public Transit: Local bus services offer an economical way to navigate here, connecting key points within the area for convenient travel options.
- Taxi Services and Rideshares: On-demand taxis and rideshare apps make it easy to get around without the hassle of parking, especially near popular destinations in this region.
- Bicycle Rentals: Biking can be a refreshing way to experience the natural beauty of the area, with several rental shops offering bikes suited for all levels.
Local Customs Options
- Local Craftsmanship: You will notice the region’s rich tradition of craftsmanship reflected in its handcrafted goods and local artisans' work, showcasing the area's cultural heritage.
- Farmer’s Markets: Visiting nearby farmers’ markets allows you to experience fresh, locally sourced produce and connect with the community's agricultural roots.
- Southern Hospitality: The region is known for its warm welcomes and friendly interactions, making your stay feel more like visiting family than just a trip.
- Historic Celebrations: Participating in seasonal festivals and local events offers insight into the area's history and keeps alive its traditional customs.
Frequently Asked Questions About Nellysford?
1. What are the top vacation rentals in Nellysford?
There are a lot of options in Nellysford. If you plan on staying in the Nellysford area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Nellysford:
- Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
- Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop
- Best views on Mountain! Breathtaking 5 Star condo! EASTER STILL AVAILABLE!
- Large and Luxurious Exec 5BR Chalet
- Reconnect with family & friends at our large, private, stylish Wintergreen home
- Cozy Mountain vibes @ Dobie condos, - location location location!
- Walk to slopes and Mountain Inn/First Floor Master and Queen Bedrooms
- Dobie,1st floor,Slope side,End unit, Heart of Wintergreen 3 bedroom 3 bath
- Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
- Beautiful Mountain Views, Steps to the slopes!
2. How many vacation rentals have private pools in Nellysford?
There are 18 vacation rentals with private pools near Nellysford. Top-rated RBO homes that have access to a swimming pool include:
- Pepper’s Mountain Pad, nestled in the Blue Ridge Mountains at Wintergreen Resort
- Walk to Market/Private community outdoor pool!
- Overlook 180 degree views w/Peloton!
- Escape to Wintergreen Resort! Our pet & kid-friendly 2BR/2BA townhome is steps from skiing, dining & the Market. Hike, ski, swim, or sip at nearby wineries & breweries—adventure awaits year-round!
3. Which vacation homes in Nellysford are best for families?
If you are looking for a family-friendly vacation home in Nellysford, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Nellysford:
4. How many Rentbyowner vacation rentals are available in Nellysford?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1242 in the Nellysford 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 Nellysford.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies can vary depending on the property owner and listing details. You should review the specific cancellation terms listed on the property page or contact the host directly to understand your options before booking.
6. Are there any age restrictions or requirements for booking a vacation rental here?
Age restrictions, if any, are set by individual property owners. It’s best to check the listing details or communicate with the host to confirm if there are any specific requirements for your stay.
7. How do I ensure my reservation is secure and confirmed?
Reservations are typically secured through the online platform with a confirmation email once your booking is complete. Always review the booking details and communicate with the host if you have any questions to ensure your reservation is confirmed.
8. What amenities are commonly available in vacation rentals here?
Amenities vary by property but often include essentials such as Wi-Fi, fully equipped kitchens, outdoor spaces, and linens. To find accommodations that meet your needs, review the amenities list on each listing carefully.
9. Is there a support system for guest inquiries during my stay?
Support is usually provided through the property owner or the booking platform’s customer service. Reach out directly to your host or the platform’s support team if you need assistance before or during your stay in this region.
Nellysford Top Rated Vacation Rentals
2650 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Pool
ZA R7,617/Night
For 7 Nights ZA R53,310
1200 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Skiing
- Fireplace/Heating
- Pool
ZA R5,531/Night
For 7 Nights ZA R38,714
4000 ft²
12 Guests
5 Bedrooms
5 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
ZA R11,642/Night
For 7 Nights ZA R81,499
1900 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Ski Chalet
- Fireplace/Heating
- Pool
- Balcony/Terrace
ZA R6,084/Night
For 7 Nights ZA R42,589
18 Guests
5 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
ZA R12,999/Night
For 7 Nights ZA R90,989
2750 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
ZA R5,753/Night
For 7 Nights ZA R40,274
1000 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
ZA R4,683/Night
For 7 Nights ZA R32,787
7 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Skiing
- Fireplace/Heating
- Pool
ZA R3,626/Night
For 7 Nights ZA R25,382
