Scottsville holiday rentals

We found 876 holiday rentals — enter your dates for availability
Discover a selection of 12 homes and other holiday rentals in Scottsville that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include cable TV and a washer and dryer. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Scottsville

Showing deals for:25 Dec - 1 Jan

Exterior
Living area
Private kitchen
Dining
Exceptional
(5 reviews)

Majestic Mtn Cabin w quick hiking & overlook access

Nellysford

8% off
AU$8,953
for 7 nights, 1 chalet
AU$1,279 per night
includes taxes & fees
Majestic Mtn Cabin w quick hiking & overlook access
Living area
Afton Mountain
Living area
Games room
Exceptional
(33 reviews)

Afton Escape-New Arcade, Winery Brewery EV-Charger

Afton

7% off
AU$9,111
for 7 nights, 1 home
AU$1,302 per night
includes taxes & fees
Afton Escape-New Arcade, Winery Brewery EV-Charger
Dining
Interior
Living area
Property grounds
Exceptional
(22 reviews)

Fire pit with MTN views! Book for fall! Nelson 151!

Roseland

8% off
AU$13,580
for 7 nights, 1 home
AU$1,940 per night
includes taxes & fees
Fire pit with MTN views! Book for fall! Nelson 151!
Full kitchen
The patio
Interior
Room
Exceptional
(30 reviews)

5 Bedroom Hilltop Villa with Magnificent Views

Buckingham

13% off
AU$5,684
for 7 nights, 1 home
AU$812 per night
includes taxes & fees
5 Bedroom Hilltop Villa with Magnificent Views
Living area
Dining
Interior
Living area
Exceptional
(59 reviews)

Spectacular mountain home perfect for multiple families! Just added deck firepit

Roseland

8% off
AU$4,192
for 7 nights, 1 home
AU$599 per night
includes taxes & fees
Spectacular mountain home perfect for multiple families! Just added deck firepit
Interior
Private kitchen
Exterior
Exterior detail
Exceptional
(62 reviews)

Rockfish Farmhouse - Home In the heart of The Rockfish Valley

Afton

8% off
AU$3,532
for 7 nights, 1 home
AU$505 per night
includes taxes & fees
Rockfish Farmhouse - Home In the heart of The Rockfish Valley
No filter needed
Let's go back outside!
Open plan living and flexible seating!
Dining
Exceptional
(34 reviews)

Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.

Wintergreen Resort

8% off
AU$18,095
for 7 nights, 1 home
AU$2,585 per night
includes taxes & fees
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.
Enclosed porch sitting area is climate controlled.
Patio gas fire pit
Interior
Gas fireplace in second floor family room.
Exceptional
(12 reviews)

Freshwater Field Cabin

Lovingston

15% off
AU$2,190
for 7 nights, 1 cabin
AU$313 per night
includes taxes & fees
Freshwater Field Cabin
Private well-lit walkway to your private entrance on home's main floor.
Wall-to-wall windows creating a backdrop of treetops & mountain views.
The kitchen opens directly to the living room with beautiful views.
Living room with full views of valley & mountains. Wood burning fireplace.
Exceptional
(58 reviews)

Spacious + Serene Mtn Top Escape, 4 En Suites

Wintergreen Resort

8% off
AU$11,483
for 7 nights, 1 home
AU$1,640 per night
includes taxes & fees
Spacious + Serene Mtn Top Escape, 4 En Suites
wintergreen cottage...ski slope is to the lower right of photo
Property grounds
kitchen
master bedroom
Exceptional
(94 reviews)

COZY SKI COTTAGE--SKI IN SKI OUT

Roseland

8% off
AU$5,400
for 7 nights, 1 home
AU$771 per night
includes taxes & fees
COZY SKI COTTAGE--SKI IN SKI OUT
Interior
Living area
Living area
Exterior
Exceptional
(10 reviews)

Private cabin in wine country

Scottsville

8% off
AU$2,078
for 7 nights, 1 cottage
AU$297 per night
includes taxes & fees
Private cabin in wine country
Cliffs
Living room
Living room
Kitchen
Exceptional
(57 reviews)

Best view in Wintergreen! Large, comfortable 3 bedroom, 3 bath condo.

Wintergreen Resort

8% off
AU$3,998
for 7 nights, 1 apartment
AU$571 per night
includes taxes & fees
Best view in Wintergreen! Large, comfortable 3 bedroom, 3 bath condo.
Private kitchen
Private kitchen
Living area
Exterior detail
Exceptional
(22 reviews)

Cozy Farmhouse W/Mountain Views

Roseland

7% off
AU$3,002
for 7 nights, 1 home
AU$429 per night
includes taxes & fees
Cozy Farmhouse W/Mountain Views
Golf
Terrace/patio
Interior
Exterior detail
Exceptional
(13 reviews)

Woolly Bull-Cozy Newly Redecorated 2-Story Townhouse. <0.3 Mile Walk to slopes!

Wintergreen Resort

8% off
AU$5,625
for 7 nights, 1 home
AU$804 per night
includes taxes & fees
Woolly Bull-Cozy Newly Redecorated 2-Story Townhouse. <0.3 Mile Walk to slopes!
Enjoy the mountain views while preparing a home cooked meal.
Enjoy a morning coffee with some of the world's best sunrises!
The master suite is a joy to hang out in.
Our living room offers mountain views.
Exceptional
(44 reviews)

Luxury Condo in the Sky! Finest in Wintergreen!

Wintergreen Resort

8% off
AU$5,315
for 7 nights, 1 apartment
AU$759 per night
includes taxes & fees
Luxury Condo in the Sky! Finest in Wintergreen!
deck view
Kitchen
King size bed
Living room
Exceptional
(7 reviews)

Ideal Location: 1-bedroom condo. Top of Wintergreen Resort. Easy walk all around

Wintergreen Resort

8% off
AU$2,485
for 7 nights, 1 apartment
AU$355 per night
includes taxes & fees
Ideal Location: 1-bedroom condo. Top of Wintergreen Resort. Easy walk all around
Full Kitchen
Enjoy the light-filled open layout
Relax with a nice cup of coffee
Cozy bedroom with queen bed
Exceptional
(60 reviews)

Where the Trail Ends

Wintergreen Resort

8% off
AU$4,101
for 7 nights, 1 apartment
AU$586 per night
includes taxes & fees
Where the Trail Ends
Dining
Terrace/patio
Living area
Room
Exceptional
(13 reviews)

Luxury Cabin on 6 Acres w/ Mountain Views Near Nelson 151 & Wintergreen

Roseland

7% off
AU$3,027
for 7 nights, 1 cabin
AU$432 per night
includes taxes & fees
Luxury Cabin on 6 Acres w/ Mountain Views Near Nelson 151 & Wintergreen
kitchen bar between kitchen and dining room
Lots of natural light in this super cute kitchen with new granite countertops.
Master has it's own small deck with entrance front the french doors.
living room
Exceptional
(53 reviews)

Coin Cottage farmhouse on 151 Trail in Nelson County

Afton

8% off
AU$3,483
for 7 nights, 1 home
AU$498 per night
includes taxes & fees
Coin Cottage farmhouse on 151 Trail in Nelson County
Seating for everyone!
Enjoy the stunning views from the balcony!
Three bar stools allow for socializing and cooking at the same time.
The open concept allows for fun and socializing.
Exceptional
(120 reviews)

Endless Mountain Top Views from All The Way Up!

Wintergreen Resort

8% off
AU$6,510
for 7 nights, 1 apartment
AU$930 per night
includes taxes & fees
Endless Mountain Top Views from All The Way Up!
Dining
Overlooking the 12th Hole of Devils' Knob Golf Course
Well equipped kitchen with granite countertops
Stone steps welcome you to 2206 Tanners Ridge
Exceptional
(129 reviews)

Escape to the Blue Ridge Mountains at Wine-tergreen!

Wintergreen Resort

8% off
AU$1,602
for 7 nights, 1 apartment
AU$229 per night
includes taxes & fees
Escape to the Blue Ridge Mountains at Wine-tergreen!

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Relaxing Scottsville will entice you

The area's wineries and history are just some of the reasons to come on holiday to Scottsville. This relaxing and welcoming city entices travellers with its restaurants and shopping. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Scottsville

Are you searching for attractions to see while you're in town? Venture out of your holiday home and check out everything that makes Scottsville a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Blenheim Vineyards (9.2 mi / 14.9 km)
  • Trump Winery (9.8 mi / 15.8 km)
  • Jefferson Vineyards (13.6 mi / 22 km)
  • Pippin Hill Farm & Vineyards (14.4 mi / 23.1 km)
  • King Family Vineyards (22.1 mi / 35.6 km)
  • Keswick Vineyards and Winery (22.4 mi / 36 km)

Exploring the natural landscape of Scottsville

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Scottsville. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Carter Mountain Orchard (13.3 mi / 21.5 km)
  • Bear Creek Lake State Park (22.1 mi / 35.6 km)
  • Main Beach (13 mi / 20.8 km)
  • Fluvanna Heritage Trail (13.4 mi / 21.5 km)
  • Ix Art Park (15.7 mi / 25.2 km)
  • Rivanna Trails (16.1 mi / 25.8 km)

Travelling to and around Scottsville

The nearest airport is in Charlottesville, VA (CHO-Charlottesville-Albemarle), located 23.6 mi (38 km) from the city centre.

Frequently asked questions

What is the best area to stay in Scottsville when booking a holiday rental?
When considering a holiday rental in Scottsville, Virginia, the historic downtown area is a fantastic choice. This charming neighbourhood offers a delightful blend of quaint shops, local eateries, and stunning views of the James River. One of the highlights here is the scenic park along the river, superb for leisurely strolls or picnics, and the nearby Historic Scottsville Museum, which provides fascinating insights into the town's rich history.Another excellent option is the vicinity around the beautiful countryside just outside of the main town. This area is characterised by picturesque landscapes and offers a tranquil escape, ideal for those looking to relax and explore the outdoors. Nearby, you can visit the stunning Monticello, the historic home of Thomas Jefferson, which is just a short drive away and a must-see for history enthusiasts.In terms of accommodation, Scottsville has a variety of rental properties available, ranging from charming cottages to larger homes that can accommodate families or groups.
What is the most popular type of holiday rental accomodation in Scottsville?
In Scottsville, holiday houses are the most popular type of holiday rental, with around 27 properties available throughout the area. These houses typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces such as gardens or decks, making them ideal for families or groups seeking a comfortable retreat. Additionally, there are about 12 cabins that provide a rustic charm, often situated near scenic spots, superb for those wanting to immerse themselves in nature.
Are there any family house rentals in Scottsville?
In Scottsville, Virginia, there are some family-friendly house rentals available, with around 12 options to choose from. This charming town offers a picturesque setting along the banks of the James River, ideal for outdoor activities and family outings. Many of these properties come equipped with spacious living areas, full kitchens for preparing meals, and outdoor spaces where children can play and explore.Visitors will also appreciate amenities such as Wi-Fi and laundry facilities, making for a comfortable stay. The nearby natural attractions, including hiking trails and parks, provide ample opportunities for family adventures. Moreover, the quaint downtown area features local shops and eateries, enhancing the overall experience for families looking to immerse themselves in the local culture.
Can I rent a holiday home with a pool or hot tub in Scottsville?
In Scottsville, Virginia, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful option for those seeking relaxation in a serene setting. The town, located along the scenic James River, offers a variety of properties, many of which come with spacious outdoor areas, private pools, and hot tubs ideal for unwinding after a day of exploring the beautiful countryside.Travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and outdoor dining areas, great for enjoying the idyllic Virginia weather. Additionally, the charming downtown area of Scottsville provides local shops and dining options, enhancing the overall experience for visitors.
Are there pet-friendly house rentals in Scottsville?
In Scottsville, Virginia, there are several pet-friendly house rentals available, offering a welcoming environment for travellers with pets. Many of these holiday homes feature amenities such as spacious yards, fully equipped kitchens, and comfortable living areas, ideal for families or groups looking to unwind.The charming town is located along the banks of the Rivanna River, providing opportunities for outdoor activities like walking and hiking in nearby natural areas. While exploring the surrounding countryside, pet owners can enjoy local parks and trails that are great for leisurely strolls with their furry companions.
Are there any remote work holiday rentals in Scottsville?
In Scottsville, Virginia, there are numerous remote work-friendly holiday rentals available, with around 45 options suiting those needing a suitable workspace. This charming town, located along the banks of the James River, offers a delightful mix of natural beauty and historical significance. Many properties come equipped with essential amenities for remote work, including free Wi-Fi and comfortable living spaces that allow for productivity while enjoying the tranquillity of the surrounding area.Travellers can expect a variety of accommodations, from cosy cottages to spacious homes, often featuring well-equipped kitchens and outdoor areas superb for relaxation during breaks. The scenic views of the river and nearby landscapes provide an inspiring backdrop for those working remotely. Additionally, the town's proximity to local attractions, such as parks and historical sites, makes it an appealing destination for both work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Scottsville?
In Scottsville, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Many rentals also offer onsite parking for convenience, which is particularly beneficial for those travelling by car. Air conditioning is a common feature, providing comfort during warmer months. Additionally, a coffee and tea maker is often included, superb for those looking to enjoy a warm beverage in the morning. Some properties even have fireplaces, creating a cosy atmosphere for relaxing evenings.
When is the best time to visit Scottsville for a holiday rental?
The peak season for visiting Scottsville, Virginia, runs from June to August, making it an ideal time for those looking to immerse themselves in the vibrant summer atmosphere. July stands out as the most popular month, drawing in visitors eager to explore the picturesque countryside, enjoy outdoor activities, and partake in local events.During these warmer months, you can expect pleasant temperatures ranging from 20 to 30 degrees Celsius, great for hiking along the scenic James River or visiting the charming downtown area filled with quaint shops and eateries. The lively community atmosphere is enhanced by various summer festivals, providing ample opportunities for fun and engagement with fellow travellers.For those seeking a more budget-friendly option, consider planning your visit in December. This quieter month showcases Scottsville's serene winter beauty. While temperatures may drop to around 0 to 5 degrees Celsius, the peaceful ambience and holiday decorations create a unique charm, great for a cozy retreat.
What are the top attractions in Scottsville?
In Scottsville, Virginia, visitors can enjoy a quaint and charming atmosphere with several popular attractions. The historic downtown area features beautifully preserved buildings and local shops, where you can find unique crafts and antiques. A stroll along the scenic James River provides opportunities for kayaking and fishing, making it a superb spot for outdoor enthusiasts.Nearby, the Scottsville Museum offers insights into the town's rich history and heritage, showcasing local artefacts and exhibits. For those interested in nature, the scenic trails at the nearby James River State Park offer hiking and wildlife viewing.
Are all fees included in the Scottsville holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Scottsville holiday homes with parking?
Stayz offers a wide selection of holiday homes in Scottsville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Scottsville holiday homes?
You can find great discounts on holiday homes in Scottsville on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Scottsville holiday home booking on Stayz?
To find Scottsville holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Scottsville?
A long-stay holiday home in Scottsville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Scottsville holiday home?
Book your Scottsville holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Scottsville?
Prices for holiday homes in Scottsville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Scottsville to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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