Scottsville holiday lettings

We found 860 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:20 Nov - 27 Nov

Room
Living area
Exterior
Dining
Exceptional
(5 reviews)

Majestic Mtn Cabin w quick hiking & overlook access

Nellysford

8% off
£2,216
for 7 nights, 1 chalet
£317 per night
includes taxes & fees
Majestic Mtn Cabin w quick hiking & overlook access
Private kitchen
Interior
Exterior detail
Room
Exceptional
(84 reviews)

Three Ridges Haven- Devils Backbone Brewing Company

Roseland

24% off
£3,581
for 7 nights, 1 room
£512 per night
includes taxes & fees
Three Ridges Haven- Devils Backbone Brewing Company
Exterior
Spectacular Mountain Views from your private deck in Wintergreen!
Living area
Living area
Exceptional
(11 reviews)

Wren Time, Wintergreen Mountain Retreat with Hot Tub

Wintergreen Resort

7% off
£2,727
for 7 nights, 1 cabin
£390 per night
includes taxes & fees
Wren Time, Wintergreen Mountain Retreat with Hot Tub
Front of House
58" flat screen, basic cable. Living Room
Master Bedroom, King Bed, private bathroom
Dining Room Table
Exceptional
(111 reviews)

Wintergreen Family Retreat- Each Br With Its Own Sliding Doors To A Deck

Wintergreen Resort

11% off
£1,506
for 7 nights, 1 home
£215 per night
includes taxes & fees
Wintergreen Family Retreat- Each Br With Its Own Sliding Doors To A Deck
Full kitchen
The patio
This is a large bedroom with 2 qween size beds, and a back door.
Interior
Exceptional
(29 reviews)

5 Bedroom Hilltop Villa with Magnificent Views

Buckingham

13% off
£2,764
for 7 nights, 1 home
£395 per night
includes taxes & fees
5 Bedroom Hilltop Villa with Magnificent Views
Games room
Living area
Outside your Condo
Fully Equiped Kitchen
Exceptional
(129 reviews)

Eagles Court Slopeside Condo, Wifi, Walk to everything!

Wintergreen Resort

11% off
£1,054
for 7 nights, 1 apartment
£151 per night
includes taxes & fees
Eagles Court Slopeside Condo, Wifi, Walk to everything!
Dining Room
Outdoor spa tub
Property grounds
Private kitchen
Exceptional
(111 reviews)

Remodeled 3BR/2BA Ski Chalet off Tyro Slope

Roseland

7% off
£1,341
for 7 nights, 1 home
£192 per night
includes taxes & fees
Remodeled 3BR/2BA Ski Chalet off Tyro Slope
Main living floor contains dining, kitchen, living room, and half bath.
Wall-to-wall windows creating a backdrop of treetops & mountain views.
Private well-lit walkway to your private entrance on home's main floor.
The kitchen opens directly to the living room with beautiful views.
Exceptional
(56 reviews)

Spacious + Serene Mtn Top Escape, 4 En Suites

Wintergreen Resort

7% off
£2,551
for 7 nights, 1 home
£364 per night
includes taxes & fees
Spacious + Serene Mtn Top Escape, 4 En Suites
Enjoy a home cooked meal in our fully stocked kitchen.
The propane fire pit provides intimacy and warmth!
The downstairs full bathroom with shower/tub combo and washer/dryer.
Our private home.
Exceptional
(24 reviews)

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Afton

7% off
£1,852
for 7 nights, 1 home
£265 per night
includes taxes & fees
Secluded 20+ Acre Retreat Near Brew & Wine Trails
sunset view from living room
Stoney Creek Public Golf Course
Welcome!
Interior
Exceptional
(46 reviews)

One of the Best Views in Wintergreen!

Wintergreen Resort

15% off
£2,151
for 7 nights, 1 home
£307 per night
includes taxes & fees
One of the Best Views in Wintergreen!
Private kitchen
Living area
Exterior
Exterior
Exceptional
(5 reviews)

6BR: Every Room Has Private Bath + Mountain Views 2 Decks

Wintergreen Resort

8% off
£6,131
for 7 nights, 1 home
£876 per night
includes taxes & fees
6BR: Every Room Has Private Bath + Mountain Views 2 Decks
Exterior detail
Private kitchen
Interior
Exterior
Exceptional
(61 reviews)

Rockfish Farmhouse - Home In the heart of The Rockfish Valley

Afton

8% off
£1,887
for 7 nights, 1 home
£270 per night
includes taxes & fees
Rockfish Farmhouse - Home In the heart of The Rockfish Valley
Interior
Dining
Living area
Top of the stairs
Exceptional
(59 reviews)

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

Roseland

7% off
£1,743
for 7 nights, 1 home
£249 per night
includes taxes & fees
Spectacular mountain home perfect for multiple families! Just added deck firepit
Exterior
Living area
Private kitchen
Dining
Exceptional
(22 reviews)

Above the Clouds! Perfect Escape for Families!

Wintergreen Resort

11% off
£2,557
for 7 nights, 1 home
£365 per night
includes taxes & fees
Above the Clouds! Perfect Escape for Families!
Open plan living and flexible seating!
Let's go back outside!
No filter needed
Drone view of Black Bear Lodge!
Exceptional
(34 reviews)

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

Wintergreen Resort

8% off
£5,580
for 7 nights, 1 home
£797 per night
includes taxes & fees
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.
Interior
Living area
Private kitchen
Room
Exceptional
(9 reviews)

Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake

Roseland

11% off
£999
for 7 nights, 1 cabin
£143 per night
includes taxes & fees
Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake
Freshwater Field Cabin nestled against the hillside.
Patio gas fire pit
Gas fireplace in second floor family room.
Enclosed porch sitting area is climate controlled.
Exceptional
(12 reviews)

Freshwater Field Cabin

Lovingston

15% off
£1,154
for 7 nights, 1 cabin
£165 per night
includes taxes & fees
Freshwater Field Cabin
Dining
Exterior
Exterior detail
Only four steps on sidewalk from parking lot.
Exceptional
(88 reviews)

New listing- Five minute walk to slopes and village!

Wintergreen

7% off
£1,208
for 7 nights, 1 apartment
£173 per night
includes taxes & fees
New listing- Five minute walk to slopes and village!
Living area
Private kitchen
Master bedroom TV and chest of drawers
Living area
Exceptional
(91 reviews)

Location, location, location mountain side in Wintergreen Mountain Village

Wintergeen

8% off
£1,142
for 7 nights, 1 apartment
£163 per night
includes taxes & fees
Location, location, location mountain side in Wintergreen Mountain Village
Exterior
Living area
Interior
Terrace/patio
Exceptional
(9 reviews)

Private cabin in wine country

Scottsville

8% off
£859
for 7 nights, 1 cottage
£123 per night
includes taxes & fees
Private cabin in wine country
Our living room offers mountain views.
Enjoy a morning coffee with some of the world's best sunrises!
Enjoy the mountain views while preparing a home cooked meal.
The master suite is a joy to hang out in.
Exceptional
(40 reviews)

Luxury Condo in the Sky! Finest in Wintergreen!

Wintergreen Resort

8% off
£1,840
for 7 nights, 1 apartment
£263 per night
includes taxes & fees
Luxury Condo in the Sky! Finest in Wintergreen!
Private kitchen
Terrace/patio
Interior
Living area
Exceptional
(24 reviews)

Buck's Cabin: Cozy retreat with hot tub. Pet- & kid-friendly!

Wintergreen Resort

8% off
£1,930
for 7 nights, 1 home
£276 per night
includes taxes & fees
Buck's Cabin: Cozy retreat with hot tub. Pet- & kid-friendly!
Well equipped kitchen with granite countertops
Overlooking the 12th Hole of Devils' Knob Golf Course
Stone steps welcome you to 2206 Tanners Ridge
Welcome to Wine-tergreen!
Exceptional
(128 reviews)

Escape to the Blue Ridge Mountains at Wine-tergreen!

Wintergreen Resort

7% off
£870
for 7 nights, 1 apartment
£124 per night
includes taxes & fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
Property grounds
Outdoor dining
Kitchen with breakfast bar
Highlands condo building, view from parking lot
Exceptional
(102 reviews)

Ski-In/Out, Beautiful Mountain & Valley Views

Wintergreen

12% off
£1,566
for 7 nights, 1 apartment
£224 per night
includes taxes & fees
Ski-In/Out, Beautiful Mountain & Valley Views

  • 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, 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)
  • Ix Art Park (15.7 mi / 25.2 km)
  • Rivanna Trails (16.1 mi / 25.8 km)
  • Horsepen Lake (19.3 mi / 31.1 km)
  • Bruce Park (0.1 mi / 0.1 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.
How much does it cost to rent a holiday home in Scottsville?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Scottsville to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Scottsville holiday house rentals?
You can find great discounts on house rentals in Scottsville on Vrbo, 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.
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.
Can I find long-stay holiday rentals in Scottsville?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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 Vrbo.
Are there any Scottsville holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
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.
How early should I book a Scottsville holiday rental?
Book your Scottsville holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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.
Can I change or cancel my Scottsville home rental booking on Vrbo?
To find Scottsville holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Scottsville holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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