A mountainous landscape with autumn foliage.

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Lovingston holiday rentals

A two-story house with a deck, large windows, and a garage.

1. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
9.6 out of 10, Exceptional, (30 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
The price is £129
includes taxes & fees
10 Dec - 11 Dec
Love Ridge Mountain Lodging
A spacious living area with a wooden staircase, a dining table, and a sofa.

2. Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (6 reviews)
"Cleanliness and ease of check in"
United States
Patrick
The price is £317
includes taxes & fees
17 Nov - 18 Nov
Blackwood Chalet
Interior

3. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is £487
includes taxes & fees
17 Nov - 18 Nov
Modern Nellysford Getaway on 40 Private Acres!
Street view

4. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (282 reviews)
"Clean room convenient parking, good kitchen, friendly staff."
United States
Jamie
The price is £95
includes taxes & fees
15 Nov - 16 Nov
Valley Extended Suites
An outdoor seating area with a fire pit, wicker chairs, and a view of the landscape.

5. Afton Mountain Vineyards

Afton Mountain Vineyards
3.5 star property
Afton
7.4 out of 10, Good, (3 reviews)
"Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!"
United States
Jennifer
The price is £306
includes taxes & fees
15 Nov - 16 Nov
Afton Mountain Vineyards
A wooden deck with wicker furniture, a brick wall, and a view of greenery.

6. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is £220
includes taxes & fees
15 Nov - 16 Nov
Bluebird Cottage
A kitchen with wooden cabinets, a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

7. Mountaintop Wintergreen Resort Home w/ Deck, Views

Mountaintop Wintergreen Resort Home w/ Deck, Views
3.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
The price is £379
includes taxes & fees
23 Nov - 24 Nov
Mountaintop Wintergreen Resort Home w/ Deck, Views
A hallway with a wooden staircase, a bench, and a door leading to a balcony.

8. Fore Seasons

Fore Seasons
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"Me and my family had such a great time. The house was clean and beautiful. Everything about the house was amazing. The hosts were very responsive and sincere.❤️"
United States
Menen
The price is £240
includes taxes & fees
16 Nov - 17 Nov
Fore Seasons
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

9. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
The price is £214
includes taxes & fees
16 Nov - 17 Nov
Panoramic Peak
A sauna with wooden benches and a view of a forested hillside.

10. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is £246
includes taxes & fees
1 Dec - 2 Dec
Branch and Barrel
A cabin with a steeply pitched roof, wooden exterior, and a deck with stairs leading to a porch.

11. Three Little Bears

Three Little Bears
2.0 star property
Nellysford
The price is £236
includes taxes & fees
15 Nov - 16 Nov
Three Little Bears
A two-story cabin with a deck and outdoor seating area.

12. On Mountain Time

On Mountain Time
2.5 star property
Roseland
The price is £571
includes taxes & fees
16 Nov - 17 Nov
On Mountain Time
A wooden cabin with a stone exterior, a balcony with wooden railings, and outdoor seating with Adirondack chairs.

13. Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
The price is £226
includes taxes & fees
15 Nov - 16 Nov
Tucked Inn: Lower Unit
A string of lights hanging outdoors, with a wooden structure and a view of a forested landscape in the background.

14. Hillside Haven

Hillside Haven
2.0 star property
Faber
The price is £304
includes taxes & fees
30 Nov - 1 Dec
Hillside Haven
A hot tub with a wooden deck and a view of a forest.

15. Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
The price is £334
includes taxes & fees
29 Nov - 30 Nov
Bear Tracks Cottage
A wooden cabin with a sliding door, a hot tub, and string lights.

16. The Reserve at 151

The Reserve at 151
2.0 star property
Afton
10.0 out of 10, Exceptional, (1 review)
The price is £480
includes taxes & fees
16 Nov - 17 Nov
The Reserve at 151
A wooden deck with a yellow door, a table with chairs, and a rocking chair.

17. Tucked Inn: Upper Unit

Tucked Inn: Upper Unit
2.0 star property
Nellysford
The price is £231
includes taxes & fees
16 Nov - 17 Nov
Tucked Inn: Upper Unit
A modern kitchen with a large island, dark cabinetry, and a view to the dining area.

18. Little Haven Cottage

Little Haven Cottage
2.0 star property
Afton
8.0 out of 10, Very good, (1 review)
"Good location, very spacious for 4 guests. Excellent choice of LVP flooring instead of carpeting as there was significant rainfall both days of the visit that would have suffered wet shoes on departures and arrivals at the house."
United States
Elizabeth
The price is £337
includes taxes & fees
15 Nov - 16 Nov
Little Haven Cottage
Lounge

19. Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
The price is £284
includes taxes & fees
16 Nov - 17 Nov
Firefly on The Ridge
A two-story cabin with a balcony, surrounded by trees.

20. Blackrock Canopy

Blackrock Canopy
2.0 star property
Nellysford
The price is £567
includes taxes & fees
16 Nov - 17 Nov
Blackrock Canopy
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Lovingston Hotel Reviews

Grey Pine Lodge

Grey Pine Lodge

10/10 Excellent
"It was a very pleasant stay. The room was nice. My only complaint would be that there was no ice machine. Also if you need anything there is no staff present. Such as towels. Fortunately I was good with what I had."
Dwayne 4-night trip
Posted 1 day ago
Grey Pine Lodge

Find out more about Lovingston

Everything you need to know about Lovingston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lovingston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lovingston holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Lovingston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lovingston. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lovingston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lovingston holiday rentals we have selected for you start as low as £95 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lovingston rentals

At Expedia, we put the best Lovingston holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lovingston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lovingston holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lovingston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Lovingston?

Yes, there are holiday rentals close to the most popular sights in Lovingston, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Lovingston speak positively about the mountain landscape and wineries in this destination. Make sure you have time to check out the coffee shops and jazz scene during your trip.

What are some of the best holiday rentals that Lovingston has to offer?

Wintergreen cabin, hot tub, sauna, walk to trails: This holiday home rental outside of Lovingston is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Lovingston?

Choose from 4 Expedia holiday rentals in Lovingston for a memorable holiday.

What’s there to see and do in Lovingston?

Naked Mountain State Natural Area Preserve and Fortune's Cove Preserve are a couple of lovely local spots to get outside and enjoy nature. While here, Lovingston Winery and Virginia Distillery Museum are other places worth a visit.

What’s a holiday rental in Lovingston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lovingston. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for small groups.