A mountainous landscape with autumn foliage.

Lovingston Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Lovingston vacation rentals

Smart TV, fireplace, table tennis, books

1. 4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome
Chestnut Springs
9.6 out of 10, Exceptional, (35 reviews)
"We really enjoyed our stay in Wintergreen! The location was great and the view was incredible. The house was spotless and we loved that there was a full kitchen. We recommend to others! "
United States
Laura J.
$526 nightly
The price is $590
Aug 25 - Aug 26
Total with taxes and fees
4 BR cabin mins to trails & breweries pets welcome
Exterior

2. Cozy cabin for 2 w/ great mt views & walking trails!

Cozy cabin for 2 w/ great mt views & walking trails!
Schuyler
10.0 out of 10, Exceptional, (195 reviews)
"Excellent stay! Perfect little get-a-way cabin in the woods!"
United States
Brenda P.
$145 nightly
The price is $163
Aug 16 - Aug 17
Total with taxes and fees
Cozy cabin for 2 w/ great mt views & walking trails!
Exterior

3. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
$150 nightly
The price is $168
Aug 19 - Aug 20
Total with taxes and fees
Branch and Barrel
Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio

4. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (22 reviews)
"Very quiet and peaceful stay. "
United States
Timika
$208 nightly
The price is $227
Aug 5 - Aug 6
Total with taxes and fees
Love Ridge Mountain Lodging
Smart TV, DVD player, books, music library

5. Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Roseland
10.0 out of 10, Exceptional, (112 reviews)
"Beautiful cabin!"
United States
Anna W.
$175 nightly
The price is $197
Aug 6 - Aug 7
Total with taxes and fees
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Exterior

6. Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.6 out of 10, Exceptional, (17 reviews)
"We had a great time at this wonderful property. It was clean and very inviting. Host was gracious and easy to communicate with. Would definitely stay there again."
United States
Scott M.
$153 nightly
The price is $169
Aug 5 - Aug 6
Total with taxes and fees
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Outdoor dining

7. Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (17 reviews)
"Great location quiet area"
United States
Scott P.
$268 nightly
The price is $301
Aug 5 - Aug 6
Total with taxes and fees
Historic Bungalow 30 minutes from Wintergreen
Fireplace

8. Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
9.8 out of 10, Exceptional, (59 reviews)
"Wonderful location. Wonderful host. We will be back!"
United States
April S.
$192 nightly
The price is $215
Aug 18 - Aug 19
Total with taxes and fees
Where the Trail Ends
Terrace/patio

9. Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!

Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!
Faber
10.0 out of 10, Exceptional, (64 reviews)
"Beautiful location, very clean cabin. We had a great time "
United States
Heather G.
$207 nightly
The price is $232
Aug 5 - Aug 6
Total with taxes and fees
Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!
Beach towels

10. Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
$222 nightly
The price is $249
Aug 11 - Aug 12
Total with taxes and fees
Cozy Country small two bedroom home.
Interior

11. Whole House

Whole House
Amherst
9.8 out of 10, Exceptional, (39 reviews)
"House was perfect for overnight stay. 30 min from Vines Center and easy to find."
United States
Unspecified U.
$135 nightly
The price is $149
Aug 5 - Aug 6
Total with taxes and fees
Whole House
Property grounds

12. New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (158 reviews)
"We had a calm and relaxing mountain get a way. The property was charming and perfect for us, clean and organized. The location was great. We loved to go for walks nearby and visit the gnomes and fairies in the trees. We would love to make it an annual trip and would definitely stay here again."
United States
Michelle
$222 nightly
The price is $249
Aug 5 - Aug 6
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Coffee/tea maker, fridge, microwave, oven

13. Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (39 reviews)
"Loved this propertyCleanQuietWater was hot in the showerGreat communication with the hostWould suggest curtains in the en suite bathroomGreat view of the mountains from the front porch"
United States
Patricia N.
$371 nightly
The price is $417
Aug 5 - Aug 6
Total with taxes and fees
Hillside Haven: Modern Retreat, Mountain Views
Interior

14. Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Roseland
9.8 out of 10, Exceptional, (33 reviews)
"Everything was perfect! "
United States
Danielle B.
$195 nightly
The price is $218
Aug 5 - Aug 6
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Exterior

15. Laurelwood Hollow: Walk to Ski & Swim

Laurelwood Hollow: Walk to Ski & Swim
Wintergreen Resort
10.0 out of 10, Exceptional, (10 reviews)
"Great location, everything we needed. Great hosts"
United States
Natalie A.
Laurelwood Hollow: Walk to Ski & Swim
Terrace/patio

16. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (36 reviews)
"Great place to stay for our family of 4 for a wedding weekend. Easy check-in and close to the Inn."
United States
Scott M.
$244 nightly
The price is $274
Sep 2 - Sep 3
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
Coffee/tea maker, fridge, microwave, oven

17. Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!

Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Wintergreen Resort
10.0 out of 10, Exceptional, (42 reviews)
"This condo is the perfect location for a weekend ski getaway! We will definitely be staying here again!"
United States
Jennifer H.
$278 nightly
The price is $312
Aug 5 - Aug 6
Total with taxes and fees
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Outdoor dining

18. Secluded 20+ Acre Retreat Near Brew & Wine Trails

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
9.8 out of 10, Exceptional, (21 reviews)
"Everything was exactly as stated. We loved the house and the close proximity to the 151. We will definitely come back! "
United States
Harold R.
$312 nightly
The price is $350
Aug 9 - Aug 10
Total with taxes and fees
Secluded 20+ Acre Retreat Near Brew & Wine Trails
Smart TV

19. Top Rated River Cabin in the Heart of Nelson County. Close to all attractions!

Top Rated River Cabin in the Heart of Nelson County. Close to all attractions!
Faber
10.0 out of 10, Exceptional, (57 reviews)
"Good stay. Beautiful scenery and walk. River is beautiful. Quiet and comfortable. "
United States
Mark K.
$325 nightly
The price is $365
Aug 10 - Aug 11
Total with taxes and fees
Top Rated River Cabin in the Heart of Nelson County. Close to all attractions!
Cabin, Ensuite (Nelson Cozy Cabin) | Exterior

20. Nelson Cozy Cabin

Nelson Cozy Cabin
2.0 star property
Nellysford
$364 nightly
The price is $409
Aug 5 - Aug 6
Total with taxes and fees
Nelson Cozy Cabin
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

Super 8 by Wyndham Waynesboro

Super 8 by Wyndham Waynesboro

10/10 Excellent
"Good job"
Charles 2-night trip
Posted 1 day ago
Super 8 by Wyndham Waynesboro

Find out more about Lovingston

Everything you need to know about Lovingston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lovingston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lovingston vacation 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 low season months. For more hustle and bustle, you may prefer to visit Lovingston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $85 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lovingston rentals

At Expedia, we put the best Lovingston vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Lovingston?

Yes, we offer vacation rentals near the most popular attractions in Lovingston, or you can go with a more secluded option if you're looking for relaxation. Visitors to Lovingston speak positively about the mountain landscape and wineries in this destination. Make sure you have time to check out the coffeehouses and jazz scene during your trip.

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

Berry Hill Lake - Private Luxury Family Resort w/ Pool & Hot Tub - Pet Friendly: This vacation home rental outside of Lovingston is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Lovingston?

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

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 vacation rental in Lovingston like?

Vacation rentals are private properties you can stay in for several days or longer in Lovingston. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for small groups.