A mountainous landscape with autumn foliage.

Lovingston Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Lovingston vacation rentals

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1. 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, (113 reviews)
"Beautiful, peaceful and all accommodations were available. Very neat, meticulously cared for and we felt like we were at home."
United States
Jason L.
$176 nightly
The price is $198
Sep 1 - Sep 2
Total with taxes and fees
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
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, (197 reviews)
"Excellent stay! Perfect little get-a-way cabin in the woods!"
United States
Brenda P.
$159 nightly
The price is $179
Sep 27 - Sep 28
Total with taxes and fees
Cozy cabin for 2 w/ great mt views & walking trails!
Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio

3. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (23 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
$211 nightly
The price is $230
Sep 30 - Oct 1
Total with taxes and fees
Love Ridge Mountain Lodging
Exterior

4. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
$250 nightly
The price is $281
Sep 1 - Sep 2
Total with taxes and fees
Branch and Barrel
Outdoor dining

5. 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.
$269 nightly
The price is $302
Sep 1 - Sep 2
Total with taxes and fees
Historic Bungalow 30 minutes from Wintergreen
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, (18 reviews)
"Beautiful little spot. We will definitely be back."
United States
Caitlin S.
$153 nightly
The price is $169
Sep 7 - Sep 8
Total with taxes and fees
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Fireplace

7. Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
9.8 out of 10, Exceptional, (59 reviews)
"Nice resort"
United States
Diana J.
$157 nightly
The price is $176
Sep 9 - Sep 10
Total with taxes and fees
Where the Trail Ends
Interior

8. 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, (34 reviews)
"Wonderful cozy condo close to the golf course and the slopes. "
United States
Deborah R.
$190 nightly
The price is $213
Sep 1 - Sep 2
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
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, (66 reviews)
"Beautiful location, very clean cabin. We had a great time "
United States
Heather G.
$195 nightly
The price is $219
Sep 1 - Sep 2
Total with taxes and fees
Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!
Interior

10. Whole House

Whole House
Amherst
9.6 out of 10, Exceptional, (43 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
Sep 1 - Sep 2
Total with taxes and fees
Whole House
Property grounds

11. 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, (159 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
$223 nightly
The price is $250
Sep 1 - Sep 2
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Property grounds

12. Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (40 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.
$363 nightly
The price is $408
Sep 1 - Sep 2
Total with taxes and fees
Hillside Haven: Modern Retreat, Mountain Views
Interior

13. Hot Tub | Fire Pit | River | State Park | King Bed

Hot Tub | Fire Pit | River | State Park | King Bed
Wingina
9.8 out of 10, Exceptional, (17 reviews)
"We thoroughly enjoyed our stay at the beautiful Hygge House! It is beautifully decorated & every comfort was considered. Our girls were "unplugged" through the whole weekend. They rotated between the hot tub, the swings on the pergola, playing in the creek and roasting marshmallows. The host was very responsive when we called with a question. The Hygge House is a perfect retreat for families!"
United States
Al W.
$300 nightly
The price is $320
Sep 21 - Sep 22
Total with taxes and fees
Hot Tub | Fire Pit | River | State Park | King Bed
Smart TV

14. 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, (60 reviews)
"Good stay. Beautiful scenery and walk. River is beautiful. Quiet and comfortable. "
United States
Mark K.
$238 nightly
The price is $268
Sep 7 - Sep 8
Total with taxes and fees
Top Rated River Cabin in the Heart of Nelson County. Close to all attractions!
Property grounds

15. Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!
Wintergreen Resort
10.0 out of 10, Exceptional, (119 reviews)
"Gorgeous views! We spent most of our time out and about, but enjoyed our stay!"
United States
Jennifer P.
$265 nightly
The price is $297
Sep 3 - Sep 4
Total with taxes and fees
Endless Mountain Top Views from All The Way Up!
Coffee/tea maker, fridge, microwave, oven

16. "Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining

"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & 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.
$279 nightly
The price is $313
Sep 1 - Sep 2
Total with taxes and fees
"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
Cabin, Private Bathroom (Bear Tracks Cottage) | Exterior

17. Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
$363 nightly
The price is $408
Sep 1 - Sep 2
Total with taxes and fees
Bear Tracks Cottage
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, (25 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.
$307 nightly
The price is $345
Sep 1 - Sep 2
Total with taxes and fees
Secluded 20+ Acre Retreat Near Brew & Wine Trails
1 bedroom, iron/ironing board, WiFi (free), bed sheets

19. First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Wintergreen Resort
10.0 out of 10, Exceptional, (17 reviews)
"Had a great stay, location was perfect! Condo was very nice. "
United States
Alicia K.
$222 nightly
The price is $250
Sep 9 - Sep 10
Total with taxes and fees
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Terrace/patio

20. 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.
$239 nightly
The price is $268
Sep 1 - Sep 2
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
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

The Crossroads Inn

The Crossroads Inn

10/10 Excellent
"Awesome place to visit and great staff."
Marvin 2-night trip
Posted 4 hours ago
The Crossroads Inn

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 $99 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.

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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.