A mountainous landscape with autumn foliage.

Lovingston Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Lovingston vacation rentals

A rustic wooden cabin with a sign reading "Rusty's Retreat." It features large windows, a door, and is surrounded by a garden with plants and a large tree.

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

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.6 out of 10, Exceptional, (22 reviews)
"Beautiful little spot. We will definitely be back."
United States
Caitlin S.
$153 nightly
The price is $169
Oct 21 - Oct 22
Total with taxes and fees
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
A two-story house with a deck, large windows, and a garage.

2. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
9.8 out of 10, Exceptional, (26 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
$182 nightly
The price is $197
Nov 18 - Nov 19
Total with taxes and fees
Love Ridge Mountain Lodging
A cabin labeled "COZY MOUNTAIN CABIN" with a gravel driveway, surrounded by trees and a grassy area.

3. 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, (120 reviews)
"Beautiful cabin!"
United States
Anna W.
$187 nightly
The price is $210
Oct 21 - Oct 22
Total with taxes and fees
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
A wooden deck with a blue planter table holding a yellow flower pot.

4. Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Great location quiet area"
United States
Scott P.
$251 nightly
The price is $281
Nov 6 - Nov 7
Total with taxes and fees
Historic Bungalow 30 minutes from Wintergreen
A kitchenette with a coffee machine, mugs, and a sign on the wall.

5. Whole House

Whole House
Amherst
9.6 out of 10, Exceptional, (44 reviews)
"Nice place overall, we enjoyed our stay. It was right down the road from our family. It was super convenient and just what we needed for the weekend."
United States
Pam B.
$131 nightly
The price is $145
Oct 28 - Oct 29
Total with taxes and fees
Whole House
A log cabin with a porch, surrounded by trees.

6. 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, (206 reviews)
"I wish weather was better for hiking. We went to Monticello, winery and Cidery tours! Loved the cabin!"
United States
Carol S.
$160 nightly
The price is $180
Nov 16 - Nov 17
Total with taxes and fees
Cozy cabin for 2 w/ great mt views & walking trails!
A wooden deck with wicker furniture, a brick wall, and a view of greenery.

7. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
$261 nightly
The price is $293
Oct 21 - Oct 22
Total with taxes and fees
Bluebird Cottage
A sandy beach with a lake and forested hills in the background.

8. 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
$244 nightly
The price is $274
Oct 28 - Oct 29
Total with taxes and fees
Cozy Country small two bedroom home.
A stone fire pit with a black top surrounded by gravel, next to metal chairs.

9. Freshwater Field Cabin

Freshwater Field Cabin
Lovingston
10.0 out of 10, Exceptional, (13 reviews)
"Cabin was perfect for our weekend family trip. The property was peaceful and picturesque and the cabin was cozy and inviting. Our kids loved the loft bunkbed room and going down to the field to watch the horses."
United States
John M.
$375 nightly
The price is $421
Oct 27 - Oct 28
Total with taxes and fees
Freshwater Field Cabin
A modern kitchen with a wooden island, white cabinetry, and a dining area with wooden chairs.

10. 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, (19 reviews)
"Relaxing"
United States
Sami M.
$280 nightly
The price is $297
Nov 9 - Nov 10
Total with taxes and fees
Hot Tub | Fire Pit | River | State Park | King Bed
A modern kitchen with a central island, stainless steel appliances, and wooden cabinetry.

11. Peaceful stay at the Colleen cottage!

Peaceful stay at the Colleen cottage!
Arrington
10.0 out of 10, Exceptional, (6 reviews)
"Peaceful, beautiful, and a convenient location. I highly recommend this spacious clean home on beautiful land."
United States
Pam H.
$306 nightly
The price is $343
Oct 28 - Oct 29
Total with taxes and fees
Peaceful stay at the Colleen cottage!
A wooden deck with a round table and chairs, overlooking a grassy area with trees.

12. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.6 out of 10, Exceptional, (132 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
$230 nightly
The price is $258
Oct 21 - Oct 22
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
A two-story wooden cabin with a wooden deck and a small porch.

13. Walk to Market/Private community outdoor pool!

Walk to Market/Private community outdoor pool!
Wintergreen Resort
9.8 out of 10, Exceptional, (85 reviews)
"Great location. Enjoyed our stay."
United States
Alice W.
$226 nightly
The price is $254
Oct 21 - Oct 22
Total with taxes and fees
Walk to Market/Private community outdoor pool!
Street view

14. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (271 reviews)
"Location extremely convenient."
United States
michael
$98 nightly
The price is $109
Oct 21 - Oct 22
Total with taxes and fees
Valley Extended Suites
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.

15. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
9.2 out of 10, Wonderful, (37 reviews)
"Great stay for my family!"
United States
Joel M.
$225 nightly
The price is $253
Oct 25 - Oct 26
Total with taxes and fees
Updated! Cozy and clean two bedroom condo.
A mountainous landscape with dense green forests and a clear sky.

16. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (337 reviews)
"Our 2-BR condo was lovely. Everything was sparkling clean and the place was spacious for what we needed. What MADE it, though, was the VIEW which was spectacular! I felt we should have been pre-informed that there was no coffee for us to use. We could have easily brought some but didn’t know of its non-existence."
United States
Virginia
$217 nightly
The price is $243
Nov 3 - Nov 4
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
A garden with a variety of flowers and trees at dusk.

17. 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, (161 reviews)
"It was a beautiful stay - we enjoyed the place and wished we could have stayed one more day to soak up the surroundings of the area more!"
United States
Michelle W.
$216 nightly
The price is $243
Nov 1 - Nov 2
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A room with two armchairs, a small table with a lamp, and a view of a balcony with a railing.

18. Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (61 reviews)
"Awesome location with 4 bed, 4 bath. Lots of room."
United States
Maija
$416 nightly
The price is $467
Oct 25 - Oct 26
Total with taxes and fees
Spacious + Serene Mtn Top Escape, 4 En Suites
A wooden cabin with a porch, ceiling fan, and seating area.

19. 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, (67 reviews)
"Very nice place with all amenities needed nice and quiet"
United States
Travis B.
$192 nightly
The price is $216
Nov 8 - Nov 9
Total with taxes and fees
Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!
A small, single-story cabin with a porch and large windows, surrounded by trees.

20. New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail

New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
Montebello
9.6 out of 10, Exceptional, (13 reviews)
"Very nice quaint cabin with lovely river access, close to crabtree falls. We truly enjoyed our stay and hope to return. "
United States
Julia D.
$189 nightly
The price is $212
Oct 21 - Oct 22
Total with taxes and fees
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Lovingston Hotel Reviews

Grey Pine Lodge

Grey Pine Lodge

10/10 Excellent
"Cozy, comfortable stay"
Nandini 3-night trip
Posted 4 hours ago
Grey Pine Lodge

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 $109 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?

Wintergreen cabin, hot tub, sauna, walk to trails: This vacation home rental outside of Lovingston is located in the mountains and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

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.