Lovingston Vacation Rentals from $109: Search Short-Term Rentals

Q: 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.

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Our top choices for Lovingston vacation rentals

A living room with a fireplace, a sofa with cushions, a coffee table, and a TV mounted above the fireplace.

1. Where the Trail Ends

Wintergreen Resort

Diana J.

$191 nightly

Oct 6 - Oct 7

Total with taxes and fees

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

2. Love Ridge Mountain Lodging

Lyndhurst

Josh

$199 nightly

Oct 1 - Oct 2

Total with taxes and fees

A cozy room with a wooden ceiling, a ceiling fan, a sofa with floral cushions, a glass coffee table, and a chair.

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

Roseland

Jason L.

$175 nightly

Oct 4 - Oct 5

Total with taxes and fees

A wooden deck with wicker furniture, a brick wall, and a view of greenery.

4. Bluebird Cottage

Roseland

$240 nightly

Sep 30 - Oct 1

Total with taxes and fees

A wooden deck with a blue planter table holding a yellow flower pot.

5. Historic Bungalow 30 minutes from Wintergreen

Roseland

Scott P.

$236 nightly

Oct 15 - Oct 16

Total with taxes and fees

A log cabin with a porch, surrounded by trees.

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

Schuyler

Brenda P.

$159 nightly

Oct 4 - Oct 5

Total with taxes and fees

A wooden deck with a round table and chairs, overlooking a grassy area with trees.

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

Wintergreen Resort

Jennifer D.

$221 nightly

Sep 30 - Oct 1

Total with taxes and fees

A sandy beach with a lake and forested hills in the background.

8. Cozy Country small two bedroom home.

Roseland

Prabir

$215 nightly

Sep 30 - Oct 1

Total with taxes and fees

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Top Lovingston Hotel Reviews

Quality Inn Waynesboro - Skyline Drive

8/10 Good

"My friend loved the free breakfast. The hotel was close to several stores so you can shop and get what you need."

Grey Pine Lodge

10/10 Excellent

"This location was very clean. The only things that we had an issue with was the room number was not on my itinerary so I had to call customer service to receive that info and also the supply room where you can self serve yourself to any items you wanted to buy the Cody they gave me was wrong and I couldn’t access, but other then those two things I will book again! Highly recommended."

Relax in Nature's Beauty: Private Log Cabin w/ two Spacious, Open Living Areas

10/10 Excellent

"What a completely relaxing cabin! We felt very secluded and private. The road up to the cabin was a little tricky the first time but once we got used to it, it was fine. The cabin was well stocked. Sr. Ho’s humble pie was a great recommendation with plenty of bang for the buck. Would gladly visit again!"

The Crossroads Inn

10/10 Excellent

"Five stars! With a property circa 1830 (so much charm), I didn’t expect such a quiet luxe experience—great bed, pillows, and linens, soft robes, perfect in-room coffee service, convenient for plugging in all your modern technology, well thought-out lighting, very tasteful decor (in keeping with the history of the place, but elegant, well thought-out, and uncluttered) and super clean. Totally charming and comfortable. The breakfast was terrific and inviting — and the touches of elegance and design extended to the serveware and freshly cut and arranged wildflowers on the tables. Finally, the staff was beyond reproach. So welcoming, friendly, and at the ready to help with anything. I was so pleasantly surprised by the whole experience. We stayed in the Monticello room which was on the small side but perfectly serviceable. We stayed at the Inn because we were visiting Pippin Winery (for a second time) for lunch—which is a must if you’re in the area. The food is inventive and delicious, the setting is picture perfect, the service is friendly and approachable, and the wines blew me away—IMHO better by a country mile than what was on offer at Barboursville, Chiswell Farms, or Afton vineyards. Highly recommend!"

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.

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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?

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.

Lovingston Vacation Rentals

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Our top choices for Lovingston vacation rentals

1. Where the Trail Ends

2. Love Ridge Mountain Lodging

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

4. Bluebird Cottage

5. Historic Bungalow 30 minutes from Wintergreen

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

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

8. Cozy Country small two bedroom home.

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

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

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

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

13. Walk to Market/Private community outdoor pool!

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

15. Whole House

16. Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace

17. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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

19. Wintergreen Condo -Steps to Ski and restaurants

20. Updated! Cozy and clean two bedroom condo.

Find vacation rentals that suit your style

Top Lovingston Hotel Reviews

Quality Inn Waynesboro - Skyline Drive

Find out more about Lovingston

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