Lovingston Holiday Rentals: Short-Term Accommodations for Rent

Q: 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.

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Our top choices for Lovingston holiday 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.

HK$1,483 total

includes taxes & fees

29 Sept - 30 Sept

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

2. Love Ridge Mountain Lodging

Lyndhurst

Josh

HK$1,847 total

includes taxes & fees

6 Oct - 7 Oct

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.

HK$1,542 total

includes taxes & fees

4 Oct - 5 Oct

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

4. Bluebird Cottage

Roseland

HK$2,114 total

includes taxes & fees

29 Sept - 30 Sept

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

5. Historic Bungalow 30 minutes from Wintergreen

Roseland

Scott P.

HK$2,076 total

includes taxes & fees

22 Oct - 23 Oct

A log cabin with a porch, surrounded by trees.

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

Schuyler

Brenda P.

HK$1,401 total

includes taxes & fees

4 Oct - 5 Oct

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.

HK$1,948 total

includes taxes & fees

29 Sept - 30 Sept

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

8. Cozy Country small two bedroom home.

Roseland

Prabir

HK$1,894 total

includes taxes & fees

30 Sept - 1 Oct

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Top Lovingston Hotel Reviews

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!"

Iris Inn and Cabins

10/10 Excellent

"From the minute you step out of your car you are greeted with an insane moment of “wow”. Right in front of the hotel is a beautiful scenery from up top overlooking the area. You feel like you are in a different world. Then after walking in, we are greeted with kind faces who wonderfully explain your stay. Now lets talk about the room. Been to plenty of hotels in my life and this one is by far the most inviting and comforting. With plans ahead the following days my wife and I had trouble getting up due to the comfort! lol i couldn’t recommend this hotel enough. Oh and by the way, grab a bite for dinner there as well, you wont be disappointed."

Find out more about Lovingston

Search for holiday rentals in Lovingston on Expedia! You can easily find your home rentals, villas, holiday apartments in Lovingston using one of the methods below:

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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.

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Check prices for these dates

Our top choices for Lovingston holiday 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. Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

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 holiday rentals that suit your style

Top Lovingston Hotel Reviews

Grey Pine Lodge

Econo Lodge Waynesboro - Skyline Drive

Holiday Inn Express & Suites Waynesboro East by IHG

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

The Elston Inn and Conference Center

The Crossroads Inn

Quality Inn Waynesboro - Skyline Drive

Iris Inn and Cabins

Spark by Hilton Waynesboro

Find out more about Lovingston

Frequently asked questions

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