A mountainous landscape with autumn foliage.

Lovingston Holiday Rentals

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Check prices for these dates

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

Our top choices for Lovingston holiday rentals

Smart TV, fireplace, ping pong, 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.
The price is HK$2,816
HK$6,325 total
includes taxes & fees
17 Aug - 18 Aug
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, (196 reviews)
"Excellent stay! Perfect little get-a-way cabin in the woods!"
United States
Brenda P.
The price is HK$1,090
HK$1,400 total
includes taxes & fees
23 Aug - 24 Aug
Cozy cabin for 2 w/ great mt views & walking trails!
Exterior

3. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is HK$1,176
HK$1,321 total
includes taxes & fees
2 Sept - 3 Sept
Branch and Barrel
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
The price is HK$1,100
HK$1,706 total
includes taxes & fees
9 Aug - 10 Aug
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.
The price is HK$1,020
HK$1,542 total
includes taxes & fees
10 Aug - 11 Aug
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.
The price is HK$513
HK$1,322 total
includes taxes & fees
19 Aug - 20 Aug
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.
The price is HK$1,059
HK$2,352 total
includes taxes & fees
13 Aug - 14 Aug
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.
The price is HK$602
HK$1,672 total
includes taxes & fees
18 Aug - 19 Aug
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.
The price is HK$1,451
HK$1,841 total
includes taxes & fees
7 Aug - 8 Aug
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
The price is HK$1,059
HK$1,955 total
includes taxes & fees
11 Aug - 12 Aug
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.
The price is HK$706
HK$1,168 total
includes taxes & fees
9 Aug - 10 Aug
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
The price is HK$863
HK$1,955 total
includes taxes & fees
13 Aug - 14 Aug
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
3 bedrooms, WiFi, bed sheets

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.
The price is HK$1,404
HK$3,232 total
includes taxes & fees
17 Aug - 18 Aug
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.
The price is HK$784
HK$1,726 total
includes taxes & fees
3 Sept - 4 Sept
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Property grounds

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.
The price is HK$976
HK$2,215 total
includes taxes & fees
12 Aug - 13 Aug
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.
The price is HK$812
HK$2,444 total
includes taxes & fees
7 Aug - 8 Aug
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.
The price is HK$587
HK$2,729 total
includes taxes & fees
9 Aug - 10 Aug
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.
The price is HK$2,259
HK$2,863 total
includes taxes & fees
10 Aug - 11 Aug
Top Rated River Cabin in the Heart of Nelson County. Close to all attractions!
Exterior

20. Nelson Cozy Cabin

Nelson Cozy Cabin
2.0 star property
Nellysford
The price is HK$1,482
HK$3,206 total
includes taxes & fees
2 Sept - 3 Sept
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

Days Inn by Wyndham Waynesboro

Days Inn by Wyndham Waynesboro

10/10 Excellent
"Friendly staff clean rooms."
Alexander 1-night trip
Posted 19 hours ago
Days Inn by Wyndham Waynesboro

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:

  • View our selection of featured holiday rentals in Lovingston
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Look no further and take a look at our great range of rental properties in Lovingston!

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?

Berry Hill Lake - Private Luxury Family Resort w/ Pool & Hot Tub - Pet Friendly: This holiday home rental outside of Lovingston is located on a lake, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.