A mountainous landscape with autumn foliage.

Lovingston Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Lovingston vacation rentals

Exterior

Unique Cypress cottage, close to Charlottesville with mountain views.

Unique Cypress cottage, close to Charlottesville with mountain views.
Charlottesville
10.0 out of 10, Exceptional, (60 reviews)
"We have stayed here once before and we absolutely love the place. Mary is an excellent host and she did everything to accommodate us. "
United States
Kurt K.
The price is ￥26,621
￥49,054 total
includes taxes & fees
Aug 4 - Aug 5
Unique Cypress cottage, close to Charlottesville with mountain views.
Interior

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, (187 reviews)
"Excellent stay! Perfect little get-a-way cabin in the woods!"
United States
Brenda P.
The price is ￥21,765
￥28,065 total
includes taxes & fees
Jul 7 - Jul 8
Cozy cabin for 2 w/ great mt views & walking trails!
Standard Suite, 1 Queen Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (63 reviews)
"Very good value, would definitely stay again"
United States
Frank
The price is ￥12,746
￥14,187 total
includes taxes & fees
Jul 12 - Jul 13
Affordable Suites of America Waynesboro
Smart TV, DVD player, books, music library

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, (108 reviews)
"Beautiful cabin!"
United States
Anna W.
The price is ￥20,974
￥31,889 total
includes taxes & fees
Jul 7 - Jul 8
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Outdoor dining

Wandering Bear’s Den Private Studio Near Crozet and Charlottesville

Wandering Bear’s Den Private Studio Near Crozet and Charlottesville
Charlottesville
10.0 out of 10, Exceptional, (61 reviews)
"Great little place! I fit our needs perfectly."
United States
Betsy D.
The price is ￥20,168
￥26,741 total
includes taxes & fees
Jul 7 - Jul 8
Wandering Bear’s Den Private Studio Near Crozet and Charlottesville
Terrace/patio

Blair's Vintage Apartment Nestled in Wine Country

Blair's Vintage Apartment Nestled in Wine Country
Waynesboro
10.0 out of 10, Exceptional, (26 reviews)
"Had a fantastic time staying here. Apartment was super cozy and close to Shenandoah National Park. Deborah was a great hostess. "
United States
Matthew H.
The price is ￥15,811
￥36,632 total
includes taxes & fees
Jul 7 - Jul 8
Blair's Vintage Apartment Nestled in Wine Country
Fireplace

Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
10.0 out of 10, Exceptional, (55 reviews)
"Very good host, good with communication! Nice clean place to stay and close to a lot of the places we were wanting to go!"
United States
Meredith T.
The price is ￥10,506
￥31,909 total
includes taxes & fees
Jul 7 - Jul 8
Where the Trail Ends
Exterior

Ivy Rose Cottage nestled b/t Cville & Vineyards

Ivy Rose Cottage nestled b/t Cville & Vineyards
Charlottesville
10.0 out of 10, Exceptional, (82 reviews)
"The cabin was very clean. Very cozy. We definitely enjoyed our time there and would love to come back."
United States
jeramy p.
The price is ￥28,896
￥54,604 total
includes taxes & fees
Jul 12 - Jul 13
Ivy Rose Cottage nestled b/t Cville & Vineyards
Property grounds

The Cottage @ Afton Mountain- Close to Wineries!

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (31 reviews)
"Well supplied with essentials , charming"
United States
Beth
The price is ￥23,378
￥51,621 total
includes taxes & fees
Jul 7 - Jul 8
The Cottage @ Afton Mountain- Close to Wineries!
Exterior detail

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Waynesboro
10.0 out of 10, Exceptional, (21 reviews)
"Great host and beautifully decorated property."
United States
Elisa G.
The price is ￥18,151
￥30,079 total
includes taxes & fees
Jul 7 - Jul 8
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Exterior

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.4 out of 10, Exceptional, (14 reviews)
"The property was very clean and awesome! It met the needs of our 2 day stay with our pets. We would stay again!"
United States
Joni K.
The price is ￥11,959
￥28,958 total
includes taxes & fees
Jul 12 - Jul 13
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Outdoor dining

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
9.6 out of 10, Exceptional, (19 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.
Secluded 20+ Acre Retreat Near Brew & Wine Trails
Property grounds

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, (156 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.
The price is ￥17,747
￥40,043 total
includes taxes & fees
Jul 7 - Jul 8
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Property grounds

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, (109 reviews)
"Nice place!"
United States
Gregory G.
The price is ￥13,801
￥40,141 total
includes taxes & fees
Jul 7 - Jul 8
Endless Mountain Top Views from All The Way Up!
Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (20 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is ￥21,723
￥34,076 total
includes taxes & fees
Jul 8 - Jul 9
Love Ridge Mountain Lodging
Terrace/patio

Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton
9.6 out of 10, Exceptional, (15 reviews)
"Our stay was fantastic! Great location for wineries and hiking. Perfect for a couples getaway for privacy and quaintness. Will definitely consider booking again if we ever come back to the area!! "
United States
Liz D.
The price is ￥25,266
￥54,796 total
includes taxes & fees
Jul 7 - Jul 8
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Exterior detail

Stay in Crozet Train Suite in Downtown Crozet

Stay in Crozet Train Suite in Downtown Crozet
Crozet
10.0 out of 10, Exceptional, (70 reviews)
"The apartment was beautifully decorated and immaculately clean. It was close to everything we intended to get to and we appreciated how easy it was to check in and check out. It was so comfortable and homey. "
United States
Natalie
The price is ￥24,201
￥39,795 total
includes taxes & fees
Jul 13 - Jul 14
Stay in Crozet Train Suite in Downtown Crozet
Interior

Rosé All Day: Wine Country Getaway! Walk to Dining

Rosé All Day: Wine Country Getaway! Walk to Dining
Crozet
9.8 out of 10, Exceptional, (28 reviews)
"It was an excellent place to stay while in Crozet. Roomy and nice house."
United States
Carolyn R.
The price is ￥20,858
￥52,978 total
includes taxes & fees
Jul 7 - Jul 8
Rosé All Day: Wine Country Getaway! Walk to Dining
Exterior

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, (12 reviews)
"The property was very clean and located on scenic property. The owner provided many extra perks such as firewood, fire pit, grill, cooking materials, and several toiletries! Would definitely recommend this location to anyone!"
United States
Donna
The price is ￥21,055
￥33,975 total
includes taxes & fees
Jul 7 - Jul 8
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
Exterior detail

Willow Haven: Cozy cabin in delightful Afton

Willow Haven: Cozy cabin in delightful Afton
Afton
9.6 out of 10, Exceptional, (34 reviews)
"Great little place! Would stay again!!"
United States
brian f.
The price is ￥19,893
￥36,835 total
includes taxes & fees
Jul 8 - Jul 9
Willow Haven: Cozy cabin in delightful Afton
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

Super 8 by Wyndham Waynesboro

Super 8 by Wyndham Waynesboro

10/10 Excellent
"The room was spotless. Everything worked. A bit dated, but very roomy and comfortable. And Waffle House is around the corner. Only minus - Confusing to access parking lot. NOTE: Cannot be accessed from the main road. You can see it, but you can't get in."
Eugene 1-night trip
Posted 2 days ago
Super 8 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
  • Use the map to find apartments and other holiday homes in the Lovingston neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Lovingston while they last

Look no further and take a look at our great range of rental properties in Lovingston!

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?

Unbeatable Views Atop Wintergreen Resort: This vacation home rental outside of Lovingston is located in the mountains and has a fireplace, a patio, 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. Make the most of the selection of games in this rental home to help you unwind.

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 Mountain Cove Vineyards 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.