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
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Lovingston vacation rentals

House, Private Bathroom (Art & Soul) | Exterior

Art & Soul

Art & Soul
2.0 star property
Nellysford
$700 nightly
The price is $786
Jul 28 - Jul 29
Total with taxes and fees
Art & Soul
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, (21 reviews)
"Very quiet and peaceful stay. "
United States
Timika
$205 nightly
The price is $223
Aug 24 - Aug 25
Total with taxes and fees
Love Ridge Mountain Lodging
House | 4 bedrooms

Stoney Creek Cottage Wintergreen w EV Charger

Stoney Creek Cottage Wintergreen w EV Charger
2.0 star property
Nellysford
$448 nightly
The price is $503
Jul 29 - Jul 30
Total with taxes and fees
Stoney Creek Cottage Wintergreen w EV Charger
House (3 Bedrooms) | Interior

Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
$542 nightly
The price is $609
Jul 27 - Jul 28
Total with taxes and fees
Modern Nellysford Getaway on 40 Private Acres!
Interior detail

Afton Mountain Vineyards

Afton Mountain Vineyards
3.0 star property
Afton
7.4 out of 10, Good, (3 reviews)
"Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!"
United States
Jennifer
$390 nightly
The price is $438
Aug 3 - Aug 4
Total with taxes and fees
Afton Mountain Vineyards
Street view

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (248 reviews)
"Stay here 2 times a year, and doesn’t disappoint."
United States
Kate
$111 nightly
The price is $124
Jul 27 - Jul 28
Total with taxes and fees
Valley Extended Suites
Standard Suite, 1 Queen Bed | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.2 out of 10, Wonderful, (67 reviews)
"Very good value, would definitely stay again"
United States
Frank
$79 nightly
The price is $88
Aug 3 - Aug 4
Total with taxes and fees
Affordable Suites of America Waynesboro
House, Private Bathroom (On Mountain Time) | Interior

On Mountain Time

On Mountain Time
2.5 star property
Roseland
$624 nightly
The price is $701
Jul 28 - Jul 29
Total with taxes and fees
On Mountain Time
House, Private Bathroom (Forever Farm) | Exterior

Forever Farm

Forever Farm
2.5 star property
Schuyler
Forever Farm
Exterior

Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
$150 nightly
The price is $168
Aug 10 - Aug 11
Total with taxes and fees
Branch and Barrel
Cottage, Private Bathroom (Bluebird Cottage) | Exterior

Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
$240 nightly
The price is $270
Jul 27 - Jul 28
Total with taxes and fees
Bluebird Cottage
House, Private Bathroom (Hillside Haven) | Exterior

Hillside Haven

Hillside Haven
2.0 star property
Faber
$329 nightly
The price is $369
Jul 27 - Jul 28
Total with taxes and fees
Hillside Haven
Cabin, Private Bathroom (Bear Tracks Cottage) | Exterior

Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
$363 nightly
The price is $408
Jul 27 - Jul 28
Total with taxes and fees
Bear Tracks Cottage
House, Private Bathroom (Pilotview Hollow) | Exterior

Pilotview Hollow

Pilotview Hollow
2.0 star property
Nellysford
$719 nightly
The price is $807
Jul 27 - Jul 28
Total with taxes and fees
Pilotview Hollow
House, Private Bathroom (Tucked Inn: Lower Unit) | Exterior

Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
$250 nightly
The price is $281
Aug 11 - Aug 12
Total with taxes and fees
Tucked Inn: Lower Unit
Apartment, Private Bathroom (Laurelwood Hollow) | Exterior

Laurelwood Hollow

Laurelwood Hollow
2.0 star property
Nellysford
$262 nightly
The price is $276
Jul 27 - Jul 28
Total with taxes and fees
Laurelwood Hollow
House, Private Bathroom (Red White Wintergreen) | Exterior

Red White and Wintergreen

Red White and Wintergreen
2.0 star property
Pedlars Edge
$799 nightly
The price is $897
Jul 27 - Jul 28
Total with taxes and fees
Red White and Wintergreen
Condo, Private Bathroom (Firefly on The Ridge) | Lounge

Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
$305 nightly
The price is $343
Jul 27 - Jul 28
Total with taxes and fees
Firefly on The Ridge
Exterior

Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
$450 nightly
The price is $505
Jul 27 - Jul 28
Total with taxes and fees
Mountain Mindset
Condo, Private Bathroom (Mountain Vista View) | Lounge

Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
$229 nightly
The price is $257
Jul 28 - Jul 29
Total with taxes and fees
Mountain View Vista
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

Days Inn by Wyndham Waynesboro

Days Inn by Wyndham Waynesboro

8/10 Good
"This hotel was decent for the price and worked well for an overnight stay. Check-in was quick, and the staff was friendly. The beds were comfortable, the air conditioning worked well, and we slept great without any noticeable outside noise. The room had been cleaned, but only minimally. There was dirt behind the chairs, the top of the toilet seat needed cleaning, and there were a few small stains on the linens. We did not see any bugs or mold, though. We also did not try the breakfast. Overall, the property felt lower quality than the typical Days Inn or Wyndham property, but it was acceptable for the price we paid. I would stay again at a similar rate, especially for a simple one-night stop."
Nicholas 2-night trip
Posted 1 day ago
Days Inn by Wyndham Waynesboro

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 $88 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?

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

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.