A mountainous landscape with autumn foliage.

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Lovingston condo rentals

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

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

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.6 out of 10, Exceptional, (132 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
$230 nightly
The price is $258
Oct 28 - Oct 29
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
A garden with a variety of flowers and trees at dusk.

2. 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, (162 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.
$222 nightly
The price is $249
Nov 2 - Nov 3
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.

3. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
9.2 out of 10, Wonderful, (37 reviews)
"Great stay for my family!"
United States
Joel M.
$225 nightly
The price is $253
Oct 28 - Oct 29
Total with taxes and fees
Updated! Cozy and clean two bedroom condo.
A two-story wooden cabin with a wooden deck and a small porch.

4. Walk to Market/Private community outdoor pool!

Walk to Market/Private community outdoor pool!
Wintergreen Resort
9.8 out of 10, Exceptional, (85 reviews)
"Great location. Enjoyed our stay."
United States
Alice W.
$225 nightly
The price is $253
Nov 1 - Nov 2
Total with taxes and fees
Walk to Market/Private community outdoor pool!
A mountainous landscape with dense green forests and a clear sky.

5. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (338 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
$217 nightly
The price is $243
Nov 3 - Nov 4
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Private kitchen

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

"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
Wintergreen Resort
10.0 out of 10, Exceptional, (44 reviews)
"Great stay and super responsive hosts! Really enjoyed my stay."
United States
Amy K.
$272 nightly
The price is $305
Oct 28 - Oct 29
Total with taxes and fees
"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
An aerial view of a resort with a golf course, tennis courts, and a cluster of buildings surrounded by forested hills.

7. Timbers Studio 03 with Wintergreen Advantage

Timbers Studio 03 with Wintergreen Advantage
Wintergreen
$204 nightly
The price is $229
Nov 1 - Nov 2
Total with taxes and fees
Timbers Studio 03 with Wintergreen Advantage
A covered deck with wicker furniture, a black ottoman, and a sliding glass door leading to a forested area.

8. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (39 reviews)
"It was a fine place for our family to stay during our staycation!"
United States
Alicia G.
$247 nightly
The price is $277
Oct 28 - Oct 29
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

9. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
$254 nightly
The price is $286
Nov 16 - Nov 17
Total with taxes and fees
Panoramic Peak
A two-story log cabin with a balcony, a staircase, and a snow-covered roof.

10. Pet-Friendly Retreat Walk to Slopes & Village!

Pet-Friendly Retreat Walk to Slopes & Village!
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
"A wonderful place to stay comfortable beds. The place was nice and clean "
United States
Denise P.
$257 nightly
The price is $288
Oct 28 - Oct 29
Total with taxes and fees
Pet-Friendly Retreat Walk to Slopes & Village!
Exterior

11. Mountain Inn Studio 96 with Wintergreen Advantage

Mountain Inn Studio 96 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"A wonderful condo at Wintergreen! It was great to snowboard the whole day and the next day. This was a lovely and clean place to rest. "
United States
Lana
$201 nightly
The price is $226
Nov 1 - Nov 2
Total with taxes and fees
Mountain Inn Studio 96 with Wintergreen Advantage
Exterior

12. Mountain Inn Lodge 55 with Wintergreen Advantage

Mountain Inn Lodge 55 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"The condo is located very close to the ski slopes and several restaurants. Good for a short weekend stay!"
United States
Sarah H.
$225 nightly
The price is $253
Nov 1 - Nov 2
Total with taxes and fees
Mountain Inn Lodge 55 with Wintergreen Advantage
A swimming pool surrounded by lush greenery and a wooden cabin.

13. 2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.

2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.
Wintergreen Resort
10.0 out of 10, Exceptional, (4 reviews)
"This is a warm and inviting condo. We enjoyed our stay. The host provided excellent communication!"
United States
Shannon T.
$318 nightly
The price is $357
Nov 16 - Nov 17
Total with taxes and fees
2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.
An aerial view of a residential area with multiple houses surrounded by dense forest, featuring a central building with a prominent roof and a well-lit driveway.

14. Northridge 07 With Wintergreen Advantage

Northridge 07 With Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Good Stay! Clean, need to have a lock on master bathroom. Door slides"
United States
William M.
$248 nightly
The price is $278
Nov 1 - Nov 2
Total with taxes and fees
Northridge 07 With Wintergreen Advantage
Gather around the stone fireplace after a day on the mountain, with a large-screen TV above and the deck just steps away.

15. Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails

Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
Wintergreen Resort
10.0 out of 10, Exceptional, (9 reviews)
$300 nightly
The price is $337
Nov 16 - Nov 17
Total with taxes and fees
Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
A wooden deck with a sofa and a wicker chair, overlooking a lush green landscape with mountains.

16. Luxury Condo in the Sky! Finest in Wintergreen!

Luxury Condo in the Sky! Finest in Wintergreen!
Wintergreen Resort
10.0 out of 10, Exceptional, (47 reviews)
"Views from the porch are beautiful!Essentials ar all there Well thought out for a rentalHope to be back for another anniversary"
United States
rodney f.
$278 nightly
The price is $312
Oct 28 - Oct 29
Total with taxes and fees
Luxury Condo in the Sky! Finest in Wintergreen!
A two-story house with a stone foundation, a large front porch, and a chimney.

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

Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (127 reviews)
"Nice condo in a nice resort. House has everything you need and more."
United States
Thomas B.
$290 nightly
The price is $325
Oct 28 - Oct 29
Total with taxes and fees
Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace
Exterior

18. Diamond Hill Studio 09 with Wintergreen Advantage

Diamond Hill Studio 09 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (3 reviews)
"Great location and cozy condo! "
United States
Molly M.
$238 nightly
The price is $267
Nov 1 - Nov 2
Total with taxes and fees
Diamond Hill Studio 09 with Wintergreen Advantage
A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.

19. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
$266 nightly
The price is $299
Oct 28 - Oct 29
Total with taxes and fees
Mountain View Vista
A covered outdoor deck with a round table and chairs, overlooking a lush landscape.

20. Overlook 180 degree views w/Peloton!

Overlook 180 degree views w/Peloton!
Wintergreen Resort
9.4 out of 10, Exceptional, (3 reviews)
"Excellent stay. Thank you!"
United States
Kimberly B.
$322 nightly
The price is $369
Nov 9 - Nov 10
Total with taxes and fees
Overlook 180 degree views w/Peloton!
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

Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent
"I thought the hotel looked new or a recent renovation. The lobby was very nice and the staff helpful. It felt very safe."
Lee 1-night trip
Posted 6 hours ago
Holiday Inn Express & Suites Waynesboro East by IHG

Find out more about Lovingston

Lovingston Condo Rentals information

Number of reviews
730
Accommodation
335 Condo Rentals
Lowest Price
$226
Highest Price
$369

Frequently asked questions

Why book your condo in Lovingston with Expedia?
Vacays should be hassle-free, so if you're seeking condos at an affordable price, Expedia delivers. Stick to the budget and opt for something cheap and cheerful, or splurge on a high-end condo and treat your loved ones. Our search filters make it simple to find a stay in Lovingston that matches your needs.
How can I find cheap condos in Lovingston?
A good way to get cheap condos in Lovingston is with Expedia's handy filter tool. Fine-tune your search results by budget, star rating and amenities to discover unbeatable rates in a couple of clicks.
What is there to do in Lovingston near my condo?
If you're eager to see the sights of Lovingston, pay a visit to Lovingston Winery. It's popular among travelers and locals alike.

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