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Compare 517 Vacation Homes in Esmont with updated reviews, rates, and availability.

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

10.0 out of 10, Exceptional, (236)
"The farm experience was delightful for the children, ages 7, 5, 3, and 1."
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

Historic Beauty and Walkable to Everywhere

10.0 out of 10, Exceptional, (41)
"We really enjoyed our stay here. The house was wonderful, very nicely decorated and clean. We really liked how close it was to all the unique restaurants and downtown.Nightlife"
The price is SAR 529
SAR 1,055 total
includes taxes & fees
31 Mar - 1 Apr
Historic Beauty and Walkable to Everywhere

Wintergreen Resort Post & Beam Home Beauty

9.8 out of 10, Exceptional, (18)
"Terrific, well appointed, every thing we needed. "
Wintergreen Resort Post & Beam Home Beauty

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (298)
"The house is so nice, and area is gorgeous. We do an annual girls trip, and this was perfect for us. Walking distance to a store was nice as well. The owners were only a text away if we needed anything, but we didn't. Highlyrecommend. "
The price is SAR 672
SAR 1,584 total
includes taxes & fees
13 Apr - 14 Apr
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

9.8 out of 10, Exceptional, (40)
"Cute and convenient to Downtown Mall and Belmont. Beds were comfortable and communication with the host could not have been easier. Highly recommend!! "
The price is SAR 506
SAR 888 total
includes taxes & fees
9 Apr - 10 Apr
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

NEW! Sleeps 14: Game Room, Fire Pit, & Hot Tub

9.0 out of 10, Wonderful, (2)
"The property is about a 5-7 minute drive to the Wintergreen resort. It was an excellent choice for multiple families who have kids. The downstairs area is full of entertaining games such as foosball, basketball, and darts. It also includes arcade games and multiple TVs. This area kept all the kids entertained whenever the adults were upstairs. "
NEW! Sleeps 14: Game Room, Fire Pit, & Hot Tub

Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

9.8 out of 10, Exceptional, (149)
"This was our second time staying at Sarah's cottage downtown. It's super convenient for our family of four and small dog when we're in town to visit family."
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

Yellow House| 2 BR Cottage Dtwn Cville/Belmont

10.0 out of 10, Exceptional, (47)
"Great location and very comfortable accommodations. We explored Charlottesville and the Wineries during the day and were able to walk to breakfast and dinner every day for fantastic meals. Can’t wait to return!!"
Yellow House| 2 BR Cottage Dtwn Cville/Belmont

GreenLeaf |3 bed, 2 Bath in Rugby Hills - Great central location UVA and Downtown Cville!

9.6 out of 10, Exceptional, (8)
"This was the best house to relax and unwind with a group of friends! We immediately fell in love with the coziness of the house. The location is great and was easy to get to. Would 10/10 recommend! "
GreenLeaf |3 bed, 2 Bath in Rugby Hills - Great central location UVA and Downtown Cville!

Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger

10.0 out of 10, Exceptional, (14)
"Excellent decor. Very comfortable bed. Would stay again."
Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger

Charlottesville Retreat for Family & Friends

10.0 out of 10, Exceptional, (94)
"Everything is as appears/stated in the listing. Easy check in and check out process. Thank you for allowing us to use your property for our trip. Will definitely recommend to others! "
Charlottesville Retreat for Family & Friends

Walkable to UVA, and Fontaine Research park, Newly Renovated Home.

7.8 out of 10, Good, (20)
"Great location for our family visit for holiday…access was simple and straightforward. Single bathroom was tight but manageable. There were several areas that needed deep cleaning including window ledges, baseboards and blinds which had caked dirt and bugs"
Walkable to UVA, and Fontaine Research park, Newly Renovated Home.

NEW! Secluded Farmhouse Winery, Hike, Lg Group❤️

10.0 out of 10, Exceptional, (23)
"Wonderful place to stay for a family reunion-kids loved the pool and frisbee golf. The owners even had pool toys for the kids to use! "
NEW! Secluded Farmhouse Winery, Hike, Lg Group❤️

Cozy Country small two bedroom home.

9.6 out of 10, Exceptional, (14)
"Loved staying there. Clean and "
The price is SAR 506
SAR 906 total
includes taxes & fees
6 Apr - 7 Apr
Cozy Country small two bedroom home.

Insane Mountain Views - New Listing

10.0 out of 10, Exceptional, (26)
"Imagine a house for 7 adult couples to relax, drink and be merry without feeling cramped. This house was absolutely astonishing. Each couple had a room with bathroom. The decor and upgrades, in every single room, offers inspiration and is 1,000% upscale.The great room view is breathtaking and the home is in close proximity to the slopes.This was my first time using VRBO and the owner was very responsive to all messages throughout the process. He has set the bar high.We will visit again!"
Insane Mountain Views - New Listing

Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

10.0 out of 10, Exceptional, (42)
"Everything was as advertised- family of 6 was well accommodated for a Thanksgiving weekend. Very cold windy and snowy outside but house was warm and comfortable. Very large kitchen was well suited for preparing Thanksgiving dinner. "
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

Afton Farmhouse - Mountain Views off Route 151

10.0 out of 10, Exceptional, (16)
"The house was really cozy with lots of space inside and outside to enjoy. We enjoyed playing games, sitting by the fire inside and outside, and visiting the local wineries and breweries. Ashley was an excellent host and quick to respond with any questions. "
The price is SAR 626
SAR 1,736 total
includes taxes & fees
31 Mar - 1 Apr
Afton Farmhouse - Mountain Views off Route 151

Hillside Haven: Modern Retreat, Mountain Views

10.0 out of 10, Exceptional, (23)
"The place was exactly as advertised. We had a great experience. Host was super responsive, would absolutely stay there again. "
The price is SAR 672
SAR 1,559 total
includes taxes & fees
1 Apr - 2 Apr
Hillside Haven: Modern Retreat, Mountain Views

Come and enjoy a beautiful view and relaxing time at Windy Knoll....

10.0 out of 10, Exceptional, (197)
"This was a perfect place for our bestie gathering. The location is beautiful...secluded and lovely. The house was truly impeccable. We loved the space. It was so well appointed with the little things that you may need. Simply awesome! Thank you to these great hosts!thoughtfully!"
Come and enjoy a beautiful view and relaxing time at Windy Knoll....

Book for Spring! Nelson 151, MTN views!

10.0 out of 10, Exceptional, (14)
"We had such a nice relaxing vacation. The views were beautiful. Great resource provided for local activities, trails, restaurants, etc."
Book for Spring! Nelson 151, MTN views!
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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Other property types in Esmont

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

9.0 out of 10, Wonderful, (268)
"The date of my stay was Sun Feb 9 - Tues Feb 11, 2025. It was a great place to stay with beautiful views. Our stay was short. We were there for my son to participate in WASI- Wintergreen Alpine Special Invitational. Travel to the Mountain Inn for ski competition and celebration was easy. I really enjoyed having the full kitchen so we could make breakfast each day. The washer and dryer were helpful for keeping ski bibs clean and dry."
The price is SAR 394
SAR 889 total
includes taxes & fees
7 Apr - 8 Apr
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (311)
"Fully equipped condo"
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (42)
"We booked this cottage strictly based off the aesthetic and rating. What a surprise when it turned out to be jsut the coziest, sleepiest little slice of whimsy! We were able to indulge in full relaxation and have the best girls trip. Thanks to the owner for creating such a beautiful space to make memories. "
The price is SAR 747
SAR 1,364 total
includes taxes & fees
31 Mar - 1 Apr
Ivy Rose Cottage nestled b/t Cville & Vineyards
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.