Esmont Holiday Rentals

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Holiday Rentals in Esmont

Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
Miscellaneous

Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

10.0 out of 10, Exceptional, (244)
"Tremendous view and perfect accommodations. We used for a base to visit Staunton and Charlottesville. "
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

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

10.0 out of 10, Exceptional, (327)
"The property is nestled very nicely on the mountain and convenient to the main lodge, restaurants and other attractions. We really enjoyed our stay. The condo was plenty big for the two of us and our dog. It is well-appointed Kudos to the owner, Heather, for thinking of everything to make our stay great. "
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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

9.0 out of 10, Wonderful, (293)
"Beautiful location and million dollar views are so true. The condo was clean and comfortable. Will stay again and recommend to everybody. "
The price is HK$817
HK$1,888 total
includes taxes & fees
19 Oct - 20 Oct
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive
Smart TV, books

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

9.8 out of 10, Exceptional, (160)
"Cute cottage, clean, very convenient location. Everything we needed!"
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Property grounds

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

10.0 out of 10, Exceptional, (62)
"Loved our stay - the house, location, and amenities were perfect for us!"
The price is HK$3,113
HK$5,523 total
includes taxes & fees
14 Oct - 15 Oct
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table
Property grounds

Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table

10.0 out of 10, Exceptional, (15)
"Nice time exploring the area"
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table
The Modern Mountain Condo
Property grounds

The Modern Mountain Condo

10.0 out of 10, Exceptional, (29)
"Ideal location for skiing at Wintergreen. "
The price is HK$779
HK$1,862 total
includes taxes & fees
6 Oct - 7 Oct
The Modern Mountain Condo
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Fridge, microwave, oven, stovetop

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

9.6 out of 10, Exceptional, (49)
"We had the best weekend! Loved Lake Monocan and Devil’s Knob Spa. Also visited Three Notched and Devil’s Backbone. Condo worked very well. Beds were so comfortable and we lived kicking back on the patio. Will definitely rent again since it’s so close. Thanks for great communications!"
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Smart TV, fireplace, DVD player

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

9.8 out of 10, Exceptional, (53)
"This was our second stay in Wintergreen. First time at this property. The condo was beautifully decorated, had all the necessities and the view was breathtaking. "
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Loveshack, a charming tiny house on a 5 acre farm
Smart TV

Loveshack, a charming tiny house on a 5 acre farm

9.6 out of 10, Exceptional, (8)
"My wife and I had a great weekend getaway. Property was great. Close to restaurants and hiking. Great hosts."
Loveshack, a charming tiny house on a 5 acre farm
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Pool

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

9.6 out of 10, Exceptional, (136)
"Very clean place and very accommodating host"
The price is HK$856
HK$1,923 total
includes taxes & fees
2 Nov - 3 Nov
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Escape to the Blue Ridge Mountains at Wine-tergreen!
Outdoor dining

Escape to the Blue Ridge Mountains at Wine-tergreen!

9.8 out of 10, Exceptional, (119)
"Well appointed and clean unit. Beds were comfortable and the kitchen had everything we needed. The balcony is a great place to have coffee and enjoy nature. "
The price is HK$833
HK$1,906 total
includes taxes & fees
5 Oct - 6 Oct
Escape to the Blue Ridge Mountains at Wine-tergreen!
Isolated cottage with good view close to many winery and Brewers.
Exterior

Isolated cottage with good view close to many winery and Brewers.

9.0 out of 10, Wonderful, (22)
"It was great thank you"
The price is HK$1,401
HK$2,037 total
includes taxes & fees
6 Oct - 7 Oct
Isolated cottage with good view close to many winery and Brewers.
Charming Historic Carriage House Studio Apartment
Microwave, stovetop

Charming Historic Carriage House Studio Apartment

10.0 out of 10, Exceptional, (2)
"Great location that was peaceful and made us feel right at home! Highly recommend to anyone in the area. Also loved the proximity to walking/running trails. "
The price is HK$700
HK$1,423 total
includes taxes & fees
9 Oct - 10 Oct
Charming Historic Carriage House Studio Apartment
Downtown Carriage House | 1 BR Loft close to the historic downtown mall
Fridge, microwave, oven, stovetop

Downtown Carriage House | 1 BR Loft close to the historic downtown mall

9.4 out of 10, Exceptional, (77)
"Great Quite getaway near down town"
Downtown Carriage House | 1 BR Loft close to the historic downtown mall
Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.
Fridge, microwave, oven, stovetop

Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.

10.0 out of 10, Exceptional, (120)
"This is the perfect location, very clean, fabulous hosts, and nice, quiet neighborhood."
The price is HK$1,089
HK$1,888 total
includes taxes & fees
5 Oct - 6 Oct
Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.
Lotus View Retreat in Yogaville, Chalet with WiFi and AC
Smart TV, DVD player, books, video library

Lotus View Retreat in Yogaville, Chalet with WiFi and AC

10.0 out of 10, Exceptional, (4)
"The view really is that beautiful! It's rural and peaceful! The check-in and check-out was easy and the owners pleasant to work with. The house is very comfortable and open."
The price is HK$1,233
HK$2,091 total
includes taxes & fees
7 Oct - 8 Oct
Lotus View Retreat in Yogaville, Chalet with WiFi and AC
Ivy Rose Cottage nestled b/t Cville & Vineyards
Fridge, microwave, oven, stovetop

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (61)
"Loved staying here!"
The price is HK$1,436
HK$2,690 total
includes taxes & fees
5 Oct - 6 Oct
Ivy Rose Cottage nestled b/t Cville & Vineyards
New Build! Log Cabin with Hot Tub in Wintergreen
Terrace/patio

New Build! Log Cabin with Hot Tub in Wintergreen

10.0 out of 10, Exceptional, (2)
"Well appointed kitchen, beautiful cabin!"
The price is HK$5,515
HK$9,960 total
includes taxes & fees
9 Oct - 10 Oct
New Build! Log Cabin with Hot Tub in Wintergreen
Mechum Hill Cottage: Central to Crozet & Cville
Outdoor dining

Mechum Hill Cottage: Central to Crozet & Cville

9.6 out of 10, Exceptional, (16)
"Very quiet and peaceful. Large, secluded property. Good base from which to explore area wineries, local beer, food, and hike im the Shenandoah National Park."
The price is HK$1,004
HK$2,179 total
includes taxes & fees
6 Oct - 7 Oct
Mechum Hill Cottage: Central to Crozet & Cville
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 Esmont Hotel Reviews

Hampton Inn & Suites Charlottesville-At the University

Hampton Inn & Suites Charlottesville-At the University

10/10 Excellent
"Great location, walkable restaurants and shops, clean, comfortable, spacious lobby and breakfast areas"
Mary 1-night trip
Posted 2 days ago
Hampton Inn & Suites Charlottesville-At the University

Find out more about Esmont

Find out more about Esmont

Search for holiday rentals in Esmont on Expedia! You can easily find your home rentals, villas, holiday apartments in Esmont using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Esmont?

Yes, there are holiday rentals close to the most popular sights in Esmont, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Esmont has to offer?

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!: This holiday home rental outside of Esmont is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

What can I see and do in Esmont?

James River and Simpson Park are a couple of lovely local spots to get outside and enjoy nature. Caromont Farm and Walton's Mountain Museum are a couple of places you'll find in the wider area.

What are holiday rentals like in Esmont?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Esmont. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a small group gathering.