Esmont Vacation Rentals

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Our top choices for Esmont vacation rentals

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Wintergreen Resort
10.0 out of 10, Exceptional, (6 reviews)
"We loved the 'ski-in/ski-out' convenience. Cute condo with everything you need for your stay. The water and snacks were a nice gesture. "
United States
Esperanza
$197 nightly
The price is $221
Mar 3 - Mar 4
Total with taxes and fees
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

Brand new serene luxury cottage just off the Brew Ridge Trail

Brand new serene luxury cottage just off the Brew Ridge Trail
Afton
10.0 out of 10, Exceptional, (5 reviews)
"Very good stay. Quiet and as advertised!"
United States
Robert B.
$129 nightly
The price is $145
Feb 12 - Feb 13
Total with taxes and fees
Brand new serene luxury cottage just off the Brew Ridge Trail

Laurelwood Hollow: Walk to Ski & Swim

Laurelwood Hollow: Walk to Ski & Swim
Wintergreen Resort
10.0 out of 10, Exceptional, (5 reviews)
"We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!"
United States
Alexander H.
$265 nightly
The price is $279
Feb 25 - Feb 26
Total with taxes and fees
Laurelwood Hollow: Walk to Ski & Swim

Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (29 reviews)
"I highly recommend this property. It was in a nice location, clean, and had everything I needed."
United States
Lorie Y.
$111 nightly
The price is $127
Feb 8 - Feb 9
Total with taxes and fees
Unit 5 - Cozy Lower Level Studio Suite

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Ivy
10.0 out of 10, Exceptional, (41 reviews)
"It was a lovely place to stay and the hosts were so kind. "
United States
Cooper C.
$164 nightly
The price is $187
Feb 8 - Feb 9
Total with taxes and fees
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Afton Mountain Vineyards

Afton Mountain Vineyards
2.5 star property
Afton
10.0 out of 10, Exceptional, (2 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
$350 nightly
The price is $393
Feb 8 - Feb 9
Total with taxes and fees
Afton Mountain Vineyards

Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (124 reviews)
"Everything was as is listed, we were off season so hiking and scenic views is what there was to do, relaxing. Host was accessible on phone, place was clean. "
United States
David L.
$237 nightly
The price is $266
Mar 1 - Mar 2
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!

Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (47 reviews)
"The property was exactly as described, very clean and comfy. Beautiful location and the host Made us feel welcome with a little treat in the fridge. Will definitely make this location our go to place when in the area!"
United States
Bonny R.
$209 nightly
The price is $231
Feb 8 - Feb 9
Total with taxes and fees
Private Guest Suite by Wineries/Orchards/Cville

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

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Belmont
9.8 out of 10, Exceptional, (56 reviews)
"My family (4 adults) had a great time in Belmont. The location was perfect for a walk to "The Mall" and a short drive to campus for a game. The hosts were quick to respond and flexible with checking in. We would definitely stay here again."
United States
Kim E.
$192 nightly
The price is $219
Feb 11 - Feb 12
Total with taxes and fees
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (41 reviews)
"Quiet, one-night stay while in the area for an event. "
United States
Julie M.
$215 nightly
The price is $241
Mar 5 - Mar 6
Total with taxes and fees
The Modern Mountain Condo

Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (3 reviews)
"Love the area"
United States
Toni
$473 nightly
The price is $507
Feb 10 - Feb 11
Total with taxes and fees
Blackwood Chalet

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Troy
9.0 out of 10, Wonderful, (131 reviews)
"Quiet safe neighborhood, large yard comfortable layout, worked well for visiting family in area!"
United States
Sandra S.
$191 nightly
The price is $211
Feb 9 - Feb 10
Total with taxes and fees
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

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, (56 reviews)
"The space was incredibly well furnished. Wi-Fi worked from the jump, check in was easy, host was very communicative. Great spot to stay!"
United States
Samuel M.
$145 nightly
The price is $166
Feb 17 - Feb 18
Total with taxes and fees
Wandering Bear’s Den Private Studio Near Crozet and Charlottesville

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, (311 reviews)
"Outstanding views from the deck!! Loved it!"
United States
Kerry M.
$228 nightly
The price is $256
Feb 11 - Feb 12
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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, (175 reviews)
"Amazing "
United States
Sylvester
$152 nightly
The price is $170
Feb 8 - Feb 9
Total with taxes and fees
Cozy cabin for 2 w/ great mt views & walking trails!

Guesthouse

Guesthouse
Crozet
10.0 out of 10, Exceptional, (69 reviews)
"Excellent host Beautiful settingEasy access to all the beautiful town of Crozet has to offerEasy access to hiking trailsQuiet charming "
United States
Catherine T.
$151 nightly
The price is $172
Feb 9 - Feb 10
Total with taxes and fees
Guesthouse

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Nellysford
10.0 out of 10, Exceptional, (24 reviews)
"The house was so nice and clean and the host was great also and we had a great stay and would highly recommend it. "
United States
Jody W.
$431 nightly
The price is $484
Feb 25 - Feb 26
Total with taxes and fees
Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Stay in Crozet Train Suite in Downtown Crozet

Stay in Crozet Train Suite in Downtown Crozet
Crozet
10.0 out of 10, Exceptional, (68 reviews)
"Perfect location for multiple restaurants & some shopping.Very clean...enjoyable stay."
United States
Roberta F.
$226 nightly
The price is $243
Feb 8 - Feb 9
Total with taxes and fees
Stay in Crozet Train Suite in Downtown Crozet

High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (105 reviews)
"Such a lovely cottage in a great spot!We enjoyed Crozet and time at Praha bakery, Star Hill Brewery, King Family Vineyard, and Mint Springs Park!"
United States
Polly H.
$310 nightly
The price is $333
Feb 8 - Feb 9
Total with taxes and fees
High Street | Walk to Everything Crozet | Pet-Friendly

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (14 reviews)
"Great stay! Thank you!"
United States
Lauren
$251 nightly
The price is $282
Feb 8 - Feb 9
Total with taxes and fees
Historic Bungalow 30 minutes from Wintergreen
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

Find out more about Esmont

Everything you need to know about Esmont 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 Esmont 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 Esmont vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Esmont vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Esmont. 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 Esmont 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 $241 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 Esmont rentals

At Expedia, we put the best Esmont 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 Esmont 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 Esmont 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 Esmont. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Esmont?

Yes, we give you a choice of vacation rentals near popular sights in Esmont, or you can choose a more remote option if you're looking for relaxation.

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

Berry Hill Lake - Private Luxury Family Resort w/ Pool & Hot Tub - Pet Friendly: This vacation home rental outside of Esmont 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.

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 larger area.

What are vacation rentals like in Esmont?

Vacation rentals are private accommodations you can reserve for a couple days or more in Esmont. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.