Esmont Vacation Rentals

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Our top choices for Esmont vacation rentals

Brand new serene luxury cottage just off the Brew Ridge Trail

Brand new serene luxury cottage just off the Brew Ridge Trail
Afton
9.8 out of 10, Exceptional, (6 reviews)
"The property was very clean and awesome! It met the needs of our 2 day stay with our pets. We would stay again!"
United States
Joni K.
$129 nightly
The price is $145
Apr 20 - Apr 21
Total with taxes and fees
Brand new serene luxury cottage just off the Brew Ridge Trail

SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
$127 nightly
The price is $145
Apr 29 - Apr 30
Total with taxes and fees
SONSAK - MONTICELLO

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
Palmyra
10.0 out of 10, Exceptional, (42 reviews)
"Very cute and clean rental in a good location to easily access activities ."
United States
Christine T.
$247 nightly
The price is $269
Apr 19 - Apr 20
Total with taxes and fees
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

Unique Cypress cottage, close to Charlottesville with mountain views.

Unique Cypress cottage, close to Charlottesville with mountain views.
Charlottesville
10.0 out of 10, Exceptional, (50 reviews)
"Comfy rooms, great layout, pretty scenery, exceeded expectations "
United States
Molly P.
$263 nightly
The price is $301
Apr 20 - Apr 21
Total with taxes and fees
Unique Cypress cottage, close to Charlottesville with mountain views.

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Roseland
10.0 out of 10, Exceptional, (99 reviews)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
$177 nightly
The price is $199
Apr 19 - Apr 20
Total with taxes and fees
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

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, (135 reviews)
"The cottage was very clean and very comfortable. We really enjoyed staying there."
United States
Stephen S.
$190 nightly
The price is $210
Apr 20 - Apr 21
Total with taxes and fees
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (107 reviews)
"Very clean and amazing location. Owners are very communicative. We certainly plan on returning in the future. "
United States
Anthony C.
$310 nightly
The price is $333
Apr 20 - Apr 21
Total with taxes and fees
High Street | Walk to Everything Crozet | Pet-Friendly

The Cottage @ Afton Mountain- Close to Wineries!

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (22 reviews)
"Very clean and central to the wineries."
United States
Cynda
$282 nightly
The price is $317
Apr 19 - Apr 20
Total with taxes and fees
The Cottage @ Afton Mountain- Close to Wineries!

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (107 reviews)
"Great stay with a fabulous view! Very cozy and comfortable! We had a wonderful little getaway!"
United States
Vicki E.
$290 nightly
The price is $325
Apr 27 - Apr 28
Total with taxes and fees
Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (54 reviews)
"The place was very clean and spacious. The communication from the hosts was helpful. We had a very pleasant stay."
United States
James S.
$315 nightly
The price is $354
Apr 19 - Apr 20
Total with taxes and fees
Spacious + Serene Mtn Top Escape, 4 En Suites

Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!
Wintergreen Resort
10.0 out of 10, Exceptional, (101 reviews)
"The mountain views from the balcony are spectacular!"
United States
Becca R.
$214 nightly
The price is $240
Apr 20 - Apr 21
Total with taxes and fees
Endless Mountain Top Views from All The Way Up!

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
10.0 out of 10, Exceptional, (13 reviews)
"Everything was exactly as stated. We loved the house and the close proximity to the 151. We will definitely come back! "
United States
Harold R.
$308 nightly
The price is $346
Apr 19 - Apr 20
Total with taxes and fees
Secluded 20+ Acre Retreat Near Brew & Wine Trails

Stay in Crozet Train Suite in Downtown Crozet

Stay in Crozet Train Suite in Downtown Crozet
Crozet
10.0 out of 10, Exceptional, (69 reviews)
"Perfect location for multiple restaurants & some shopping.Very clean...enjoyable stay."
United States
Roberta F.
$226 nightly
The price is $243
Apr 19 - Apr 20
Total with taxes and fees
Stay in Crozet Train Suite in Downtown Crozet

Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Wonderful property within a short drive to the resort for snowboarding. Had everything you would need f9"
United States
Melissa R.
$215 nightly
The price is $241
Apr 20 - Apr 21
Total with taxes and fees
Cozy Country small two bedroom home.

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (47 reviews)
"Great place to stay to hit the ski slopes. Just a short walk to the slopes and right next to the gas station/ small grocery shop to easily pick up some food on the way back from skiing. "
United States
Joyce B.
$210 nightly
The price is $236
Apr 19 - Apr 20
Total with taxes and fees
The Modern Mountain Condo

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (15 reviews)
"Great stay! Thank you!"
United States
Lauren
$263 nightly
The price is $295
Apr 17 - Apr 18
Total with taxes and fees
Historic Bungalow 30 minutes from Wintergreen

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
Wintergreen Resort
10.0 out of 10, Exceptional, (35 reviews)
"Cozy, clean very attentive host Paul was amazingThis cozy kid friendly family home was very accommodating. Def will be back again!!"
United States
Pamela P.
$275 nightly
The price is $308
Apr 17 - Apr 18
Total with taxes and fees
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton
9.6 out of 10, Exceptional, (14 reviews)
"This house was lovely for our small family. The hot tub, the proximity to ski resort. Highly recommend!"
United States
Megan B.
$287 nightly
The price is $322
Apr 20 - Apr 21
Total with taxes and fees
Afton Cottage w/ Hot Tub, Firepit, Mountain Views

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, (151 reviews)
"Very clean and pet-friendly "
United States
Heston
$222 nightly
The price is $249
Apr 19 - Apr 20
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

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, (317 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
$222 nightly
The price is $249
Apr 22 - Apr 23
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
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 $145 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?

Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive: This vacation home rental outside of Esmont is located in the city center and has a balcony, a selection of games, and air-conditioning 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 you can cook with friends or family.

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.