Esmont Holiday Rentals

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Holiday Rentals in Esmont

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, (293)
"Will certainly look to book again in the future. Very nice condo with a spectacular view."
The price is AU$379
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
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
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table
10.0 out of 10, Exceptional, (15)
"Family was in town for a baseball tournament. Was a great quiet place that was clean and well maintained. Pond was fun to fish in. Lots of nice areas to hang out outside or inside. Would definitely come back!"
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
10.0 out of 10, Exceptional, (63)
"Loved our stay - the house, location, and amenities were perfect for us!"
The price is AU$1,113
includes taxes & fees
14 Oct - 15 Oct
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Charming Historic Carriage House Studio Apartment
10.0 out of 10, Exceptional, (3)
"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 AU$259
includes taxes & fees
20 Oct - 21 Oct
Charming Historic Carriage House Studio Apartment
Walkable to UVA, and Fontaine Research park, Newly Renovated Home.
8.4 out of 10, Very good, (29)
"Great stay! Close to town "
Walkable to UVA, and Fontaine Research park, Newly Renovated Home.
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
10.0 out of 10, Exceptional, (329)
"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
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
9.6 out of 10, Exceptional, (50)
"Great place to stay for a relaxing weekend in the mountains to escape the heat. Greatly appreciated the fully stocked kitchen! It is truly fully stocked, unlike so many rental places which only claim to be. "
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
9.8 out of 10, Exceptional, (54)
"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
Escape to the Blue Ridge Mountains at Wine-tergreen!
9.8 out of 10, Exceptional, (120)
"The condo was very nice . Had all the conveniences you need but, not really for over 60 years of age. Loved the area didn’t like the stairs. Would recommend it to anyone not old."
The price is AU$384
includes taxes & fees
14 Oct - 15 Oct
Escape to the Blue Ridge Mountains at Wine-tergreen!
Cozy Cabin with private HOT TUB!
10.0 out of 10, Exceptional, (26)
"This location was a nice place to relax and enjoy family time."
Cozy Cabin with private HOT TUB!
The Modern Mountain Condo
10.0 out of 10, Exceptional, (29)
"Ideal location for skiing at Wintergreen. "
The price is AU$375
includes taxes & fees
14 Oct - 15 Oct
The Modern Mountain Condo
Bear Tracks Cottage: New Hot Tub + Fire Pit
2.0 star property
10.0 out of 10, Exceptional, (24)
"Great for taking advantage of all Nelson County's attractions. "
The price is AU$677
includes taxes & fees
27 Oct - 28 Oct
Bear Tracks Cottage: New Hot Tub + Fire Pit
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 AU$361
includes taxes & fees
9 Nov - 10 Nov
Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
10.0 out of 10, Exceptional, (245)
"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!
Ivy Rose Cottage nestled b/t Cville & Vineyards
10.0 out of 10, Exceptional, (61)
"Loved staying here!"
The price is AU$550
includes taxes & fees
26 Oct - 27 Oct
Ivy Rose Cottage nestled b/t Cville & Vineyards
NEW! Warren’s Woods! Spacious 5-bedroom house in fantastic Wintergreen Resort
10.0 out of 10, Exceptional, (1)
"We had a fabulous stay at Warren’s Woods! The location of the house is perfectly situated within Wintergreen, a short walk or drive to hiking and the main resort facilities. We enjoyed the hot tub and wood burning fireplace. The kitchen was very well stocked and the layout of the house was great for 2 families. We’ll be back! 5 stars! "
NEW! Warren’s Woods! Spacious 5-bedroom house in fantastic Wintergreen Resort
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
9.6 out of 10, Exceptional, (137)
"Very clean place and very accommodating host"
The price is AU$387
includes taxes & fees
2 Nov - 3 Nov
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
10.0 out of 10, Exceptional, (86)
"Peaceful location with nice screened porch. Friendly host."
The price is AU$307
includes taxes & fees
14 Oct - 15 Oct
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Lotus View Retreat in Yogaville, Chalet with WiFi and AC
10.0 out of 10, Exceptional, (6)
"We loved our quick stay. Check in and check out were very low-key, easy, and flexible. The cabin was immaculate and well appointed with everything we could need. "
The price is AU$423
includes taxes & fees
14 Oct - 15 Oct
Lotus View Retreat in Yogaville, Chalet with WiFi and AC
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Esmont holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Esmont holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Esmont holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Esmont holiday rentals we have selected for you start as low as AU$259 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Esmont rentals

At Expedia, we put the best Esmont holiday 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 holiday.

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 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.