Esmont Holiday Rentals

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Our top choices for Esmont holiday rentals

10.0 out of 10, Exceptional, (5)
"Very good stay. Quiet and as advertised!"
United States
Robert B.
The price is NZ$271
includes taxes & fees
4 Jan - 5 Jan 2026
Brand new serene luxury cottage just off the Brew Ridge Trail
2.0 star property
8.4 out of 10, Very good, (9)
"I contacted the owners to see if my family and I could check in earlier and they were about to accommodate for us. The home was clean, spacious, and had everything we needed for our stay."
United States
Sa'Mone M.
The price is NZ$504
includes taxes & fees
5 Jan - 6 Jan 2026
Bluebird Cottage: Near 151 + Appalachian Trail
10.0 out of 10, Exceptional, (42)
"Very cute and clean rental in a good location to easily access activities ."
United States
Christine T.
The price is NZ$464
includes taxes & fees
15 Jan - 16 Jan 2026
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
10.0 out of 10, Exceptional, (45)
"Lovely stay. Clean, comfortable, quaint, and roomy. Perfect location for our family!"
United States
kim E.
The price is NZ$489
includes taxes & fees
7 Jan - 8 Jan 2026
Unique Cypress cottage, close to Charlottesville with mountain views.
9.0 out of 10, Wonderful, (130)
"Quiet safe neighborhood, large yard comfortable layout, worked well for visiting family in area!"
United States
Sandra S.
The price is NZ$370
includes taxes & fees
1 Jan - 2 Jan 2026
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
10.0 out of 10, Exceptional, (173)
"Gorgeous spot, and the cabin is very cozy and clean and has all the essentials, including smart TV and WiFi! Close to hiking trails, and not a far drive from wineries, breweries and a few restaurants. Sunsets are beautiful out back, and the location is quiet and peaceful."
United States
Lauren
The price is NZ$320
includes taxes & fees
18 Jan - 19 Jan 2026
Cozy cabin for 2 w/ great mt views & walking trails!

Holiday Home in Jefferson Park Avenue

Westerly Haven B: Walk to Scott Stadium!
2.0 star property
10.0 out of 10, Exceptional, (5)
"Was a great place. "
United States
Tripp C.
The price is NZ$659
includes taxes & fees
1 Jan - 2 Jan 2026
Westerly Haven B: Walk to Scott Stadium!

Apartment in Fry's Spring

Affordable Suites Charlottesville
2.0 star property
8.0 out of 10, Very good, (80)
"Simple, clean comfortable suite. Full kitchen with frig, stove and microwave. Convenient to UVA campus and football stadium. "
United States
Anonymous traveller
Affordable Suites Charlottesville
10.0 out of 10, Exceptional, (28)
"Studio 5 was just as described. Everything we needed and immaculately clean. It is convenient to Charlottesville and minutes from Monticello. Our children live nearby so we will surely return. "
United States
Kate B.
The price is NZ$219
includes taxes & fees
13 Jan - 14 Jan 2026
Unit 5 - Cozy Lower Level Studio Suite
9.8 out of 10, Exceptional, (10)
"We had a wonderful time at this property! It was nice and quiet but still close to a lot of great vineyards and attractions. Ashley was a great host. Would absolutely stay here again! "
United States
Sara F.
The price is NZ$549
includes taxes & fees
4 Jan - 5 Jan 2026
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
10.0 out of 10, Exceptional, (40)
"It was a lovely place to stay and the hosts were so kind. "
United States
Cooper C.
The price is NZ$377
includes taxes & fees
14 Jan - 15 Jan 2026
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
10.0 out of 10, Exceptional, (47)
"A perfect place to stay! Very clean and quiet!"
United States
Joanne
The price is NZ$396
includes taxes & fees
1 Jan - 2 Jan 2026
Private Guest Suite by Wineries/Orchards/Cville
10.0 out of 10, Exceptional, (90)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is NZ$342
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Holiday Home in Roseland

Cozy Country small two bedroom home.
9.8 out of 10, Exceptional, (17)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is NZ$429
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy Country small two bedroom home.

Cottage in Charlottesville

Charming Eastham Guesthouse
2.0 star property
9.6 out of 10, Exceptional, (4)
"Lovely spot near Charlottesville, great for families or small groups. Guesthouse was clean and has a nice kitchen. "
United States
Nicholas K.
The price is NZ$382
includes taxes & fees
12 Jan - 13 Jan 2026
Charming Eastham Guesthouse
9.8 out of 10, Exceptional, (20)
"Great place"
United States
Beverly
The price is NZ$545
includes taxes & fees
12 Jan - 13 Jan 2026
The Cottage @ Afton Mountain- Close to Wineries!
9.6 out of 10, Exceptional, (5)
"The lodge was an amazing getaway. Exactly as pictured, it had everything we needed. Love the fact that it was dog friendly, quiet, and well equipped / modernized on the inside. Will definitely stay here again in the future!"
United States
Sean M.
The price is NZ$572
includes taxes & fees
12 Jan - 13 Jan 2026
Acute Lodge: Boho, Romantic Getaway in Nelson Co.
10.0 out of 10, Exceptional, (55)
"Good stay."
United States
Aabir K.
The price is NZ$285
includes taxes & fees
4 Jan - 5 Jan 2026
Private studio apartment in the heart of Ivy, Virginia
9.8 out of 10, Exceptional, (104)
"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.
The price is NZ$573
includes taxes & fees
4 Jan - 5 Jan 2026
High Street | Walk to Everything Crozet | Pet-Friendly
10.0 out of 10, Exceptional, (32)
"Fantastic property with all the amenities near UVA, and lots of wineries."
United States
roberto c.
The price is NZ$719
includes taxes & fees
4 Jan - 5 Jan 2026
Hillside Haven: Modern Retreat, Mountain 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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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 favorite 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 depends 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 NZ$342 per night. Entering your travel dates in the search wizard you might find 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?

Upscale and Family-Friendly in Wintergreen: 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 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself 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.