Search Cottages in Charlottesville

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Cottages in Charlottesville and around

Unique Cypress cottage, close to Charlottesville with mountain views.
10.0 out of 10, Exceptional, (20)
"This is our second time staying at this property, and as before, we very much enjoyed ourselves. The house is beautiful, with wonderful space and carefully thought out little details. You will be quite comfortable and happy here. And the grounds, and the views, are spectacular. We truly enjoyed sitting on the porch for a couple hours, and ditto for starting a fire in the fire pit and roasting marshmallows one evening. This is a special place. "
The price is €276
includes taxes & fees
30 Sept - 1 Oct
Unique Cypress cottage, close to Charlottesville with mountain views.
Pet-Friendly Hampshire Cottage at Ivy Cottages
10.0 out of 10, Exceptional, (5)
"We stayed for two nights, after Labor Day, in the Hampshire cottage with our dog. The unit is charming and extremely clean (occasional tiny ants in kitchen) and comfortable. The upcycled furnishings are perfect for the space. It has all utensils needed. The cooktop is gas which is nice. King bed is extremely comfortable. The property contains several other cottages and many of the cottages and the main building are under renovation but I can see the potential and look forward to seeing it...
Pet-Friendly Hampshire Cottage at Ivy Cottages
Stonemont Farm Cottage in Keswick near Vineyards!
9.6 out of 10, Exceptional, (15)
"My family stayed for a few days and really loved the cottage and surroundings. Lots of deer to watch from the porch with a coffee in the morning! Would highly recommend."
Stonemont Farm Cottage in Keswick near Vineyards!
Mechum Hill Cottage: Central to Crozet & Cville
9.6 out of 10, Exceptional, (4)
"X"
The price is €259
includes taxes & fees
29 Oct - 30 Oct
Mechum Hill Cottage: Central to Crozet & Cville
Cozy Ruckersville Vacation Rental on Working Farm!
10.0 out of 10, Exceptional, (5)
"Beautiful property, clean house, and personal welcoming touches greeted us. List of activities, suggestions and frequent check-ins from property manager. Highly recommend visiting!"
Cozy Ruckersville Vacation Rental on Working Farm!
Charming Plainfields Cottage - Close to Charlottesville, Peaceful Outdoors
10.0 out of 10, Exceptional, (37)
"Cottage was perfect for us. Quaint and quiet. Enjoyed it immensely. Had everything we needed. Very clean! Also great dinner/activity recommendations from host! Thank you!"
Charming Plainfields Cottage - Close to Charlottesville, Peaceful Outdoors
Pet-Friendly Devon Cottage at Ivy Cottages
10.0 out of 10, Exceptional, (4)
"Finding this delightful cottage was divine intervention! My husband and I made a whirlwind trip from PA to Virginia to visit his mother after her hospice nurse contacted us to report she was not doing well. Her home is only 12 minutes from the cottage. This had the potential of being a very stressful time, but it turned out to be a very good trip. We had a good visit with my husband's mother. We were there less than 48 hours, and we could not have had a better stay. The house was so clean and...
Pet-Friendly Devon Cottage at Ivy Cottages
1802 cottage once part of Monticello and owned by Thomas Jefferson
9.4 out of 10, Exceptional, (66)
"This is a hidden gem in a convenient location near a winery and historical attractions. Definitely for a nature lover! No frills or fuss-just a cool place with nice amenities. The Jefferson dwelling is not for tall people as the ceiling is low. The host is hospitable and the place is very clean."
1802 cottage once part of Monticello and owned by Thomas Jefferson
Loveshack, a charming tiny house on a 5 acre farm
9.4 out of 10, Exceptional, (6)
"This tiny house was great for some alone time with your partner. The only downsides were, there was a coffee pot you could make coffee on the stove, but no coffee maker. Your are set out in the country some, so some insects are to be expected, but they mostly stayed on the first floor, there was a decent amount of ants in the kitchen (windows were rustic, so they were coming in there) we just kept any food in the fridge. The handle on the tub is broken off, and we found it weird that already...
Loveshack, a charming tiny house on a 5 acre farm
High Street | Walk to Everything Crozet | Pet-Friendly
9.8 out of 10, Exceptional, (89)
"The little green house was conveniently located and easy to find. The house is older, but was tastefully and comfortably decorated. My biggest concern was the steps to enter the house. Although there are few stairs, the top one is quite steep. I use a walker and have tremendous difficulty climbing any stairs or walking any distance. I had so much trouble getting into the house, because of those steps. I was in pain and in tears; we considered just leaving. If you could make the front steps more...
The price is €304
includes taxes & fees
1 Oct - 2 Oct
High Street | Walk to Everything Crozet | Pet-Friendly
Pet-Friendly Somerset Cottage at Ivy Cottages
Pet-Friendly Somerset Cottage at Ivy Cottages
Rosé All Day: Wine Country Getaway! Walk to Dining
2.0 star property
10.0 out of 10, Exceptional, (5)
"The house is wonderfully renovated and charming. The neighborhood is quiet with its own charm. It’s within a few blocks of several great coffee shops, restaurants and an ice creamery. Plus, several vineyards and microbreweries are only a short drive away. And if you want to visit Charlottesville it’s also nearby. It’s a great place to stay. We highly recommend it."
The price is €311
includes taxes & fees
1 Oct - 2 Oct
Rosé All Day: Wine Country Getaway! Walk to Dining
Ridgeview Cottage: Mtn Views and Fall Foliage!
9.2 out of 10, Wonderful, (10)
"It’s perfect for a family of 4 or two couples. The pool is amazing, the ambiance, the lighting just perfect for pictures. Also, the cottage equipped with everything needed. We were able to get instacart & DoorDash to deliver. Good time in deed and plan on going back next year for sure. "
The price is €346
includes taxes & fees
30 Sept - 1 Oct
Ridgeview Cottage: Mtn Views and Fall Foliage!
Cowboy hide-a-way cottage with hot tub on historic farm close to everything
9.4 out of 10, Exceptional, (16)
"We had a great trip at the Cowboy Hideaway. The location is serene and so peaceful. Highly recommended"
Cowboy hide-a-way cottage with hot tub on historic farm close to everything
Cozy Ruckersville Vacation Rental on Working Farm!
3.0 star property
Cozy Ruckersville Vacation Rental on Working Farm!
Pet-Friendly Kent Cottage at Ivy Cottages
10.0 out of 10, Exceptional, (5)
"amazing space and you guys were very helpful and friendly!!"
Pet-Friendly Kent Cottage at Ivy Cottages
Charming Charlottesville Apt w/ Outdoor Space!
3.0 star property
Charming Charlottesville Apt w/ Outdoor Space!
Cozy Log Cabin Getaway w/ Fire Pit + 3 Acres!
3.0 star property
Cozy Log Cabin Getaway w/ Fire Pit + 3 Acres!
Ivy Cottages - Cornwall Cottage
8.0 out of 10, Very good, (1)
"Very clean and roomy for 2 people."
Ivy Cottages - Cornwall Cottage
Quaint Charlottesville Home < 10 Mi to Dtwn!
3.0 star property
Quaint Charlottesville Home < 10 Mi to Dtwn!
Don't see what you're looking for?
See all available properties in Charlottesville
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.
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Charlottesville

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
10.0 out of 10, Exceptional, (229)
"Great hosts and were very friendly"
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
Ivy Rose Cottage nestled b/t Cville & Vineyards
10.0 out of 10, Exceptional, (23)
"A lovely property to stay in"
The price is €335
includes taxes & fees
30 Sept - 1 Oct
Ivy Rose Cottage nestled b/t Cville & Vineyards
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath
9.8 out of 10, Exceptional, (41)
"We had the best weekend. My only concern is the road condition getting there. We got a flat tire from a rock on the hill and ended up stranded at the house. Thank goodness it was stocked with everything g we needed for a great day. "
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath
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.

Frequently asked questions

Why book your cottage in Charlottesville with Expedia?
We think a getaway should be stress-free, so if you’re looking for cottages in Charlottesville at the perfect price, Expedia is here to help. Save those pennies and opt for a wallet-friendly option far away from the downtown buzz, or splurge on an upmarket cottage to treat your loved ones.
How can I find cheap cottages in Charlottesville?
With Expedia’s filter tool, sourcing cheap cottages in Charlottesville has never been simpler. To discover stays that’ll make your wallet happy, tailor your search results by amenities, budget and star rating.
What is there to do in Charlottesville near my cottage?
You’ll find tons of fantastic things to do in Charlottesville. Drop by renowned attractions like Trump Winery, The Jefferson Theatre and Paramount Theatre. Blenheim Vineyards, Kluge Estate Winery and Vineyard and Jefferson Vineyards are also on many to-do lists.