
Cottage vacation rentals in Charlottesville
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Top-rated cottage rentals in Charlottesville
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Popular amenities for Charlottesville cottage rentals
Cottage rentals with free parking

Blue Ridge Cottage - 3 Miles to Wintergreen
My wife and I came to Roseland to compete in the Devils Backbone BBQ Championship which was held at the brewery. The cottage was only a mile from the brewery. It was so relaxing and peaceful to return to the cottage at the end of the day. The cottage is clean, well equipped with everything you need, and very well maintained. Leslie & Mike say they love their cottage and it’s easy to see that. We would absolutely stay there again!! Steve & Kelly

Willie's Place Country Cottage Pets Allowed
House was in a quiet neighborhood. Very clean and comfortable. We were there for an overnight trip, we attended a concert in Charlottesville which was only a little over 30 minutes away. We did not spend a lot of time at the house but thought it was lovely. Would recommend to family and friends visiting the area. Thanks for sharing!

Rockfish Valley Cottage
Great location and the house felt large and uncrowded for 5 adults and a baby. Nice outdoor space with fire pit. Would definitely rent again.

Private Fenced Yard for Dogs/Horses - 2BR Cottage
This was our second stay here. Second time was just as good as the first. The fenced yard for the dog was what originally made us book here, but the beautiful location and well-appointed house will keep us coming back. This trip was the first time we were able to use the walk on access to Montpelier and that was a nice added bonus.

Shenandoah Skyline Dr/Massanutten/Park/Trails/Wine
Kay’s place was great! She had everything we needed and more. The view was amazing! Place was well stocked and very clean. Communication was great as well.

Charming 1930’s Soapstone Workers' Bungalow
We came into town for a graduation at Liberty University. The house is on a dirt road well off the beaten path (which I love). It was a very beautiful area, very peaceful even with neighbors nearby. We were delighted to find that the host gifted us a 6 pack of Bold Rock Cider, which oddly enough is my favorite cider (I’m gluten free). Everything was clean, with the exception of the inside of the fridge. My kids played their hearts out running around the yard, swinging, roasting marshmallows. My only complaint is the tiny showers, but I’m claustrophobic 😂😂 otherwise, we had a wonderful stay and would stay again!

Creekside Cottage Near Hiking
This house is downright wonderful. Everything is beautiful, clean and cozy. It is all just as it should be. The host was perfect: accommodating, thoughtful, and friendly. The surroundings sublime, with peace oozing out of every square inch of the house and property. There is a creek behind the house that is the icing on the cake. Wow.

Cozy Cottage Retreat: SNP, Luray Caverns, River
We had an incredible stay at Julie’s place! Everything was spotless and perfectly maintained—the cleanliness truly stood out. The home was spacious, beautifully updated, and had every amenity we could’ve hoped for. We especially appreciated the covered parking for both our vehicles, the peaceful yard, grill, and fire pit—it made for some perfect evenings. Plus, the location was super convenient for exploring Shenandoah National Park. Julie was a thoughtful and responsive host. We’d absolutely stay here again and highly recommend it to anyone visiting the area!
Cottage rentals with a pool

Valley View Cottage in the Blue Ridge Mountains
You need to experience this magical mountain get-away. You need it more than you know. If you plan to do your own cooking, you might want to bring salt and pepper . . . tin foil and Saran Wrap. But then these things are all available at the nearby Syria Mercantile. Be sure to visit DuCard Vineyards just a few short scenic miles away. Escape Perfection!

AJ's House: Beautiful, Cozy, Renovated! 135/nt
Great host, gorgeous views, and a quaint old home with history. Queen bed was very comfy and ac worked great! Host greeted us, answered any questions we had, provided local recommendations for our anniversary, and had even more amenities than we expected upon arrival. Would definitely come back if in the area again! My dogs loved the farm.

Dogwood Cottage by Shenandoah Park
We really enjoyed our weekend at the cottage. Beautiful setting and loads of activities in the valley.

Historic, Quaint Bungalow Pool & Spa
My partner and I stayed twice in a month we loved it so much! Kim was gracious enough to have our elopement on the property. Beautiful scenery and an amazing cabins. Quaint and peaceful. We will definitely be back!!

Boxwood Cottage - Shenandoah National Park
overall the stay was wonderful only complaint was the hot water smelled like metal which I'm extremely sensitive too so it was a strugglebto get my kids bathed.

Greenwood - near Old Rag & White Oak Canyon Trails
We had a wonderful stay. Plenty of wineries near by.

THE PERFECT HIKING & WINERY COUNTRY RETREAT
We had a wonderful stay at Majestic Meadows. Sandy & Chris were wonderful hosts and the property was a great home away from home, with a beautiful courtyard full of colorful birds, a private pool, and a ton of flowering plants. Close enough to town to not feel like you’re in the middle of nowhere, but far away enough to feel secluded. I wouldn’t hesitate to book here again. Highly recommend.

Cottage w/ James River Access in Wingina!
I can’t possibly recommend staying at the cottage enough! The hosts were incredible, welcoming, and so wonderful to talk to. The cottage and property were absolutely stunning. We have two kids and they absolutely loved it as well. We felt super at home and we will definitely be returning!
Cottage rentals with a hot tub

Cheerful & Charming Newly Renovated Cottage
What a lovely home! And so nicely decorated and well laid out. There was plenty of room for our group of hikers. The location was perfect due to its proximity to the Appalachian Trail. My sister does a lot of cooking and the kitchen had just about everything we needed. We felt so at home that we will try to stay again if we get around to finishing the southern part of Shenandoah NP. Of course, the MAIN thing anyone needs while on vacation is a good night's sleep. The beds were SO comfortable and we slept very well. The big backyard was also a bonus. Definitely a 5 star stay.

Riverfront Tree House- Ski, Hot Tub, 3 Fire Pits
This place was amazing and had fantastic views! We had such a great stay, the set up is perfect to have fun as well as relax!

Vibrant Cottage | Hot Tub | Pets | Shenandoah NP
We loved Olivia’s Airbnb ! It was secluded and peaceful and it was beautiful inside with lots of space ! We loved the hot tub and outdoor area too !

Hillside Hideaway. Quiet.clean.hot tub.family
What a gem! Our family of 5 enjoyed everything about our stay at Hillside Hideaway. Comfortable and cozy atmosphere, very clean. We all enjoyed the hot tub each evening and lazing in the hammock for some down time between hiking and sightseeing. The kiddos loved the books, games, toys, and swing. Rhonda was a great host with easy communication and very clear instructions about the home. We wish we could've stayed longer!

Quaint Cottage - Wolftrap Farm (Horse neighbors)
My husband and I had a wonderful time celebrating our honeymoon at Wolftrap farm! The hosts were incredibly welcoming , professional, and responsive! They were available and willing to answer any questions we had! The view was breathtaking. Our pups enjoyed seeing the horses and the daily walks around the farm. Thank you for a wonderful experience!

Pine Cottage: Hot Tub, 2 mins to Bold Rock!
This cutesy cabin was just around the corner from great wine, kayaking, and a fun little icecream shop! It was next to a road tho, so a little less private and we had to be careful our dog stayed close, but loved the accessibility anyway. Super recommend visiting!

NEW*Hot Tub*National Park*Hiking*WI-FI*42ACPrivate
We absolutely loved our stay! We were here for our elopement in Shenandoah National Park and this location was perfect. The AirBnb was clean, it had beautiful surroundings, and all of the amenities were great!! Colton gave us awesome local recommendations as well. We will definitely be back!

Hideaway Haven
Tracy was a fantastic host who made us right at home. We loved being back in the woods and had a relaxing stay. Definitely appreciated a host who had some really delicious restaurant recommendations. We hope to be back soon.
Quick stats about cottage rentals in Charlottesville
Total rentals
10 properties
Nightly prices starting at
R722 ZAR before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Massanutten Resort
- Luray Caverns
- Ash Lawn-Highland
- Early Mountain Winery
- Chisholm Vineyards at Adventure Farm
- Lake Anna State Park
- Prince Michel Winery
- The Foundry Golf Club
- Spring Creek Golf Club
- Massanutten Ski Resort
- Wintergreen Resort
- The Plunge Snow Tubing Park
- Frontier Culture Museum
- Hermitage Country Club
- Car and Carriage Caravan Museum