Cottage vacation rentals in Charlottesville

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Popular amenities for Charlottesville cottage rentals

Cottage rentals with free parking

Top guest favorite
Cottage in Roseland
5 out of 5 average rating, 221 reviews

Blue Ridge Cottage - 3 Miles to Wintergreen

StevenRating, 5 stars1 week ago
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
Guest favorite
A spacious loft area features high, sloped wooden ceilings with exposed beams, allowing natural light to fill the room. Large windows offer scenic views, while a combination of seating options and tables creates an inviting space for relaxation or socializing.
Cottage in Orange
4.91 out of 5 average rating, 180 reviews

Willie's Place Country Cottage Pets Allowed

YolandaRating, 5 stars1 week ago
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!
Top guest favorite
Cottage in Nellysford
4.98 out of 5 average rating, 182 reviews

Rockfish Valley Cottage

AmyRating, 5 stars2 weeks ago
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.
Top guest favorite
A wooden deck features a round table and two matching chairs, both in a vibrant turquoise color. The railing offers a clear view of the surrounding grassy area and trees, creating a serene outdoor space.
Cottage in Orange
4.96 out of 5 average rating, 442 reviews

Private Fenced Yard for Dogs/Horses - 2BR Cottage

ChristlRating, 5 stars3 days ago
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 The fenced yard for the dog was what originally made us book here, but the beautiful location and well-appointed house will keep us coming back.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.
Guest favorite
A wooden deck is presented, featuring a dining table with four chairs. A centerpiece of greenery rests on the table. The backdrop showcases rolling hills under a sunset sky, adding a natural landscape to the outdoor space.
Cottage in Stanardsville
4.87 out of 5 average rating, 208 reviews

Shenandoah Skyline Dr/Massanutten/Park/Trails/Wine

Cheyanne YorkRating, 5 stars1 week ago
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.
Superhost
A charming bungalow is framed by lush greenery, showcasing a covered front porch with two rocking chairs. Light colored siding contrasts with the natural surroundings, while a gravel path leads to the entrance, offering a warm welcome to visitors.
Cottage in Arrington
4.92 out of 5 average rating, 118 reviews

Charming 1930’s Soapstone Workers' Bungalow

LawrenRating, 5 stars1 month ago
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!
Guest favorite
A tranquil creek scene features clear water reflecting the surrounding lush greenery. Large, smooth boulders are partially submerged, while the shallow bank reveals pebbles and stones. Tall trees frame the area, creating a natural and serene environment.
Cottage in Madison
4.91 out of 5 average rating, 141 reviews

Creekside Cottage Near Hiking

Max And BarbaraRating, 5 stars2 weeks ago
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.
Guest favorite
Rolling mountain ranges are visible under a soft gradient sky transitioning to dusk. Various shades of blue and green characterize the peaks, while trees frame the foreground, enhancing the sense of depth in the landscape.
Cottage in Shenandoah
4.96 out of 5 average rating, 189 reviews

Cozy Cottage Retreat: SNP, Luray Caverns, River

ChrisRating, 5 stars3 weeks ago
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

Superhost
Cottage in Syria
4.38 out of 5 average rating, 8 reviews

Valley View Cottage in the Blue Ridge Mountains

CoraRating, 5 stars66 months ago
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!
Guest favorite
An inground saltwater pool, surrounded by well-maintained greenery and patio seating, offers a serene outdoor space. The tranquil blue waters reflect the clear sky, while a shaded gazebo provides a relaxing area. Nearby trees add a natural ambiance to the setting.
Cottage in Reva
4.79 out of 5 average rating, 34 reviews

AJ's House: Beautiful, Cozy, Renovated! 135/nt

TheresaRating, 5 stars2 weeks ago
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.
Superhost
A charming farm cottage features a muted green exterior and a spacious front porch with white rocking chairs. Lush greenery and flowering plants surround the property, while a metal roof complements the serene setting under a partly cloudy sky.
Cottage in Syria
4.79 out of 5 average rating, 19 reviews

Dogwood Cottage by Shenandoah Park

ChrisRating, 5 stars46 months ago
We really enjoyed our weekend at the cottage. Beautiful setting and loads of activities in the valley.
A historic bungalow is partially obscured by a large tree, providing shade to the surrounding grassy area. Green shrubs and well-manicured bushes frame the home, enhancing its charming exterior. The white facade features classic windows with green shutters.
Cottage in Gordonsville
4.76 out of 5 average rating, 278 reviews

Historic, Quaint Bungalow Pool & Spa

MadisonRating, 5 stars2 months ago
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!!
Superhost
Cottage in Syria
4.71 out of 5 average rating, 35 reviews

Boxwood Cottage - Shenandoah National Park

CatherineRating, 5 stars21 months ago
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.
Superhost
A spacious outdoor swimming pool area is surrounded by lush greenery and mountains in the background. Sun loungers and umbrellas are set up around the pool, while guests enjoy the clear blue water. A pool house is visible, providing amenities for visitors.
Cottage in Syria
4.85 out of 5 average rating, 13 reviews

Greenwood - near Old Rag & White Oak Canyon Trails

RosemaryRating, 5 stars37 months ago
We had a wonderful stay. Plenty of wineries near by.
Top guest favorite
An in-ground chlorinated pool is presented, featuring a clear blue surface and surrounded by a spacious stone patio. Eight commercial pool chairs are arranged along one side. A shaded seating area is visible in the background, complemented by a small building.
Cottage in Madison
4.95 out of 5 average rating, 430 reviews

THE PERFECT HIKING & WINERY COUNTRY RETREAT

AdamRating, 5 stars4 days ago
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.
A private pool is surrounded by well-maintained landscaping, featuring lush trees and vibrant plants. Comfortable seating is arranged nearby, providing space for relaxation. The main cottage is visible in the background, complemented by a blue sky overhead.
Cottage in Wingina
5 out of 5 average rating, 3 reviews

Cottage w/ James River Access in Wingina!

AlannaRating, 5 stars1 month ago
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

Guest favorite
A charming cottage is depicted with a steeply pitched roof and a white exterior. Green shutters frame the windows, and flower boxes hold vibrant plants. A wooden gate leads to an inviting entrance, surrounded by manicured grass and a stone wall.
Cottage in Elkton
4.98 out of 5 average rating, 46 reviews

Cheerful & Charming Newly Renovated Cottage

NancyRating, 5 stars1 month ago
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.
Guest favorite
The hot tub is softly illuminated, surrounded by an awning. Hanging chairs are positioned nearby, offering a comfortable seating area. A fire can be seen in the distance, providing a serene ambiance under twinkling lights along the ceiling.
Cottage in Elkton
4.94 out of 5 average rating, 32 reviews

Riverfront Tree House- Ski, Hot Tub, 3 Fire Pits

BridgetRating, 5 stars2 weeks ago
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!
Superhost
An inviting outdoor deck features a luxurious hot tub surrounded by trees, creating a serene retreat. Inside, a vibrant bathroom showcases floral wallpaper and elegant fixtures. A cozy bedroom is highlighted by bright orange walls, while the living area features a comfortable blue couch and greenery.
Cottage in Stanley
4.86 out of 5 average rating, 153 reviews

Vibrant Cottage | Hot Tub | Pets | Shenandoah NP

ShannonRating, 5 stars3 days ago
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 !
Guest favorite
A charming cottage exterior features a welcoming front porch with white railings, inviting seating, and decorative plants along the pathway. The light-colored siding is complemented by large windows with sheer curtains, enhancing the serene woodland surroundings.
Cottage in Elkton
4.94 out of 5 average rating, 54 reviews

Hillside Hideaway. Quiet.clean.hot tub.family

AdrienneRating, 5 stars2 months ago
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!
Guest favorite
The Servants' Cottage, built in 1856, is showcased with a classic white exterior and a metal roof. Surrounded by well-maintained grass and shrubs, it is set against a backdrop of trees and open fields. Natural light casts gentle shadows on the lawn.
Cottage in Gordonsville
4.85 out of 5 average rating, 158 reviews

Quaint Cottage - Wolftrap Farm (Horse neighbors)

MaggieRating, 5 stars1 month ago
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!
Superhost
A charming cottage is framed by lush greenery, featuring a welcoming front porch with warm lighting. A firepit surrounded by four Adirondack chairs sits on a gravel area, offering a cozy outdoor gathering space.
Cottage in Nellysford
4.85 out of 5 average rating, 94 reviews

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

SarahRating, 5 stars3 weeks ago
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!
Top guest favorite
Cottage in Elkton
4.99 out of 5 average rating, 70 reviews

NEW*Hot Tub*National Park*Hiking*WI-FI*42ACPrivate

KatieRating, 5 stars1 week ago
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!
Guest favorite
A bright living room is showcased with large windows providing views of the wooded surroundings. A comfortable sofa and armchairs are arranged around a wooden coffee table, while a wall-mounted television and a small wood-burning stove are visible. Warm lighting is offered by two lamps.
Cottage in Gordonsville
4.97 out of 5 average rating, 35 reviews

Hideaway Haven

TamaraRating, 5 stars1 week ago
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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