Vacation rentals with outdoor seating in Charlottesville

Vacation home in Lovingston

The cabin's exterior is surrounded by lush greenery, featuring a spacious porch with seating and a hot tub nearby. The two-story structure is constructed of wood, with large windows allowing natural light to fill the interior. A picnic table is located in the yard.

4.97 out of 5 average rating, 259 reviews

Ultimate cabin in the mountains

This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

Guesthouse in Charlottesville

A light-filled living area features large windows that overlook a serene outdoor space. A cozy sofa with cushions is positioned beside a standing lamp, while a decorative rug lies on the polished wooden floor. A potted plant adds a touch of greenery to the inviting atmosphere.

5 out of 5 average rating, 129 reviews

Honey House-beautiful loft 9 minutes from UVA

Modern loft style 800sqft guesthouse. Lots of light and privacy in a quiet neighborhood, just 7-10 minutes to Scott Stadium/UVA/restaurants/downtown mall and Thomas Jefferson’s Monticello. Central to many wineries/breweries. You are in nature but close to everything Charlottesville. With a comfortable Queen size bed, and sleeping cot available if necessary. It is clean, comfortable and spacious. A great place to unwind for a good night’s sleep and sweet dreams. (discount apply to weekly/monthly)

4.99 out of 5 average rating, 155 reviews

A firepit area features several Adirondack chairs arranged around a sandy circle. Natural rock formations and a lush tree line create a serene backdrop, framed by expansive mountain views in the distance.

Chalet in Afton

Elk Mountain Overlook: Breathtaking Views

Mountaintop overlook with jaw dropping views and camp themed interior design. Perched upon Elk Mountain just off the Blue Ridge Parkway this petite chalet is under 30 min from Charlottesville, 10 min to 151 vineyards/breweries/cideries, and 10 min to Waynesboro. Relax in this natural retreat featuring 2 king bedrooms, 2 person soaker tub, double headed shower, and ample kitchen w/many extras. Take in the views from the large deck, firepit, under porch swing, or mountainside adirondack chairs.

A cozy living area features a dark grey sofa adorned with patterned throw pillows. A glass coffee table sits in front, placed on a decorative rug. Natural light filters through bamboo shades on the windows, illuminating the space subtly.

4.93 out of 5 average rating, 121 reviews

Heart of Belmont ~ 15 min walk downtown, free park

Stay here! In the cutest house in Charlottesville's most beloved neighborhood. You'll be in the heart of Belmont, just steps from some of the best restaurants in Cville, and a few blocks from the historic Downtown Mall - restaurants, shops, coffee, yoga, and music venues. 10 min walk ~ downtown mall 5 min ~ Rivanna River - trail and tubing/kayaking/SUP 5-10 min ~ UVA 5-15 min ~ Monticello/Monticello Trail 15-30 min ~ MANY popular wineries, breweries, and hiking in the Blue Ridge Mountains

4.99 out of 5 average rating, 102 reviews

The unique octagonal house is framed by lush greenery, showcasing its distinctive architecture. A spacious deck offers a vantage point for enjoying unobstructed views of the surrounding landscape. Panoramic windows reflect the natural beauty of the Blue Ridge Mountains, inviting light into the living space.

Home in Afton

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

5 out of 5 average rating, 231 reviews

Home in Greenwood

Gorgeous Modern Mountain Home + Blue Ridge Views

GREENWOOD VISTA - Escape to our modern mountain home nestled along the Blue Ridge mountains. Whether you want to explore Shenandoah National Park, visit wineries, or relax in our hot tub with stunning mountain views, this gorgeous A-Frame home is the perfect place for you. We have thoughtfully appointed our home with everything you need to be comfortable. From a luxurious bedroom suite, fully equipped kitchen, to coffee and wet bar, sauna, outdoor grill, billiard table, and a cozy fire pit.

4.97 out of 5 average rating, 177 reviews

The image showcases a cozy front porch featuring two rocking chairs, perfect for enjoying mountain views. The living area displays a comfortable couch and a stylish coffee table. A private hot tub is visible on the rear deck, complemented by scenic outdoor seating arrangements.

Cottage in Afton

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

Welcome to Towler Cottage, a getaway in the heart of Route 151 in Afton. The cottage is within minutes from the best wineries and breweries, great local trails, and the Blue Ridge Parkway! Relax in the hot tub on the rear deck, or sit out by the fire pit and gaze at the stars. Enjoy great mountain views from the front porch rocking chairs. With one bedroom with a queen bed, plus a pull-out couch in the living room, the cottage is perfect for couples. Located 25 minutes from Charlottesville.

5 out of 5 average rating, 981 reviews

A serene landscape showcases rolling hills adorned with autumn foliage. In the foreground, tall grass and scattered trees lead to a cozy house perched on a hillside, surrounded by vibrant fall colors. The distant mountains create a peaceful backdrop.

Yurt in Afton

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

Experience glamping, Blue Ridge style. Our luxury yurt is located at the top of a small hill, in the center of a 70 acre farmstead surrounded by natural beauty. Night Archer Farm is located off a quiet country road in Afton, Nelson County. It is private, but not remote. You are close to the Brew Ridge trail, wineries, breweries, skiing at Wintergreen, Blue Mountain Brewery, Devil's Backbone, golf, hiking, or driving the Blue Ridge Parkway. Hike directly from the Yurt up into the mountains!

A single-story home with light blue siding is set against a clear sky. A vibrant door adds a pop of color to the entrance, which is framed by landscaped flower beds. A paved walkway leads up from the driveway, inviting visitors towards the front entrance.

4.98 out of 5 average rating, 134 reviews

3BR / Pets Welcome / Fenced Yard / Fiber Internet

Sitting atop the neighborhood, Monticello can be seen from our Ridgetop home. Convenient to all parts of Charlottesville, including Downtown, UVA, and Hospitals. Local parks offer swimming, boating, & are all walkable. The fenced yard allows for a safe space for dogs and the private patio is perfect for relaxing. The home offers an open design in the kitchen, living & dining room. Bath has a modern tile with a jacuzzi tub. Fast TING fiber internet. Freshly painted. Big Green Egg grill

4.99 out of 5 average rating, 222 reviews

The dark wooden cabin, framed by lush greenery, sits at a hillside location with panoramic mountain views. A deck extends from the cabin, featuring a hanging basket chair. A warm sunset casts a golden hue across the sky, enhancing the serene atmosphere.

Cabin in Free Union

Shenandoah Stargazer with Sauna

Stargazer is the perfect place to get away from it all! The stillness and serenity of being nestled in a bird and wildlife sanctuary is so good for your soul. Watch the sunrise from a hanging basket chair at 2700 feet of elevation, or wait for moonrise and toast spectacular star views! Relax in the sauna after a day filled with hiking and an al fresco meal on the deck. Roast s’mores at the deck fire table or over the side yard fire pit. There's magic in the air at this mountaintop retreat!

A welcoming exterior of a curved house is presented, featuring a light stone pathway leading to a front porch. Two white rocking chairs are positioned in front, with decorative planters filled with greenery on either side. The backdrop consists of lush trees and a blue sky.

4.97 out of 5 average rating, 153 reviews

Unit 1_Expansive Luxury Suite for up to 4 Persons

Take a journey to Albemarle County and experience historical sites and luxurious accommodations. Sonsak is uniquely situated on the Thomas Jefferson Parkway; nears area's most celebrated landmarks, including Monticello - Home of Thomas Jefferson, directly across Michie Tavern and near Ash Lawn - Home of James Monroe, Carter Mountain Orchard and numerous Vineyards. Embark on a 'Journey Through Hallowed Ground', an unforgettable experience that's packed with history and beauty.

Treehouse in Stanardsville

4.97 out of 5 average rating, 104 reviews

CloudPointe Retreat

Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is recommended.

Popular amenities for Charlottesville outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.97 out of 5 average rating, 154 reviews

Newly Built Luxury Home 3min to UVA–Near Downtown

4.98 out of 5 average rating, 131 reviews

Rooftop*Mountains*Lake/Near Monticello/DT/Wineries

4.92 out of 5 average rating, 100 reviews

Hill Street House walk to UVA Stadium/Fry's Spring

4.96 out of 5 average rating, 347 reviews

A spacious, two-story house with white siding and large porches is featured. Lush green grass surrounds the structure, and the landscape includes open pastures and trees. The setting is serene, with plenty of natural light illuminating the exterior.

Home in Dyke

Living Water Farm, Blue Ridge

The exterior of a two-story colonial-style house is visible, showcasing a well-maintained front yard with mature greenery. A gravel driveway leads to a covered parking area. Bright blue skies and scattered clouds frame the scene, highlighting the peaceful, natural surroundings.

4.98 out of 5 average rating, 177 reviews

Wakefield Ct | Private Parking spots | Fast WiFi

4.92 out of 5 average rating, 304 reviews

A charming cottage with a metal roof features a welcoming front porch, surrounded by greenery. Rocking chairs offer a cozy spot, while stone pathways lead to a landscaped yard. Light spills onto the deck from nearby trees, blending indoor and outdoor spaces harmoniously.

Home in Barboursville

Spaniel Hill; cozy hilltop home w privacy & views

4.95 out of 5 average rating, 722 reviews

Tranquil Estate, Cottage, Vineyards and C'ville

4.97 out of 5 average rating, 142 reviews

A modern house is nestled within a lush forest, partially hidden by tall trees. Large glass windows reflect the surrounding greenery, while a spacious deck extends from the structure, offering a view of the forest floor. The entrance is accessed via a gravel pathway.

Home in Dyke

Moss Vineyards Lodging

Apartment rentals with outdoor seating

Superhost

An open concept living area showcases wooden beams and heart pine floors. A cozy armchair with a floral pattern introduces color, while a desk and chair provide a workspace. The kitchen area features stainless steel appliances and an inviting countertop, fostering a warm communal space.

4.78 out of 5 average rating, 306 reviews

Classy new renovation in Fifeville

Apartment in North Downtown

A living room featuring a classic tiled fireplace with an electric insert, surrounded by dark wooden paneling. A cozy red trunk and a wooden chair complement the space, while a patterned rug adds warmth. Glass display cabinets showcase decorative items, enhancing a historic ambiance.

4.91 out of 5 average rating, 411 reviews

DowntownMall 50th Anniversary/Monticello & 250th

A bright living area features large windows allowing natural light to fill the space. A comfortable white couch is paired with a maroon ottoman and a dining table with chairs. Framed artwork adorns the walls, adding character to the room.

4.83 out of 5 average rating, 822 reviews

Belmont Loft· Walk Downtown· Work or Wine Weekends

A bright living area features a striped sofa adorned with green and gold cushions. A wooden coffee table sits in the center, complemented by a soft armchair nearby. Natural light filters through two windows, casting a warm glow on the decor, including framed artwork and a large flat-screen TV.

4.98 out of 5 average rating, 264 reviews

Belmont BnB ~ 2BR/1BA ~ Comfort & Convenience

Apartment in Stanardsville

A vibrant sunset illuminates the sky with shades of orange and pink, casting a warm glow over the rolling hills. Lush greenery is visible in the foreground, complemented by scattered trees and shrubs, offering a serene view of the surrounding landscape.

4.97 out of 5 average rating, 237 reviews

Parker Mountain Carriage House Near SNP, UVA & JMU

4.98 out of 5 average rating, 225 reviews

A bright and airy living area is highlighted by large windows offering mountain views. A casual seating arrangement features a light-colored sofa and a wooden dining table surrounded by black chairs. Sliding glass doors provide access to an outdoor deck.

Apartment in Rockfish

Blue Ridge Bliss - For family & friends to enjoy!

The living area features a vibrant air hockey table alongside a dining table with four chairs. A kitchenette is equipped with a full-sized refrigerator, microwave, sink, and counter space, complemented by earthy wooden flooring and light streaming through sheer curtains.

4.91 out of 5 average rating, 139 reviews

Basic Belmont Apt w/ Air Hockey & near Downtown!

4.95 out of 5 average rating, 271 reviews

A bright living area is highlighted by a sunny yellow couch, positioned next to a cozy dining space. A small round table is accompanied by four sleek chairs. Natural light fills the room through large windows, while a decorative rug adds warmth to the wooden floor.

Apartment in Staunton

Bee & Key—Staunton downtown

Condo rentals with outdoor seating

A spacious living area features a wood-burning fireplace surrounded by light-colored walls. A comfortable couch, adorned with a welcoming throw pillow, faces a wooden coffee table. Natural light enters through large windows, offering views of the outdoor greenery.

4.93 out of 5 average rating, 254 reviews

Where the Trail Ends

An inviting living space features a comfortable sectional sofa arranged around a round coffee table, complemented by a cozy rug. A gas fireplace is framed by white paneling, and large windows provide ample natural light while showcasing views of the surrounding landscape.

4.95 out of 5 average rating, 152 reviews

All-Season 2bd/2ba next to Spa view of Golf Course

A cozy living area features a teal sofa with a yellow accent pillow and a light wood coffee table. The kitchen is adjacent, showcasing modern appliances. Stairs lead to the loft bedroom. Artwork hangs on the wall, and natural light enters through high windows.

4.95 out of 5 average rating, 175 reviews

Ski-In Ski-Out ~ Mtn Views ~ King Suite

Superhost

4.9 out of 5 average rating, 149 reviews

Panoramic Peak: Wintergreen Condo with Views

Superhost

A cozy living area features natural stone accents around a wood-burning fireplace. A small dining table with two chairs is positioned near large windows, allowing ample natural light. Green accent walls enhance the inviting atmosphere, while a comfortable seating area is visible nearby.

4.89 out of 5 average rating, 217 reviews

Tips Up: Cozy Slopeside Retreat w/ Fireplace

A scenic waterfall cascades down a rocky hillside, surrounded by trees that stretch upward toward the sky. Moss-covered stones are visible in the foreground, adding to the natural setting. Sunlight filters through the branches, illuminating the waterfall's flowing movement.

4.91 out of 5 average rating, 164 reviews

Cozy Comfort with a View - Wintergreen Resort

A glass of white wine is positioned in the foreground, capturing the warm hues of a sunset. The sun's golden rays reflect off the wine, while silhouettes of trees and distant mountains create a tranquil backdrop in the evening sky.

4.99 out of 5 average rating, 270 reviews

Panoramic Sunsets, Mountain Views, Private Deck.

A cozy living area features soft sofas arranged around a wooden coffee table. A stone fireplace occupies one wall, with a fire burning brightly. Large windows provide natural light and a view of the surrounding landscape.