Holiday rentals with outdoor seating in Charlottesville

5 out of 5 average rating, 206 reviews

A cozy cottage, named the 'Sugah Shack,' is nestled amidst the rolling hills of the Blue Ridge Mountains. The white exterior contrasts with the vibrant greenery surrounding the property, while the majestic mountains form a picturesque backdrop against a bright, partly cloudy sky.

Cottage in Afton

Cozy Mountain Cottage on Brew/Wine Trail-King Bed

Welcome to the Sugah Shack, a cozy, beautifully appointed new construction cottage nestled in the foothills of the Blue Ridge Mountains! Located midway on the Brew Ridge Trail, but 500 yards off the byway, so guests have a quiet retreat. Perfect for romantic getaways, destination telework space, or families exploring this outdoor paradise community. Stunning property boasts beautiful vistas with sweeping 300-degree mountain and a year-round calendar of outdoor activities. GAS FIREPLACE/FIREPIT

Guest house in Charlottesville

A covered front porch features a mix of seating options, including wicker chairs and a small table. Hanging planters add greenery, while potted plants contribute to the inviting setting. The porch overlooks mature landscaping, providing a serene outdoor environment.

5 out of 5 average rating, 100 reviews

Historic HomeTract Cottage UVA/Charlottesville/Ivy

Hometract Cottage is a historic one bedroom home (NRHP, circa 1800) centrally located 15 minutes or less from Charlottesville, UVA, Crozet, Monticello, wineries and more. The cottage features ensuite bath, fully stocked kitchen, living/workspace with comfortable sleeper sofa, mature landscaping for privacy, and covered front porch. Hometract is a quiet 3-acre property with terraced garden views. Visit our chicken coop, relax in the hammock, or walk to the garden shop or Duner's restaurant.

4.88 out of 5 average rating, 597 reviews

A gourmet kitchen is highlighted with a stainless steel gas range and sleek countertops, seamlessly connecting to an open living space. Warm wooden floors enhance the visual appeal, while recessed lighting creates a bright and inviting atmosphere.

Flat in Belmont

Designer Belmont Apartment! Close to everything!

Renovated luxury apartment with private entrance. Gourmet kitchen for entertaining or having a relaxing weekend away! We are steps away from Belmont with some of the best rated restaurants in Cville. Also, you are a 5-10 minute walk to The Historic Downtown Mall. Great OPEN space to come back relax with large deck and garden. The space: - Designer/Luxury Apartment - Gourmet Kitchen w/ Gas Range - Quiet neighborhood - Parking - Walking distance to DTM - Sleeps 4 - Soundproofed - Washer & Dryer

Guest house in Charlottesville

A modern structure is nestled among tall trees, surrounded by lush greenery. The building features a dark exterior with large windows, allowing natural light to highlight the inviting entrance. Vibrant plants and foliage are visible in the foreground, enhancing the serene landscape.

4.98 out of 5 average rating, 298 reviews

Renew @ Coniferidge.

Constructed in 2017 “ Renew” offers a peaceful, clean and simple space furnished with a comfortable modern mix style. It is situated a short distance from the main home and offers just the privacy you are looking for. This property, located outside beautiful Charlottesville Va. is an easy drive to restaurants, shopping, art, culture, wineries, history, parks and the Uva . Flat Screen Smart TV (use your logins to access your favorite sites ) NO pets - out of consideration of future guests

Superhost

The image features a charming two-story home surrounded by lush greenery and flowering trees. A circular driveway leads to the entrance, with manicured lawns enhancing the exterior. The backdrop includes rolling hills and bright blue skies, creating a serene and inviting setting.

Home in North Garden

4.97 out of 5 average rating, 358 reviews

Lux Country Retreat minutes from Charlottesville!

Located just off route 29 this private luxury retreat with surrounding 2 acre fenced yard is one mile from Pippin Hill Farm & Vineyard and only 15 minutes from UVA/Charlottesville. You will find this home spacious, bright and airy, perfect for entertaining groups or families. The house is completely equipped with everything you may need to host the perfect getaway! Nearby attractions: Pippin Hill, Albemarle Ciderworks, Ragged Branch Distillery, Potter's Craft Cider and Charlottesville!

4.99 out of 5 average rating, 216 reviews

A charming bungalow exterior is showcased, featuring a wraparound porch with seating. Surrounding greenery, including bushes and grass, enhances the outdoor appeal. The structure is painted in a dark hue with wooden accents, complementing the clear blue sky.

Bungalow in Afton

The Bungalow at Afton Mountain Retreat by Veritas

Welcome to The Bungalow at Afton Mountain Retreat in the heart of Brewery Trail/Route 151, Vineyard country and the foothills of the Blue Ridge Mountains. The Bungalow is located 1/4th mile from Veritas Vineyard. It is within 10 minutes to every brewery, vineyard, distillery and cidery along Route 151 Crozet, 1 mile from the newly opened Blue Ridge Tunnel and 20 minutes to Wintergreen Resort for winter fun! Completely remodeled and ready to spoil the best guests who simply want to unwind.

4.99 out of 5 average rating, 208 reviews

The outdoor firepit area is surrounded by wooden seating and log stump tables. Two wooden structures flank the space, providing a unique aesthetic. The treehouse sits elevated in the background, with trees displaying autumn foliage creating a vibrant backdrop.

Treehouse in Verona

The Laurel Hill Treehouse

Fully immerse yourself in nature in this serene Scandinavian-inspired woodland retreat, perfect for a couple's getaway. The treehouse is perfectly nestled amongst the trees, offering a chance to unwind while enjoying the beautiful views of nature. Just imagine yourself relaxing on the wrap around porch, soaking in the hot tub, cooling off in the creek, & cozying up to a crackling fire. We invite you to unwind, reconnect with nature & create cherished memories in this tranquil hideaway.

Superhost

The living room features two couches, one dark leather and one brown, arranged around a central coffee table on an area rug. A flat-screen TV is mounted on the wall, and large windows allow natural light to fill the space, enhancing the contemporary feel.

Flat in North Downtown

4.85 out of 5 average rating, 455 reviews

*Large Private Apartment In Downtown Cville*

The main floor of this house with private entrance and a nice, beautiful walk to the Historic Downtown Mall-near hit restaurants, arts, live music & shopping. Very quiet neighborhood. 2 bedrooms with a large living room, dining room, and full kitchen make this a great spot for 1-4 guests. Your own apartment for your Charlottesville stay! 2 outdoor porches give great spots to relax. Decorated throughout with the work of great, local artists. Super-Fast WiFi, all kitchen necessities.

4.96 out of 5 average rating, 115 reviews

A rustic cottage exterior is showcased, featuring weathered wood siding and a steeply pitched roof adorned with a central peaked window. Flanking the entrance are symmetrical decorative elements and manicured greenery. The surrounding landscape includes seasonal foliage, enhancing the natural setting.

Cabin in Charlottesville

Ivy Rose Cottage nestled b/t Cville & Vineyards

The Ivy Rose Cottage bestows an exceptional ambiance that will captivate your heart. Whisk yourself away to this two bedroom cottage located in Ivy halfway between the Shenandoah Park/Brewery Trail and Charlottesville, home of UVA. The Ivy Rose Cottage, designed and handbuilt by the hosts, is an enchanting mix of cypress, timber frame, copper trellis work, pergolas and other architectural treasures. Fully equipped kitchen and a washer/dryer for those lengthier stay conveniences.

Cottage in Charlottesville

A serene patio area features a small round table surrounded by two black chairs. Lush greenery and a pathway visible in the background enhance the tranquil setting, with garden views inviting relaxation.

5 out of 5 average rating, 168 reviews

Honey B - Beautiful loft near UVA, Monticello

Best of both worlds! In beautiful nature but close to UVA, Monticello and downtown. Honey B (Honey House 2) has a lofty feel with the footprint of a small house. High ceilings and several skylights allow for light and privacy in the quiet neighborhood, Located on the southwest side of Charlottesville, just 7 minutes to Scott Stadium, UVA campus, and restaurants, 10 minutes to historic downtown mall, Thomas Jefferson’s Monticello and central to many major wineries and breweries.

4.98 out of 5 average rating, 121 reviews

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.

Home in Charlottesville

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.

5 out of 5 average rating, 175 reviews

The kitchen features white cabinetry with glass-front doors and a herringbone backsplash. A farmhouse sink sits below a window, complemented by modern appliances, including a gas stove and a stainless-steel dishwasher. Natural light streams in, highlighting the spacious countertop area.

Home in Lewis Mountain

Cavalier Cottage-3 BR/Bath, Calm Amid UVA Grounds

Fully-updated, custom home in premier location. Warm hardwoods, lots of light, comfortable sofas & beds, easy check-in -- we strive to make your stay restful and refreshing. Nestled between Scott Stadium & JPJ, O'Hill & the Rotunda, wine country & the downtown mall, you could not be closer to the action yet in a quiet, residential neighborhood. The perfect place for any & all Cville/UVA events, work trips, reunions, weddings, family vacations, college visits, etc.

Popular amenities for outdoor seating rentals in Charlottesville

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.92 out of 5 average rating, 117 reviews

A newly renovated two-story home is showcased with a dark exterior and inviting front porch. Comfortable seating arrangements are positioned under the covered area, and a well-kept lawn, flanked by shrubs, adds to the exterior appeal.

Home in Belmont

Montrose Manor- In the heart of Belmont!

4.94 out of 5 average rating, 314 reviews

Home in Mount Crawford

HOT TUB, WIFI, Near Buc-ee’s, I81, yet secluded!

4.98 out of 5 average rating, 109 reviews

A sunroom is filled with natural light, featuring a dark sofa adorned with decorative pillows. A small side table with a lamp is positioned beside the couch. A comfortable chair complements the seating area, while large windows showcase lush greenery outside.

Home in Charlottesville

The Venable - A Gorgeous Home in the Heart of UVA

4.97 out of 5 average rating, 154 reviews

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.

Home in Charlottesville

Wakefield Ct | Private Parking spots | Fast WiFi

4.97 out of 5 average rating, 155 reviews

A modern cabin-style home is nestled among tall trees, showcasing a sleek black exterior. A spacious screened-in porch is visible, supported by a deck with steps leading down to a gravel path. Large windows enhance the connection with the natural surroundings.

Home in Orange

Hidden Haven

4.96 out of 5 average rating, 166 reviews

An expansive living area features large floor-to-ceiling windows showcasing a vibrant sunset. A festive tree adorned with lights stands beside the windows, while serene views of a pond and outdoor seating are visible through the glass. Soft furnishings enhance comfort in the space.

Home in Nellysford

Glass House | Mountain & Water Views @ Wintergreen

4.97 out of 5 average rating, 131 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

5 out of 5 average rating, 108 reviews

A comfortable living area features a gray sofa adorned with patterned throw pillows. A modern table sits in front, displaying a potted plant and a decorative tray. Colorful artwork hangs above the sofa, while a lamp provides soft lighting in the corner.

Home in Keswick

One Level Living at Shadwell Terrace

Apartment rentals with outdoor seating

4.91 out of 5 average rating, 394 reviews

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.

Flat in North Downtown

UVA, Downtown Mall, Historic Area

4.83 out of 5 average rating, 232 reviews

A well-lit living area features a comfortable sofa, two patterned chairs, and a coffee table. A television is placed on a white entertainment unit, while soft lighting from nearby lamps creates a cozy ambiance. Light wood flooring complements the neutral color scheme.

Flat in Charlottesville

Clean, central, spacious, private - UVA/Downtown

4.99 out of 5 average rating, 154 reviews

An inviting open space combines the living and kitchen areas, featuring a blue sofa and a small dining table with chairs. A well-equipped kitchen includes modern appliances and ample counter space. Natural light floods the room through a skylight and window, enhancing the warm atmosphere.

Flat in Charlottesville

Charming & Convenient Guest Suite minutes to UVA

Flat in Wintergreen Resort

A table set for two features a bottle of sparkling beverage and two glasses, accompanied by an elegant plate of appetizers. The backdrop showcases expansive mountain views under a bright sky, enhancing the serene atmosphere of the outdoor dining area.

4.97 out of 5 average rating, 101 reviews

Mountain View Nest

4.97 out of 5 average rating, 232 reviews

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.

Flat in Stanardsville

Parker Mountain Carriage House Near SNP, UVA & JMU

4.98 out of 5 average rating, 201 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.

Flat in Rockfish

Blue Ridge Bliss - For family & friends to enjoy!

Superhost

The garden entrance is framed by vibrant foliage, featuring blooming purple rhododendrons and white flowers. A stone pathway leads to the entrance, with lush greenery lining either side, creating a scenic entryway to the property.

Flat in Woolen Mills

4.85 out of 5 average rating, 266 reviews

country garden apartment downtown

4.97 out of 5 average rating, 192 reviews

An inground swimming pool is set against a backdrop of lush greenery and rolling hills. The pool's curved shape is highlighted by a stone patio, and boulders are placed at the water's edge. The sky is partly cloudy, allowing soft sunlight to illuminate the scene.

Flat in Afton

Mountain View Getaway

Apartment rentals with outdoor seating

A cozy living room is presented, featuring two plush leather sofas, a coffee table, and a fireplace. Natural light enters through large windows, and decorative accents enhance the warm ambiance. A flat-screen TV sits on a stand, completing the inviting space.

4.98 out of 5 average rating, 188 reviews

Cozy getaway with heated floors

The two-story condo features a warm wood exterior, framed by lush greenery and trees. Wide wooden steps lead to the entrance, giving access to individual balconies that enhance the inviting appearance of the building.

4.95 out of 5 average rating, 322 reviews

Five Minute Walk to Everything!

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.

4.97 out of 5 average rating, 143 reviews

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

4.9 out of 5 average rating, 137 reviews

Panoramic Peak: Wintergreen Condo with Views

A comfortable living area features a spacious gray sofa and a wooden coffee table, positioned on a patterned rug. Light from a nearby lamp and large sliding doors illuminates the space, which offers views of the outdoors. A cozy accent chair completes the inviting setup.

4.95 out of 5 average rating, 215 reviews

New Construction! 1 Bed/2 Bath, pet friendly

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.

4.91 out of 5 average rating, 189 reviews

Tips Up: Cozy Slopeside Retreat w/ Fireplace

A private balcony features wooden railings, with a light dusting of snow on the ledge. Lush pine trees stand prominently in the background, contrasting against a clear blue sky and hints of distant landscape, contributing to a serene outdoor viewing experience.

4.97 out of 5 average rating, 151 reviews

2-min drive from slopes, stair-free/free firewood!

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.