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House vacation rentals in Pittsylvania County

Find and book unique houses on Airbnb

Top-rated house rentals in Pittsylvania County

Guests agree: these houses are highly rated for location, cleanliness, and more.

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A spacious living area is furnished with a dark sectional sofa and a wooden coffee table atop a neutral area rug. Light fixtures hang from the ceiling, and a warm welcome sign is mounted on the wall. The open layout provides a view into the dining space.

4.94 out of 5 average rating, 183 reviews

8 mi. to VIR! 18 min to Danville, South Boston, Va

Spacious, clean, relaxing- this home is less than 8 miles from VIR and 18 mi to Danville, South Boston, or Roxboro. The listing is on one floor level to accommodate those with mobility issues. High-speed satellite WiFi. Bedrooms provide linens/pillows/blankets. Bathrooms provide towels, toilet tissue, handsoap, bodywash, & shampoo. Fully functional kitchen w/coffee. Oversized paved parking with easy accessibility. Perfect for trailers/multiple large vehicles. Strict no smoking or pets please

Top guest favorite

A welcoming entryway features an archway leading to a cozy living area, illuminated softly from a nearby lamp. Framed botanical art adorns the walls, alongside decorative plants in stylish pots. A neutral rug adds warmth and texture to the wooden floor.

Home in Danville

5 out of 5 average rating, 81 reviews

BRAND NEW! Charming 2 Br home...great location!!!

Perfectly nestled in a quiet, safe neighborhood! Centrally located near the downtown River District and Riverwalk Trail, Averett Univ., SOVAH Health and great restaurants. Professionally renovated, decorated and landscaped with attention to details to make your stay comfortable and enjoyable! Screened porch for coffee and birdwatching, fresh herbs and flowers for cutting, great internet for home office and smart tvs in every room. Well supplied throughout to make the perfect home away from home

Top guest favorite

A peaceful view from the porch showcases a wide grassy area with grazing livestock in the distance. Trees with autumn leaves frame the scene, while the sunlight casts a gentle glow over the landscape, enhancing the tranquil outdoor setting.

5 out of 5 average rating, 71 reviews

Little Haven Cottage

Leave the demands of life and enter the peace of our Little Haven Cottage. Enter our rendition of an English cottage and enjoy watching local wildlife pass through the tranquility. Your stay will offer a repose and the ability to connect through a slow and quiet experience. Surrounded by the growing Amish community and stores where you can buy Amish food/goods. 45 min to Liberty University/ Lynchburg 40 min to Smith Mountain Lake Under 20 min to historic railroad towns Gretna/Chatham/Altavista

Top guest favorite

A charming lodge exterior is framed by a large tree, showcasing a cozy structure with a sloped roof and a brick chimney. Outdoor seating is arranged near a gravel area, inviting relaxation in a serene natural setting.

Home in Sandy Level

4.96 out of 5 average rating, 223 reviews

Antler Ridge Lodge

Only 3 miles from SMITH MOUNTAIN! Zip Code 24161. (There's another Sandy Level near NC.) It is well-stocked and waiting for your next get-a-way! Explore acres of yard, woods & creek. Leesville & SML beaches & boat launches are 9-30 miles away. Walk or ride 1/2-mi to the road's end at Leesville Lake. Horses/hikers/bikers are welcome along the 5-mi ridge of Smith Mt minutes away. Relax around a fire enjoying the starry sky or kick back in the comfortable lodge complete with a gas log fireplace.

The exterior of the lodge is showcased, featuring a spacious deck with outdoor seating. The large windows highlight the inviting interior, surrounded by colorful fall foliage. A gravel pathway leads toward the entrance, inviting guests to explore the private retreat.

4.92 out of 5 average rating, 104 reviews

Gorgeous Lakefront Cabin Resort: 5400sqft 6BR, 5ba

Welcome to the Lake Bear Lodge family! 5,400sqft private lakefront resort w a gorgeous view feat: * King bed suite * 6br, 5 bath * Massive Game Room! ~21 Arcades!!! ~75in TV ~Ping Pong ~2-player B-ball ~Pool Table ~Shuffleboard ~Bar w BT Speaker * Massive main living room w 70in TV * Private Dock * Firepit * Loaded Kitchen w Coffee Station * Huge Deck * 2 Screened Porch Areas (1 in master) * 6 kayaks, paddleboat * 2 paddleboards for rent, ask for price * Whirlpool bathtub * Gas grill

A cozy living area is highlighted by a comfortable sectional sofa and a coffee table adorned with magazines. Two mirrors reflect light from nearby windows, enhancing the openness of the space. A decorative wall accent adds a welcoming touch.

Home in Danville

4.95 out of 5 average rating, 142 reviews

Comfy 3BR w/ large basement, deck, W/D, wifi

Our family's best memories occurred here - so we're opening our doors to groups looking to make memories of their own. With 3 bedrooms, 5 beds and free parking, there's room for everyone. Our huge family room with sleeper sectional, office nook, back deck, large yard, WiFi, large TVs, and games are reasons to stay in - but if you venture out, we're 10 minutes from the riverwalk and parks. With modern farmhouse decor, Retreat on Rosemary says, "Welcome to the South, y'all!"

Top guest favorite

The exterior of a charming single-story home features white siding, a grey roof, and two front entrances. A well-maintained lawn with green grass surrounds the house, and trees with autumn foliage provide a colorful backdrop. A paved walkway leads to the front doors.

4.98 out of 5 average rating, 65 reviews

Nellie's Nest

This adorable three bedroom is perfect for your stay in Gretna. Hit the sidewalks for a run or walk down to the best coffee shop around, The Pod. Take a quick 15 min drive to Smith Mountain Lake or visit the wineries just outside of town. Relaxed living at it's best here in small town Virginia! *More photos coming Common Destinations: Chatham Hall and Hargrave Military Academy - 12 mins Olde Dominion Agricultural Complex - 6 mins Liberty University - 36 miles

Top guest favorite

A spacious bedroom features a comfortable bed with soft pillows and a light blanket. A wooden nightstand accompanies the bed, while framed botanical art and a mirror adorn the wall. Natural light filters through sheer curtains, enhancing the calming atmosphere.

Home in Danville

4.99 out of 5 average rating, 146 reviews

Large 4 BR, Game Room, *Midweek stay discounts*

Welcome to River City Retreat's The Grove Park House! * 4 Large Bedrooms * 3 Full Bathrooms * Well equipped large kitchen * 4 TV's w Free Disney+ Streaming * Game Room/ Basement Bar * Additional Basement Living Room and Kitchenette * Screened in Porch * Firepit with Adirondack Chairs * Large driveway and plenty of street parking available * Quiet, safe, family friendly neighborhood * 5 mins from SOVAH Danville Hospital * 7 mins from Caesars Virginia Casino

Top guest favorite

A modern kitchen features white cabinetry and a granite countertop. Stainless steel appliances, including a microwave and dishwasher, are visible. An island with a wooden base provides additional workspace. Natural light enters through two windows, illuminated by a pendant light overhead.

Home in Danville

4.98 out of 5 average rating, 111 reviews

Walking Distance to Casino

This newly renovated 2 bedroom, 1 bath home is located in the old mill village. These homes were built and rented out to the Dan River Millworkers in the 1900's. Dan River Mills is now the site for the Danville Caesars Virginia Casino ;Just a 0.5 mile distance and a short 9 minute walk. This home offers a private back deck with outdoor seating, fenced in backyard and a picnic table for additional seating.

Top guest favorite

A lakehouse is framed against a vibrant sunrise, with soft hues of orange and pink reflecting on the tranquil water. The structure features a wraparound deck, and a slight mist hovers above the lake, enhancing the serene atmosphere of the secluded setting.

Home in Pittsville

4.95 out of 5 average rating, 193 reviews

Lakehouse on Leesville Lake in Bedford County VA

My late wife, Gail, & I came out of retirement to renovate this unique home with a completely new kitchen, vinyl plank flooring, new deck & new well in the Fall of 2019. This 3 bedroom lakehouse is very secluded within about an hour drive from Lynchburg, Roanoke or Danville. The dock and boat ramp are especially convenient. Keep an eye out for eagles, osprey, deer, bear, turkeys, otters, geese & heron.

A single-story brick house is set among greenery, featuring a welcoming front porch and a blue door. Large windows allow natural light into the interior, while a manicured lawn enhances the home's curb appeal.

Home in Danville

4.88 out of 5 average rating, 144 reviews

Cute Comfy House

Only 1 mile from the new Caesars casino - Welcome to the cute comfy house! This home has 2 bedrooms with a queen in each room. There is an additional single person foldout cot in the closet. Freshly remodeled from top to bottom and situated on an acre in a quiet and peaceful neighborhood minutes away from Main St., Averette University, downtown and the Riverwalk. Washer/Dryer in the basement

A clear path leads down to the lakefront, bordered by grassy areas and trees. The serene water stretches into the distance, with a dock visible nearby, featuring space for boats and outdoor seating. The sky is bright with scattered clouds.

Home in Huddleston

4.98 out of 5 average rating, 170 reviews

Waterfront with Waterside, Diving Board & Arcade

Welcome to your private 1-acre A-Frame lakefront escape on stunning Smith Mountain Lake, VA! Enjoy sweeping wide-water views, breathtaking sunsets, and mountain vistas from four serene outdoor living spaces. Jump in the crystal clear lake from the dock’s diving board, race down the waterslide, or just relax in total privacy. Peaceful, fun, and unforgettable, this is lake life at its best!

Vacation rentals for every style

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Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations with great services and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Pittsylvania County house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

The living area features a spacious couch adorned with colorful pillows, complemented by a cozy armchair. A flat-screen TV displays content options. Natural light streams through the windows, highlighting the warm tones of the room and providing a welcoming atmosphere.

Home in Huddleston

4.97 out of 5 average rating, 31 reviews

SML Retreat | Pool Table & Kayaks + Lake Amenities

Home in Huddleston

4.89 out of 5 average rating, 9 reviews

Private Dock,Indoor Pool, and Hot Tub

An aerial view captures a fenced swimming pool area, featuring a round pool surrounded by sun loungers and umbrellas. A nearby building offers additional amenities, while lush greenery enhances the serene environment, providing a peaceful outdoor space for relaxation.

Home in Huddleston

4.84 out of 5 average rating, 70 reviews

Casita Blanca White House dock the boat fish/swim

Top guest favorite

An aerial view of a modern home showcases its angular design and expansive deck. The deck features a wooden dining table surrounded by grassy areas. Large windows offer views of the surrounding landscape, while a stone chimney adds texture to the exterior.

Home in Huddleston

5 out of 5 average rating, 22 reviews

Fairway Haven Golf Course/Lake Retreat

Top guest favorite

A custom-built home is presented with a blend of modern and traditional architecture. The exterior features a white facade with dark wood accents, complemented by a spacious driveway leading to a two-car garage. Bright blue chairs are placed on the front porch, surrounded by lush green grass and trees.

5 out of 5 average rating, 17 reviews

Smith Mountain Lake Retreat

An inviting outdoor space features a sparkling in-ground pool surrounded by a spacious patio. Comfortable lounge chairs are positioned for relaxation. The indoor area displays a large television mounted above a contemporary fireplace, complemented by seating arranged for entertainment.

Home in Danville

4.9 out of 5 average rating, 10 reviews

Voted Airbnb’s Guest Fav: Dan River Chateau w Pool

The exterior of the home features a spacious deck and outdoor seating area, surrounded by lush landscaping. Steps lead to the upper level, where large windows provide ample natural light. The house is set against a backdrop of colorful autumn foliage.

Hilltop Oasis-Comm Pool & Tennis.

Home in Huddleston

5 out of 5 average rating, 5 reviews

Hidden Cove on SML with POOL

Weekly house rentals

Top guest favorite

A spacious front porch features several rocking chairs positioned near small whiskey barrel tables. A wooden deck stretches along the porch, with views of the surrounding countryside and trees in the background, showcasing a serene outdoor setting.

Home in Penhook

4.97 out of 5 average rating, 30 reviews

Kyle's Place

A spacious patio area features wooden lounge chairs arranged around a stone surface. A hot tub is positioned nearby, with a sunset visible in the background, casting light over the surrounding trees and creating a serene outdoor atmosphere.

Home in Altavista

4.97 out of 5 average rating, 31 reviews

Retreat-Style Home w/ 4 Suites, Hot Tub, Fire Pit!

Top guest favorite

A modern kitchen and dining area feature light grey cabinetry and stainless steel appliances, complemented by a large dining table set with blue dishes and wine glasses. A warm glow from the pendant light overhead enhances the inviting atmosphere, with the open living space visible in the background.

4.97 out of 5 average rating, 29 reviews

Smith Mountain Lake / Blue Ridge

A serene outdoor sitting area features three hanging chairs with black cushions, positioned around a small wooden table. A potted plant sits on the table, and the inviting view includes a lake and a covered dock in the background, surrounded by lush greenery.

Home in Penhook

4.97 out of 5 average rating, 68 reviews

Lakefront Luxury: Hot Tub, Sleeps 12, Gentle Slope

A dining area is presented with a large wooden table surrounded by a mix of upholstered chairs. A charming chandelier hangs above, complementing the natural light from the windows. Decorative art and a vintage fireplace add character to the space, enhanced by warm wooden flooring.

Home in Danville

5 out of 5 average rating, 18 reviews

Cozy Home Centrally Located + Great Amenities

Top guest favorite

The exterior of a two-story brick house features a central entrance with stairs leading up to a welcoming porch. Windows adorned with red shutters flank the entrance, and soft lighting illuminates the front. A grassy area surrounds the home, contributing to a natural setting.

Home in Danville

5 out of 5 average rating, 18 reviews

Comfy&Cozy 1K 2Q, 1mile Casino & Averett College

An aerial view showcases the serene landscape of Smith Mountain Lake, surrounded by lush green trees. The gentle slopes lead down to the water, where a private dock is visible along the shoreline, complementing the tranquil setting and inviting outdoor activities.

Home in Huddleston

4.97 out of 5 average rating, 78 reviews

Smith Mountain Lake quiet cove w/ kayaks & firepit

Top guest favorite

The exterior of a single-story home features a welcoming porch with rocking chairs, framed by neatly landscaped grounds. The front walkway is lined with freshly trimmed grass, leading to a prominent blue and stone facade beneath a clear sky.

Home in Danville

4.95 out of 5 average rating, 86 reviews

Huge 1BR Apt Upscale Nhood DECK, FIREPIT, SO NICE!

Private house rentals

Top guest favorite

A cozy dining room is revealed, featuring a large round table surrounded by wooden chairs. Soft light is provided by two table lamps and a central chandelier. Light streams through large windows, illuminating the space, which is complemented by a patterned rug and tasteful wall decor.

Home in Huddleston

4.95 out of 5 average rating, 22 reviews

Absolutely Shore

A spacious deck offers comfortable seating and a dining area surrounded by lush greenery. A gas grill is positioned near a fire table, inviting outdoor gatherings. Sunlight bathes the area, creating a bright and inviting space for relaxation and meals.

Home in Chatham

4.85 out of 5 average rating, 34 reviews

Peaceful Chatham Home w/ Grill & Deck

A large covered dock is seen above the water, with wooden decking and multiple lounge chairs positioned for relaxation. Two boats are docked, and a ladder provides easy access to the water. Lush greenery surrounds the property, with a glimpse of the home visible on the hillside.

4.98 out of 5 average rating, 95 reviews

RelAxin’ Hard SML-Flat Lot/beach, Kayaks WiFi,Dock

Home in Huddleston

4.97 out of 5 average rating, 35 reviews

Crescent Bay at SML | Kayaks, Dock, Quiet Cove

Two kayaks in vibrant colors are positioned alongside a private dock. A red kayak and a blue kayak are resting on the dock, while a pink kayak is placed in the water. The tranquil lake view stretches into the distance, framed by green trees and houses on the opposite shore.

Home in Huddleston

4.99 out of 5 average rating, 177 reviews

Hot Tub | Sundeck | Pet Friendly | Deep Water

Top guest favorite

A screened-in porch features comfortable seating arranged around a central area rug. Large windows provide unobstructed views of the lake and surrounding autumn foliage, creating a serene environment. Ceiling fans are installed for added comfort in warm weather.

Home in Huddleston

4.96 out of 5 average rating, 25 reviews

Lake Haven - Hot Tub! Mountain Views!

A dining area is featured with a long, light-colored table surrounded by six white chairs and one accented chair with a yellow checkered pattern. A brick fireplace is visible in the background, creating a warm focal point against the hardwood flooring.

Home in Ringgold

4.9 out of 5 average rating, 30 reviews

Whistling Hill, 3.5 Miles from VIR

Top guest favorite

5 out of 5 average rating, 25 reviews

Lakefront Retreat-Private Dock-Kayaks-King Beds

Destinations to explore