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House vacation rentals in Pittsylvania County

Find and book unique houses on Airbnb

Top-rated house rentals in Pittsylvania County

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A small kitchen area features a black dining table surrounded by four wooden chairs. A coffee station is visible on the wall, with coffee cups and a coffee maker arranged neatly. Natural light enters through the window adorned with floral curtains.

Home in Danville

4.91 out of 5 average rating, 126 reviews

Quaint & Quiet Place 10 miles from VIR

Comfortable and relaxing, this older 3-bedroom home sits on 1.5 acres with large shade trees. Both front porch and back deck areas have peaceful views. Very safe, quiet neighborhood. The circle drive extending in front of the house adds extra paved parking for trailers, etc. VIR guests welcome! Under 10 mi to VIR. Less than 1 mi. to Danville Airport & dining, and 5 mi. to historic downtown Danville and the hospital, and 8 mi to Casino. Prime location to Danville. Very fast, high-speed WIFI.

Top guest favorite

A charming two-story home with a white exterior is set against a clear blue sky. A welcoming entrance with a wooden door is flanked by decorative elements. A brick pathway leads through a manicured lawn, surrounded by lush greenery, enhancing the inviting atmosphere.

Home in Danville

4.98 out of 5 average rating, 121 reviews

Historic Gem w amenities * Midweek Stay Discounts*

Experience the best of Danville in this beautifully remodeled 1920’s gem! *MID-WEEK STAY DISCOUNT OF $30 OFF STAYS OF 3 NIGHTS OR MORE SUN-THUR* * 4 Bedrooms * 2 Full Bathrooms * 5 mins to Danville Caesars Virginia Casino * 20 mins to Virginia International Raceway * 35 mins to Martinsville Speedway * Fully Equipped Kitchen * Beautiful Deck with string lights/ yard games * Fire pit with Adirondack Chairs * Free Disney+ Streaming * Driveway & Street Parking * Walk to Averett or Downtown Danville

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 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, 194 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, 146 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, 171 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!

The exterior of a welcoming single-story home is highlighted, featuring a red roof and a spacious front porch. Lush greenery surrounds the property, enhancing the tranquil setting. A paved driveway leads to the home, providing access to its inviting facade.

4.94 out of 5 average rating, 147 reviews

Guest House near VIR, Hyco Lake, Dan River.

The guest home is surrounded by 6 acres of woods with trails leading to a scenic creek. Dan River canoeing & fishing can be accessed 1/2 mile away. VIR is only 7 miles away. Dan Daniels Memorial Park around 17 minutes drive and offers beautiful, scenic, paved walking & biking trails & fishing along Dan River with bike & canoe rentals. Hyco lake Marina is 9.5 miles away.

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, 32 reviews

SML Retreat | Pool Table & Kayaks + Lake Amenities

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

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

A modern single-story home is set against a clear blue sky, surrounded by lush greenery. The exterior features a welcoming front porch with four evenly spaced windows and a large garage on the right. A spacious lawn extends in front, highlighting the property’s tranquil setting.

New place to stay

Family Fun Retreat - Pool, Tennis & Boat Ramp!

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

A tranquil firepit area is framed by wooden chairs, overlooking a lake at sunset. The shimmering water reflects the warm hues of the sky, while a marina can be seen in the distance, surrounded by lush greenery. This peaceful setting invites relaxation and connection with nature.

4.67 out of 5 average rating, 48 reviews

Heron’s Cove on Leesville Lake.

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.

Weekly house rentals

A serene view of the lakeside area, showcasing a vibrant green lawn bordered by trees. An American flag stands prominently, while a stone patio surrounds a fire pit. A dock and covered seating area can be seen along the calm water's edge.

Home in Huddleston

5 out of 5 average rating, 35 reviews

Cedar Key Retreat

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

Top guest favorite

The exterior of a historic house features a covered front porch and a rooftop veranda with seating. Lush greenery surrounds the property, and a well-maintained lawn offers a welcoming appearance. The structure showcases a blend of classic design with modern renovation elements.

Home in Danville

4.95 out of 5 average rating, 78 reviews

Historic house w/modern touches

Top guest favorite

A charming early 1900s millhouse is showcased in a quiet neighborhood. A welcoming front porch with white railings is visible, and a well-manicured lawn surrounds the property. The exterior features a light-colored facade and a chimney, contributing to a serene atmosphere.

Home in Danville

5 out of 5 average rating, 55 reviews

The “Cedarbrook Retreat”

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

The exterior of a single-story brick house is visible, featuring large windows framed by black shutters. A small front porch is complemented by a bench and potted plants. A driveway leads to a covered carport, providing easy entry to the home.

Home in Danville

4.87 out of 5 average rating, 61 reviews

3 bedroom and 1 bath entire house

Top guest favorite

An open outdoor patio features spacious seating options arranged around a central fire table. Large windows provide a view of the lake and surrounding greenery, creating an inviting space for relaxation and gathering. Natural light floods the area, enhancing the tranquil atmosphere.

Home in Huddleston

5 out of 5 average rating, 37 reviews

Luxury Lakefront | Hot Tub, Fire Table & Theatre

A lakeside patio is adorned with two lounge chairs positioned under a large umbrella. The sun shines brightly overhead, casting shadows on the stone-paved surface. In the background, serene water reflects the sunlight, framed by trees and distant mountains.

Home in Huddleston

4.98 out of 5 average rating, 57 reviews

Fun Spot 2-Stunning Views of Lake & Mtn to Enjoy!

Private house rentals

An open-concept living area features modern furnishings including a black sofa and armchairs with turquoise accents. A coffee table sits in the center, surrounded by natural light coming from large windows. The kitchen is partially visible, showcasing updated appliances.

Home in Danville

5 out of 5 average rating, 21 reviews

Lucky 732 - 2bd/1bth Near Casino

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 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, 32 reviews

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

Home in Huddleston

4.97 out of 5 average rating, 36 reviews

Crescent Bay at SML | Kayaks, Dock, Quiet Cove

Top guest favorite

The exterior of the cottage is displayed, showcasing three levels with a stone façade and a red metal roof. A spacious patio with seating is featured, surrounded by landscaped grass and flower pots. The upper balcony is adorned with blue chairs, offering a serene outdoor space.

Home in Penhook

5 out of 5 average rating, 17 reviews

Smith Mountain Lake Cottage

A serene view of a quiet cove on Smith Mountain Lake is captured, featuring calm waters reflecting the surrounding greenery. Two boat docks are visible, providing a space for water activities. The shoreline is lined with trees, contributing to a tranquil outdoor setting.

Home in Penhook

5 out of 5 average rating, 26 reviews

Best of both worlds at Lakes End

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

4.98 out of 5 average rating, 80 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!

Destinations to explore