Family-friendly vacation rentals in Pittsylvania County

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Top-rated family-friendly rentals in Pittsylvania County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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

4.97 out of 5 average rating, 259 reviews

Antler Ridge Lodge - 19 Acres of Seclusion +WiFi

Only 12-mi to the Anthony Ford Boat Launch at SML, 8-mi to Myers Creek ramp at Leesville Lake. Well-stocked and waiting for your next get-a-way! Explore acres of yard, woods & creek. Leesville Lake only a 1/2-mi walk to the end of the road. Horses/hikers/bikers are welcome along the 5-mi ridge of Smith Mt only 3-mi away. Relax around a fire enjoying the starry sky or kick back in the comfortable lodge complete with a gas log fireplace, 65" Smart TV, & Fiber WiFi, 50 MBS up & down. Pet friendly.

KitchenFamilyComfort

Top guest favorite

An open living area features a stone fireplace with a mounted TV above and large windows that provide a panoramic view of the lake. A round glass dining table is set near the window, complemented by a cozy sofa and armchair, inviting relaxation and gatherings.

Condo in Moneta

4.99 out of 5 average rating, 318 reviews

Fun Lake Getaway with Breathtaking Views

Fantastic getaway on beautiful Smith Mountain Lake! Enjoy stunning views on two sides of this top-floor, corner condo with a wrap-around deck and natural shade. It is perfect for a relaxing break or an adventure! Activities include boating (with guest docks), swimming (indoor and outdoor), pickle ball, working out, and relaxing in the hot tub, steam room or sauna! If you are working remotely, this quiet space includes a desk and high-speed wireless. The individual HVAC unit also has a UV light.

Indoor spacesKitchenSolo travel

Guest favorite

Home in Gretna

4.93 out of 5 average rating, 114 reviews

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

Welcome to the Lake Bear Lodge family! 5,500sqft private lakefront resort w a gorgeous view feat: * King bed suite * 6br, 5 bath * Massive Game Room! ~20+ Arcades!!! ~75in TV ~Ping Pong ~2-player B-ball ~Pool Table ~Shuffleboard ~Bar w 2nd Fridge * Massive main living room w 75in TV * Private Dock * Firepit (propane) * Loaded Kitchen w Coffee Station * Huge Deck * 2 Screened Porch Areas (1 in master) * 6+ kayaks, Canoe * 2 paddleboards for rent, Message! * Whirlpool bathtub * Gas grill

Indoor spacesFamilyBathroom

Guest favorite

A serene lakeside view is presented, showcasing a smoothly flowing body of water bordered by lush greenery. A dock is visible, with boats moored alongside. The sky is painted in soft blues and warm hues, reflecting the tranquil atmosphere of the setting.

Condo in Moneta

4.9 out of 5 average rating, 303 reviews

Dock Holiday at Bernard's Landing

Experience the water and mountain views at spectacular this 1 bedroom, 1 bath top floor corner condo in desirable Dockside section of Bernard's Landing. Guests enjoy all the amenities of Bernard's Landing including 2 outdoor and 1 indoor pool, Basketball, tennis and pickle ball courts,beach area, restaurant, fitness center and marina area with boat rentals. All pools and beach are short walk from the front door. Enjoy stunning views from the walk-out deck in this well-stocked condo.

Indoor spacesFamilyOutdoor spaces

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, 210 reviews

Lakehouse on Leesville Lake in Bedford County VA

This secluded, 3 bedroom lakefront home was renovated In 2019. My late wife Gail and I installed a new kitchen, vinyl plank flooring, new well, and new decks (both wraparound and lower deck.) The home is located about an hours drive from Lynchburg, Roanoke or Danville. Enjoy our private dock and boat ramp for fishing, watercraft, swimming, and nature watching! Keep an eye out for wildlife, both great and small! Great Blue Herons, Eagles and Osprey are personal favorites!

KitchenIndoor spacesValue

Guest favorite

A modernized cabin is set in a serene natural environment, surrounded by green grass and trees. A covered porch is featured at the front, with rocking chairs and a porch swing positioned for relaxation. A pathway leads to the cabin, enhancing accessibility.

Cabin in Long Island

4.93 out of 5 average rating, 110 reviews

100acre Woods Cabin Retreat

No Smoking in home, No animals or pets allowed! 30 mi to Lynchburg, 11 to Altavista. This cabin boasts 100 acres of serene nature while hiking the trails, and with just a 20 minute hike you can be at the boat slip, fishing, and swimming in the river . Relax on the large rocking chair front porch with your honey on the porch swing, or roast marshmallows and sip drinks around the fire pit! This is not a party house, it is meant to relax and enjoy peace, quiet, and nature, enjoy!

KitchenFamilyGrill

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

4.96 out of 5 average rating, 101 reviews

Historic house w/modern touches

*20% WEEKDAY DISCOUNTS* Centrally located near historic downtown, Averett U, and Caesar’s, this 100-yr-old beauty has been attractively renovated & tastefully appointed with curated furnishings to modernize it while maintaining its historic roots. Covered front porch and rooftop veranda for savoring a lazy morning or unwinding at day’s end. Spacious main level en-suite Master bedroom; stunning, fully equipped kitchen; office space; bunkbeds and game room for the kids.

KitchenFamilyCondition

Top guest favorite

Aerial view of the cabin and pool area, surrounded by lush green trees and well-maintained gardens. A rectangular pool is centrally located, flanked by colorful umbrellas alongside sun loungers. The rustic cabin and neighboring structures feature varied roof styles, contributing to the serene country setting.

Farm stay in Hurt

4.97 out of 5 average rating, 123 reviews

18th Century Cabin Retreat

Come enjoy our 18th century cabin! They don't make them like this anymore. One side built in 1750, the other in 1825. Sit under the giant white oak and enjoy the country air. This is a wonderful retreat to kick back and relax. Enjoy the pool, horseshoes, and fire pit. In the winter months, cozy up by the wood stove or fire place with gas logs. NO PETS!!! Please do not bring your pets. Owners live on site, so if you are in need of anything, please ask!

FamilyIndoor spacesBreakfast

Guest favorite

Home in Huddleston

4.96 out of 5 average rating, 186 reviews

Diving Board, Waterslide, Private, Lakefront

Welcome to this peaceful & 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!

Indoor spacesFamilyBiking

Top guest favorite

Farm stay in Union Hall

4.93 out of 5 average rating, 173 reviews

Pine Haven Farms

Make memories at this unique and family-friendly place. Pine Haven Farms is a working farm. Spread out and enjoy the pastoral surroundings. We are located less than two miles away from Magnum Point Marina at Smith Mountain Lake if you want to add some lake time to your vacation stay. Please be aware that electric fencing is used for the cattle. Children should be supervised at all times.

FamilyKitchenWalkability

Superhost

A unique interior space features the front of a boat incorporated into the design. Wooden paneling complements the rustic aesthetic, while a small seating area with a red chair adds comfort. Shelving is visible, providing additional storage and display options.

Home in Moneta

4.84 out of 5 average rating, 114 reviews

Waterfront Hot Tub | Dock | Game Room | SML

Come enjoy a relaxing stay at WakeNLake! With a short, flat walk down to the dock (no crazy stairs or steep hills!) Only a 13 minute drive from Food Lion & Dollar General, ~15 minute drive to multiple restaurants, & 16 minute drive from the Bridgewater Marina, WakeNLake is both on the water and close to what ever you may need!

KitchenFamilyTV

Superhost

The living room features a comfortable black leather sofa and a classic armchair with a patterned design. A coffee table sits centrally on a patterned area rug, while a TV is mounted on the wall. Natural light enters through the windows, enhancing the space.

Home in Danville

4.91 out of 5 average rating, 110 reviews

The Empty Nest

Located just 2.7 miles from Caesars Virginia and 2 miles from the NC state line, the Empty Nest is your perfect getaway. With Virginia International Raceway 20 miles away and Martinsville Speedway just 30 miles, it's an ideal base for both adventure and relaxation. Enjoy the comfort and convenience of this charming retreat!

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