
Vacation rentals in Pittsville
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Top-rated vacation rentals in Pittsville
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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.

Hycliff Lodge - water access
Enjoy the nature and tranquility of this private, 5 acre mountain home on Leesville Lake. Hycliff offers comfortable sleeping for 6 with 3 bedrooms and 2 full bathrooms. The open floor plan, cozy furnishings and a plethora of entertainment are sure to make some core family vacation memories. Hiking and fishing lovers are sure to enjoy the challenging, 1/10 mile walk to the water to your private, covered dock. The mountain and sunset views are stunning all year long from this gorgeous property.

Cross Creek Luxury Couples Cabin
Cross Creek Luxury Couples Cabin is a one of a kind, romantic, get-away for two just 3 miles from the Blueridge Parkway. From its uniquely designed suspension over top of a creek, lighted boardwalk path through the woods that ramps up to the cabin amongst the trees giving it a true tree-house feel, 3 spacious decks for lounging and enjoying nature and the sounds of the roaring creek beneath you, to luxurious amenities galore inside and out. All in a secluded, private setting minutes from town!

Tiny house & hot tub, w/gorgeous mountain views!
Peaceful tiny house with amazing view of Sharp Top Mountain! Features: hot tub, outdoor dining area, small kitchenette amenities, and smart-tv w/firestick (must use your hotspot to stream). 10 min to BR Parkway, Peaks of Otter, and Claytor Nature Center. Wineries, orchards, and hiking nearby. Friendly dogs may occasionally visit from my mother’s house next door. (Look for Wind Tides Farm sign). ***If booking in winter months, keep in mind the wind tends to be heavy, depending on weather.***

The Magical Cabin on Back Creek
Magic is the word most people use when they visit this hidden gem. Built in 1939 as a fishing cabin by a gentleman who incorporated box cars as rafters and beams, dates still visible since removing the attic. By far the best place I've ever lived. I decided to share it with others who love to explore, who love listening to the voice of the creek or who come just to sit on the porch high above the creek with a spouse, friend, family, or alone. For the best sleep, open the bedroom window!

Roark Mill Retreat
Welcome to the Roark Mill Retreat. Your cozy and private getaway located in the bottom level of our charming home on Roark Mill Road in Hurt, VA. This inviting space offers a comfortable queen bed along with a queen/twin bunk bed. We offer a well equipped kitchenette and a refreshing bathroom. Enjoy the convenience of a separate entrance and the tranquility of a peaceful neighborhood. Whether you’re here for one night or a longer stay, you’ll find everything you need for an enjoyable visit.

Cute and Comfy Cabin, Stunning Lakefront Views
Every season offers something special be it summer on the water, fall foliage, cozy winters by the electric fireplace, and blooming springs. Book your stay and experience why guests return year after year. Wake up to panoramic lake and mountain views in a peaceful, no-wake 60 acre cove, perfect for fishing, relaxing, reconnecting, and making memories. Inside, this cabin you’ll find a playful bear-themed décor that guests of all ages love—adding a fun, memorable touch to your stay.

Lake Lover's Paradise
Come to the lake! This spacious one bedroom top floor end unit is uniquely located between Napoli by the Lake restaurant and large outdoor swimming pool. Fantastic views of the lake from the large deck! Sleeps 2 adults and 2 small children under three. The following amenities are provided during your stay (Subject to season and repair): 2 Outdoor Pools Exercise Room Boat & Jet Ski Rental 1 Indoor Pool Hot Tub Courtesy Boat Slips Beach & Boat Launch Area Tennis & Pickleball Courts

The Brown Bear Lodge
Escape to The Brown Bear Lodge, a family-friendly mountain retreat nestled beside a peaceful creek and surrounded by nature. Enjoy multiple outdoor spaces perfect for relaxing and making memories — including a fire pit by the creek, a hot tub under the stars, and spacious porches with scenic views. Whether you're hiking nearby trails, enjoying quality family time outdoors, or simply unwinding to the sound of the water, Brown Bear Lodge is the perfect place to relax and reconnect.

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

SML Lake Retreat House
FISHING | BOATING | WATER SPORTS | RELAXATION PARADISE! This is your dream spot. RELAX & ENJOY NATURE! Feels like you're in a TreeHouse. Surrounded by Gorgeous Green. Serenity Now! Cozy Lake Retreat House overlooks a Deep Water (45') Cove. Near the SML Dam! Sun shines through every Window! Lower Level, 10 ft Ceilings! 31 lb Striper caught off this Dock! Blue Herons glide by, while you enjoy your morning coffee & Happy Hour cocktails.

A Grain Bin House near Lynchburg, 9 mins to LU
A Grain Bin turned into a modern home on a working farm 2 bedrooms (king Beds) 2 baths, nice kitchen. Loft area offers charm with mini bar overlooking a gorgeous staircase and the living area front covered porch with cooking area Home offers electric Heat Pump also a propane fireplace. Outside on the covered porch offers a table and chairs along with a propane blackstone griddle and grill.10 mins. to Liberty University.
Popular amenities for Pittsville vacation rentals
Other great vacation rentals in Pittsville

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Cozy Cabin in the Country —NEWLY ADDED Fire Pit

Black Water Junction Casa

Granny Woman Healer House

Lake Haven - Hot Tub! Mountain Views!

We have water! Spacious with Gentle Slope and Dock
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- Smith Mountain Lake State Park
- Virginia International Raceway
- Fairy Stone State Park
- Natural Bridge State Park
- Liberty Mountain Snowflex Centre
- National D-Day Memorial
- Amazement Square
- Martinsville Speedway
- Mill Mountain Zoo
- McAfee Knob Trailhead
- Explore Park
- Appomattox Court House National Historical Park
- Percival's Island Natural Area
- Taubman Museum of Art
- Mill Mountain Star
- Virginia Museum of Transportation
- Harvester Performance Center
- SeaQuest Lynchburg





