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Holiday rentals in Pittsville

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Top-rated holiday rentals in Pittsville

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

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Top guest favourite
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, 258 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.

Top guest favourite
A cedar cabin is set against a backdrop of serene water and mountains, with vibrant pink blooms in the foreground. The tranquil scene is enhanced by lush greenery surrounding the cabin, providing a peaceful lakefront atmosphere.
Cabin in Huddleston
4.9 out of 5 average rating, 136 reviews

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 & 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.  See Notes

Guest favourite
A wooden dock extends over a calm lake, leading to a covered area where people can relax. The surface of the water reflects the soft blues and warm hues of the sky, with mountains visible in the background, enhancing the serene atmosphere.
Home in Bedford County
4.94 out of 5 average rating, 31 reviews

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.

Guest favourite
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

Guest favourite
Home in Pittsville
4.95 out of 5 average rating, 19 reviews

Zen at Marker 10* Lakefront with Hot Tub!

Unwind on 2 private acres with serene lake access, where peaceful views and unforgettable moments await! Spend your evenings around the fire pit, tie your boat at the private dock, and enjoy the quiet beauty of lakeside living. On cooler nights, cozy up by one of the two inviting fireplaces. Challenge each other to a game of pool or classic arcade favorites in the game room, then end the day soaking in the stunning water views from the deck’s rocking chairs. Your perfect escape starts here!

Top guest favourite
Cabin in Vinton
4.99 out of 5 average rating, 208 reviews

Secluded Oasis•Hot Tub•Blue Ridge Mountains

You found it. A secluded oasis tucked away in Virginia’s Blue Ridge Mountains. Wake up with coffee on the covered deck, listening to birdsong and the peaceful sounds of the creek. Spend your afternoons relaxing in the hammock chairs or soaking in the hot tub, then end the day around the fire pit under the stars. If you’ve been craving a quiet escape to reconnect and unwind, you’ve found it. •15 min to the Blue Ridge Parkway •20 min to Smith Mountain Lake •25 min to Downtown Roanoke

Top guest favourite
A breathtaking sunset casts vibrant shades of orange, pink, and purple across the lake's surface. Silhouetted docks extend into the water, framed by distant mountains and a softly illuminated sky, creating a serene lakeside scene.
Apartment in Moneta
4.99 out of 5 average rating, 398 reviews

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

Top guest favourite
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!

Top guest favourite
The image showcases a serene landscape featuring a stone cottage set on a gently sloping green meadow. The view extends toward a tranquil lake, bordered by trees and spring foliage, under a clear blue sky.
Cottage in Penhook
5.0 out of 5 average rating, 30 reviews

11-Acre Lakefront Escape w/ Two Cottages

Two private cottages set 70 yards apart on 11 scenic acres with a rolling meadow and 200+ ft of waterfront with private dock. Enjoy fishing, canoeing, wiffleball, bucket golf, darts, grilling, and evenings by the firepit under incredible stars. Relax on the large patio with mountain and lake views. Rent a boat nearby and tie up at the dock. Minutes to restaurants and groceries- perfect for family getaways, golf trips, and exploring SML region. A truly one-of-a-kind escape.

Top guest favourite
Home in Huddleston
4.97 out of 5 average rating, 31 reviews

Cozy SML Lakeside Cottage with Dock & Kayaks

Escape to this cozy lakeside cottage—perfect for couples or small families. Enjoy stunning views, direct lake access, and peaceful vibes. Lounge on the private dock or deck, swim, fish, or paddle out with two included kayaks or an inflatable paddleboard. A gentle sloping lawn leads to the water, plus a boat ramp (9'8" wide) and a private dock make lake adventures easy. Whether sipping coffee at sunrise or exploring the lake, this retreat blends comfort with outdoor charm.

Top guest favourite
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.
Home in Gretna
4.98 out of 5 average rating, 90 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 favourite
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, 54 reviews

Lake Haven - Hot Tub! Mountain Views!

Enjoy gorgeous views at this perfect home! On a small cove on Smith Mountain Lake, the home has 3 spacious bedrooms, two indoor gathering/TV spaces, and a fully equipped kitchen. Fishing, kayaking, sunbathing and swimming await off the dock, as well as peaceful year round views from multiple outdoor spaces, including a screened-in porch, deck, hot tub, lower sitting area and fire pit! It’s the perfect space for every season, and we are thrilled to share it.

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