Holiday rentals with a kayak in Pittsylvania County

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Top-rated Accommodation with a Kayak in Pittsylvania County

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Superhost
A serene lake view is captured, showcasing calm waters reflecting the sky. The distant tree line and rolling hills provide a natural backdrop, complementing the peaceful atmosphere. Soft clouds drift above, adding depth to the landscape.
Home in Huddleston
4.9 out of 5 average rating, 156 reviews

Sunday Free Lakefront Doc/Lift HotTub Kayaks Canoe

Lakefront House...4 Bedrooms 7 beds HotTub Big Yard Secluded w/1.68 Acres. Most Desirable/Cleanest Water Location on SML. Best fishing. Amazing Views. No steps entrance. Gentle lot w/paved walkway to lake. Dock w/Boat Lift, Firepit w/Wood, Canoe & 4 Kayaks/LifeVests, Bikes w/Helmets, Screened Porch. Deck. Gas Grill. Activities for kids. Near Marina w/Boat Rentals. Near State Park w/Hiking. Family/Pet Friendly. Lots of Parking. June Special Sun.night free if book 2 nights with check out on Sunday

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

Top Guest favourite
The exterior of the cottage is set against a backdrop of lush greenery. A covered porch invites relaxation, with seating available on both the porch and around a stone fire pit. A pathway leads to the entrance, surrounded by trees for privacy.
Cottage in Penhook
5.0 out of 5 average rating, 33 reviews

The Cottage on Locust Lane, Waterfront On SML

Nestled in the serene woods overlooking the beautiful waters of Smith Mountain Lake, The Cottage on Locust Lane offers the perfect blend of tranquility and opportunities for fun on the lake. Our charming cottage is located in a peaceful cove at the foot of Smith Mountain in Penhook, Virginia. Smith Mountain Lake has earned the title "The Jewel of the Blue Ridge Mountains" and our cottage is the perfect location to relax, have fun, and experience all our beautiful lake has to offer.

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.
Condo in Moneta
4.99 out of 5 average rating, 397 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 serene lake view is captured at sunset, with a wooden dock extending into calm waters. Surrounding trees showcase vibrant autumn foliage, and distant mountains create a peaceful backdrop under a softly lit sky.
Home in Huddleston
4.98 out of 5 average rating, 49 reviews

Lakefront Retreat w/ Fire Pit, Dock & Mtn Views

Nestled off of desirable Craddock Creek, Crescent Bay sits on a gently sloping lot with a dock in a wide, private cove—perfectly positioned for stunning views of Smith Mountain. Enjoy peace, privacy and beautiful scenery. Designed with families in mind, the home features a fully renovated kitchen, updated bathrooms, and stylish, comfortable living spaces. Unlike many area rentals, we provide all linens, towels, and essential supplies—saving you time, money, and packing stress.

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, 30 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
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, 52 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.

Guest favourite
Home in Huddleston
4.96 out of 5 average rating, 183 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!

Superhost
A serene view of the lake is showcased from the patio, featuring grassy areas and a wooden deck. Chairs are positioned to provide a relaxing space for enjoying the outdoors. The landscape includes distant hills and recreational docks along the water's edge.
Condo in Moneta
4.75 out of 5 average rating, 121 reviews

August Discount Days Bernards Landing NEXT2Pool

Best Location at Bernard’s Vacation Properties – BookBernards This beautiful, larger one-bedroom corner unit is ideally located in the Dockside section at Bernard’s Landing, offering beautiful lake views on one side and the uncrowded outdoor pool on the other. The heated outdoor pool is right next to the condo and open through October 15, making it perfect for extended lake-season stays. BOOK TODAY

Top Guest favourite
A serene view of the lake is captured from an elevated perspective, showcasing the surrounding lush greenery and calm water. A pathway leads down towards the dock and a relaxed seating area, while the home blends into the natural landscape.
Home in Huddleston
4.93 out of 5 average rating, 197 reviews

Peaceful Lakefront Getaway on Smith Mountain Lake!

Nestled in a peaceful wooded cove in the heart of Mountain View Shores, you'll surely enjoy our beautiful lake retreat! Our home is the ideal destination for a lovely family vacation as well as a romantic couples getaway! Unwind with a glass of wine in our screened-in porch, covered dock, or deck situated in a tree house setting.

Popular amenities for Pittsylvania County kayak rentals