Vacation rentals with a kayak in Pittsylvania County

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Top-rated kayak rentals in Pittsylvania County

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Guest favorite
A spacious patio area is visible beneath a second-story balcony, featuring outdoor furniture and two kayaks. A well-maintained lawn and flower beds contribute to the serene setting. The entrance has sliding glass doors, allowing natural light to enhance the atmosphere.
Apartment in Huddleston
4.73 out of 5 average rating, 222 reviews

Nature's Retreat

Upgraded to a brand new KING bed with all NEW linens. Great one bedroom patio apartment for a weekend getaway FOR 2 PEOPLE ONLY! The lake is absolutely beautiful and the apartment is very private, comfy and quiet. NEW GAS GRILL WITH THE REMODEL. A perfect getaway for kayaking or swimming. A SHARED DAY DOCK WITH NEIGHBORS. No boat slip nor electricity at dock. No tie-up at dock for boats or jet skis, just kayaks. Owner needs to be notified of pet and follow pet policy. There is a $35 pet fee.

Guest favorite
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
4.89 out of 5 average rating, 120 reviews

Cute and Comfy Cabin

WE OFFER KAYAKS, CANOE AND PADDLE BOARD FOR RENT, Sleeps 4. Free Fast Wifi 99.99% GERM FREE Welcome to Cedar Key Village, a charming lakefront community of 11 homes. This spectacular all Cedar lake front Cabin is nestled in a secluded no wake cove. Beautiful lake side garden adds to the beauty of the lake and mountains. Boat slip and shared dock with 1 other cabin I call clients after booking to answer questions, please inform me prior to booking if you would prefer me not to phone you.

Top guest favorite
Home in Huddleston
5 out of 5 average rating, 30 reviews

3BD Lakefront - Beach Access, Pool, Pet Friendly

Fall Special: For 4th Night free message before booking! Welcome to Fun at the Lake—your serene lakefront retreat with breathtaking Smith Mountain sunsets from every level. Relax on 3 private balconies, enjoy a covered boat slip, bring your furry friends, and have fun in the new game room. With direct lake access, a 2-person canoe, and endless amenities, it’s the perfect getaway. Nearby: Smith Mtn Lake State Park (5 mins) Hickory Hill Vineyards (10 mins) Dining, Grocery & Marinas (10–15 mins).

Guest favorite
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, 145 reviews

$98 LakefrontHome Dock HotTub KayaksCanoe Pet Bike

Lakefront House...7 beds. Secluded w/Big Yard 1.68 Acres. Most Desirable and Cleanest Water Location on SML. Best fishing area. HotTub. 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/Older Folks/Kids/Pets. Lots of Parking. Near Lynchburg/Roanoke. July-Oct. Special Mon. nights $98

Top guest favorite
A calm lake reflects the evening sky, with gentle ripples across the surface. Tree-lined shores frame the water, creating a serene backdrop as the sun sets on the horizon.
Townhouse in Huddleston
5 out of 5 average rating, 80 reviews

Lakefront Walk-Out Condo w/Golf Course & Pools

Relax with the whole family at our peaceful lake getaway! Our condo is a first floor, end unit with a gentle slope down to the lake, docks and a beach. Renovated in 2023, we added special touches to make you feel at home. Brand new beds, sofas, linens, appliances, LVP flooring throughout, whole house air purifier, down free bedding, multiple pillow choices, fully stocked kitchen, 2 paddle boards, 2 kayaks, games and so much more! This is our little getaway that we’d love to share with you!

Top guest favorite
Home in Penhook
4.97 out of 5 average rating, 70 reviews

Lakefront Luxury: Hot Tub, Sleeps 12, Gentle Slope

Brenda is your fall escape on Smith Mountain Lake: lakefront with a gentle slope to the water, private dock, hot tub, fire pit, and kayaks (3) for leaf-peeping paddles. Inside, two living areas plus a game zone make room for everyone—king suites, fast Wi-Fi, and smart TVs. Brew sunrise coffee on the deck, hike or winery-hop by day, toast s’mores at dusk, then slip into the hot tub under crisp, starry skies. Dual kitchens make feasts easy. minutes to marinas, wineries, golf, and trails.

Top guest favorite
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, 368 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 favorite
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
4.93 out of 5 average rating, 29 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 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, 196 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.

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.
Home in Moneta
5 out of 5 average rating, 18 reviews

Smith Mountain Lake Retreat

Relax and reconnect at this lakefront retreat! Launch kayaks or paddleboards from the property, enjoy the firepit, yard games, and covered porch with lake views. Includes boat slip, seasonal community pool, and ramp. Three bedrooms (king suite, queen, and twin-over-full bunks) plus a bonus room with pullout sofa, big TV, and desk. Fully equipped kitchen with wet bar—perfect for family fun and lake living!

Superhost
Home in Huddleston
4.97 out of 5 average rating, 174 reviews

Fall special! Lakefront-water slide, Diving Board

Welcome to a 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!

Top guest favorite
The image captures a serene lake at sunset, with the moon rising over the horizon. Its reflection shimmers on the water, creating a golden pathway leading towards the shore. The distant hills frame the scene, enhancing the tranquil atmosphere.
Condo in Moneta
4.95 out of 5 average rating, 59 reviews

Southern Escape @ Bernards Landing w/ Kayaks

This is a large one bedroom waterfront condo with amazing views of the lake. There is a king size bed in the bedroom with a double murphy bed in the dining room. We are a family friendly unit that offers many amenities within the condo. There is a key card that allows guests access to all the amenities that Bernard's has to offer. Great internet and cable TV with Shentel.

Popular amenities for Pittsylvania County kayak rentals