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 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

4.88 out of 5 average rating, 109 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.

Superhost

A patio space features a glass table with a decorative center piece and a cushioned chair. A new grill is positioned nearby, overlooking a serene lake with rolling hills in the background, creating a peaceful outdoor setting.

Condo in Moneta

4.76 out of 5 average rating, 174 reviews

August Dates Avail-BEST Amenities Bernards Landing

BERNARDS VACATION PROPERTIES -BOOKBERNARDS-Voted as one of the “BEST PLACES TO STAY” at Smith Mountain Lake- January issue of Laker Magazine ⭐️⭐️INDOOR POOL HOT TUB OPEN YEAR ROUND⭐️ ⭐️5G FAST WIFI-NEW⭐️ NEW UPDATED PATIO-BEST VIEWS KAYAK & TUBES-INCLUDED LINENS & TOWELS-INCLUDED, NEW WEBBER GRILL FOR GUESTS-INCLUDED ALL MOVIE,SPORTS OUTDOOR CHANNELS & MORE-INCLUDED TENNIS, RACKETBALL, AND PICKLE BALL RACKETS AND BALLS-INCLUDED ,OUTDOOR & INDOOR POOL ALL NEW FURNITURE, APPLIANCES & KING BED

Superhost

A hot tub is positioned on a wooden deck, offering a view of a gentle slope leading to a serene lake. The surrounding greenery adds tranquility to the scene, with trees lining the background.

Home in Huddleston

4.91 out of 5 average rating, 135 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. June-Aug. Special Mon. nights $98

Guest favorite

Aerial view captures a lakefront lodge surrounded by greenery. The wooden structure features a large covered porch and an expansive dock outfitted with comfortable seating and boat lifts. The calm water reflects the lodge's rustic charm and the surrounding natural landscape.

Cabin in Penhook

4.97 out of 5 average rating, 36 reviews

On The Rocks SML

On The Rocks lake lodge has wide water lake and mountain views like no other! Great for a large group with an open kitchen and living room, a large dining room table for your entire party to sit, and a covered porch with exceptional views where you will feel right on the water. Enjoy our dock by sitting back and lounging in comfortable seating, having a drink at the bar, or exploring the lake with a selection of lake toys! We offer kayaks, paddleboards, floats, and life jackets for all sizes.

Top guest favorite

A charming cottage is set against a backdrop of lush greenery and blooming trees. The exterior features a combination of wood and stone, with a covered porch inviting visitors to enjoy the serene landscape. A well-maintained lawn gracefully slopes towards the cottage.

Cottage in Penhook

5 out of 5 average rating, 21 reviews

Two waterfront cottages on 11 acres w private dock

Two cottages included, 70 yards apart, on 11 acres with a beautiful meadow, gentle slope to 200’+ of waterfront w/ private dock. Wiffleball field, firepit, bucket golf, fishing, grilling, darts, canoe, large patio for drinks and meals, star gazing, mountain & lake views. Rent a boat from the nearby marina and tie-up. Short ride to both restaurants & grocery. Perfect oasis for a peaceful full family getaway. It doesn’t get more unique. Great for fishing, golf trips,day trips to Danville and m

Top guest favorite

A spacious lakefront home is surrounded by mature trees, featuring a large deck that wraps around the upper level. The stone chimney adds a rustic touch, while the landscaped yard provides a gentle slope towards the lake, creating a welcoming outdoor space.

Home in Moneta

5 out of 5 average rating, 20 reviews

Takin' It Easy - SML Lakefront Kayaks King Beds

Lakefront Home with gentle slope to lake. Perfect for all ages. Create family memories here at this newly renovated home. Dock your boat at the new composite dock. Private cove off the main channel allows you to swim, kayak with peace of mind away from all the boat traffic. Relax and watch the sunset or take the included 2 kayaks out. Minutes from shopping, state park and marina. Double lot with privacy and yard to play in. Gas grill. Open floor plan for family time. This is Takin’ It Easy.

Top guest favorite

A serene waterfront view is framed by tall, green trees, highlighting a secluded dock area beside a calm lake. The natural landscape includes a grassy shoreline and stepping stones leading to the water's edge, creating a tranquil setting for relaxation.

Guest suite in Moneta

5 out of 5 average rating, 44 reviews

Webb's Waterfront Retreat-Enjoy the Beach

Relax at this peaceful waterfront retreat. Kayak, paddleboard, swim, fish, or just sit on the sandy beach. Rent a boat or jet ski nearby or enjoy one of the fun local restaurants. This lower level apartment has easy parking and is just steps from the water. The unit has living/dining space, a separate bedroom, and a mini kitchen with refrig, microwave, and toaster oven. 600+ square feet. Wifi and tv are available. Free use of kayak or give the paddleboard a try. Life vests are available.

Top guest favorite

A scenic view is presented through sliding glass doors, showcasing a calm lake reflecting soft sunset hues. A small round table with patterned chairs is positioned on the wraparound deck, inviting relaxation while enjoying the natural surroundings.

Condo in Moneta

4.99 out of 5 average rating, 347 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

Guest favorite

A serene outdoor sitting area features three hanging chairs with black cushions, positioned around a small wooden table. A potted plant sits on the table, and the inviting view includes a lake and a covered dock in the background, surrounded by lush greenery.

Home in Penhook

4.97 out of 5 average rating, 61 reviews

Lakefront • Gentle Slope • Hot Tub • Sleeps 12

🏖 Lakefront luxury on Smith Mountain Lake—private dock, hot tub, kayaks (3), 6×20 ft Lilly Pad, fire-pit & dual kitchens; sleeps from 2 to 12. Gentle slope to water, two living areas plus game area, king suites throughout, fast Wi-Fi & smart TVs. Brew sunrise coffee on the deck, spend days floating or paddling, toast s’mores at sunset or soak in the Hot Tub. Minutes to marinas, wineries, golf & hiking. Perfect for family gatherings, couples’ escapes or friends’ reunions.

Top guest favorite

A balcony view displays the tranquil lake and distant mountains, with boats visible near the marina. The foreground features a wrought iron table, enhancing the scene with an inviting spot to relax and enjoy the natural surroundings.

Condo in Huddleston

4.98 out of 5 average rating, 49 reviews

Lakefront Condo Resort - Amazing Views & Amenities

The perfect escape for you to drop anchor. This lakefront condo in Mariners Landing Resort has been lovingly renovated to provide a relaxing retreat at Smith Mountain Lake. Luxury appointments, hand painted art and metal work provide modern touches with a charming feel. Let fair winds greet you while gazing at stunning lake and mountain views. Ideally located to enjoy abundant resort amenities and local attractions. Let all your worries drift away at Jib Pointe!

Top guest favorite

A view of the home from the lake, with a gently sloping garden leading to a dock. The dock holds various boats, while colorful autumn leaves adorn the surrounding trees. Reflections of the house and trees can be seen in the calm water.

Home in Huddleston

5 out of 5 average rating, 16 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 spacious, wooden lower deck is shown, overlooking a calm lake. A grill is positioned at the deck's edge, with a railing surrounding the area. In the background, a dock with a swimming ladder and parked boats is visible, framed by wooded shores.

Home in Pittsville

4.95 out of 5 average rating, 188 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.