Holiday rentals with a kayak in Pittsylvania County

Find and book unique kayak rentals on Airbnb

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, 155 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

Guest favourite
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, 228 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.

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, 134 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
Home in Moneta
5.0 out of 5 average rating, 13 reviews

Lakefront 5BR | Dock, Beach, Hot Tub | Pets ok

5BR Lakefront | Wheelchair Accessible | Pet Friendly | Hot Tub & Dock Lakefront luxury awaits! One of the largest wheelchair-accessible and pet-friendly vacation homes on Smith Mountain Lake. 5 bedrooms, 10 beds, and a gentle path to a private dock with a covered boat slip. Enjoy stunning lake views, a relaxing hot tub, a lakeside fire pit, and plenty of room for family and group gatherings. Fast Wi-fi, streaming TVs in a serene, peaceful setting. Relax and make lasting memories at the lake.

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

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, 396 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, 208 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, 29 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
4.96 out of 5 average rating, 27 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.

Guest favourite
Home in Huddleston
4.97 out of 5 average rating, 181 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 patio area features a dark wicker dining table surrounded by chairs. In the background, a wooden walkway leads to a pool area adorned with umbrellas and greenery. Lush grass and colorful bushes enhance the outdoor space, providing a relaxed atmosphere.
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, 196 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