
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.

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

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.

Dock, Hot Tub, Outdoor Sauna, Fire Pit, Game Room!
⭐⭐⭐⭐⭐ “If I could give more than 5 stars I would!” ~Katie WATER YOU WAITING FOR?! Dock, swim, relax, repeat. Escape to tranquil waterfront bliss! Quiet cove with kayaks, paddle boards & pedal boat. Relax in hot tub & barrel sauna. Game room features pool table, shuffleboard, arcade games & basketball. Luxury amenities include spa showers, whirlpool tub, smart tv’s, Infinity game table, fully stocked kitchen & work space with desktop computer. Perfect for s’mores at the fire pit, fishing, wat

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

4 bedroom, 2 bath; Penhook Hideaway at SML
This cozy lakefront cottage has breathtaking views of Smith Mountain Lake and space to accommodate large families. Features include a large dock perfect for swimming, fishing, or boating; large covered deck great for entertaining and grilling out; and a fire pit for making s'mores or relaxing after a day in the sun. There are 2 single-seat kayaks and a paddleboard available for your enjoyment. 3 TVs, a DVD player, a foosball table, and WiFi throughout. You'll love staying here any time of year!

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

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

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!

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.

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!

BEST Amenities @Bernards Landing Book August Dates
⭐️LET US SET YOU UP FOR THE BEST SML VACATION⭐️ Best Amenities at Bernard’s Vacation Properties – BookBernards Experience one of the “Best Places to Stay” at Smith Mountain Lake, as featured in the January issue of Laker Magazine. Bernard’s Vacation Properties offers comfort, convenience, and top-tier amenities to make your Smith Mountain Lake getaway unforgettable.

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
Holiday House Rentals with a Kayak

Zen at Marker 10* Lakefront with Hot Tub!

Deep Water Dock + Hot Tub | Lakefront, Sleeps 12

Lake Haven - Hot Tub! Mountain Views!

Cozy SML Lakeside Cottage with Dock & Kayaks

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

SML Lake Retreat House

We have water! Spacious with Gentle Slope and Dock

Lolli & Pop’s Lake Front Oasis
Cottages with a kayak

The Cottage on Locust Lane, Waterfront On SML

Kayaks, Billiards Room, Outdoor Fireplace, Privacy

A Nautical Nook on Smith Mountain Lake

11-Acre Lakefront Escape w/ Two Cottages
Other holiday rentals with a kayak

Cozy house in private Leesville Lake Community

Webb's Waterfront -Enjoy the Beach!

RelAxin’ Hard SML-Flat Lot/beach, Kayaks WiFi,Dock

Quiet Lakefront Escape | Pool & Fishing Awaits

Cozy Lake Retreat in the Trees

Lakefront Retreat, Waterfront, Golf & Pools

Stunning Lake Home w/ Private Dock, Spa, Fire Pit

Lakefront Moneta Home with Kayaks and Dock
Destinations to explore
- Pet-friendly rentals Pittsylvania County
- Rentals with pools Pittsylvania County
- Rentals with beach access Pittsylvania County
- Rentals with lake access Pittsylvania County
- House rentals Pittsylvania County
- Beachfront rentals Pittsylvania County
- Apartment rentals Pittsylvania County
- Waterfront rentals Pittsylvania County
- Rentals with a hot tub Pittsylvania County
- Condo rentals Pittsylvania County
- Family-friendly rentals Pittsylvania County
- Rentals with a kayak Virginia
- Rentals with a kayak United States
- Smith Mountain Lake State Park
- Hanging Rock State Park
- Greensboro Science Center
- Virginia International Raceway
- Fairy Stone State Park
- Elon University
- Guilford Courthouse National Military Park
- Liberty Mountain Snowflex Centre
- International Civil Rights Center & Museum
- National D-Day Memorial
- Amazement Square
- Martinsville Speedway
- Mill Mountain Zoo
- Percival's Island Natural Area
- Explore Park
- Taubman Museum of Art
- Mill Mountain Star
- Tanger Family Bicentennial Garden
- Virginia Museum of Transportation
- Harvester Performance Center
- SeaQuest Lynchburg
- Greensboro Country Club





