We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals with a kayak in Pittsylvania County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Pittsylvania County

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Home in Huddleston

4.9 out of 5 average rating, 126 reviews

$198 Lakefront Sun.Free Dock&Lift HotTub Kayak Pet

Lakefront House...Sunday Free(w/check in any weekday & stay thru Sat.night get Sun. night free)Big Yard 1.68 Acres. Cleanest Location on SML. 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, Screened Porch. Deck.Gas Grill.Activities for kids.Near Marina w/Boat Rentals.Near SML State Park w/Hiking. Family/Older Folks/Kids/Pets. Linens free. Lots of Parking. 7 Beds Oct-Dec. Mon.night $198 Best Deal@SML!

Home in Gretna

4.93 out of 5 average rating, 91 reviews

Secluded Lakefront Cabin Resort: 5400sqft 6BR, 5ba

Welcome to the Lake Bear Lodge family! 5,400sqft private lakefront resort w a gorgeous view feat: * King bed suite * 6br, 5 bath * Massive Game Room! ~21 Arcades!!! ~75in TV ~Ping Pong ~2-player B-ball ~Pool Table ~Shuffleboard ~Bar w BT Speaker * Massive main living room w 70in TV * Private Dock * Firepit * Loaded Kitchen w Coffee Station * Huge Deck * 2 Screened Porch Areas (1 in master) * 7 kayaks, canoe, paddleboat * 2 paddleboards for rent, ask for price * Whirlpool bathtub * Gas grill

Guesthouse in Huddleston

4.73 out of 5 average rating, 15 reviews

Cozy Lake Retreat in the Trees

Take a break and unwind at this peaceful lakefront guesthouse in the trees. Float, lounge, nap to your hearts content--or work if you really have to (Wi-Fi). Share this quiet cove on the best part of Smith Mountain Lake near the dam. The property has extensive terraced decks, patios, and stairs getting you from the guest house to the dock with huge floater for fishing, swimming, kayaking with great afternoon sun in deep water. Flexible booking in prime time, reserve three nights vs entire week.

Home in Penhook

4.98 out of 5 average rating, 43 reviews

Brenda•Lakefront Oasis•Hot Tub•Gentle Slope

Lakefront Retreat | Private Dock, Kayaks, Hot Tub & More Escape to this beautifully renovated 4-bedroom, 4-bathroom lakefront getaway, complete with a private dock offering stair-free, easy access to serene water views. Perfect for families and groups, this spacious vacation rental provides everything needed for a relaxing stay. Spend your days lounging on the 6x20 FT Lily Pad, kayaking, or fishing, and wind down in the evening in one of the hammocks or the soothing hot tub, all while enjoying

Home in Pittsville

4.95 out of 5 average rating, 177 reviews

Lakehouse on Leesville Lake in Bedford County VA

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 shared dock and boat ramp are especially convenient. Keep an eye out for eagles, osprey, deer, turkeys, otters, geese & herons. You could watch eagles & osprey fishing in the lake from the upper deck, the lower deck or the dock.

Home in Sandy Level

4.83 out of 5 average rating, 64 reviews

Hycliff Lodge Mountain Retreat-Water Access

Enjoy the nature and tranquility of this private, 5 acre mountain home on Leesville Lake. Hycliff offers comfortable sleeping for 7 with 3 bedrooms and 2 full bathrooms. The open floor plan, cozy furnishings and a plethora of entertainment are sure to make some core family vacation memories. Hiking and fishing lovers are sure to enjoy the challenging, 1/10 mile walk to the water to your private, covered dock. The mountain and sunset views are stunning all year long from this gorgeous property.

Cabin in Pittsville

4.95 out of 5 average rating, 38 reviews

Waterfront Cabin on Leesville Lake!

This waterfront log cabin has everything you need to escape and live the lake life. With over an acre of lawn, a huge private shoreline, and a covered dock, you can enjoy one of Virginia’s best kept secrets without a worry. -Fire pit -Propane grill -Water toys, tubes, yard games, and fishing poles -Stocked kitchen -Kayak & canoe -Gym equipment -Dart board, putting green, pop-a-shot -Board games & puzzles -PS4 & Wii -Deep water off dock for swimming -Nearby hiking trails -Everything you need!

Home in Moneta

4.98 out of 5 average rating, 49 reviews

Quiet Family/Pet Lakeside Stay - Flat Lot!

Come enjoy our newly renovated waterfront home with 150' of shoreline and peaceful views of the state park. Great location on and off the lake - 15 min to Food Lion, 20 min to Bridgewater, 10 min to restaurants, and 10 min to golf. The flat lot provides easy access to the lake with a swimming area right off the yard and deeper water at the end of the dock for fishing and mooring your boat. 6 kayaks, two SUP's, and pool noodles are available, we have plenty of parking, and are pet friendly!

Cottage in Penhook

5 out of 5 average rating, 21 reviews

Waterfront tranquil 2 cottages on 11 acres w 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

Townhouse in Huddleston

5 out of 5 average rating, 48 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!

Home in Huddleston

4.95 out of 5 average rating, 19 reviews

Lake Escape to an Elegant 4 Br Home

WE OFFER KAYAKS, CANOE AND PADDLE BOARD FOR RENT! FREE WIFI Welcome to Cedar Key Village at Smith Mountain Lake, a charming 11 home waterfront community. This spectacular all Cedar Home is located on beautiful Smith Mountain Lake and is one of eleven homes nestled in a secluded no wake cove. We sit above the others cabins offering a spectacular view of the lake and mountains. I call clients after booking, please advice before booking if you do not want me to call. 99.99% GERM FREE

Condo in Moneta

4.99 out of 5 average rating, 318 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

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Pittsylvania County kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Moneta

4.98 out of 5 average rating, 90 reviews

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

Home in Moneta

5 out of 5 average rating, 10 reviews

Lakefront, Hot tub Dock, kayaks, fire pit, 12 beds

Home in Huddleston

4.96 out of 5 average rating, 27 reviews

Lakefront Home - Dock, Beach on Quiet, Wide Cove

Home in Penhook

5 out of 5 average rating, 13 reviews

Best of both worlds at Lakes End

Home in Moneta

5 out of 5 average rating, 14 reviews

Takin' It Easy - SML Lakefront Kayaks King Beds

Home in Huddleston

4.98 out of 5 average rating, 61 reviews

Smith Mountain Lake quiet cove w/ kayaks & firepit

Home in Huddleston

4.96 out of 5 average rating, 91 reviews

Knot Too Shabby- SML -Waterfront Home/ Boat Dock

Home in Huddleston

4.98 out of 5 average rating, 56 reviews

Stunning views of the lake/Mtn for your enjoyment!

Destinations to explore