Holiday rentals with a kayak in Kentucky

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Top-rated rentals with kayak in Kentucky

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

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Guest favourite

Cabin in Owenton

4.86 out of 5 average rating, 307 reviews

Rustic Container Cabin on Beautiful Farm Near Ark

*New covered deck & sitting area!* No cleaning fees!* Cozy memory foam mattress!* 32" Smart TV!* Kentucky Oasis!*Soak up the vintage and rustic charm of this fully renovated container cabin. Nestled next to the woods, you'll enjoy a private stay on the ridge of our farm. Explore over 200 acres, go fishing in the creek, throw some steaks on the grill, sit back and relax while sipping on some local Kentucky bourbon. This is a custom built container cabin with treasures used from all over our farm.

7–14 Sept

£89 per night

Guest favourite

Tiny home in Monticello

4.96 out of 5 average rating, 166 reviews

Adorable Tiny LakeView Cottage with kayaks!

Totally remodeled inside and out! We welcome your fur babies!! Adorable tiny house with a deck & bonfire pit overlooking a spectacular view of Otter Creek on Lake Cumberland. It is located in Monticello, Ky in a rural part of the area. It’s about 12 minutes to town. There is very close (driving distance) swimming access, kayaking, boating, boat ramps, fishing & marinas. Plus, your likely to see lots of wildlife. I have kayaks available for a small daily fee to rent. Pets allowed! $50/$75fee.

25 Apr – 2 May

£107 per night

Guest favourite

Loft in Gilbertsville

4.97 out of 5 average rating, 244 reviews

It’s Kayaking and Fishing Time

Loft apartment over a garage separate from house. One bedroom with queen bed and sitting room with a sofa that folds down. TV with all the movie and sports channels, Kitchenette with full-size refrigerator with ice maker, microwave, toaster over, sink, outdoor grill, washer and dryer. This loft is 2 miles from Kentucky Lake and Moors Resort with marina, boat ramp, restaurant and bar. Room to park your boat with water hose to keep her clean and 50amp RV outlet. Private deck with table and chairs.

7–14 Jul

£98 per night

Guest favourite

Cabin in Louisville

4.95 out of 5 average rating, 304 reviews

Captain's Cabin:Historic Romantic by Bourbon Trail

Your own log cabin on a wooded hillside overlooking a private lake with gourmet breakfast served to your door (on weekends)! It's been the location for Lifetime and Hallmark movies! Period furnishings and modern conveniences make this an unforgettable retreat. A massive stone fireplace creates a quiet ambiance. Watch wildlife from back porch swings. Comfy bed, luxury sheets, high-speed internet, bluetooth stereo and special touches make your stay magical! Ask for Cooking With Bourbon Experience

13–20 Nov

£254 per night

Guest favourite

Cottage in Harrodsburg

4.92 out of 5 average rating, 132 reviews

Paradise Cottage Enjoy lake Views and Lake Access!

Relax and enjoy! Great Herrington Lake views with lake access at Paradise Cottage! Peaceful private setting on one of the most beautiful parts of the lake. Located Mins from Multiple marinas, Bourbon trail, golf courses, Centre College/Asbury University events. 3 bedrooms, 5 beds, 2 full bathrooms, washer/dryer, newly remodeled. Sleeps 9. Includes: wi-fi, Hulu, 2 TVs, multiple decks, covered side patio, fire pit, gas grill, corn hole, kayaks and lily pad included with stay! Four parking spaces!

16–23 Sept

£169 per night

Guest favourite

Home in Brandenburg

4.95 out of 5 average rating, 238 reviews

Luxury lakehouse retreat with picturesque views

Recently renovated lake house with rustic contemporary decor. Gourmet kitchen includes dishes, cookware and small appliances as well as a deluxe espresso/cappuccino maker. House is located in a gated, private community with a 320 acre lake up to 70 ft deep. Only pontoon boats and fishing boats permitted, ensuring a quiet lake experience and wake-free dock sitting. Two kayaks, canoe, paddle board and some basic fishing equipment for guest use. Pontoon rental by owner - separate contract.

24–31 Oct

£626 per night

Guest favourite

Treehouse in Georgetown

4.94 out of 5 average rating, 170 reviews

★Escape & Relax ~ Breathtaking Creekside Getaway★

Escape the everyday hustle and bustle by immersing in the stunning glamping experience on a secluded creekside property. Enjoy solitude, romance or family time inspired by nature. Tucked away on our 13 acre residence, this spacious 16' tent offers a unique stay in a breathtaking ambiance. ✔ Queen Bed + 2 Full-Size Mattresses ✔ Outdoor Deck with Seating ✔ Bathtub + Separate Shower ✔ Composting Toilet ✔ Creek Access + Kayaks ✔ Cooking Station Learn more about this glamping haven below!

4–11 Jun

£169 per night

Guest favourite

Cabin in Mammoth Cave

4.99 out of 5 average rating, 245 reviews

Cabin on Nolin Lake with Hot Tub in Mammoth Cave

Our cozy Pineview cabin is nestled in the woods on beautiful Nolin Lake, 30 minutes to Mammoth Cave NP, 10 minutes to Blue Holler off road, 40 minutes to WKU, Historic Downtown Bowling Green and the National Corvette Museum. Located on a quiet road surrounded by very few neighbors, the cabin provides a quiet vacation retreat. It comes fully equipped for your family and friends to have a relaxing and comfortable stay. A large gravel driveway fits multiple cars, trucks and trailers.

28 Aug – 4 Sept

£228 per night

Guest favourite

Tiny home in La Grange

4.93 out of 5 average rating, 186 reviews

The Kitchen at StoneLedge

Affectionately referred to as “The Kitchen”. This dwelling is positioned near a vibrant garden and has been used to procure the vegetation. This one room retreat is perfect for the traveler with glamping in mind. A Murphy’s bed provides a restful night sleep while an outdoor latrine is positioned close by. The spacious indoor area has a large island with colorful seating and a commercial size sink to accommodate a quick cleanup either for dishes or personal use.

8–15 Jan

£105 per night

Guest favourite

Farm stay in Raywick

4.97 out of 5 average rating, 119 reviews

Missy’s unique stays

Welcome to this funky and eccentric property that sits on 72 acres of luscious farmland in the heart of Kentucky, situated along the bourbon trail .. Previously “Missy’s café ) now turned it into a country getaway for family, Friends or sweethearts .. it is set up for intimate events (extra) or just a nice quiet stay .. it has a beautiful view of the farm and surrounding knobs.. not to far away from civilization, but far enough too get away and enjoy nature

16–23 May

£119 per night

Guest favourite

Cottage in Pleasureville

4.99 out of 5 average rating, 174 reviews

The Cozy Cottage on One Goat Farm

This quaint little cottage is located on the Bourbon Trail of Kentucky. A mere 9 minutes from Six-Mile Distillery, it is also in close proximity to a gas station, grocery and library. Located in the heart of an Amish community, you will hear horses and buggies clip-clopping past as you sip your morning coffee. This cottage is on a functioning farm with horses, cats, goats and donkeys, with overnight housing facilities for your own equines as well.

3–10 Jul

£112 per night

Guest favourite

Home in Lewisburg

4.93 out of 5 average rating, 110 reviews

Laid Back Lake House w/ hot tub and private dock❗️

Come enjoy lake life in this newly renovated home located directly on Lake Malone! With relaxation and fun in mind you will have no problem finding something that entices everyone. From fishing and kayaking to relaxing in the hot tub we have you covered. Enjoy beautiful views that are sure to clear your mind and put you at peace from any of our decks. Pack up your family or friends and head to The Laid Back Lake house to start making memories!

11–18 Dec

£209 per night