
Holiday rentals with a kayak in Tuckahoe
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Tuckahoe
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Hideaway on the Bay: Waterfront Vintage A Frame
The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

The Roundtop Chalet (romantic couples retreat)
Indulge in a getaway to our charming cabin, the perfect retreat for all your special celebrations - be it anniversaries, birthdays, or simply a much-needed escape from routine. Perfectly designed for romantic getaways, this cabin seamlessly blends rustic charm with modern comforts. Savour the warmth of a cozy fireplace, unwinding in a hot tub,and indulge with unlimited lattes, crafted by our Breville Touch Espresso Machine. Embrace serenity at its finest and make memories that will last forever

La Casita on Harris Creek, St. Michaels
La Casita on Harris Creek is an architecturally unique guest house situated on a private 40-acre farm in the heart of the Chesapeake Bay, 5 min by car to Saint Michaels, MD. The guesthouse, adjacent to the owner's main farm house, features an upstairs loft, open plan first floor TV/WiFi, full bath/shower, galley kitchen/ cook top stove, microwave, stainless refrigerator, microwave, stainless refrigerator. An adjacent private pool is available for guests. TALBOT COUNTY LICENSE NUMBER STRN 26-39

Private Waterfront Home W/ Hot Tub, Dock & Kayaks
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

Fae Fantasy Themed Cabin Creek Kayaks DND Romantic
One of a kind fantasy cabin inspired by ACOTAR, that whispers of Prythian & the cauldrons magic. 2 cozy themed bedrooms await w/queen beds, plus a third sleeping loft reached by ladder, crowned with a king-size bed & couch/Futon in living room for lingering dreams in moonlight. Surrounded by nature yet moments from revelry & nite life. Fire pit & grill under the stars + massage table. Kayaks to glide our nearby creek. For couples, magical gatherings, families with older kids & solo retreats.

Beach Front and 'Perfectly Placed'
Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

Harbor View Haven | Waterfront w/ Hot Tub + Dock!
BNB Breeze Presents Harbor View Haven This exquisite waterfront property offers a captivating retreat to relax and recharge with stunning views and an array of desirable features! With a serene waterfront location, this idyllic home provides a picturesque setting for unplugging and experiencing outdoor enjoyment. Your extensive amenity list includes: 💦 Hot Tub 🔥 Outdoor Gas Fireplace ☕️ Jura Espresso Machine 🚤 Private Dock + Kayaks 🚴 Bikes for Exploring 🏓 Ping-Pong Table 🌅 Bay Views

Upper Chesapeake Getaway
Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

Waterfront historic district 1BR Apartment
Take it easy at this unique and peaceful riverfront getaway. Third floor, one bedroom apartment with its own private rooftop deck and beautiful views of the Chester River. Located at the end of a street on the water, but still in the historic district offering convenience and privacy. A short stroll to everything Chestertown has to offer. Off street parking. Kayaks or canoe available with notice or bring your own. Enjoy coffee and sunrise from deck or Adirondacks. NO CLEANING FEE!

THE SORA with Disco, Hot Tub & Pool
Immerse yourself in the timeless beauty of this 12 acre riverfront property. Experience the peaceful beauty of 800+ feet of direct river frontage on the deep Cohansey River. This river leads to the Delaware Bay/ Atlantic Ocean. Situated on the site of the Prestigious Sora Gun Club, this historic 4 Bedroom, 2 1/2 Baths light-filled home with magnificent great room has classical details and distinctive appointments. One of the 4 bedrooms and the 1/2 bath is in the 2 story guest house.

Sunset Breezes - quiet waterfront retreat
Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.

Cabin on the Creek ~ Kayaks and Fire Pit
Unwind in our cabin tucked away on a private lane mins from Chestertown. We are situated on 6.5 wooded acres, perched up on 100’ bluff overlooking Churn Creek, a tributary off the Chesapeake Bay. Idyllic water views framed by a canopy of oak trees. Enjoy nature as you relax outside by the fire pit or stroll down to the ‘point’ to take in wildlife, or take a kayak out to explore the creek and water fowl. Deer come up through the woods and are often spotted on the property.
Popular amenities for Tuckahoe kayak rentals
Holiday House Rentals with a Kayak

River front cottage with private dock & water fun

Waterfront Getaway with Dock

Peace Point - Waterfront, Secluded, Home w/hot tub

Waterfront, Private Pier, Sleeps 10, 4 bedrooms

Waterfront 4-BR home w/ hot tub & charging station

Waterfront with sweeping bay view & private beach

3 bedroom/2.5 bath Smith Island bungalow with dock

Top of the Chesapeake - Private Waterfront Home
Cottages with a kayak

Chesapeake Bay Cottage

Private point on the Bay🌤hammock, hot tub, kayaks❤️

Cozy Cottage at Abundant Grace Farm

Lakefront cozy cottage... The Cottage on Moon Lake

Hot Tub | Kayaks | Fire Pit — Octopus Cottage

Cottage on Prentice Creek, PA

Ft. Smallwood Overlook. Waterfront with Kayaks!

Creeks End Farmhouse
Cabin rentals with a kayak

Conewago Cabin #1

Renovated Riverfront Cabin w/ Outdoor Adventures

Container Pool, Hot Tub, Games, Espresso Machine

Serene cabin on 6 acre pond in rural Upper Bucks

Peaceful Waterfront Retreat on The Bay

Luxury Cabin for 4 with Lake Access

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade

Dinna Fash-3 BR Waterfront Log Cabin
Quick stats about holiday rentals with a kayak in Tuckahoe

Total holiday rentals
Explore 2,060 holiday rentals in Tuckahoe

Nightly prices starting at
Tuckahoe holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 112,850 verified reviews to help you choose

Family-friendly holiday rentals
1,550 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 990 rentals that welcome pets

Holiday rentals with a pool
470 properties feature pools

Rentals with dedicated workspaces
1,190 properties have a dedicated workspace

Wi-Fi availability
2,010 of Tuckahoe holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Tuckahoe rentals

4.9 Average rating
Tuckahoe stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Tuckahoe's top spots, include Rockefeller Center, Empire State Building, and Bryant Park
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