Vacation rentals with a kayak in Shenandoah River

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Top-rated kayak rentals in Shenandoah River

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Guest favorite

Cabin in Charles Town

4.99 out of 5 average rating, 187 reviews

Vintage Riverfront Log Cabin “Emma” w/hot tub

“Emma” is a Shenandoah Riverfront Log Cabin hand built in 1900’ , she was just newly renovated. Come, Relax, you are on “River Time”. From the front porch, stroll the yard, and across the road, to access the Shenandoah riverfront dock. Here, the river is wide, and the view is amazing, launch a kayak or tube, fish from the dock. Enjoy your evenings around the campfire. From the cabin, you are just a few minutes away from Historic Harpers Ferry, wineries, breweries, hiking trails Enjoy!

Oct 3 – 10

G$42,852 GYD per night

Guest favorite

Farm stay in Purcellville

4.97 out of 5 average rating, 105 reviews

50-Acre Farmhouse Getaway Oasis in VA Wine Country

Just 1 hour from Washington DC, the spacious and tranquil Farmhouse at Dogwood Pond resides on 50 acres of land, and includes a large pond equipped for fishing. Our guests enjoy the nearby Purcellville Historic District for quality restaurants and cafes, vintage shopping, and the W&OD trail entrance at the old Purcellville train station. The property is also a swift 20 minute drive to historic downtown Leesburg, Waterford, Harper's Ferry, and endless wineries, breweries, hiking and bike trails.

Aug 13 – 20

G$126,528 GYD per night

Guest favorite

Farm stay in Round Hill

4.94 out of 5 average rating, 349 reviews

Come and get your goat on!

Nestled at the base of the Blue Ridge and tucked away in the woods, we offer a quiet and peaceful get away while being convenient to tons. Enjoy the peace of 13-acres of woodlands and pasture. A large private deck provides a plenty sun with pasture and woodlands views with some great star watching at night. Miles of walking, the Appalachian trail, fantastic cycling; historic towns and places; wineries, breweries, and distilleries; Potomac and Shenandoah rivers. All just minutes away.

Aug 7 – 14

G$27,824 GYD per night

Guest favorite

Loft in Walkersville

5.0 out of 5 average rating, 130 reviews

Daysville Inn- Boho Farmhouse Apt

This farmhouse apartment is perfect for your next visit to the Walkersville/Frederick MD area! Peacefully private from the hosts’ home, and conveniently located just 2 miles from the popular Walkers Overlook Wedding Venue, and 7 miles from the fun downtown Frederick! With many popular breweries/wineries surrounding it, it’s your perfect weekend getaway! It even comes with 4 friendly goats our guests are welcome to pet! No hotels are closer! We hope you book your stay today at Daysville Inn!

Oct 7 – 14

G$21,375 GYD per night

Guest favorite

Guesthouse in Earlysville

4.98 out of 5 average rating, 317 reviews

Cottage at Frog Jump- woodland privacy at its best

Guesthouse ideal for two people. Small cottage (1 bed, 1 bath) is situated in a country setting on ten wooded acres along a large serene pond. It features a darling kitchenette with sink, fridge, microwave and toaster/convection oven. (No stove top, no oven.) You'll enjoy birdsong and views of various wildlife. A quiet, restful place to stay when you want to be near Shenandoah Nat’l Park, UVA, Charlottesville, Virginia wineries, Monticello, Montpelier, CHO, and other close-by attractions.

Oct 7 – 14

G$19,426 GYD per night

Guest favorite

Apartment in Shenandoah Junction

4.91 out of 5 average rating, 188 reviews

Private apt near Shepherdstown

A Little Respite is our private 1 bedroom apt *King size bed *Queen size pullout sofa *7 min from Shepherdstown, 15 min from Harpers Ferry *self check-in *full kitchen *fast Wi-Fi & Roku channels *magnetic chargers *Alexa alarm clock/sound machine *quiet *fire-pit and gas grill *ideal rustic family retreat *getaway for outdoor enthusiasts, bikers, hikers, and paddlers *remote work & business traveler friendly *2 miles from Marc commuter train *Weekly and monthly stays welcome

Jul 9 – 16

G$16,608 GYD per night

Guest favorite

Loft in Lusby

5.0 out of 5 average rating, 314 reviews

Coastal Treetop Retreat w/ Private Beach Access

Come experience our tucked-away loft 5 minutes from beaches, 10 minutes to Solomons, and Calvert Cliffs. Private garage apartment with 17 stairs. Our open-concept space, has a bedroom area, bathroom, workspace, & kitchen (convection oven, induction stove, microwave, refrigerator, and Keurig). Enjoy quick Wi-Fi, a 40" Smart TV, a cozy queen bed, and comfy lounge chairs. Bring S'mores fixings to roast over the fire and wrap yourself in a blanket. Choose to stay in or adventure out.

Nov 20 – 27

G$29,270 GYD per night

Guest favorite

Cabin in Fort Valley

4.97 out of 5 average rating, 137 reviews

Shenandoah Log Cabin on beautiful farm

Absolutely charming historic log cabin on 87 acre farm set in the middle of the George Washington National Park. You will have unlimited walking and hiking access right out of your front door! Glenmont Farm is just a 90 minute drive from Washington DC. The cabin is well equipped with excellent central heating and air conditioning, fast WiFi service. Farm experience outside your door! The cabin is set in its own 2 acre garden. Pet friendly! Free Tesla Charger! Free parking

Jan 4 – 11

G$35,352 GYD per night

Guest favorite

Cottage in Lovettsville

4.97 out of 5 average rating, 195 reviews

Cottage Escape in Virginia Wine Country

Nestled along the Blue Ridge Mountains, LoeLynn Farms is the quiet escape you need. The two story cottage offers two car parking next to the front door, a fully equipped kitchen, outdoor living, lake access and most importantly- peace and relaxation. The Cottage is conveniently located to many wineries, breweries, exceptional restaurants and outdoor adventures. We are just 90 minutes outside of Washington, D.C. in the heart of Loudoun County Wine Country.

Oct 1 – 8

G$47,336 GYD per night

Guest favorite

Tiny home in Wellsville

4.97 out of 5 average rating, 601 reviews

Cutest Tiny Home Getaway w/kayaks next to lake

Perched on an outcrop overlooking the Conewago mountains, this sweet tiny home for 2 offers a stylish, relaxing getaway where you can slow down for a few days with your favorite human. Cozy up on the hammock with a good book, spend the day on the lake with our two complimentary kayaks, roast marshmallows over the fire, sip wine to a spectacle of fireflies, settle into rocking chairs for some stargazing, and wake up happy 😊

Nov 14 – 21

G$31,076 GYD per night

Guest favorite

Home in Berryville

4.95 out of 5 average rating, 190 reviews

Riverfront Getaway w/ Breathtaking Views!

Welcome to the Shenandoah Valley! Expect a private, serene, and relaxing experience! Our newly renovated home has great deck space and beautiful views right on the Shenandoah River! Enjoy river tubing, fishing, kayaking, reading a book by the fire, or drinking coffee on the porch while watching a breathtaking sunrise! Conveniently located an hour west of DC and 25 minutes east of Winchester.

Jul 18 – 25

G$74,650 GYD per night

Guest favorite

Tiny home in Solomons

4.95 out of 5 average rating, 540 reviews

“Cabana by the Bay”-tiny home on a pier!

This tiny home is a newly renovated cabana sitting on a pier. Fall asleep to the sound of waves crashing under you! Enjoy shared use of our private beach. Kayaks and bikes are available April-October and are stored directly across the street. Go crabbing or fishing off the pier and walk to one of the many nearby restaurants. Check out the summer concert series at the Calvert Marine Museum.

Jan 14 – 21

G$29,833 GYD per night