Holiday rentals with a kayak in Madison County

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Top-rated rentals with kayak in Madison County

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

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Top guest favourite
A spacious deck overlooks a serene landscape featuring a flowing stream and trees, providing a peaceful retreat. Comfortable seating is arranged around a small table, offering a cozy space for gatherings and contemplation while enjoying views of the surrounding natural scenery.
Home in Sperryville
5 out of 5 average rating, 28 reviews

River Front Mountain Views (Old Rag, SNP)

Relax with the whole family in this serene setting along a native brook trout stream where nature's sounds prevail. Most every room has wonderful views of the Hazel River and the Appalachian Mountains (Shenandoah NP) beyond. The river's clear waters invite fly fishing, and swimming holes abound as do nearby hiking trails in SNP (favorites, Old Rag and Marys Rock). Noted restaurants are nearby as are many vineyards and antique stores. (County code encourages multi-day [weekly/monthly] stays).

Top guest favourite
A scenic view of a pond surrounded by open land and trees reveals a family enjoying the outdoors. Mountains are visible in the background, creating a peaceful and spacious setting. The landscape includes a small structure near the pond, contributing to the rural charm.
Home in Hood
4.98 out of 5 average rating, 311 reviews

Firnew Cottage

A perfect family getaway from the city in the heart of Virginia Wine Country, 15 min from Shenandoah National Park, 30 min from Charlottesville. Private cottage on 265 acres with 3 mi. hiking trail, overlooks 2 ponds/playhouse offers complete farm experience. Walk to swimming hole on river, canoe/fish in lake, feed peacocks/ goats, collect fresh eggs. Great sunsets. Fire-pit. Close to wineries, breweries, Montpelier, Monticello - only 1.5 hrs to DC/Richmond. Pet friendly. Tour included.

Top guest favourite
The exterior of the cottage showcases a well-maintained garden featuring blooming flowers. A scenic view of a tranquil pond is visible, with rolling hills and trees in the background. The sky features scattered clouds, enhancing the serene atmosphere.
Farm stay in Stanardsville
5 out of 5 average rating, 14 reviews

Guest Cottage @ South River Farm

Escape to the serenity of South River Farm, nestled in the picturesque Virginia Piedmont. Only 15 min to Shenandoah National Park, our charming studio cottage boasts a luxurious king-sized bed, chic new furnishings, cozy en-suite bathroom, and state-of-the-art appliances, ensuring a relaxing stay. As our guest, revel in the expanse of our working farm: roam miles of bucolic trails, relax by a stocked pond (no license needed), or fish in our stocked trout stream. Welcome to your rural retreat!

Guest favourite
An open living area features a spacious sectional sofa arranged around a circular coffee table. A light wooden dining table and chairs are positioned nearby. Natural light illuminates the warm wood flooring, enhancing the welcoming indoor space.
Home in Ruckersville
5 out of 5 average rating, 15 reviews

Pondside Retreat w/ Fire Pit, Fishing & SNP

Wake up to pond views just 10 min from Shenandoah National Park. Stroll 6.5 private acres, cast a line, or sip coffee as deer wander nearby. What you’ll love: 🛏️: 4 roomy bedrooms, 8 beds—ideal for families & groups 🔥: Fire pit for s’mores-filled nights 👨‍🍳: Fully stocked kitchen & grill 💻: Fast Wi-Fi + workspace After a day of hitting the trails and sipping wine, gather for games in the great-room, then fall asleep to frog songs across the water. Ready to relax? Book your stay today!

Top guest favourite
Three red Adirondack chairs are positioned in a grassy area overlooking a landscaped yard, with trees and bushes providing a natural backdrop. The soft glow of dusk casts a serene ambiance across the scene.
Home in Madison
5 out of 5 average rating, 74 reviews

Home with beautiful mountain and river views

Welcome to the Madison House! This custom designed and built estate rests on a knoll overlooking 13.5 private acres on the Robinson River in rural Madison County, VA. Views of the Blue Ridge Mountains and direct Robinson River frontage makes this property a perfect destination for all four seasons. The outdoor space is ideal for friends and family gatherings and is ideally located near restaurants, wineries and breweries. The indoor space is both spacious and cozy for ample relaxing.

Top guest favourite
A modern studio space features large windows that allow natural light to fill the room. A cozy yellow chair sits beside a small coffee table, with a guitar resting on a stand nearby. The bed area is visible in the background, framed by a stylish shelf.
Guest house in Boston
4.99 out of 5 average rating, 211 reviews

The Skyhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the skyhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Top guest favourite
A spacious bed is draped with a vibrant patchwork quilt, positioned within a canvas tent. The entrance reveals a deck with two chairs overlooking a lush green landscape, bringing the beauty of nature indoors.
Tent in Etlan
5 out of 5 average rating, 48 reviews

White Oak glamp tent #4. Safari tent, on a deck!

Come hike White Oak Canyon and then stargaze at the Big Dipper Ranch. Spend your whole time on our 23 acres or use it as home base as you explore all that Madison County has to offer. Old Rag and White Oak Canyon are minutes away as are wineries, breweries, orchards and much more. Critters big and small, we have them all! Please know we are in a remote area and wild animals and insects are part of nature and come with the camping experience!

Guest favourite
A spacious bed is draped with a colorful blanket featuring bold geometric patterns. Nearby, a small table holds a lamp and a candle, while a window allows natural light to illuminate the area. The wood floor adds warmth to the tent's interior.
Tent in Etlan
5 out of 5 average rating, 30 reviews

Glamping the "Powhatan" Tent #3

Glamping tent in large field surrounded by woods. Fire pit available. Composting toilet. Swimming/Fishing pond on property with trails through private woods. Close to Old Rag and White Oak Canyon trail heads. Wineries and breweries nearby. Social Distancing in the Shenandoahs! Critters big and small, we have them all! Please know we are in a remote area and wild animals and insects are part of nature and come with the camping experience!

Guest favourite
A spacious bed is layered with a checkered quilt and decorative pillows in varying shades of grey. A small wooden bedside table holds a lantern and a stack of books. Natural light filters through the tent, creating a calming atmosphere.
Tent in Etlan
5 out of 5 average rating, 37 reviews

Glamping The "Virginia" tent #1

Glamping tent in large field surrounded by woods. Fire pit available. Composting toilet. Swimming/Fishing pond on property with trails through private woods. Close to Old Rag and White Oak Canyon trail heads. Wineries and breweries nearby. Social Distancing in the Shenandoahs! Critters big and small, we have them all! Please know we are in a remote area and wild animals and insects are part of nature and come with the camping experience!

Top guest favourite
A small round table is set within a canvas tent, accompanied by two white chairs. A teal decorative bird and a framed picture are placed at the center, while the wooden floor adds a natural touch to the cozy space.
Tent in Etlan
5 out of 5 average rating, 28 reviews

Glamp in style at Tent #2 "Mid Century"

Come stargaze at the Big Dipper Ranch. Spend your whole time on our 23 acres or use it as home base as you explore all that Madison County has to offer. Old Rag and White Oak Canyon are minutes away as are wineries, breweries, orchards and much more! Critters big and small, we have them all! Please know we are in a remote area and wild animals and insects are part of nature and come with the camping experience!

Top guest favourite
A spacious guest suite features a queen bed with a cozy green throw blanket. A small sitting area with a light-colored chair is present, along with a round mirror and a wall clock. Natural light streams through multiple windows, adding warmth to the interior.
Guest suite in Stanley
4.99 out of 5 average rating, 367 reviews

Tranquility in the Mountains - Pet friendly!

Unwind and enjoy this relaxing, spacious guest suite. With a private exterior entrance and no shared space, it has everything you’ll need for a quiet getaway in the country. Located in the beautiful Shenandoah Valley, near the towns of Luray and Stanley, as well as the Shenandoah National Park.

Top guest favourite
A quaint outdoor dining area features a blue and white checkered tablecloth draped over a round table, accompanied by two glasses of red wine and a cheese platter. In the background, lush green pastures and a red barn are visible under a clear sky.
Farm stay in Madison
4.98 out of 5 average rating, 181 reviews

Comfortable, scenic farm Living

Whindale Ranch is a scenic, quiet, well fenced 86 acre working cattle farm with beautiful rolling pastoral hills & a gentle meandering stream. The recently renovated house is 0.5 mile off VA-230/Orange Rd. on a well maintained gravel road. Away from traffic & maddening crowd!

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