
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.

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).

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.

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!

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!

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.

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.

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!

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!

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!

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!

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.

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!
Popular amenities for kayak rentals in Madison County
House rentals with a kayak

Belleview Retreat | 5 Bedroom Home Near Downtown

Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites

The Lake Lodge: Private Slip, Lake Access, Hot Tub

Authentic 3 Bedroom Log Cabin, with Lake Access

Overbank Riverfront Estate~Hot Tub~Pool~Views

Not Your Average Lake House - 4 BR 15 guests

Riverfront Retreat on 14 Acres

Mountain Retreat with Stunning Views|Hot tub|Wifi
Cottage rentals with a kayak

#1 Mountain Cabin Near Shenandoah National Park

High Street | Walk to Everything Crozet | Pet-Frie

Peak season! Coffee bar, fish, fire-pit, stargaze!

Riverfront Tree House- Ski, Hot Tub, 3 Fire Pits

Gorgeous Cottage w/ Large River Dock. Kayaks

Mountain Getaway – Hot Tub, River, Foosball & Ski

Garden Oasis outdoor entertainment at FrogPointe.

Lake Anna Hideaway Haven — lake access
Cabin rentals with a kayak

Lakefront Eco Retreat | 5BR, Dock & Sunset Views

Waterfront 20 Mins to National Park & Massanutten!

Riverfront cabin with new hot tub

Lone Bear Cabin Lv2 EV Hot Tub River Access WiFi

Modern Riverfront Cabin w/ HotTub, FirePit, Kayaks

The Bird's Nest - Cabin by the River

Riverfront Cabin! Fireplaces, Farm, Trail & Kayaks

Shenandoah Riverfront w/ Hot Tub & Cold Plunge!
Destinations to explore
- Rentals with a firepit Madison County
- Rentals with a patio Madison County
- Waterfront rentals Madison County
- Rentals with a hot tub Madison County
- Rentals with an EV charger Madison County
- Rentals with pools Madison County
- Cabin rentals Madison County
- Cottage rentals Madison County
- Bed and breakfasts Madison County
- Rentals with outdoor seating Madison County
- Farm stay rentals Madison County
- Rentals with breakfast Madison County
- Fitness-friendly rentals Madison County
- Pet-friendly rentals Madison County
- Rentals with a fireplace Madison County
- House rentals Madison County
- Family-friendly rentals Madison County
- Rentals with lake access Madison County
- Rentals with a washing machine and dryer Madison County
- Rentals with a kayak Virginia
- Rentals with a kayak United States
- Luray Caverns
- Early Mountain Winery
- Shenandoah Valley Golf Club
- Bryce Resort
- Robert Trent Jones Golf Club
- Ash Lawn-Highland
- Lake Anna State Park
- Prince Michel Winery
- Lee's Hill Golfers' Club
- Chisholm Vineyards at Adventure Farm
- Massanutten Ski Resort
- Sly Fox Golf Club
- Frontier Culture Museum
- Spring Creek Golf Club
- Bowling Green Country Club
- Dinosaur Land
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Little Washington Winery
- Cardinal Point Winery
- Glass House Winery
- Blue Ridge Shadows Golf Club
- Meriwether Springs Vineyard and Brewery



