Vacation rentals with a kayak in Albemarle County

Belleview Retreat | 5 Bedroom Home Near Downtown

Charming 5 bedroom house in Charlottesville located just 1.6 miles from downtown. The Rivanna River Trail is only a five-minute walk away. Amazing shopping and dining is close by. The house comes with two kayaks and two bikes for your enjoyment! Use this space as your starting point for vineyard/brewery tours. Whether you're visiting the area for a weekend getaway, a wedding, graduation, UVA event, or anything else, the Belleview Retreat is the perfect place to stay to experience our area!

Very Private Cabin - H'Owl at the Moon Farm

"Into the forest I go... to lose my mind and find my soul." -John Muir Incredible cabin nestled in the center of 70 very private acres. Relax and unwind to the sights and sounds of frogs, crickets, & owls. Ideal for families and couples. The Cabin offers close proximity to the James River & tubing, UVA, and many wineries. You will see millions of stars and gain the serenity that can only come from nature. The Cabin is also only 20 minutes away from all that Charlottesville has to offer!

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!

CBD Hemp House Cottage

The Cottage is a warm, cozy, intimate tiny house space ideal for 1-2 peeps. Features full bed, smart tv, Wifi, AC/ Heat, & full rustic bth rm w/ tub, toilet, farm sink, hot/ cold h2o. Offering a unique experience, local "surprise" treats for guests & canna offerings (never a must, always avail.) Outdoor kitchen space is combined w/ an eatery bar, patio, fire pit, grill, smoker & pizza oven. We are nestled in the Blue Ridge just west of C’ville, VA @ the foot of Shen Nt'l Park. *NO animals*

High Street | Walk to Everything Crozet | Pet-Frie

High Street Cottage, freshly updated, is a cute, cozy 2 bedroom, 1 full bath space with Blue Ridge Mountain views. Features include a fully equipped kitchen and new furnishings throughout. Large Smart TV with Xfinity high speed internet. Enjoy coffee on the front porch or end the day around the backyard firepit. Only steps from Downtown Crozet, 3 miles to King Family Vineyard & Chiles Orchard and 15 minutes from Charlottesville. Hiking, SUP, biking nearby. Pet-friendly with prior approval.

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.

Cozy Mountain Cottage

Welcome to your next mountain cottage getaway. This beauty is located in the heart of Afton, Virginia along route 151 known as "Alcohol Alley". Located 2 miles from Blue Mountain Brewery, 3 miles from Flying Fox Vineyard. A 5-minute drive will bring you to a host of wineries, breweries, and distilleries including Veritas Vineyards, Hazy Mountain Vineyards, and Valley Road Vineyards. We love animals so pets are welcome with a $50 additional fee, per pet. Restaurants can deliver!

Pet-Friendly Lake Monticello Home w/ Perks!

Kayaks Provided | Cornhole, Cup Pong & Checkers | Community Swim Beaches & Golf Course Bring the crew — and the pup — to this Palmyra vacation rental, where lake days, wine tours, and city outings are all within reach. With high ceilings and an airy open floor plan, this 1-bed + loft, 1.5-bath home offers room to stretch after exploring. Swim or paddle on Lake Monticello, visit Charlottesville, then unwind with a glass of wine by the fire. Spots near the water go fast — book today!

Peaceful Meadows “Home away from home”

Get away from it all when you stay under the stars. For some peaceful moments you can take a short stroll on the trails around the property. You can enjoy a peaceful day of fishing at the pond which is well stocked with crappie, bass, shell cracker, and catfish. We practice catch and release here on the property. But if you want to cook up the catch of the day as the main course that’s ok as well. Then kick back and sit around the camp fire with s’mores and looking at the moonlight.

Sun Cottage in Downtown Charlottesville

Solar powered cottage with 15 foot ceiling, sleeps four, This unique place has a style all its own. Italian fold out couch and a loft. kitchen and outdoor deck. It Is 75 feet from our house. We are 1.0 mile from the Downtown Mall of Charlottesville in Historic Woolen Mills, 5 blocks from the Rivanna River and Park. Off street parking, 250 sq ft plus loft. Has lots of light. Enjoy fresh eggs from our chickens!there is so much in our area from hiking to eating to contemplating

Ivy Retreat | Heated Saltwater Pool & Hot Tub

Welcome to your ultimate getaway: Ivy Springs Retreat. Situated on a stunning 15 acre property, the expansive grounds feature multiple exterior entertaining spots, a private lake, heated saltwater pool and hot tub. The interior boasts 5 bedrooms, 6.5 baths, a 22-person dining room, a newly completed game room, an elevator for easy second floor access, and plenty of spaces to entertain, both indoor and outdoors. Please note- the heated pool is open from mid April- October.

Restored Double Log Cabin on 400 Mountain Acres

Large Historic, Restored 1880's Log Cabin sleeps up to 15 people. Secluded mountain location, 4 bedrooms, 1 loft, 4 bathrooms. Escape the heat of the city and suburbia for fresh mountain air, mature forest canopy, historic ambiance, stone fire pit surrounded by Adirondack chairs. Coffee klatch with friends and family on the wide open porch, forest bath afternoons, grill and bar-b-que evenings around the fire. Enjoy a special long weekend with family and friends.