Vacation rentals in Madison Mills

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Top-rated vacation rentals in Madison Mills

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite

Guesthouse in Orange

5.0 out of 5 average rating, 181 reviews

Taj Garage Guesthouse

Newly constructed (2021) above garage guesthouse with private, self check-in entrance, off-street parking, located among historic homes just 4 blocks to restaurants, shops, park and art galleries in downtown Orange. Guesthouse includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Handcrafted heart pine furniture. Level 2 EV Charger. Kitchen includes refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites.

Dec. 27 – Jan. 3

$182 CAD per night

Guest favourite

Apartment in Madison

4.9 out of 5 average rating, 229 reviews

The Studio at Dark Run Retreat

Quiet studio on a secluded 5 acres only 3 miles from town. Kick back and relax by the pool in the warmer months, or in the hot tub in the cooler months. Small trails lead to the creek running along the property, maybe you'll even catch a glimpse of the deer or turkey that wander thru...we've even seen a lil bear once! There is an apartment above the studio, so we ask that you be mindful of those guests if occupied. *The studio got a make-over! As of 10/6/20, we will no longer be hosting pets*

Jun. 19 – 26

$131 CAD per night

Guest favourite

Cottage in Orange

4.91 out of 5 average rating, 128 reviews

Willie's Place Country Cottage Pets Allowed

Step out your front door and pet horses located next door. Willie's place is newly renovated and has all the amenities you need. Located close to wineries, shopping, wedding venues, Historic Montpelier, Corn Maze, Town of Orange, Woodberry Forest School, 10 minutes to Gordonsville, 30 minutes to Charlottesville. Kayak the Rapidan, take a horseback ride at Oakland Heights or see a play at Barboursville. Exposed beams throughout, a beautiful Loft and back porch for sitting. You won't go wrong.

Jul. 30 – Aug. 6

$275 CAD per night

Guest favourite

Apartment in Somerset

4.99 out of 5 average rating, 143 reviews

Newly Renovated•Private Farm Apartment near Cville

Come experience a relaxing getaway on our family’s dairy farm! Set in beautiful Orange County, We are close enough to Charlottesville (25 min) to fulfill all your shopping and eating needs, but have the privacy, calm and tranquility of the country, with beautiful majestic mountain views! This is a wonderful location for exploring all of wine country, unwinding from the hustle of busy life, and then taking in the sunset in this quiet country setting with rolling hills as your backdrop!

May 7 – 14

$328 CAD per night

Guest favourite

Bungalow in Orange

4.98 out of 5 average rating, 359 reviews

Farm Cottage just outside town of Orange.

Charming 1920's cottage on a large farm just outside the town of Orange. Completely renovated and updated. Convenient to vineyards, battlefields, wedding venues and popular tourist destinations. Bucolic setting, very private. Spaces to enjoy the out of doors. Less than 2 miles to in-town wedding venues and Rounton Farm. Less than 4 miles to Inn at Willow Grove. 5 miles to Montpelier. Less than 7 miles to Grelen. 10 miles to Gordonsville. 12 miles to Barboursville. 19 miles to Mineral.

Feb. 23 – Mar. 2

$211 CAD per night

Guest favourite

Cottage in Orange

4.95 out of 5 average rating, 364 reviews

Private Fenced Yard for Dogs/Horses - 2BR Cottage

2BR Hen and Hound Cottage is located just outside Orange, VA and has a private fenced yard for pets and walk-in access to adjacent James Madison's Montpelier and its many walking trails. In addition, we are minutes away from all of the popular wedding venues in Orange and a short drive to Shenandoah National Park. Our house on Whistle Stop Farm (so named for the train that passes by) is next to the cottage if you need us. Otherwise, the place is yours. Come enjoy some time in country!

Sep. 11 – 18

$169 CAD per night

Guest favourite

Farm stay in Culpeper

4.96 out of 5 average rating, 116 reviews

Charming cottage in farm country

Take it easy at this unique and tranquil getaway. Enjoy the beauty of farm country while being conveniently located to restaurants, wineries, breweries and fun activities. Close to downtown historical Culpeper and Amtrak train station. Whether you are interested in great food, outdoors, horse shows or just looking for a break, we got you covered. Small scale farm with pigs and free range chickens. Check my Guidebook! 40 min from Lake Anna 45 min from Shenandoah NP 70 min from DC

Sep. 15 – 22

$151 CAD per night

Guest favourite

Apartment in Gordonsville

4.99 out of 5 average rating, 367 reviews

A private apartment with Self Check-in.

This newly renovated one bedroom apartment is in the heart of historic downtown Gordonsville. No box stores here, just quaint shops and restaurants. The apartment is right on Main Street nestled in the middle of boutique shops and brick sidewalks with Monticello, Montpelier, the University of Virginia, Shenandoah National Park, local vineyards and many historic sites near by. This is a private second story apartment above a local business with a separate entrance and key-less entry.

Feb. 6 – 13

$140 CAD per night

Guest favourite

Cottage in Gordonsville

5.0 out of 5 average rating, 126 reviews

Merry View Cottage

Our newly renovated farm cottage sits at the edge of a grove of giant hardwoods. Enjoy year round mountain views, including Merry Mountain. Ease into the morning while watching wildlife from a front porch rocker. Visit local wineries, breweries, restaurants, museums, shops, hiking trails or wedding venues. Unwind in the hammock or practice yoga on the back deck. Prepare dinner in our full size kitchen. Then, star gaze around the fire-pit after dark. This peaceful oasis awaits you.

Feb. 11 – 18

$227 CAD per night

Guest favourite

Cabin in Unionville

4.94 out of 5 average rating, 127 reviews

Private Couples getaway with HOT TUB.

Welcome to the exquisite location, conveniently situated only 15 minutes away from Lake Anna. Our family has invested significant effort into creating this splendid, contemporary A-frame cabin, nestled on our 110 acre family farm. Strategically positioned to offer a breathtaking view of the creek that traverses our property, this private retreat is located just one hour from Washington, D.C. Immerse yourself in the tranquil ambiance and soothing sounds of nature.

Feb. 12 – 19

$222 CAD per night

Superhost

Apartment in Barboursville

4.8 out of 5 average rating, 189 reviews

Burnley Beauty Apartment

Renovated private basement apartment located in Barboursville wine country! Relax out where it’s silent and you won’t hear any traffic. We are just a short drive to town where you can enjoy points of interest such as UVA, Monticello, wineries, breweries, and shenandoah parkway! We are happy to host and help accommodate our guests! We are animal lovers so check out our guidebook or ask us if you need pet friendly recommendations.

Jul. 10 – 17

$114 CAD per night

Guest favourite

Cottage in Ruckersville

4.91 out of 5 average rating, 267 reviews

Lake Haven Cottage

Make yourself at home at our peaceful 1-bedroom cottage that has everything you need for your trip to the Blue Ridge Mountains. The cottage comes with heating, AC, Washer+Dryer and DIRECTV. During your stay, you can also enjoy using a convenient private bathroom, kitchen, and living room. Our Airbnb is within driving distance to UVA, the Skyline Drive & Shenandoah National Park, local wineries, craft breweries and much more!

Jul. 24 – 31

$168 CAD per night