Holiday rentals with breakfast in Madison County

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Top-rated rentals with breakfast in Madison County

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

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Top guest favourite

Guest house in McGaheysville

4.97 out of 5 average rating, 319 reviews

Peaceful Oak Cottage

This peaceful cottage has a rustic, yet modern feel to it. It is set on the edge of a wooded area with plenty of wildlife to enjoy, near Massanutten Resort. Enjoy the ambiance of the small electric fireplace, well-equipped kitchenette and dining area, or the front porch swing. The bathroom features an old-fashioned claw foot tub, fitted with a shower head. Enjoy a complimentary bottle of sparkling cider and a basket of snacks with your stay. We look forward to extending our hospitality to you.

Top guest favourite

Cabin in Woodstock

4.97 out of 5 average rating, 103 reviews

Rivah Retreat, HotTub~Firepit-Fishing-Deck-Private

Rivah Retreat is a one-of-a-kind luxury getaway tucked away on the pristine North Fork of the Shenandoah River. An expansive retreat and custom cabin spread over six acres of riverfront property located just 90 minutes from the White House. With a top-notch structure, modern amenities, hot tub, gas fireplace, spacious elevated deck, board games, movies, and so much more! Enjoy fly fishing from the private riverbank, quiet walks, abundant wildlife, smores at the outdoor firepit and relaxing.

Top guest favourite

Guest house in Marshall

4.99 out of 5 average rating, 129 reviews

Moon Hold Cottage - Retreat, Refresh, Recharge

Unplug from city life and venture out to our small organic farm. Spend a night or two in the private guest cottage while enjoying nearby vineyards and restaurants. Spend the day browsing in the local antique shops or relax on the farm and watch nature's display (butterflies, birds, an occasional critter.) We may be working in the garden or putting up hay. We're always glad to share a bit of the harvest when the vegetables are ripe, so you can take some home to enjoy. All are welcome here!

Top guest favourite

Bungalow in Orange

4.99 out of 5 average rating, 430 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.

Guest favourite

Tiny home in Free Union

4.95 out of 5 average rating, 112 reviews

Little Forest Tiny Cottages in Free Union

Enjoy the breathtaking views of the Blue Ridge Mountains on this 26 acre Olde English Babydoll Sheep farm right from your window. Our farm is a haven of peace and serenity in a secluded but centrally located area just 18 miles northwest of Charlottesville. Wake up to delicious farm fresh breakfast from our eco-friendly farm. Take pictures of fluffy sheep and angora rabbits grazing on rolling hills. Hike our private trail. Breathe in the fresh mountain airs. Sleep in. Slow down. Relax.

Guest favourite

Cabin in Culpeper

4.97 out of 5 average rating, 190 reviews

Comfortable and unique 1790's log cabin

Recently restored 1790's log cabin with modern amenities on a 30 acre horse farm. Secluded wooded setting with pond view, less than 1,000 feet from main house and only 5 miles from downtown Culpeper with it's fine dining and quaint shops. Take a short drive to scenic Shenandoah hiking & biking trails, local vineyards and distilleries, Civil War sites, Commonwealth Equestrian Park, stroll around the farm or just unwind on the front porch or in front of the wood stove with a good book.

Top guest favourite

Home in Madison

4.96 out of 5 average rating, 419 reviews

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

Renovated duplex in Madison, VA. Enjoy a peaceful setting, amazing views and convenient to wineries, wedding venues & hiking. SAUNA! On-site walking trail. Near Early Mtn Vineyards, Prince Michelle Winery, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Shenandoah Nat. Park, Culpeper & Orange. Shopping, restaurants, breweries, antiquing, site seeing and more. *RENT ENTIRE HOME* - Inquire for our unit A & B combined rate. Dogs allowed-$30 fee.

Guest favourite

Cabin in Shenandoah

4.99 out of 5 average rating, 137 reviews

Modern Nordic cabin w/ sauna, ideal for couples

This Scandinavian-inspired cabin provides a serene retreat nestled in the trees, ideal for couples and solo getaways. Enjoy relaxing in the barrel steam sauna, cozy up to a fire, and explore forest hikes just minutes down the road. Perfectly located nearby all that the Shenandoah Valley has to offer, including Shenandoah National Park, George Washington National Forest, wineries, water adventures, and charming local towns. Welcome to Big Meadows @ Roaring Run Cabins.

Top guest favourite

Flat in Crozet

5 out of 5 average rating, 491 reviews

The Barn at Haden near Wineries and C'ville

The Barn at Haden is a custom well appointed finished 2 bedroom, 1 full bath space elevated above a detached 3 car garage with a large outdoor private deck. It features a fully equipped gourmet kitchen with high end finishes. Whether staying for a night or for the weekend, it is an experience to enjoy the easy living Crozet has to offer. Walkable/bikeable to downtown Crozet, 2 miles to King Family Vineyard & Chiles Peach Orchard and 15 minutes from Charlottesville.

Guest favourite

Cabin in Shenandoah

4.97 out of 5 average rating, 137 reviews

Stunning Scandi cabin w/ sauna near Shenandoah NP

This Scandinavian-inspired cabin provides a serene retreat nestled in the trees, perfect for couples and solo getaways. Enjoy relaxing in our barrel steam sauna, cozy up to a fire, and explore hikes just minutes down the road. Perfectly located nearby all that the Shenandoah Valley has to offer, including Shenandoah National Park, George Washington National Forest, wineries, water adventures, and charming local towns. Welcome to Rapidan @ Roaring Run Cabins.

Top guest favourite

Guest house in Boston

4.98 out of 5 average rating, 195 reviews

The Bunkhouse- 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 bunkhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Top guest favourite

Guest suite in Crozet

4.94 out of 5 average rating, 233 reviews

Moorman’s River Retreat

Beautiful setting, located within 5 minute drive to 3 wineries in White Hall, within 10 minutes to additional 3 wineries and 2 breweries. Hiking trails and nearby public access to the designated scenic Moorman's river for fishing, swimming or enjoying a picnic. Fishing and boating in lake just steps in front of cottage. Outdoor mini- grill available for cooking.