House vacation rentals in Madison County

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Top-rated house rentals in Madison County

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Guest favorite

Home in Stanardsville

5.0 out of 5 average rating, 300 reviews

Sister's View

A refurbished 1950's country cottage, adjacent to 80 beautiful acres, overlooks the Blue Ridge Mountains. The house has high-speed internet. Enjoy an amazing sunrise while sitting on your bedroom deck sipping coffee. View sunsets from the front porch with a glass of wine purchased from local vineyards. Whether visiting UVa, hiking in the Blue Ridge Mountains, touring the local wineries, craft breweries, or attending an event at the Barn at Edgewood - Sister's View will make your visit complete.

Jul 16 – 23

G$30,306 GYD per night

Guest favorite

Home in Madison

4.94 out of 5 average rating, 220 reviews

Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries

Beautifully renovated and cozy home in Madison, VA. Unit B is the bottom level of a duplex offering a peaceful setting, amazing views, close to wineries, wedding venues, hiking. New SAUNA! On-site walking trail. Near Early Mtn Vineyards, Prince Michelle, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Greene, Shenandoah Nat. Park, Culpeper & Orange, w/ shopping, restaurants, breweries, hiking, antiquing, site seeing & more. Pet fee $30 per night, dogs only.

Jan 18 – 25

G$33,586 GYD per night

Superhost

Home in Stanardsville

4.9 out of 5 average rating, 157 reviews

The Conway House

Get away on the Conway, a place to recharge, relax and explore. Located just outside a back entrance to the Shenandoah national park. Walk, run, or bike these lightly traveled country roads to access the trail heads. This private cottage is the ideal location for visiting the Shenandoah national park, hiking, fishing, biking, wineries, and getting away to relax. This newly remodeled mountain retreat is updated with modern decor and all the essentials for an unforgettable mountain getaway.

Oct 1 – 8

G$32,948 GYD per night

Guest favorite

Home in Hood

4.98 out of 5 average rating, 259 reviews

Firnew Cottage

A perfect family getaway from the city, 15 mins from Shenandoah National Park entrance. CDC compliant. Secluded Cottage on 265 acres overlooks 2 ponds/playhouse offers privacy and 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, Charlottesville and only 1.5 hrs to DC/Richmond. Ideal for family/couple w. kids. Pet friendly. Tour included.

Jun 22 – 29

G$59,745 GYD per night

Guest favorite

Home in Luray

4.99 out of 5 average rating, 549 reviews

Modern Farmhouse near Shenandoah Nat'l Park + Lake

Enjoy our secluded 1850s solid brick farmhouse. Completely renovated with modern conveniences, including central AC, heat, & high speed WiFi. Five miles from the Shenandoah National Park and Luray Caverns. Short walk to beautiful Lake Arrowhead. We also own the downtown cafe, Broad Porch Coffee, so are local and can help if you ever need anything. We are family friendly and love dogs. Our goal is to provide a clean, safe, comfortable stay! Please read our reviews for an unbiased opinion :)

Oct 30 – Nov 6

G$64,428 GYD per night

Guest favorite

Home in Stanardsville

4.98 out of 5 average rating, 135 reviews

Charming Carrie's Cottage at Fairhill Farm

Carrie's Cottage is nestled in a private corner of our Fairhill Farm. Spring has sprung! We are open! Delight in the bold views of the Blue Ridge Mountains. Hike private trails on our 300 acres. Fish in pond or river. Enjoy pool. Delight in farm animals including our miniature horses. Located 2 hours southwest of Washington, DC, 1 1/2 hours east of Richmond and 25 minutes north of Charlottesville, VA. Near wineries; Shenandoah National Park and AP; Monticello, Montpelier, Ash Lawn, and UVA

Jan 11 – 18

G$44,955 GYD per night

Guest favorite

Home in Banco

4.97 out of 5 average rating, 116 reviews

Spacious Retreat with Outdoor Firepit & Large Deck

Enjoy this tucked-away spacious, peaceful family getaway with lots of indoor and outdoor space. Wooden cathedral ceilings with fireplace and lots of windows to enjoy nature. Dine outdoors on the large wrap around deck with grill, firepit, horseshoes, and cornhole. Enjoy fishing and the rope swing at the nearby Robinson river. Walking distance to Blue Quartz Brewery and Winery. Enjoy the best of Madison - Local Horseback Riding, Hiking Old Rag and White Oak Canyon all within minutes away.

Oct 19 – 26

G$38,097 GYD per night

Guest favorite

Home in Boston

4.97 out of 5 average rating, 118 reviews

Peacefield - Blue Ridge views near Culpeper

Welcome to the Peacefield! This retreat is nestled in the rolling foothills of the Blue Ridge Mountains in the shadow of Old Rag, overlooking Hazel River Farm (160 acres). The spacious estate is perfect for escaping the city. There are many options for relaxing with a deck, hot tub, pool (summer only), home theater, and an open kitchen connecting the dining and family rooms. The beauty of the estate includes walking trails, glimpses of sheep, and local art (watercolor and photography).

Aug 22 – 29

G$97,268 GYD per night

Guest favorite

Home in Robertson

4.92 out of 5 average rating, 184 reviews

One Of A Kind Home in VA Wine Country on 50 acres

Welcome to Lumusa Lodge. Leave your cares behind as you turn onto the windy road that leads you to this beautiful 50-acre retreat. We are proud to share our home and hope your time here is rejuvenating. Designed/built by a Hollywood actor and situated in wine country, this home is an hour from Dulles, 45 minutes from Charlottesville & 15 minutes from Culpeper. We have an adjacent farmhouse if you need additional space. Great venue for weddings, bachelorettes, and other special events.

Feb 11 – 18

G$139,911 GYD per night

Guest favorite

Home in Montpelier Station

4.93 out of 5 average rating, 463 reviews

The Cottage At Liberty Mill. Pets allowed $25

Brand new charming cabin with views of the Blue Ridge Mountains. Two bedrooms, Loft with 2 twin beds, two large bathrooms and a spacious common area. Exposed chestnut beams, working gas fireplace make this cabin a perfect getaway. All the amenities you could want. Located minutes from James Madisons' Montpelier, 5 minutes from Historic Orange, 30 minutes to Charlottesville, 20 minutes to Culpeper and less than 2 hours to Washington, DC. A loft area with 2 twin beds. Great for kids.

Jul 23 – 30

G$37,668 GYD per night

Guest favorite

Home in Madison

4.96 out of 5 average rating, 135 reviews

Spacious Shenandoah Home on 35 Private Acres

Sitting on 35 acres of private land to be explored, this classic countryside vacation rental ticks all the boxes for a relaxing outdoors-geared getaway! You can practically picture yourself enjoying a glass of wine after a long day of exploring the natural beauty of Virginia from this perched hillside home, sporting a long private drive, and an expansive furnished deck. This 2-bed, 2.5-bath outdoors oasis is sure to have everyone unplugged, outside and enjoying living in the moment.

Mar 10 – 17

G$54,389 GYD per night

Guest favorite

Home in Madison

4.98 out of 5 average rating, 205 reviews

Enchanted-Historic Shenandoah Farm

A distinctive historic farm and modern home available for an exclusive rental experience. The house was completely restored in 2005 adding a new addition that houses a large modern kitchen, and 3 full baths (over 3,800 sq ft). A top Washington decorator designed the home specifically to create an ideal family/friends active getaway, explore its 110 private acres full of old fashioned activities. Please note that this property is not set up to accommodate weddings or events.

Apr 21 – 28

G$126,788 GYD per night