Madison County Holiday Rentals

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Our top choices for Madison County holiday rentals

Terrace/patio

Charming 2-bedroom cottage in lovely Madison with WiFi, AC

Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Madison
10.0 out of 10, Exceptional, (18 reviews)
"We enjoyed our stay, we loved the property and location, so beautiful!!"
United States
Kelly M.
The price is HK$1,092
HK$2,138 total
includes taxes & fees
18 May - 19 May
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Interior

Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Etlan
10.0 out of 10, Exceptional, (19 reviews)
"Fantastic place, so relaxing and beautiful. Host was responsive and extremely helpful. "
United States
Mack
The price is HK$1,057
HK$1,615 total
includes taxes & fees
19 May - 20 May
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Exterior

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.6 out of 10, Exceptional, (15 reviews)
"Perfect, clean. Staff was friendly and informative. Was so peaceful "
United States
Maureen
The price is HK$705
HK$950 total
includes taxes & fees
7 Jun - 8 Jun
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Iron/ironing board, WiFi, bed sheets

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (15 reviews)
"Host was communicative with easy check in instructions. Loved the location in relation to a local brewery and winery. The bakery and breakfast restaurant on the Main Street were fantastic as easy to walk to. "
United States
Sophie
The price is HK$1,135
HK$2,021 total
includes taxes & fees
1 Jun - 2 Jun
Historic Madison Eagle Inn
Terrace/patio

The Cabin at the Lake

The Cabin at the Lake
Madison
9.8 out of 10, Exceptional, (50 reviews)
"Wonderful host and stay! "
United States
Donna H.
The price is HK$1,233
HK$2,241 total
includes taxes & fees
20 May - 21 May
The Cabin at the Lake
Outdoor dining

Benji’s getaway minutes from Shenandoah! Pony rides for children

Benji’s getaway minutes from Shenandoah! Pony rides for children
Hood
9.0 out of 10, Wonderful, (2 reviews)
"Location was great for our trip purposes. Only stayed one night so we’re not a fair judge of surrounding area"
United States
Shari G.
The price is HK$352
HK$1,080 total
includes taxes & fees
19 May - 20 May
Benji’s getaway minutes from Shenandoah! Pony rides for children
TV, fireplace, video games, DVD player

Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres

Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
Etlan
9.4 out of 10, Exceptional, (72 reviews)
"Wonderful house and great setting; will go back!"
United States
Jay R.
The price is HK$3,489
HK$5,679 total
includes taxes & fees
17 May - 18 May
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
Interior

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Madison
The price is HK$1,566
HK$3,179 total
includes taxes & fees
16 Jun - 17 Jun
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Fridge, microwave, oven, stovetop

Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was excellent. The host was responsive to every need. The house was beautiful. The view from the front window is beautiful!! The bathtub and shower in the main bathroom is luxurious!! We would be willing to stay there again."
United States
Lori K.
The price is HK$1,527
HK$3,170 total
includes taxes & fees
1 Jun - 2 Jun
Charming 4-bedroom house in Madison centrally located!
1 bedroom, desk, laptop workspace, bed sheets

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
Stanardsville
9.4 out of 10, Exceptional, (98 reviews)
"Cozy cabin in the middle of the forest…"
United States
Mehran
The price is HK$1,088
HK$1,588 total
includes taxes & fees
20 May - 21 May
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Lobby

Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (40 reviews)
"Very clean close to every and anything local food was amazing and host had a book that showed a lot about the area which came in handy and grounds was so nice games was fun and pit was amazing bed was so comfortable shower pressure was great water was nice an hot too will come back "
United States
Varnell
The price is HK$1,025
HK$1,152 total
includes taxes & fees
16 Jun - 17 Jun
Roadhaven1830
Interior

Boardwalk Hotel on Lake Anna by Kasa

Boardwalk Hotel on Lake Anna by Kasa
4.0 star property
Louisa
9.0 out of 10, Wonderful, (89 reviews)
"Great place! New and very clean. I would stay here again. "
United States
Aleksandra
The price is HK$1,005
HK$1,128 total
includes taxes & fees
20 May - 21 May
Boardwalk Hotel on Lake Anna by Kasa
Exterior detail

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Rixeyville
9.6 out of 10, Exceptional, (8 reviews)
"Nice cozy tiny home"
United States
Erick C.
The price is HK$698
HK$1,774 total
includes taxes & fees
17 May - 18 May
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Outdoor spa tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville
10.0 out of 10, Exceptional, (361 reviews)
"It was exactly what we needed, out of the way and in nature, but close to beautiful attractions and grocery stores "
United States
Aaron A.
The price is HK$1,222
HK$2,149 total
includes taxes & fees
20 May - 21 May
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Outdoor spa tub

"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub

"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub
Rileyville
10.0 out of 10, Exceptional, (327 reviews)
"Incredible views!!"
United States
anthony c.
The price is HK$1,096
HK$1,977 total
includes taxes & fees
20 May - 21 May
"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub
Property grounds

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (139 reviews)
"Beautiful setting and very peaceful. We enjoyed the friendly horse, too. Next time we are in the area, we will certainly plan on staying here again."
United States
William H.
The price is HK$1,175
HK$1,554 total
includes taxes & fees
18 May - 19 May
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Exterior

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Stanardsville
10.0 out of 10, Exceptional, (26 reviews)
"Great accomodations, kids loved the game area, easy drive from Charlottesville and to SNP"
United States
Adriana P.
The price is HK$979
HK$1,757 total
includes taxes & fees
17 May - 18 May
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Pool

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Rileyville
10.0 out of 10, Exceptional, (357 reviews)
"Wonderful getaway!"
United States
Samantha T.
The price is HK$1,096
HK$1,986 total
includes taxes & fees
17 May - 18 May
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Property grounds

Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.
Orange
9.8 out of 10, Exceptional, (44 reviews)
"Wonderful rental! Host very friendly! "
United States
Anonymous traveller
The price is HK$881
HK$1,323 total
includes taxes & fees
18 May - 19 May
Newly renovated entire guest suite in Orange County.
Smart TV, Hulu, streaming services

Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
Luray
10.0 out of 10, Exceptional, (71 reviews)
"Amazing location and cute design. Would definitely stay here again. "
United States
Ashley
The price is HK$951
HK$2,108 total
includes taxes & fees
19 May - 20 May
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Madison County Hotel Reviews

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

10/10 Excellent
"Everything was nice. "
Douglas 2-night trip
Posted 6 hours ago
Mimslyn Inn Historic Hotels Of America