A large pink building with a blue roof, surrounded by a well-maintained lawn and dense trees.

Holiday Homes in Madison

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Madison holiday homes

Dining

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (18 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 €229
includes taxes & fees
29 Jul - 30 Jul
Historic Madison Eagle Inn
Coffee/tea maker, fridge, microwave, oven

Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (3 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 €328
includes taxes & fees
29 Jul - 30 Jul
Charming 4-bedroom house in Madison centrally located!
Interior

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

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Madison
8.0 out of 10, Very good, (1 review)
"Positive Highlights: quiet location still close to Skyline Drive, amenities, fresh interior recently modernized, love for details (charging cables, coffee bar, etc)"
United States
Birgit W.
The price is €390
includes taxes & fees
25 Aug - 26 Aug
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
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, (23 reviews)
"Fantastic place, so relaxing and beautiful. Host was responsive and extremely helpful. "
United States
Mack
The price is €167
includes taxes & fees
29 Jul - 30 Jul
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
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, (27 reviews)
"The property is perfect for a weekend getaway for a couple of a small family with kids. I really enjoyed my stay and would recommend it."
United States
Ronald
The price is €198
includes taxes & fees
26 Aug - 27 Aug
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Property grounds

The House in the Holla at the foot of Shenandoah National Park

The House in the Holla at the foot of Shenandoah National Park
Stanardsville
9.8 out of 10, Exceptional, (93 reviews)
"Great location and cute house! Loved the stream along the property."
United States
McGowan B.
The price is €224
includes taxes & fees
29 Jul - 30 Jul
The House in the Holla at the foot of Shenandoah National Park
Coffee/tea maker, fridge, microwave, oven

RiverFront Country Home with Blue Mountain Views

RiverFront Country Home with Blue Mountain Views
Free Union
9.8 out of 10, Exceptional, (34 reviews)
"A quiet and clean stopping place out in the country very close to one of the southern entrances to Shenandoah National Park. Would definitely stay again if in the area."
United States
Timothy
The price is €159
includes taxes & fees
29 Jul - 30 Jul
RiverFront Country Home with Blue Mountain Views
Living area

Shenandoah Valley Yurt

Shenandoah Valley Yurt
Stanley
9.8 out of 10, Exceptional, (21 reviews)
"Cute property and attentive host!"
United States
Tracy S.
The price is €211
includes taxes & fees
10 Aug - 11 Aug
Shenandoah Valley Yurt
Coffee/tea maker, fridge, microwave, oven

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Gordonsville
9.8 out of 10, Exceptional, (45 reviews)
"Beautiful property and family friendly."
United States
Tracy
The price is €176
includes taxes & fees
29 Jul - 30 Jul
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Microwave, oven, stovetop, dishwasher

Charming 3-bdrm house in Ruckersville offering great location for your vacation

Charming 3-bdrm house in Ruckersville offering great location for your vacation
Ruckersville
9.8 out of 10, Exceptional, (10 reviews)
"Nice home, we enjoyed our stay. "
United States
Carol T.
The price is €413
includes taxes & fees
29 Jul - 30 Jul
Charming 3-bdrm house in Ruckersville offering great location for your vacation
Property grounds

Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse

Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Sperryville
10.0 out of 10, Exceptional, (26 reviews)
"The property was great -- would definitely book again!"
United States
Everett R.
The price is €502
includes taxes & fees
29 Jul - 30 Jul
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Smart TV, ping pong, books

Walk to Old Rag | Hot Tub | Mountain Farmhouse

Walk to Old Rag | Hot Tub | Mountain Farmhouse
Sperryville
10.0 out of 10, Exceptional, (24 reviews)
"Great house! Perfect for a hike at Old Ray. Nice owners too!"
United States
Mary Margaret R.
The price is €528
includes taxes & fees
29 Jul - 30 Jul
Walk to Old Rag | Hot Tub | Mountain Farmhouse
Interior

Red Brush Cottage Property

Red Brush Cottage Property
Elkton
10.0 out of 10, Exceptional, (1 review)
"Basic, updated cottage that met our needs for an overnight with family. Sparsely furnished but worked for us. Thanks."
United States
Margaret
The price is €204
includes taxes & fees
26 Aug - 27 Aug
Red Brush Cottage Property
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
9.8 out of 10, Exceptional, (11 reviews)
"Great tiny home by the owner’s house. Beautiful area (but not super convenient to shopping or restaurants). I thought it was great."
United States
John Mark
The price is €215
includes taxes & fees
16 Aug - 17 Aug
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Smart TV, fireplace, table football, ping pong

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Gordonsville
9.4 out of 10, Exceptional, (38 reviews)
"Very easy Checkin and lots of outdoor space"
United States
Bryan T.
The price is €239
includes taxes & fees
29 Jul - 30 Jul
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Coffee/tea maker, fridge, microwave, oven

Luxe Tiny NEW Hot Tub, Pool & Cold Plunge, Near SNP

Luxe Tiny NEW Hot Tub, Pool & Cold Plunge, Near SNP
Luray
9.8 out of 10, Exceptional, (6 reviews)
"This home was amazing! My daughters especially loved the cozy loft area. We hiked all day in Shenandoah and enjoyed cooking dinners at home - the kitchen had everything we needed. Bear Mt Ziplining is close by and it was a blast. We also enjoyed the Luray Caverns. We did a lot of hikes in Shenandoah, but the closest one was Mary's Rock and it was a hit! Would def recommend this mt retreat. Check-in & out was a breeze. The home was super clean and the vibe was so calming. "
United States
Catherine B.
The price is €336
includes taxes & fees
29 Jul - 30 Jul
Luxe Tiny NEW Hot Tub, Pool & Cold Plunge, Near SNP
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 €648
includes taxes & fees
29 Jul - 30 Jul
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
Exterior

Shenandoah Cabin - Hot Tub, Fire Pit, Dog-Friendly

Shenandoah Cabin - Hot Tub, Fire Pit, Dog-Friendly
Stanley
The price is €336
includes taxes & fees
18 Aug - 19 Aug
Shenandoah Cabin - Hot Tub, Fire Pit, Dog-Friendly
Exterior

Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly

Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
Luray
9.8 out of 10, Exceptional, (54 reviews)
"The check-in process was easy. The house was very clean, cozy, and welcoming."
United States
Lillian R.
The price is €288
includes taxes & fees
4 Aug - 5 Aug
Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
Outdoor spa tub

Luray Escape . Hot Tub . 15 Min to Skyline Drive

Luray Escape . Hot Tub . 15 Min to Skyline Drive
Luray
9.4 out of 10, Exceptional, (13 reviews)
"Such a cute place and just perfect!"
United States
Anonymous traveller
The price is €257
includes taxes & fees
29 Jul - 30 Jul
Luray Escape . Hot Tub . 15 Min to Skyline Drive
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 Hotel Reviews

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"As always, our one day stay was certainly enjoyable!"
Donald 1-night trip
Posted 11 hours ago
English Inn of Charlottesville

Find out more about Madison

Madison Holiday Homes information

Number of reviews
520
Accommodation
654 Holiday Homes
Lowest Price
€159
Highest Price
€648