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

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Madison holiday homes

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 £279
includes taxes & fees
16 Jul - 17 Jul
Charming 4-bedroom house in Madison centrally located!
Dining

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (17 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 £193
includes taxes & fees
11 Aug - 12 Aug
Historic Madison Eagle Inn
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 £307
includes taxes & fees
16 Jul - 17 Jul
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
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 £202
includes taxes & fees
21 Jul - 22 Jul
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
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 £172
includes taxes & fees
29 Jul - 30 Jul
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
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 £351
includes taxes & fees
16 Jul - 17 Jul
Charming 3-bdrm house in Ruckersville offering great location for your vacation
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, (22 reviews)
"Fantastic place, so relaxing and beautiful. Host was responsive and extremely helpful. "
United States
Mack
The price is £157
includes taxes & fees
21 Jul - 22 Jul
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
House, Private Bathroom (Pine and Vine) | Exterior

Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
The price is £538
includes taxes & fees
16 Jul - 17 Jul
Pine and Vine
Fridge, microwave, oven, stovetop

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, (44 reviews)
"Beautiful property and family friendly."
United States
Tracy
The price is £149
includes taxes & fees
23 Jul - 24 Jul
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Fireplace, DVD player

Clouds Mountain Cabin

Clouds Mountain Cabin
Rileyville
9.6 out of 10, Exceptional, (17 reviews)
"We had a very quiet nice stay it was nice to have the woods where we could walk the dogs. The drive up was a little difficult even with four wheel drive but definitely worth the view "
United States
Jessica S.
The price is £271
includes taxes & fees
20 Jul - 21 Jul
Clouds Mountain Cabin
Exterior

Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Charming 3-Bed Cottage on Main Street in Historic Gordonsville
Gordonsville
10.0 out of 10, Exceptional, (15 reviews)
"Wonderful home, great location. "
United States
Jeanna S.
The price is £257
includes taxes & fees
16 Jul - 17 Jul
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
2 bedrooms, desk, WiFi, bed sheets

Dream Dome - Romantic Retreat + Wifi A/C + Hot Tub

Dream Dome - Romantic Retreat + Wifi A/C + Hot Tub
Luray
9.4 out of 10, Exceptional, (9 reviews)
"Check In was quick and easy. Accommodations were very nice - wish the Zen Dome had a king bed instead of queen, thats the only feedback, everything else was great "
United States
Amber B.
The price is £330
includes taxes & fees
16 Jul - 17 Jul
Dream Dome - Romantic Retreat + Wifi A/C + Hot Tub
Smart TV, fireplace, books

The Ranch at Wine Country - Complimentary Bottle!

The Ranch at Wine Country - Complimentary Bottle!
Gordonsville
10.0 out of 10, Exceptional, (47 reviews)
"Had a great stay! In a perfect location close to all the wineries and downtown of Gordonsville. House was very clean and had everything we needed. "
United States
Marisa G.
The price is £337
includes taxes & fees
20 Jul - 21 Jul
The Ranch at Wine Country - Complimentary Bottle!
Fridge, microwave, oven, stovetop

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 £284
includes taxes & fees
23 Jul - 24 Jul
Luxe Tiny NEW Hot Tub, Pool & Cold Plunge, Near SNP
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
9.6 out of 10, Exceptional, (90 reviews)
"This is a great pet friendly rental in a peaceful riverside setting. We loved laying in bed and listening to the river, sitting outside and watching the bumble bees and butterflies flying around. The scenery is beautiful and there is easy access to hiking. Would absolutely recommend staying here. "
United States
Kimberly G.
The price is £189
includes taxes & fees
19 Jul - 20 Jul
The House in the Holla at the foot of Shenandoah National Park
Terrace/patio

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
Gordonsville
10.0 out of 10, Exceptional, (34 reviews)
"Tracy was very welcoming and friendly. The accommodation was great."
United States
Linda N.
The price is £264
includes taxes & fees
14 Aug - 15 Aug
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
Property grounds

Castaway Cottage | Riverfront Shenandoah Views & Fire Pit

Castaway Cottage | Riverfront Shenandoah Views & Fire Pit
Shenandoah
9.6 out of 10, Exceptional, (14 reviews)
"Amazing views, comfortable, and clean "
United States
Kristel
The price is £492
includes taxes & fees
19 Jul - 20 Jul
Castaway Cottage | Riverfront Shenandoah Views & Fire Pit
Terrace/patio

5BR w/epic views, 2 decks, game rooms, EV, one-step entry, family-friendly!

5BR w/epic views, 2 decks, game rooms, EV, one-step entry, family-friendly!
Massanutten
10.0 out of 10, Exceptional, (225 reviews)
"Comfortable rooms, well stocked kitchen, and great amenities! Everyone was comfortable and had a great time! Would stay here again."
United States
Candice G.
The price is £744
includes taxes & fees
27 Jul - 28 Jul
5BR w/epic views, 2 decks, game rooms, EV, one-step entry, family-friendly!
Smart TV, fireplace, DVD player, table football

Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm

Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Gordonsville
9.6 out of 10, Exceptional, (34 reviews)
"Had a wonderful time and highly recommend staying. "
United States
Kathy M.
The price is £366
includes taxes & fees
21 Jul - 22 Jul
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Outdoor spa tub

Waterfront Renovated Modern A-Frame Hot Tub Game Room Kayaks

Waterfront Renovated Modern A-Frame Hot Tub Game Room Kayaks
Shenandoah
8.6 out of 10, Excellent, (25 reviews)
"Hot tub was hot. Views are beautiful."
United States
Ryan S.
The price is £336
includes taxes & fees
20 Jul - 21 Jul
Waterfront Renovated Modern A-Frame Hot Tub Game Room Kayaks
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

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

10/10 Excellent
"Personal de primera , muy limpio piscina bien laundry bien este hotel vale la pena"
Carlos Jose Sanchez 2-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Find out more about Madison

Madison Holiday Homes information

Number of reviews
664
Accommodation
683 Holiday Homes
Lowest Price
£149
Highest Price
£744