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

Search Vacation Homes in Madison

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Madison holiday homes

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 HK$1,089
HK$1,976 total
includes taxes & fees
27 Jul - 28 Jul
Historic Madison Eagle Inn
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, (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 HK$1,450
HK$3,096 total
includes taxes & fees
14 Jul - 15 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
The price is HK$1,529
HK$3,202 total
includes taxes & fees
12 Jul - 13 Jul
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Hair dryer, towels, soap, shampoo

Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.
Orange
9.8 out of 10, Exceptional, (45 reviews)
"Wonderful rental! Host very friendly! "
United States
Anonymous traveller
The price is HK$846
HK$1,286 total
includes taxes & fees
11 Jul - 12 Jul
Newly renovated entire guest suite in Orange County.
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)
"I was able to stay a couple of days at this lovely house. Loved the location and the stream right next to the house. Perfect size for us and our dog. We hope to stay again in the future. "
United States
Tiffany G.
The price is HK$917
HK$1,944 total
includes taxes & fees
13 Jul - 14 Jul
The House in the Holla at the foot of Shenandoah National Park
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 HK$1,058
HK$1,648 total
includes taxes & fees
14 Jul - 15 Jul
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Fridge, microwave, oven, stovetop

RiverFront Country Home with Blue Mountain Views

RiverFront Country Home with Blue Mountain Views
Free Union
9.8 out of 10, Exceptional, (32 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 HK$752
HK$1,421 total
includes taxes & fees
9 Aug - 10 Aug
RiverFront Country Home with Blue Mountain Views
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 HK$979
HK$1,776 total
includes taxes & fees
12 Jul - 13 Jul
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Living area

Shenandoah Valley Yurt

Shenandoah Valley Yurt
Stanley
9.6 out of 10, Exceptional, (17 reviews)
"Cute property and attentive host!"
United States
Tracy S.
The price is HK$910
HK$1,920 total
includes taxes & fees
16 Jul - 17 Jul
Shenandoah Valley Yurt
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 HK$836
HK$1,853 total
includes taxes & fees
21 Jul - 22 Jul
Red Brush Cottage Property
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)
"The barn apartment at Wolftrap Farm was a perfect place to stay for the night. The property is beautiful and I love being around horses."
United States
Elizabeth R.
The price is HK$1,254
HK$1,522 total
includes taxes & fees
13 Jul - 14 Jul
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Dining

Completely private suite with tub,kitchen, living room, & private entrance

Completely private suite with tub,kitchen, living room, & private entrance
Washington
10.0 out of 10, Exceptional, (20 reviews)
"Perfect location in town"
United States
Mona T.
The price is HK$1,019
HK$1,816 total
includes taxes & fees
21 Jul - 22 Jul
Completely private suite with tub,kitchen, living room, & private entrance
Exterior

Luxury Log Cabin w Hot Tub & Sauna near Trail

Luxury Log Cabin w Hot Tub & Sauna near Trail
McGaheysville
The price is HK$1,090
HK$4,514 total
includes taxes & fees
14 Jul - 15 Jul
Luxury Log Cabin w Hot Tub & Sauna near Trail
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, (51 reviews)
"Clean room, pet friendly. Host responded promptly for inquiries. Great location. Very close to everything. "
United States
Anonymous traveller
The price is HK$1,192
HK$2,848 total
includes taxes & fees
23 Jul - 24 Jul
Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
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 HK$1,453
HK$2,660 total
includes taxes & fees
14 Jul - 15 Jul
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
Pool

~Weekly 15% OFF~ Modern Charm w/ Luxury Beds, Fireplace, Workspace

~Weekly 15% OFF~ Modern Charm w/ Luxury Beds, Fireplace, Workspace
Luray
10.0 out of 10, Exceptional, (20 reviews)
"Excellent location for visiting Luray and Shenandoah Nat’l Park. Clean and comfortable. "
United States
Michele P.
The price is HK$1,192
HK$2,883 total
includes taxes & fees
14 Jul - 15 Jul
~Weekly 15% OFF~ Modern Charm w/ Luxury Beds, Fireplace, Workspace
Smart TV, stereo

Rugby Road Residential -RRR- near UVa and downtown

Rugby Road Residential -RRR- near UVa and downtown
Barracks Rugby
10.0 out of 10, Exceptional, (54 reviews)
"We had a great stay! The hosts were communicative and friendly and the cottage had everything we needed! We will definitely be back!"
United States
Binky L.
The price is HK$1,128
HK$2,087 total
includes taxes & fees
14 Jul - 15 Jul
Rugby Road Residential -RRR- near UVa and downtown
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 HK$1,661
HK$2,963 total
includes taxes & fees
14 Jul - 15 Jul
Luxe Tiny NEW Hot Tub, Pool & Cold Plunge, Near SNP
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 HK$1,724
HK$2,085 total
includes taxes & fees
14 Jul - 15 Jul
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Fridge, microwave, oven, stovetop

Historical home, walkable to many restaurants and shops.

Historical home, walkable to many restaurants and shops.
Luray
9.8 out of 10, Exceptional, (97 reviews)
"House was clean and well stocked. Loved the way the owners renovated an older home keeping the charm but still being very comfortable. Kids loved it too! "
United States
Megan T.
The price is HK$938
HK$2,066 total
includes taxes & fees
21 Jul - 22 Jul
Historical home, walkable to many restaurants and shops.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madison Hotel Reviews

Quality Inn Luray

Quality Inn Luray

10/10 Excellent
"Comfortable"
Robin 1-night trip
Posted 8 hours ago
Quality Inn Luray

Find out more about Madison

Madison Vacation Homes information

Number of reviews
500
Accommodation
690 Vacation Homes
Lowest Price
HK$1,286
Highest Price
HK$4,514

Explore a world of travel with Expedia