Search Madison Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Madison cottages

Outdoor dining

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.
$242 nightly
The price is $267
Jun 7 - Jun 8
Total with taxes and fees
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
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, (142 reviews)
"Loved the privacy we felt the whole time we were there"
United States
Erica S.
$186 nightly
The price is $200
Jun 2 - Jun 3
Total with taxes and fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Outdoor dining

Glade Cottage at White Lotus Eco Spa Retreat

Glade Cottage at White Lotus Eco Spa Retreat
Stanardsville
8.6 out of 10, Excellent, (25 reviews)
"Great stay"
United States
Caroline T.
$164 nightly
The price is $166
Jun 3 - Jun 4
Total with taxes and fees
Glade Cottage at White Lotus Eco Spa Retreat
Exterior

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Gordonsville
9.8 out of 10, Exceptional, (88 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
$289 nightly
The price is $310
Jun 2 - Jun 3
Total with taxes and fees
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Property grounds

Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia

Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
Gordonsville
$185 nightly
The price is $199
Jun 2 - Jun 3
Total with taxes and fees
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
Exterior

Charming Eastham Guesthouse

Charming Eastham Guesthouse
Charlottesville
9.8 out of 10, Exceptional, (9 reviews)
"Great place we loved it! "
United States
Al B.
$189 nightly
The price is $216
Jun 2 - Jun 3
Total with taxes and fees
Charming Eastham Guesthouse
Property grounds

Shenandoah Park, SkylineDr.,trails, wine, Massanutten Ski Resort&Charlottesville

Shenandoah Park, SkylineDr.,trails, wine, Massanutten Ski Resort&Charlottesville
Stanardsville
9.0 out of 10, Wonderful, (4 reviews)
"Great location near the Shenandoah National Park. The cottage was great and had everything we needed, Kay was a great hostess!"
United States
Lynn C.
$214 nightly
The price is $242
Jun 2 - Jun 3
Total with taxes and fees
Shenandoah Park, SkylineDr.,trails, wine, Massanutten Ski Resort&Charlottesville
Exterior

Locust Garden, A North Downtown C'ville Guesthouse

Locust Garden, A North Downtown C'ville Guesthouse
Locust Grove
8.0 out of 10, Very Good, (1 review)
"Very clean and sweet property. Attractively furnished. Check in was easy. Good communication.Kitchen was very easy to use. Did lots of our own cooking. Would have appreciated some quality stainless steel pots and tops as we can’t use anodized cookware for specific health reasons."
United States
Susan K.
$265 nightly
The price is $309
Jun 2 - Jun 3
Total with taxes and fees
Locust Garden, A North Downtown C'ville Guesthouse
Outdoor spa tub

NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE

NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE
Stanley
9.8 out of 10, Exceptional, (19 reviews)
"Very kind and welcoming host. The house was so adorable. My kid already wants to book another stay! "
United States
Susie S.
$330 nightly
The price is $381
Jun 14 - Jun 15
Total with taxes and fees
NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE
Exterior

Speedway 4BR • Walk to Town • Pet Friendly

Speedway 4BR • Walk to Town • Pet Friendly
Shenandoah
10.0 out of 10, Exceptional, (3 reviews)
"It was a great location, being so close to Shenandoah National park, which I love. The house was wonderful and roomy enough for all of us. We definitely cannot wait to come back and stay again. "
United States
Shelby J.
$422 nightly
The price is $487
Jun 4 - Jun 5
Total with taxes and fees
Speedway 4BR • Walk to Town • Pet Friendly
Exterior

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Luray
9.8 out of 10, Exceptional, (96 reviews)
"House was cozy and clean and the hosts very helpful. Perfect for our long weekend! "
United States
Kelly J.
$313 nightly
The price is $361
Jun 16 - Jun 17
Total with taxes and fees
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Outdoor spa tub

Sunridge Retreat is a secluded cabin in Luray, VA for large family and friends

Sunridge Retreat is a secluded cabin in Luray, VA for large family and friends
Luray
7.6 out of 10, Good, (5 reviews)
"Beautiful house"
United States
Cindy W.
$423 nightly
The price is $487
Jun 15 - Jun 16
Total with taxes and fees
Sunridge Retreat is a secluded cabin in Luray, VA for large family and friends
Exterior

The Gingerbread House: 4BR cottage w/ modern amenities, sunroom/deck, sleeps 12

The Gingerbread House: 4BR cottage w/ modern amenities, sunroom/deck, sleeps 12
Massanutten
9.8 out of 10, Exceptional, (97 reviews)
"Enjoyed the gingerbread stay!"
United States
Mike C.
$403 nightly
The price is $444
Jun 2 - Jun 3
Total with taxes and fees
The Gingerbread House: 4BR cottage w/ modern amenities, sunroom/deck, sleeps 12
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

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"Room and grounds were very clean. Check-in was very smooth. Aesthetics were nicely done. Good, hot breakfast with lots of choices."
Sara 1-night trip
Posted 1 hour ago
English Inn of Charlottesville

Find out more about Madison

Madison Cottages information

Number of reviews
16,128
Accommodation
161 Cottages
Lowest Price
$69
Highest Price
$223

Frequently asked questions

Why book your cottage in Madison with Expedia?
Expedia has some terrific cottages in Madison, so start packing your bags for an unforgettable stay on nature's doorstep. If you need to stick to a budget, choose how much you're willing to spend and your preferred property star rating. Or, make use of our filters to search for cottages with a pool or a hot tub. We'll help you find a suitable place whatever your plans or bank balance.
How can I find cheap cottages in Madison?
An excellent way to score cheap cottages in Madison is with Expedia's user-friendly filter tool. Tailor your search results by star rating, budget and amenities to discover awesome prices in a couple of clicks.
What is there to do in Madison near my cottage?
If you'd like to make the most of your time in Madison, pay a visit to Early Mountain Vineyards. It's popular among locals and travelers alike.

Explore a world of travel with Expedia