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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Madison cottages

A view from a wooden deck overlooking a green field with a forested hill in the background.

1. 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.
$225 nightly
The price is $255
Nov 4 - Nov 5
Total with taxes and fees
Shenandoah Park, SkylineDr.,trails, wine, Massanutten Ski Resort&Charlottesville
Three Adirondack chairs on a grassy field with a mountain in the background.

2. 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, (143 reviews)
"The cottage had everything you need."
United States
William J.
$170 nightly
The price is $182
Nov 3 - Nov 4
Total with taxes and fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A grassy field with three wooden Adirondack chairs and a wooden table.

3. 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
$211 nightly
The price is $226
Nov 3 - Nov 4
Total with taxes and fees
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
A wooden deck with a table and chairs, a laptop, and a mug.

4. Charming Cottage w/ Incredible Views & Firepit

Charming Cottage w/ Incredible Views & Firepit
Stanley
10.0 out of 10, Exceptional, (25 reviews)
"Pet friendly. Great scenery. Hot tub. Fire pit. Very relaxing and comfortable."
United States
Laura M.
$331 nightly
The price is $370
Nov 18 - Nov 19
Total with taxes and fees
Charming Cottage w/ Incredible Views & Firepit
A grassy field with four wooden Adirondack chairs arranged in a semi-circle.

5. Elegant Cottage on 600 Acre Horse & Livestock Farm

Elegant Cottage on 600 Acre Horse & Livestock Farm
Gordonsville
9.8 out of 10, Exceptional, (158 reviews)
"Great secluded property on a beautiful setting. "
United States
Todd R.
$246 nightly
The price is $264
Nov 2 - Nov 3
Total with taxes and fees
Elegant Cottage on 600 Acre Horse & Livestock Farm
A wooden cabin with a deck, surrounded by a grassy area and a flowering tree.

6. '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, (89 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
$264 nightly
The price is $283
Nov 9 - Nov 10
Total with taxes and fees
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
A covered porch with a brick fireplace, a clear view of the street, and a snow-covered lawn.

7. Mountain View Cottage | Walk to Town | Pet

Mountain View Cottage | Walk to Town | Pet
Shenandoah
9.6 out of 10, Exceptional, (4 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.
$332 nightly
The price is $383
Nov 2 - Nov 3
Total with taxes and fees
Mountain View Cottage | Walk to Town | Pet
A modern house with a covered patio, outdoor seating, and a well-maintained lawn.

8. Charming Eastham Guesthouse

Charming Eastham Guesthouse
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"Perfect space and location!"
United States
Samantha H.
$194 nightly
The price is $222
Nov 2 - Nov 3
Total with taxes and fees
Charming Eastham Guesthouse
A single-story house with a gabled roof, a front porch with a bench, and a front door.

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

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Luray
9.8 out of 10, Exceptional, (112 reviews)
"Great place to stay and very responsive owners to any questions"
United States
Tracy B.
$275 nightly
The price is $317
Nov 3 - Nov 4
Total with taxes and fees
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
A covered outdoor seating area with wicker chairs and a table, overlooking a fenced pasture.

10. Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville

Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
Gordonsville
$310 nightly
The price is $332
Nov 2 - Nov 3
Total with taxes and fees
Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
A wooden cabin with a deck, large windows, and a tree with pink blossoms.

11. Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville

Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
Gordonsville
$308 nightly
The price is $330
Nov 8 - Nov 9
Total with taxes and fees
Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
A large house with a covered porch, surrounded by trees and a well-maintained lawn.

12. 1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia

1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
Gordonsville
$647 nightly
The price is $694
Nov 2 - Nov 3
Total with taxes and fees
1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
A blue house with solar panels on the roof, a small patio with a white umbrella, and a garden with red foliage.

13. 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.
$289 nightly
The price is $337
Nov 2 - Nov 3
Total with taxes and fees
Locust Garden, A North Downtown C'ville Guesthouse
A two-story house with a front porch, a white picket fence, and a driveway.

14. Cozy River Cottage, Private River Access & Campsite

Cozy River Cottage, Private River Access & Campsite
Rileyville
$364 nightly
The price is $420
Nov 2 - Nov 3
Total with taxes and fees
Cozy River Cottage, Private River Access & Campsite
An outdoor patio with Adirondack chairs and a fire pit, surrounded by a forested area.

15. Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!

Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!
3.0 star property
Luray
$285 nightly
The price is $329
Nov 4 - Nov 5
Total with taxes and fees
Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!
A hot tub and deck area with a view of a lake, surrounded by trees and a wooden fence.

16. Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards

Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards
Keswick
9.8 out of 10, Exceptional, (40 reviews)
"Communication was excellent. Everyone really enjoyed themselves and the accommodations were excellent."
United States
Rachel D.
$838 nightly
The price is $946
Nov 12 - Nov 13
Total with taxes and fees
Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards
A view through a window of a deck with a white railing, a wooden deck, and a grassy area with trees.

17. Quiet, clean, jacuzzi hot tub. hidden gem, families. Skyline Park & Massanutten.

Quiet, clean, jacuzzi hot tub. hidden gem, families. Skyline Park & Massanutten.
Elkton
10.0 out of 10, Exceptional, (109 reviews)
"Very secluded, great place"
United States
Don A.
$316 nightly
The price is $349
Nov 2 - Nov 3
Total with taxes and fees
Quiet, clean, jacuzzi hot tub. hidden gem, families. Skyline Park & Massanutten.
A two-story house with a front porch, a red staircase, and a mailbox.

18. Spectacular Cottage Perfect for Groups and Water Activities in Luray, Virginia

Spectacular Cottage Perfect for Groups and Water Activities in Luray, Virginia
Luray
$464 nightly
The price is $535
Nov 18 - Nov 19
Total with taxes and fees
Spectacular Cottage Perfect for Groups and Water Activities in Luray, Virginia
Front elevation

19. 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, (98 reviews)
"Enjoyed the gingerbread stay!"
United States
Mike C.
$405 nightly
The price is $447
Nov 1 - Nov 2
Total with taxes and fees
The Gingerbread House: 4BR cottage w/ modern amenities, sunroom/deck, sleeps 12
A yurt, a white house, and a white cabin in a forested area with autumn leaves.

20. Shenandoah Valley Cottage

Shenandoah Valley Cottage
Stanley
9.8 out of 10, Exceptional, (6 reviews)
"House very clean. Great hospitality."
United States
Logan
Shenandoah Valley Cottage
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

Big Meadows Lodge

Big Meadows Lodge

8/10 Good
"Wifi in rooms was not good."
Chris 1-night trip
Posted 15 hours ago
Big Meadows Lodge

Find out more about Madison

Madison Cottages information

Number of reviews
597
Accommodation
161 Cottages
Lowest Price
$182
Highest Price
$946

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.

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