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
Oct 2 - Oct 4
In two months
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In four months
Jan 8 - Jan 10

Our top choices for Madison cottages

Three Adirondack chairs on a grassy field with a mountain in the background.

1. 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.
The price is CA $208
CA $277 total
includes taxes & fees
Sep 22 - Sep 23
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A view from a wooden deck overlooking a green field with a forested hill in the background.

2. 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.
The price is CA $124
CA $353 total
includes taxes & fees
Sep 29 - Sep 30
Shenandoah Park, SkylineDr.,trails, wine, Massanutten Ski Resort&Charlottesville
A yurt, a white house, and a white cabin in a forested area with autumn leaves.

3. Shenandoah Valley Cottage

Shenandoah Valley Cottage
Stanley
9.6 out of 10, Exceptional, (5 reviews)
"Host was great"
United States
Jenny M.
The price is CA $157
CA $357 total
includes taxes & fees
Sep 17 - Sep 18
Shenandoah Valley Cottage
A white single-story building with a metal roof, a front door, and two small bushes.

4. 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
The price is CA $238
CA $288 total
includes taxes & fees
Sep 22 - Sep 23
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
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.
The price is CA $306
CA $406 total
includes taxes & fees
Sep 29 - Sep 30
Elegant Cottage on 600 Acre Horse & Livestock Farm

6. Charming Cottage w/ Incredible Views & Firepit

Charming Cottage w/ Incredible Views & Firepit
Stanley
10.0 out of 10, Exceptional, (25 reviews)
"Nice quaint house in the country"
United States
Adam R.
The price is CA $196
CA $517 total
includes taxes & fees
Sep 20 - Sep 21
Charming Cottage w/ Incredible Views & Firepit
A wooden cabin with a deck, surrounded by a grassy area and a flowering tree.

7. '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.
The price is CA $327
CA $428 total
includes taxes & fees
Sep 29 - Sep 30
'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.

8. 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.
The price is CA $200
CA $627 total
includes taxes & fees
Sep 20 - Sep 21
Mountain View Cottage | Walk to Town | Pet
A modern house with a covered patio, outdoor seating, and a well-maintained lawn.

9. Charming Eastham Guesthouse

Charming Eastham Guesthouse
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"Great place we loved it! "
United States
Al B.
The price is CA $202
CA $289 total
includes taxes & fees
Sep 17 - Sep 18
Charming Eastham Guesthouse
A single-story house with a gabled roof, a front porch with a bench, and a front door.

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

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Luray
9.8 out of 10, Exceptional, (107 reviews)
"Great place to stay and very responsive owners to any questions"
United States
Tracy B.
The price is CA $211
CA $444 total
includes taxes & fees
Sep 21 - Sep 22
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
A hot tub on a wooden deck with a view of a mountain and trees.

11. 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.
The price is CA $251
CA $612 total
includes taxes & fees
Sep 23 - Sep 24
Sunridge Retreat is a secluded cabin in Luray, VA for large family and friends
A view through a window of a deck with a white railing, a wooden deck, and a grassy area with trees.

12. 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, (106 reviews)
"Great Space!"
United States
Beth J.
The price is CA $245
CA $441 total
includes taxes & fees
Sep 21 - Sep 22
Quiet, clean, jacuzzi hot tub. hidden gem, families. Skyline Park & Massanutten.
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.
The price is CA $217
CA $472 total
includes taxes & fees
Sep 21 - Sep 22
Locust Garden, A North Downtown C'ville Guesthouse
A wooden cabin with a deck, large windows, and a tree with pink blossoms.

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

Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
Gordonsville
The price is CA $349
CA $423 total
includes taxes & fees
Sep 17 - Sep 18
Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
A white single-story house with a porch, a chimney, and a small tree in front.

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

Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
Gordonsville
The price is CA $349
CA $423 total
includes taxes & fees
Sep 17 - Sep 18
Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
An outdoor patio with Adirondack chairs and a fire pit, surrounded by a forested area.

16. 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
The price is CA $250
CA $465 total
includes taxes & fees
Sep 17 - Sep 18
Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!

17. 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.
The price is CA $265
CA $621 total
includes taxes & fees
Sep 20 - Sep 21
The Gingerbread House: 4BR cottage w/ modern amenities, sunroom/deck, sleeps 12
A rural landscape with a barn, a smaller structure, and a large dome-like building.

18. 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
The price is CA $729
CA $894 total
includes taxes & fees
Sep 22 - Sep 23
1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
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

Skyland

Skyland

10/10 Excellent
"The rooms were very comfortable and clean. Area around was safe. Staff was very helpful and welcoming."
Larry 2-night trip
Posted 3 hours ago
Skyland

Find out more about Madison

Madison Cottages information

Number of reviews
650
Accommodation
158 Cottages
Lowest Price
CA $277
Highest Price
CA $894

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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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