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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

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 €178
includes taxes & fees
3 Sept - 4 Sept
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A white single-story building with a metal roof, a front door, and two small bushes.

2. 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 €178
includes taxes & fees
3 Sept - 4 Sept
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
A yurt, a white house, and a white cabin in a forested area with autumn leaves.

3. Shenandoah Valley Cottage

Shenandoah Valley Cottage
Stanley
9.4 out of 10, Exceptional, (3 reviews)
"Cottage was great.... quit and peaceful.Was easy to walk our four legged baby.Easy to find and return to after our outings,"
United States
DONNA W.
The price is €197
includes taxes & fees
3 Sept - 4 Sept
Shenandoah Valley Cottage
A grassy field with four wooden Adirondack chairs arranged in a semi-circle.

4. 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 €245
includes taxes & fees
3 Sept - 4 Sept
Elegant Cottage on 600 Acre Horse & Livestock Farm
A view from a wooden deck overlooking a green field with a forested hill in the background.

5. 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 €224
includes taxes & fees
8 Sept - 9 Sept
Shenandoah Park, SkylineDr.,trails, wine, Massanutten Ski Resort&Charlottesville
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, (88 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
The price is €267
includes taxes & fees
7 Sept - 8 Sept
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
A modern house with a covered patio, outdoor seating, and a well-maintained lawn.

7. Charming Eastham Guesthouse

Charming Eastham Guesthouse
Charlottesville
10.0 out of 10, Exceptional, (11 reviews)
"Great place we loved it! "
United States
Al B.
The price is €196
includes taxes & fees
3 Sept - 4 Sept
Charming Eastham Guesthouse
A single-story house with a gabled roof, a front porch with a bench, and a front door.

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

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Luray
9.8 out of 10, Exceptional, (106 reviews)
"Place was very clean and well equipped."
United States
Suze F.
The price is €280
includes taxes & fees
3 Sept - 4 Sept
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
A hot tub on a wooden deck with a view of a mountain and trees.

9. 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 €401
includes taxes & fees
15 Sept - 16 Sept
Sunridge Retreat is a secluded cabin in Luray, VA for large family and friends
A covered porch with a brick fireplace, a clear view of the street, and a snow-covered lawn.

10. 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 €336
includes taxes & fees
17 Sept - 18 Sept
Mountain View Cottage | Walk to Town | Pet
A view through a window of a deck with a white railing, a wooden deck, and a grassy area with trees.

11. 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, (105 reviews)
"Great Space!"
United States
Beth J.
The price is €299
includes taxes & fees
8 Sept - 9 Sept
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.

12. 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 €297
includes taxes & fees
3 Sept - 4 Sept
Locust Garden, A North Downtown C'ville Guesthouse
A white single-story house with a porch, a chimney, and a small tree in front.

13. 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 €247
includes taxes & fees
3 Sept - 4 Sept
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.

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 €251
includes taxes & fees
7 Sept - 8 Sept
Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
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
The price is €288
includes taxes & fees
7 Sept - 8 Sept
Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!

16. 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 €367
includes taxes & fees
3 Sept - 4 Sept
The Gingerbread House: 4BR cottage w/ modern amenities, sunroom/deck, sleeps 12
A hot tub and deck area with a view of a lake, surrounded by trees and a wooden fence.

17. 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, (36 reviews)
"Great for dogs"
United States
Zach S.
The price is €685
includes taxes & fees
6 Sept - 7 Sept
Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards
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 €541
includes taxes & fees
3 Sept - 4 Sept
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

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"Very nice hotel. Would definitely come back and stay again. It was our first time at an English Inn and it was great!"
Joshua 1-night trip
Posted less than an hour ago
English Inn of Charlottesville

Find out more about Madison

Madison Cottages information

Number of reviews
762
Accommodation
158 Cottages
Lowest Price
€178
Highest Price
€685

Frequently asked questions

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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 travellers alike.