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

Search Madison Cottages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Madison cottages

A hot tub with a stone exterior, surrounded by greenery and a brick wall.

1. 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, (26 reviews)
"Very beautifully decorated, clean and well maintained cottage. We appreciate all detail info provided about the house and surroundings and especially the warm welcome with lights and hot tub ready to use. It's located in more secluded location but not too far from local attractions, so we enjoyed hiking in Shanendoah NP. Wisteria Winery 5 min from cottage is awesome too."
United States
Marta D.
The price is £284
includes taxes & fees
26 Oct - 27 Oct
NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE
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.
The price is £140
includes taxes & fees
26 Oct - 27 Oct
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.

3. 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 £197
includes taxes & fees
4 Nov - 5 Nov
Shenandoah Park, SkylineDr.,trails, wine, Massanutten Ski Resort&Charlottesville
A grassy field with three wooden Adirondack chairs and a wooden table.

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 £160
includes taxes & fees
26 Oct - 27 Oct
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.

5. Shenandoah Valley Cottage

Shenandoah Valley Cottage
Stanley
9.8 out of 10, Exceptional, (6 reviews)
"Host was great"
United States
Jenny M.
The price is £181
includes taxes & fees
26 Oct - 27 Oct
Shenandoah Valley Cottage
A two-story house with a porch, surrounded by dense greenery and mountains in the background.

6. 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.
The price is £277
includes taxes & fees
17 Nov - 18 Nov
Charming Cottage w/ Incredible Views & Firepit
A grassy field with four wooden Adirondack chairs arranged in a semi-circle.

7. 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 £194
includes taxes & fees
26 Oct - 27 Oct
Elegant Cottage on 600 Acre Horse & Livestock Farm
A wooden cabin with a deck, surrounded by a grassy area and a flowering tree.

8. '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.
The price is £215
includes taxes & fees
26 Oct - 27 Oct
'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.

9. 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 £279
includes taxes & fees
26 Oct - 27 Oct
Mountain View Cottage | Walk to Town | Pet
A wooden cabin with a deck, large windows, and a tree with pink blossoms.

10. 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 £225
includes taxes & fees
26 Oct - 27 Oct
Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
A covered outdoor seating area with wicker chairs and a table, overlooking a fenced pasture.

11. 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 £222
includes taxes & fees
26 Oct - 27 Oct
Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
A single-story house with a gabled roof, a front porch with a bench, and a front door.

12. 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.
The price is £242
includes taxes & fees
9 Nov - 10 Nov
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
A modern house with a covered patio, outdoor seating, and a well-maintained lawn.

13. Charming Eastham Guesthouse

Charming Eastham Guesthouse
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"Perfect space and location!"
United States
Samantha H.
The price is £167
includes taxes & fees
1 Nov - 2 Nov
Charming Eastham Guesthouse
A rural landscape with a barn, a smaller structure, and a large dome-like building.

14. 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 £484
includes taxes & fees
23 Nov - 24 Nov
1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
A view through a window of a deck with a white railing, a wooden deck, and a grassy area with trees.

15. 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)
"Great Space!"
United States
Beth J.
The price is £258
includes taxes & fees
26 Oct - 27 Oct
Quiet, clean, jacuzzi hot tub. hidden gem, families. Skyline Park & Massanutten.
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 £246
includes taxes & fees
29 Oct - 30 Oct
Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!
A blue house with solar panels on the roof, a small patio with a white umbrella, and a garden with red foliage.

17. 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 £287
includes taxes & fees
17 Nov - 18 Nov
Locust Garden, A North Downtown C'ville Guesthouse
A hot tub and deck area with a view of a lake, surrounded by trees and a wooden fence.

18. 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)
"We had a wonderful stay at The Cottage! Everything was as described. We spent a lot of time outside by the hot tub or in the rocking chairs. The kids loved seeing all the deer in the evening and looking for fish in the pond. We can’t wait to stay here again in the future!"
United States
Amber W.
The price is £719
includes taxes & fees
12 Nov - 13 Nov
Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards
Exterior

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

Spectacular Cottage Perfect for Groups and Water Activities in Luray, Virginia
Luray
The price is £394
includes taxes & fees
18 Nov - 19 Nov
Spectacular Cottage Perfect for Groups and Water Activities in Luray, Virginia
Front elevation

20. 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 £320
includes taxes & fees
26 Oct - 27 Oct
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

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

10/10 Excellent
"It was nice to be able to easily access Shenandoah National Park while enjoying the atmosphere of the charming small town of Luray. The building had a classic look, and the breakfast and dinner prices were reasonable."
Beonkyu 2-night trip
Posted 1 hour ago
Mimslyn Inn Historic Hotels Of America

Find out more about Madison

Madison Cottages information

Number of reviews
623
Accommodation
161 Cottages
Lowest Price
£140
Highest Price
£719

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 travellers alike.

Explore a world of travel with Expedia