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
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

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 £152
includes taxes & fees
15 Sept - 16 Sept
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 £191
includes taxes & fees
16 Sept - 17 Sept
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, (4 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 £187
includes taxes & fees
10 Sept - 11 Sept
Shenandoah Valley Cottage
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 £158
includes taxes & fees
15 Sept - 16 Sept
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia

5. 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 £275
includes taxes & fees
10 Sept - 11 Sept
Charming Cottage w/ Incredible Views & Firepit
A grassy field with four wooden Adirondack chairs arranged in a semi-circle.

6. 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 £210
includes taxes & fees
15 Sept - 16 Sept
Elegant Cottage on 600 Acre Horse & Livestock Farm
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 £228
includes taxes & fees
15 Sept - 16 Sept
'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 £301
includes taxes & fees
10 Sept - 11 Sept
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 £167
includes taxes & fees
13 Sept - 14 Sept
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 £239
includes taxes & fees
15 Sept - 16 Sept
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
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, (106 reviews)
"Great Space!"
United States
Beth J.
The price is £238
includes taxes & fees
14 Sept - 15 Sept
Quiet, clean, jacuzzi hot tub. hidden gem, families. Skyline Park & Massanutten.
A hot tub on a wooden deck with a view of a mountain and trees.

12. 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 £322
includes taxes & fees
15 Sept - 16 Sept
Sunridge Retreat is a secluded cabin in Luray, VA for large family and friends
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 £254
includes taxes & fees
15 Sept - 16 Sept
Locust Garden, A North Downtown C'ville Guesthouse
A wooden cabin with a porch, surrounded by a fenced yard and dense trees.

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 £222
includes taxes & fees
15 Sept - 16 Sept
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.

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 £224
includes taxes & fees
15 Sept - 16 Sept
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 £247
includes taxes & fees
15 Sept - 16 Sept
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 £324
includes taxes & fees
21 Sept - 22 Sept
The Gingerbread House: 4BR cottage w/ modern amenities, sunroom/deck, sleeps 12
A large house with a covered porch, surrounded by trees and a well-maintained lawn.

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 £478
includes taxes & fees
15 Sept - 16 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.
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
"The hotel was very unique with the English themed decorations. We really enjoyed the tea and cookies that were available on Sunday afternoon. Loved the proximity to UVA Grounds. We will definitely stay here again."
Lisa 1-night trip
Posted less than an hour ago
English Inn of Charlottesville

Find out more about Madison

Madison Cottages information

Number of reviews
645
Accommodation
161 Cottages
Lowest Price
£152
Highest Price
£478

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