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

Search Madison Cottage Rentals from CA $243

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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.
The price is CA $124
CA $326 total
includes taxes & fees
Nov 4 - Nov 5
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.
The price is CA $189
CA $243 total
includes taxes & fees
Nov 3 - Nov 4
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
The price is CA $258
CA $298 total
includes taxes & fees
Nov 3 - Nov 4
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.

4. Shenandoah Valley Cottage

Shenandoah Valley Cottage
Stanley
9.8 out of 10, Exceptional, (6 reviews)
"House very clean. Great hospitality."
United States
Logan
The price is CA $161
CA $348 total
includes taxes & fees
Nov 30 - Dec 1
Shenandoah Valley Cottage
A wooden deck with a table and chairs, a laptop, and a mug.

5. 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 CA $197
CA $492 total
includes taxes & fees
Nov 4 - Nov 5
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 CA $277
CA $339 total
includes taxes & fees
Nov 3 - Nov 4
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, (89 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
The price is CA $296
CA $377 total
includes taxes & fees
Nov 9 - Nov 10
'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 $185
CA $511 total
includes taxes & fees
Nov 3 - Nov 4
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 $203
CA $294 total
includes taxes & fees
Nov 9 - Nov 10
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, (113 reviews)
"Great place to stay and very responsive owners to any questions"
United States
Tracy B.
The price is CA $212
CA $424 total
includes taxes & fees
Nov 3 - Nov 4
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
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 CA $378
CA $442 total
includes taxes & fees
Nov 3 - Nov 4
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.

12. 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 $378
CA $442 total
includes taxes & fees
Nov 8 - Nov 9
Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
A wooden deck with a glass railing overlooking a forested area.

13. Round House w Mountain View Hot Tub

Round House w Mountain View Hot Tub
Luray
10.0 out of 10, Exceptional, (1 review)
The price is CA $181
CA $400 total
includes taxes & fees
Nov 9 - Nov 10
Round House w Mountain View Hot Tub
A blue house with solar panels on the roof, a small patio with a white umbrella, and a garden with red foliage.

14. 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 $222
CA $456 total
includes taxes & fees
Nov 3 - Nov 4
Locust Garden, A North Downtown C'ville Guesthouse
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 CA $245
CA $459 total
includes taxes & fees
Nov 4 - Nov 5
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.
The price is CA $1,083
CA $1,475 total
includes taxes & fees
Nov 12 - Nov 13
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, (110 reviews)
"Very secluded, great place"
United States
Don A.
The price is CA $277
CA $465 total
includes taxes & fees
Nov 3 - Nov 4
Quiet, clean, jacuzzi hot tub. hidden gem, families. Skyline Park & Massanutten.
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 $791
CA $922 total
includes taxes & fees
Nov 3 - Nov 4
1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
A two-story house with a front porch, a red staircase, and a mailbox.

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 CA $615
CA $771 total
includes taxes & fees
Nov 30 - Dec 1
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 CA $267
CA $596 total
includes taxes & fees
Nov 3 - Nov 4
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

Massanutten Resort

Massanutten Resort

8/10 Good
"I already contacted management about a couple small things, but I would stay here again without hesitation. Overall good property and great amenities. Plus, the food didn’t feel like your typical ski resort concession food. That’s a huge plus!"
Paul 2-night trip
Posted 1 hour ago
Massanutten Resort

Find out more about Madison

Madison Cottages information

Number of reviews
708
Accommodation
161 Cottages
Lowest Price
CA $243
Highest Price
CA $1,475

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.

Explore a world of travel with Expedia