Madison, VA Cottage Rentals from $174

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

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Our top choices for Madison cottages

A wooden deck with a covered pavilion, wooden railings, and a view of trees and water.

1. Glade Cottage at White Lotus Eco Spa Retreat

Stanardsville

Caroline T.

$172 nightly

Nov 17 - Nov 18

Total with taxes and fees

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

Stanardsville

Lynn C.

$215 nightly

Nov 28 - Nov 29

Total with taxes and fees

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

3. Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Gordonsville

William J.

$162 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

Gordonsville

$201 nightly

Nov 16 - Nov 17

Total with taxes and fees

A small, single-story building with a gabled roof and a brick chimney.

5. Shenandoah Valley Cottage

Stanley

Logan

$228 nightly

Nov 30 - Dec 1

Total with taxes and fees

A grassy field with four wooden Adirondack chairs arranged in a semi-circle.

6. Elegant Chalet on a 600-Acre Horse and Cattle Ranch

Gordonsville

Todd R.

$235 nightly

Nov 16 - Nov 17

Total with taxes and fees

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.

Gordonsville

Jeff C.

$252 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

Shenandoah

Shelby J.

$317 nightly

Nov 16 - Nov 17

Total with taxes and fees

A patio with outdoor furniture and a well-maintained lawn.

9. Charming Eastham Guesthouse

Charlottesville

Al B.

$185 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

Luray

Tracy B.

$263 nightly

Nov 17 - Nov 18

Total with taxes and fees

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

Gordonsville

$295 nightly

Nov 16 - Nov 17

Total with taxes and fees

A rural landscape with barns and a green field.

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

Gordonsville

$295 nightly

Nov 16 - Nov 17

Total with taxes and fees

A wooden deck with a glass railing overlooking a forested area.

13. Round House w Mountain View Hot Tub

Luray

$255 nightly

Nov 16 - Nov 17

Total with taxes and fees

A two-story house with a front porch, a white picket fence, and a driveway.

14. Cozy Riverfront Cottage, Fire Pit, Pet Friendly

Rileyville

$318 nightly

Nov 16 - Nov 17

Total with taxes and fees

A small, single-story building with a blue exterior and a yellow door, surrounded by greenery and a wooden fence.

15. Locust Garden, A North Downtown C'ville Guesthouse

Locust Grove

Susan K.

$282 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

$285 nightly

Nov 16 - Nov 17

Total with taxes and fees

A two-story house with a front porch, a red staircase, and a mailbox.

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

Luray

$456 nightly

Nov 17 - Nov 18

Total with taxes and fees

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

Gordonsville

$615 nightly

Nov 16 - Nov 17

Total with taxes and fees

A view through a window of a deck with a white railing, a wooden deck, and a grassy area with trees.

19. Quiet, clean, jacuzzi hot tub. hidden gem, families. Skyline Park & Massanutten.

Elkton

Don A.

$288 nightly

Nov 16 - Nov 17

Total with taxes and fees

20. The Gingerbread House: 4BR cottage w/ modern amenities, sunroom/deck, sleeps 12

Massanutten

Jerrie K.

$387 nightly

Nov 16 - Nov 17

Total with taxes and fees

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Top Madison Hotel Reviews

English Inn of Charlottesville

8/10 Good

"Our rom was by the elevatop, which seemed to make a humming, vibrating sound. It kinda kept us up the first night, but we got a fan and slept well the second night. Excellent shower and breakfast, and friendly front desk staff."

Big Meadows Lodge

8/10 Good

"Location is amazing, directions aren’t pin point to the door and spotting signage in the dark can the tricky, my visit was end of season, a lot of places close early, it’s quiet, which adds to the charm You’re in the mountains, the views mean you’re exposed to wind and weather and altitude means when it’s cold, it’s cold! (12/13th Nov, rain drops on the car and metal surface had turned to ice over night - ground was good) Paths to the lodges can be uneven For flexibility some of the rooms have connecting internal doors (lock from both sides) Unfortunately these aren’t sound proof, you can control your property, you can control your amenities and staff - you can’t control your guests - I was keep awake all night by the snoring of the guest in the a joining room, (unless it was a bear hibernating - it was no bear they are all tucked up for winter) if I was staying longer than one night I’d have asked to move This was a taster visit, your ticket for the drive is for 7days, to do the area justice you need at least a few days and that means you’d come prepared Good food, nice people and changes in the weather/light can make it dramatic Watch for wildlife, bird song you can hear from the car and deer on the road ! Take it in slow Think I be back"

Find out more about Madison

Madison Cottages information

Number of reviews	736
Accommodation	161 Cottages
Lowest Price	$174
Highest Price	$660

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.

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Things to do in Charlottesville

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Upfront pricing

Check prices for these dates

Our top choices for Madison cottages

1. Glade Cottage at White Lotus Eco Spa Retreat

2. Shenandoah Park, SkylineDr.,trails, wine, Massanutten Ski Resort&Charlottesville

3. Servants' Cottage on 600 Acre Working Horse/Cattle Estate