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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Featured Cottages in Madison and around

Exterior
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
2.0 star property
9.8 out of 10, Exceptional, (10)
"House was beautiful and in a nice quiet neighborhood. Beds were SUPER comfortable, I slept amazing here. Would certainly stay again! "
United States
Bethanie B.
The price is €260
includes taxes & fees
22 Oct - 23 Oct
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Interior
2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville
2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville
10.0 out of 10, Exceptional, (2)
"Ideal location and beautiful views"
United States
Barbara M.
The price is €225
includes taxes & fees
3 Nov - 4 Nov
2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville
Exterior
'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.
9.8 out of 10, Exceptional, (84)
"Fifth year at Wolftrap Farm. Booked again for 2025.Thanks!"
United States
J C.
The price is €174
includes taxes & fees
22 Oct - 23 Oct
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Exterior
NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE
NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE
9.8 out of 10, Exceptional, (13)
"We enjoyed our stay at the Colorful Cottage. So beautifully decorated and it had everything we needed. The hot tub was perfect for easing our aching muscles after long days of hiking. "
United States
Liesl E.
The price is €291
includes taxes & fees
27 Oct - 28 Oct
NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE
Outdoor dining
Elegant Cottage on 600 Acre Horse & Livestock Farm
Elegant Cottage on 600 Acre Horse & Livestock Farm
9.8 out of 10, Exceptional, (146)
"Wonderful experience. We plan to bookmark this and stay again"
United States
Wendy B.
The price is €175
includes taxes & fees
22 Oct - 23 Oct
Elegant Cottage on 600 Acre Horse & Livestock Farm
Terrace/patio
Charming Eastham Guesthouse
Charming Eastham Guesthouse
2.0 star property
10.0 out of 10, Exceptional, (3)
"Lovely spot near Charlottesville, great for families or small groups. Guesthouse was clean and has a nice kitchen. "
United States
Nicholas K.
The price is €195
includes taxes & fees
27 Oct - 28 Oct
Charming Eastham Guesthouse
Exterior
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
9.8 out of 10, Exceptional, (137)
"Property was very peaceful. Very much enjoyed the stay. Everyone was very friendly. "
United States
jod b.
The price is €175
includes taxes & fees
22 Oct - 23 Oct
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Exterior
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
10.0 out of 10, Exceptional, (77)
"This is a cute property with great proximity to Shenandoah National Park. The house had everything needed. The property owners provided excellent communication to make sure evertything was nice! Our time there was wonderful."
United States
Jillene C.
The price is €285
includes taxes & fees
17 Nov - 18 Nov
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Property grounds
Holly Tree Retreat Located In Beautiful Luray, VA
Holly Tree Retreat Located In Beautiful Luray, VA
9.8 out of 10, Exceptional, (8)
"It was really beautiful. I wish we knew there were close neighbors ahead of time. "
United States
Carmen M.
The price is €328
includes taxes & fees
27 Oct - 28 Oct
Holly Tree Retreat Located In Beautiful Luray, VA
Property grounds
B & W Cottage - Near Gem park
B & W Cottage - Near Gem park
10.0 out of 10, Exceptional, (1)
"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 €237
includes taxes & fees
22 Oct - 23 Oct
B & W Cottage - Near Gem park
Exterior
Locust Garden, A North Downtown C'ville Guesthouse
Locust Garden, A North Downtown C'ville Guesthouse
2.0 star property
8.0 out of 10, Very good, (1)
"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
18 Nov - 19 Nov
Locust Garden, A North Downtown C'ville Guesthouse
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

Extended Stay America Premier Suites - Charlottesville

Extended Stay America Premier Suites - Charlottesville

10/10 Excellent
"New and clean"
Megha 1-night trip
Posted 2 days ago
Extended Stay America Premier Suites - Charlottesville

Find out more about Madison

Madison Cottages information

Number of reviews
451
Accommodation
148 Cottages
Lowest Price
€174
Highest Price
€328

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.