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Featured Cottages in Madison and around

Charming Cottage, Fresh Eggs, Friendly Pets AND Pet Friendly!

10.0 out of 10, Exceptional, (181)
"I loved my stay! The cottage was clean and cozy, and being able to use the hot tub was amazing. Ed and Betsy and all the animals were welcoming. The cottage was especially beautiful during sunrise. A very peaceful environment to stay in. "
Charming Cottage, Fresh Eggs, Friendly Pets AND Pet Friendly!

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*

9.8 out of 10, Exceptional, (70)
"We had a great experience for a family wedding! The place was very clean and was in a great local spot that was easy to get to our wedding venue. "
The price is €271
includes taxes & fees
27 Aug - 28 Aug
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*

Elegant Cottage on 600 Acre Horse & Livestock Farm

9.8 out of 10, Exceptional, (145)
"It’s Very secluded , the horses next to the house are adorable, perfect place with kids..We really enjoyed . "
The price is €256
includes taxes & fees
25 Aug - 26 Aug
Elegant Cottage on 600 Acre Horse & Livestock Farm

Charming 2-bedroom cottage in lovely Madison with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (7)
"House was beautiful and in a nice quiet neighborhood. Beds were SUPER comfortable, I slept amazing here. Would certainly stay again! "
Charming 2-bedroom cottage in lovely Madison with WiFi, AC

Secluded Cottage on 10 Acres. Close to Shen. Natl. Park and Luray Caverns

9.6 out of 10, Exceptional, (216)
"Amazing and relaxing"
Secluded Cottage on 10 Acres. Close to Shen. Natl. Park and Luray Caverns

Glade Cottage at White Lotus Eco Spa Retreat

9.4 out of 10, Exceptional, (18)
" A very charming and relaxing getaway. The atmosphere was peaceful and inviting—perfect for a short escape. I felt completely at ease and truly enjoyed my time here. I’ll definitely be coming back."
The price is €148
includes taxes & fees
24 Aug - 25 Aug
Glade Cottage at White Lotus Eco Spa Retreat

Riverside Serenity: A Picturesque Retreat by RedAwning

9.4 out of 10, Exceptional, (18)
"Awesome place very quiet and nice :)"
Riverside Serenity: A Picturesque Retreat by RedAwning

Rivergreen Cottage-"Off The Grid"-WALK TO RIVER!! Solar Powered!

9.6 out of 10, Exceptional, (42)
"My mom gifted this VRBO to my wife and I as a Babymoon vacation. I was unsure at first, but this ended up being my favorite place to get away from the day to day stress. The place is very cozy and peaceful. Definitely a country setting, which we appreciated. "
Rivergreen Cottage-"Off The Grid"-WALK TO RIVER!! Solar Powered!

Relax at 3100 feet and enjoy the peace and tranquility

10.0 out of 10, Exceptional, (78)
"It was a wonderfully serene space for our anniversary trip!"
Relax at 3100 feet and enjoy the peace and tranquility

Treasured Moments Tiny Cabin Cottage in town and close to everything...

10.0 out of 10, Exceptional, (9)
"Clean, easy to access, very updated, perfect for two and pet friendly! "
Treasured Moments Tiny Cabin Cottage in town and close to everything...

Stonemont Farm Cottage in Keswick near Vineyards!

9.8 out of 10, Exceptional, (22)
"We chose to visit the Charlottesville area for spring break. The cottage was lovely and had everything we needed for our stay. Every room in the house was comfortable and nicely decorated. It was a short drive to Monticello, downtown, and the wineries. The pond was a bonus…my kids were pumped when they caught a few fish. Thank you for sharing your home. "
Stonemont Farm Cottage in Keswick near Vineyards!

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

9.8 out of 10, Exceptional, (136)
"Property was very peaceful. Very much enjoyed the stay. Everyone was very friendly. "
The price is €174
includes taxes & fees
25 Aug - 26 Aug
Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Family Getaway < 2 Mi to Massanutten Ski Lodge!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Our stay was very enjoyable. The property had everything and more to keep us comfortable and entertained. We had 12 on our trip ages ranging from 2 to 72 and everyone was happy. "
Family Getaway < 2 Mi to Massanutten Ski Lodge!

Charming Cottage on beautiful Farm & Vineyard

10.0 out of 10, Exceptional, (30)
"Great stay, great place!"
Charming Cottage on beautiful Farm & Vineyard

COME AND STAY WITH US FOR MEMORIES THAT WILL LAST A LIFETIME!!

9.8 out of 10, Exceptional, (70)
"The location and scenery were great. My family loved the pool after long, hot days at a horse show. Zann was delightful and generous - we could not have asked for a better host!"
COME AND STAY WITH US FOR MEMORIES THAT WILL LAST A LIFETIME!!

Country View Cottage-Beautiful views! Book your ski weekend! Just minutes away.

10.0 out of 10, Exceptional, (30)
"Plenty of room and beautiful views "
Country View Cottage-Beautiful views! Book your ski weekend! Just minutes away.

Riverside Serenity: A Picturesque Retreat 2 Bedroom Cottage by RedAwning

3.0 star property
Riverside Serenity: A Picturesque Retreat 2 Bedroom Cottage by RedAwning

LIFE IS BETTER AT THE SHENANDOAH RIVER AT OUR COZY RIVERFRONT COTTAGE!!

10.0 out of 10, Exceptional, (167)
"Our family loves this cabin on the river, we are a repeat customer and will continue to visit in the future."
LIFE IS BETTER AT THE SHENANDOAH RIVER AT OUR COZY RIVERFRONT COTTAGE!!

Centrally located retreat in Massanutten Resort. Hot tub and game room!

10.0 out of 10, Exceptional, (11)
"Comfortable home, very spacious, fun games and great location for the water park and other summer activities! Our family had a great stay."
Centrally located retreat in Massanutten Resort. Hot tub and game room!

Homey Luray Cabin w/ Fire Pit & Deck!

3.0 star property
9.0 out of 10, Wonderful, (2)
"The downstairs area would not get warm enough to stay downstairs, the wood for the back porch was rotting too underneath so we stayed off that, and I’m not sure if it was someone who stayed before left a box of beer by the jacuzzi. Overall we had a good time. "
Homey Luray Cabin w/ Fire Pit & Deck!
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

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.