Photo by Phil Martin

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Featured Cottages in Madison

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
9.8 out of 10, Exceptional, (37)
"This place was REALLY nice. Beautiful outdoor space with fenced yard. Perfect for us and our dog. Everything you need was there. Quiet neighborhood and close to Luray Caverns (5-10 min) and Shenandoah National Park Thornton Gap entrance (15 min). "
The price is AU$483
includes taxes & fees
30 Sept - 1 Oct
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Pet-Friendly Cottage with Game Room & Fire Pit!
10.0 out of 10, Exceptional, (24)
"The location of this house is wonderful for short or even longer getaway stays, If you need peaceful solitude, but still prefer to be close to attractions, then this is the VRBO for you! The hosts are very responsive and the house was made very welcoming and comfortable. I highly reccommend this for your next weekend or getaway retreat."
Pet-Friendly Cottage with Game Room & Fire Pit!
Glade Cottage at White Lotus Eco Spa Retreat
10.0 out of 10, Exceptional, (4)
"Such a beautiful serene location and definitely a home away from home! Everything was seamless and easy. Location was quiet and breathtaking! Definitely recommend if you're looking to get away and just enjoy nature and find some peace!"
The price is AU$213
includes taxes & fees
6 Oct - 7 Oct
Glade Cottage at White Lotus Eco Spa Retreat
Our Cottage is in Historical Luray, Walking Distance of Town Restaurants & Shops
10.0 out of 10, Exceptional, (225)
"The place was really homey. Groceries and Luray Caverns are just 5 min away. It is also close to Shenandoah Stony Man hiking trail. Will definitely come again if we are back next time!"
Our Cottage is in Historical Luray, Walking Distance of Town Restaurants & Shops
Robinson River Roost - Country cottage near Shenandoah NP
9.8 out of 10, Exceptional, (28)
"We wanted a relaxing weekend with the kids and thats what we got. We got to hike and fish then we spent the night playing games. "
Robinson River Roost - Country cottage near Shenandoah NP
NEW LISTING! Riverside Serenity: A Picturesque Retreat by RedAwning
9.6 out of 10, Exceptional, (9)
"This home was perfect for our getaway; close to hiking, fishing, and biking. The hot tub was great after the long hikes. The railroad noise and the viaducts around town were reminiscent of our old hometown."
NEW LISTING! Riverside Serenity: A Picturesque Retreat by RedAwning
Beautiful 360 views!
10.0 out of 10, Exceptional, (167)
"The little blue cottage is so cute sitting alongside the big red brick house. We were in the area to participate in an event. We found this location to be perfectly situated near the event as well as to Shenandoah National Park. The host/hostess made us feel like they really enjoy having guests. We need to come back for the Caverns and fall leaves. "
Beautiful 360 views!
Cottage near Shenandoah NP Old Rag and White Oak Canyon
9.8 out of 10, Exceptional, (51)
"Had a great stay. Property was equidistant between Madison and Sperryville. Drive into the national park took about 40 mins "
Cottage near Shenandoah NP Old Rag and White Oak Canyon
Cozy Rixeyville Cottage w/ Deck, Grill, & Stabling
9.2 out of 10, Wonderful, (39)
"Perfect country setting. Close to town."
Cozy Rixeyville Cottage w/ Deck, Grill, & Stabling
Stonemont Farm Cottage in Keswick near Vineyards!
9.6 out of 10, Exceptional, (15)
"My family stayed for a few days and really loved the cottage and surroundings. Lots of deer to watch from the porch with a coffee in the morning! Would highly recommend."
Stonemont Farm Cottage in Keswick near Vineyards!
Cozy retreat near Old Rag
9.8 out of 10, Exceptional, (29)
"I came for dark skies and was not disappointed. Jerry is a great host and the farmhouse was cool and comfortable during a real hot spell. "
Cozy retreat near Old Rag
Charming Cottage on beautiful Farm & Vineyard
10.0 out of 10, Exceptional, (21)
"Our stay was preempted by an emergency with our son at UVA. Luckily the owners were very understanding and let us take our belongings early so we could focus on our son’s needs. Not only was it a hospitable stay, everything was decorated beautifully and comfortably! A hidden gem! Thank you."
Charming Cottage on beautiful Farm & Vineyard
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
9.8 out of 10, Exceptional, (128)
"Love the location, cozy spot— would return."
The price is AU$294
includes taxes & fees
30 Sept - 1 Oct
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Country View Cottage-Beautiful Mountain views
10.0 out of 10, Exceptional, (15)
"Nice house, great location. Close to Shenandoah national Park, which was perfect for us. We enjoyed the fire pit in the evening as well. Host was very helpful and friendly. I would definitely stay here again."
Country View Cottage-Beautiful Mountain views
Elegant Cottage on 600 Acre Horse & Livestock Farm
9.8 out of 10, Exceptional, (130)
"Had a great relaxing time with family. We enjoyed the fire pit, horses, walking the property and the swimming hole. Nearby Gordonsville is great for lunch and dinner. The property is quiet and folks working the farm are friendly and helpful.."
The price is AU$433
includes taxes & fees
30 Sept - 1 Oct
Elegant Cottage on 600 Acre Horse & Livestock Farm
The Gingerbread House: 4BR cottage w/ modern amenities, sunroom/deck, sleeps 12
9.8 out of 10, Exceptional, (89)
"We had a great time here. Master bedroom is great and has a good mattress. Back deck is peaceful. Several Roku TVs around the house. And various games for the kids were found in the loft which was a nice touch."
The price is AU$645
includes taxes & fees
30 Sept - 1 Oct
The Gingerbread House: 4BR cottage w/ modern amenities, sunroom/deck, sleeps 12
Cozy Ruckersville Vacation Rental on Working Farm!
10.0 out of 10, Exceptional, (5)
"Beautiful property, clean house, and personal welcoming touches greeted us. List of activities, suggestions and frequent check-ins from property manager. Highly recommend visiting!"
Cozy Ruckersville Vacation Rental on Working Farm!
Country Cottage with Modern Amenities
10.0 out of 10, Exceptional, (12)
"We had a great stay in this beautiful cottage! It has everything you could possibly need. Very clean, cozy and comfortable, all in a peaceful country setting, but yet conveniently located a couple minutes from Gordonsville, and not far from Charlottesville. Love the fact that it’s pet friendly, would definitely like to stay here again and bring our dogs!"
Country Cottage with Modern Amenities
Sunridge Retreat is a secluded cabin in Luray, VA for large family and friends
8.8 out of 10, Excellent, (3)
"Absolutely lovely VRBO tucked away in Shenandoah. We had an incredible time and everyone raved about how lovely the accommodations were! There were SO MANY beds that were so comfortable, a lovely hot tub and the VIEWS were amazing!!! Pictures do not do this place justice! The customer service was also incredible. Highly highly recommend if you want a place for a large group to get away! ☺️"
The price is AU$881
includes taxes & fees
30 Sept - 1 Oct
Sunridge Retreat is a secluded cabin in Luray, VA for large family and friends
Blue Ridge Avenue Guest House
10.0 out of 10, Exceptional, (37)
"First trip to NE US. House was great location. Very clean and well stocked with essentials and comfortably furnished We will for sure go back! "
Blue Ridge Avenue Guest House
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Other property types in Madison

Old Rag View Horse Farm with Log Lodge and Treehouse
10.0 out of 10, Exceptional, (145)
"Our extended family - and our Golden Retriever - had a great stay on this picturesque 90-acre horse farm with stunning views. The house is amazing - 3 ensuites, 1 bedroom with a bath that doubles as a hall bath, a large “group” bedroom with 3 beds - plus a separate tree house with full bath that also sleeps six to eight people. This property ideal for large groups. The well-appointed kitchen with double ovens, double dishwashers and huge space is a gourmand’s delight. The home also has a washer...
Old Rag View Horse Farm with Log Lodge and Treehouse
Massanutten's Woodstone Meadows by Tripforth
4.0 star property
9.0 out of 10, Wonderful, (186)
"We had great time during July 4th weekend, perfect weekend getaway and be close to Wildlife and nature "
Massanutten's Woodstone Meadows by Tripforth
Massanutten Resort by Tripforth
3.0 star property
7.8 out of 10, Good, (142)
"The staff was friendly helpful and fishing was great! "
Massanutten Resort by Tripforth
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.

Frequently asked questions

What is there to do in Madison near my cottage?
The ideal travel accessory is a well-thought-out travel plan. Early Mountain Vineyards is a good spot to start your adventures in Madison.