Holiday houses in Madison

Find and book unique accommodation on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Madison holiday rentals

Other great holiday rentals in Madison

Top Guest favourite
Campervan/RV in Rochelle
4.98 out of 5 average rating, 44 reviews

The Debonair

JimmyRating, 5 stars2 days ago
Sarah's Air Stream was amazing. Her attention to detail is unmatched. If you've ever walked in to a hotel in Japan and noticed how everything is conveniently placed so as to use the least amount of effort to be comfortable while maximizing space efficiency. That is exactly how it felt staying at The Debonair. Snacks, a fridge full of beverages, kitchen items, grilling tools etc. all in their easy to find locations. Fresh flowers from where I can assume was from the property neatly placed near a welcome note for our special occasion. Though there are a lot of surrounding trees stargazing was not an issue and we spent some time outside viewing the night sky. Though there were bugs the mosquito repellant candles kept most bugs away. On another note, I was surprised to see a house behind the air stream which I believe the air stream connects to! Despite that it still felt completely private. Overall great first time experience and certainly won't be the last :)
Top Guest favourite
Apartment in Madison
5 out of 5 average rating, 62 reviews

Rosemary's Nest LLC

EdwardRating, 5 stars8 months ago
Rosemary's Nest is awesome! The view off the front porch is a different movie every night. Old Rag, White Oak Canyon and the Skyline Drive are about 40 minutes away, Culpeper is 16 miles away. I suppose we were a little different type of guests, as we stayed ~six months. I was there to recover from a full hip replacement and the steep-ish driveway was perfect for physical therapy. Rosemary and Joe became like family, kept an eye out for us and they invited us upstairs for many delicious dinners and a Civil War quiz. If I have to get my other hip done in the next year or so, we certainly will be returning!
Top Guest favourite
Treehouse in Stanardsville
5 out of 5 average rating, 44 reviews

CloudPointe Retreat

KatherineRating, 5 stars1 day ago
This place was even more breathtaking in person! The views were absolutely stunning, and the treehouse was spotless, beautifully designed, and thoughtfully decorated with every little detail in mind. It’s clear a lot of care went into creating such a unique and relaxing space.
Guest favourite
Cabin in Luray
5 out of 5 average rating, 31 reviews

Horizon | Hot/Cold Tub, Fireplaces, Sauna, EV Plug

KateRating, 5 stars3 days ago
What a beautiful place. We felt right at home, and spend several hours just decompressing on the spacious deck with a spectacular view. Watched storms drift across the valley, and bird of prey swoop across the skies. Sounds of nature everywhere, and all the comforts of home inside. The interior is thoughtfully appointed, and has just enough without over doing the comfortably compact space. The car charger was also extremely appreciated. Many choices of easy daily adventures, too. We enjoyed Luray, Sperryville and DuCard Vineyards. Thank you Skyline Properties for a wonderful stay.
Top Guest favourite
Farm stay in Elkton
4.96 out of 5 average rating, 77 reviews

Duck Inn B&B at Small Axe Farms - no cleaning fee

ClaireRating, 5 starstoday
This AirBNB is perfect for a peaceful stop on a long road trip! We got a wonderful, tasty dinner and then sat outside to watch a beautiful sunset with the sheep and dogs. Lots of games and activities for when it got dark (love a good Jenga match!) . Great for stargazing as well! The bed was so comfortable and everything felt very clean. Great shower too! Thank you for making our first stay in Shenandoah a great one!
Top Guest favourite
Cabin in Reva
5 out of 5 average rating, 42 reviews

1830 Cabin 80 mi. to DC, 25 mi. to Shen. Nat’l Pk

JeffRating, 5 stars2 weeks ago
The cabin was amazing. I wanted a place to take my wife away for two nights to give her a place and time to relax and not worry about the everyday tasks she deals with. This was exactly the place. The cabin is absolutely beautiful and peaceful. There is not a single thing I would change, other than I wish it were my own private cabin. This place is that good. If you need a place to get away, reserve this. I promise you will have no regrets. There were two places I was considering and I was torn between them but I’m glad I settled on this one. The kitchen was well stocked with spices, pans, dishes, etc. The bed was comfortable, bathroom well stocked and the entire experience was better than we could’ve hoped. We will definitely be back. If the day ever comes that the hosts sell this property, I hope I’m around. I should also add that the host was extremely responsive and kind as well. 10/10.
Top Guest favourite
Cottage in Madison
4.94 out of 5 average rating, 89 reviews

Spectacular Mountain Retreat

GinnyRating, 5 stars1 week ago
My husband and I stayed for two weeks with our dog between moves. We absolutely loved it and felt very at home. Everyone we interacted with: Marisol, Bob, Susan as well as the tenants upstairs could not have been more welcoming! They made a time of transition in our lives so much easier than we anticipated!
Guest favourite
Farm stay in Madison
5 out of 5 average rating, 12 reviews

3 Bedroom at The Quiet Hills Farm

MauryRating, 5 stars3 weeks ago
This is truly a hidden gem! Nestled in the Hebron Valley, amid pastures of sheep and rolling green hills, Dots place offers the most tranquil respite you can imagine! My family and I had the most amazing time here! We can’t wait to return :)

Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Madison County
  5. Madison