
Holiday houses in Madison
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Top-rated holiday rentals in Madison
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Other great holiday rentals in Madison
Top Guest favourite

Campervan/RV in Rochelle
4.98 out of 5 average rating, 44 reviewsThe 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 reviewsRosemary'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 reviewsCloudPointe 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 reviewsHorizon | 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 reviewsDuck 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 reviews1830 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 reviewsSpectacular 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 reviews3 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 :)
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- Massanutten Resort
- Luray Caverns
- Ash Lawn-Highland
- Robert Trent Jones Golf Club
- Early Mountain Winery
- Lee's Hill Golfers' Club
- Bryce Resort
- Chisholm Vineyards at Adventure Farm
- Lake Anna State Park
- Sly Fox Golf Club
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- Prince Michel Winery
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- Bowling Green Country Club
- Massanutten Ski Resort
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- The Plunge Snow Tubing Park
- Frontier Culture Museum
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- Dinosaur Land