
Cottage holiday rentals in Sperryville
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Top-rated cottage rentals in Sperryville
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Popular amenities for cottage rentals in Sperryville
Cottage rentals with a hot tub

Wild & Cozy | Harpers Ferry Mountain Escape
Cute clean house. Comfy beds and a clean hot tub. Enjoyed the deer walking around outside. Whitney was extremely nice and responsive. Would definitely stay again.

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views
Absolutely perfect stay! The house was cozy, clean, and had everything we needed for a relaxing getaway. The hot tub was the highlight—so peaceful and private, surrounded by nature. We loved unwinding there after a day of exploring. Communication with the host was super easy, and check-in was a breeze. If you’re looking for a quiet escape with a touch of luxury, this is the spot. Already dreaming of our next trip back!

*Cottage @ Firefly Cellars* VA Wine Country escape
A very nice place in a private setting. Had all the essentials. The pool and hot tub were especially nice. Loved the wine at the winery also🍷 Andrea was helpful and responsive with all questions. Highly recommend staying!

Creekside Cottage at Shenandoah
This house is a gem! The location allows for privacy and great hikes while still being close enough to Luray and Sperryville for restaurants and activities. I’d absolutely return. The house was clean and as advertised. The hosts were very responsive! The creek on the property was such a lovely feature. The only note I’d like to make is the area must have had a lot of rain right before our visit. To access the house, you drive over a very small concrete bridge over the creek. When we arrived the water was over the bridge, and probably 5 or so inches at its deepest. We had a sedan and weren’t comfortable driving over. Jerry quickly gave us alternate directions, so all in all in worked out and provided some excitement :). But if there’s been a lot of rain and you have a low car, be aware!

Vibrant Cottage | Hot Tub | Pets | Shenandoah NP
Beautiful and cozy cottage cabin in Virginia!

Uber SXY Private Country Escape! Hot Tub & Views~
Me and my wife loved our stay here! The views of sunset from the hot tub were magical!

Cottage at Lost River Ridge
Had an amazing time! Lots of beautiful views. Really enjoyed the screened in porch with hot tub. We had everything we needed. Would definitely book again!!

Pets? YES! Hot Tub | Fast Wi-Fi | Fire Pit
We had an amazing girls' weekend! The house was cozy, spotless and perfect for our group. Dolly & Brendan were super responsive and gave us terrific recommendations for local restaurants and wineries - everything we tried was a hit. We loved being able to sit outside and unwind by the firepit. Would definitely stay here again!
Pet-friendly cottage rentals

Glade Cottage at White Lotus Eco Spa Retreat
The cabin was a wonderful, easy space to stay for a quick weekend to the mountains. We very much enjoyed the beautiful views from the windows and the porch.

Willie's Place Country Cottage Pets Allowed
Three of us went for a working weekend to cast a vision for a ministry at our church. Patti’s place was immaculate, comfortable and oh so peaceful. We enjoyed the rockers on the porch, large yard and the beautiful rural surrounding of well kept neighboring homes. Perfect for a getaway or for anyone attending a wedding at The Market at Grelen. We went there for lunch and a hike before we checked in.

Adorable cottage steps from Grounds
My family stayed at this cottage during our wedding at UVA. This place offers a secluded, quiet and picturesque hideout while still being a mere five minutes away from university grounds. The interior is cosy and well-equipped. Besides the front yard there is a very pleasant, private outside patio area too, filled with birdsong. The cottage is also close to Oakhurst Café, which is a convenient breakfast option. The hosts were helpful, responsive, and flexible, showing great hospitality.

The Copper Cottage - near the Appalachian Trail
Cozy, adorable little cottage close to downtown! It has everything you need for a short or long stay, and plenty of room for a doggo. Amazing shower and cozy bed! Only ‘complaint,’ which is not even one, is that it got chilly inside at night and the heater was a bit difficult to use to raise the heat. Overall a wonderful weekend stay!

Quaint cottage in historical town of Paris VA!
You would be hard pressed to find a better place to stay. The house was very comfortable and relaxing. When we’re back in the area this will be our go to place.

The Cottage at Peavine Hollow Farm-No cleaning fee
This was a perfect place for a peaceful getaway. The fireplace was a treat, and we had a very cozy stay. It's hard to add to what other reviewers have already said, but here is one detail: on a winter's night, when the moon is down and the sky is clear, the stars are fantastic! Because there is no nearby light pollution, the view from the deck of the night sky is deep and brilliant.

Romantic Stone Cottage Circa 1869-75 acres to Hike
The cottage was amazing, communication and cleanliness was top notch from the host as well. It was a lovely time, and if I find myself in the area again I would love to stay here yet again. No complaints, perfect experience. Thank you :)

Couples Getaway,heart of RT 151,stunning views
We had an absolute blast at the cabin! It was the perfect Location to brewery and winery hop! We will for sure be staying again in the future !
Private cottage rentals

Sister's View
This home was beautifully maintained, with really livable layout, warm and colorful decor, comfie furnishings and bed, warm blanket for porch sitting, sweet little table with mountain view off the bedroom. Lovely kitchen. Meditation/reading/yoga area, wonderful wide selection of books. Windows everywhere, three outside sitting areas, lots of natural light AND bright lights to read by. Coffee provided:). Big bathroom and shower. Really couldn't be better. Incredibly quiet at night. Loved the sweet cows in the pasture. Thank you Jim for being so welcoming!

Oasis in the Blue Ridge -Rt. 151 Brew Ridge Trail
I had a fabulous stay at this little cabin! It’s just the right size for two people to get away relax and enjoy hiking in nature that is literally right outside the door. Kate was fantastic hostess and always willing to help make the stay as comfortable as possible.

Shenandoah Riverfront - Happy Peach Cottage
our stay was perfect in every way. love the home & it's outdoor space . we are big into the great outdoors & so location was great for us . very accommodating. would definitely stay again!

Fishback Cottage, Convenient Central location
Lovely, comfortable cottage. Very convenient to all things Madison County. Feels like home. We would love to stay again when we return to the area. Thank you!

Old Rag Cottage - sunny 2 bedroom near everything
New construction and very nicely appointed. The screened in porch was a delight. I watched a fawn graze and an indigo bunting perch while sipping my morning coffee. The proximity to Old Rag can’t be beat and it’s a quick drive to Sperryville.

Shenandoah Skyline Dr/Massanutten/Park/Trails/Wine
Kay’s place was great! She had everything we needed and more. The view was amazing! Place was well stocked and very clean. Communication was great as well.

Snickers Gap Cottage
The cottage was a perfect place for my daughter and her new husband’s wedding night and weekend! Christina made their stay so special. She was able to help me with surprising the newlyweds with a basket of goodies, fresh baked goodies, and drinks! They loved the surprise especially after a long day! The host was incredibly kind, helpful amd responsive! The cottage was so cute and very clean! Great location! Close to their wedding venue and local wineries and breweries! Highly recommend!

Tranquil Cottage
This is our second time staying at Tranquil cottage. It's a beautiful, clean, and comfortable place to stay close to Charlottesville and feels like home. We love the peaceful atmosphere and all the animal friends. And Cynthia is a great host. We'll definitely be back again.
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- Massanutten Resort
- Luray Caverns
- Stone Tower Winery
- Ash Lawn-Highland
- Robert Trent Jones Golf Club
- Early Mountain Winery
- Bryce Resort
- Lee's Hill Golfers' Club
- Chisholm Vineyards at Adventure Farm
- Lake Anna State Park
- Prince Michel Winery
- Shenandoah Valley Golf Club
- Spring Creek Golf Club
- Notaviva Vineyards
- Sly Fox Golf Club
- Creighton Farms
- Massanutten Ski Resort
- Twin Lakes Golf Course
- Bowling Green Country Club
- JayDee's Family Fun Center
- Car and Carriage Caravan Museum
- Warden Lake
- Herndon Centennial Golf Course
- Dinosaur Land