Cottage holiday rentals in Sperryville

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Popular amenities for cottage rentals in Sperryville

Cottage rentals with a hot tub

Superhost
Cottage in Harpers Ferry
4.85 out of 5 average rating, 189 reviews

Wild & Cozy | Harpers Ferry Mountain Escape

StephanieRating, 5 stars1 week ago
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.
Top guest favourite
Cottage in Afton
4.97 out of 5 average rating, 119 reviews

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

KaylaRating, 5 stars6 days ago
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!
Guest favourite
Cottage in Hamilton
4.95 out of 5 average rating, 380 reviews

*Cottage @ Firefly Cellars* VA Wine Country escape

DianaRating, 5 stars2 weeks ago
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!
Superhost
Cottage in Luray
4.85 out of 5 average rating, 108 reviews

Creekside Cottage at Shenandoah

JoannaRating, 5 stars3 weeks ago
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!
Superhost
Cottage in Stanley
4.86 out of 5 average rating, 152 reviews

Vibrant Cottage | Hot Tub | Pets | Shenandoah NP

KimberlyRating, 5 stars1 week ago
Beautiful and cozy cottage cabin in Virginia!
Top guest favourite
Cottage in Winchester
4.99 out of 5 average rating, 404 reviews

Uber SXY Private Country Escape! Hot Tub & Views~

DanielRating, 5 stars1 week ago
Me and my wife loved our stay here! The views of sunset from the hot tub were magical!
Top guest favourite
Cottage in Wardensville
4.99 out of 5 average rating, 108 reviews

Cottage at Lost River Ridge

ChelsieRating, 5 stars5 days ago
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!!
Top guest favourite
Cottage in Boyce
4.98 out of 5 average rating, 110 reviews

Pets? YES! Hot Tub | Fast Wi-Fi | Fire Pit

SarahRating, 5 stars1 week ago
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

Superhost
Cottage in Stanardsville
4.78 out of 5 average rating, 283 reviews

Glade Cottage at White Lotus Eco Spa Retreat

`Abdu'L-KarimRating, 5 stars2 weeks ago
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.
Guest favourite
Cottage in Orange
4.91 out of 5 average rating, 179 reviews

Willie's Place Country Cottage Pets Allowed

HeatherRating, 5 stars1 week ago
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.
Top guest favourite
Cottage in Charlottesville
4.91 out of 5 average rating, 426 reviews

Adorable cottage steps from Grounds

DanielRating, 5 stars3 weeks ago
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.
Guest favourite
Cottage in Waynesboro
4.9 out of 5 average rating, 283 reviews

The Copper Cottage - near the Appalachian Trail

ShannonRating, 5 stars3 weeks ago
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!
Superhost
Cottage in Paris
4.91 out of 5 average rating, 106 reviews

Quaint cottage in historical town of Paris VA!

WileyRating, 5 stars3 weeks ago
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.
Top guest favourite
Cottage in Crozet
4.98 out of 5 average rating, 147 reviews

The Cottage at Peavine Hollow Farm-No cleaning fee

Thomas SphereRating, 5 stars5 months ago
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.
Guest favourite
Cottage in Leesburg
4.92 out of 5 average rating, 419 reviews

Romantic Stone Cottage Circa 1869-75 acres to Hike

JamesRating, 5 stars1 week ago
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 :)
Superhost
Cottage in Afton
4.88 out of 5 average rating, 570 reviews

Couples Getaway,heart of RT 151,stunning views

DarilRating, 5 stars1 week ago
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

Top guest favourite
Cottage in Stanardsville
5 out of 5 average rating, 332 reviews

Sister's View

EstelleRating, 5 stars1 week ago
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!
Top guest favourite
Cottage in Afton
4.99 out of 5 average rating, 234 reviews

Oasis in the Blue Ridge -Rt. 151 Brew Ridge Trail

MattRating, 5 stars2 weeks ago
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.
Top guest favourite
Cottage in Strasburg
4.98 out of 5 average rating, 120 reviews

Shenandoah Riverfront - Happy Peach Cottage

LoriRating, 5 stars4 weeks ago
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!
Top guest favourite
Cottage in Madison
4.99 out of 5 average rating, 159 reviews

Fishback Cottage, Convenient Central location

LiisaRating, 5 stars1 week ago
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!
Guest favourite
Cottage in Sperryville
4.97 out of 5 average rating, 63 reviews

Old Rag Cottage - sunny 2 bedroom near everything

TomRating, 5 stars1 day ago
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.
Guest favourite
Cottage in Stanardsville
4.87 out of 5 average rating, 207 reviews

Shenandoah Skyline Dr/Massanutten/Park/Trails/Wine

Cheyanne YorkRating, 5 stars4 days ago
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.
Top guest favourite
Cottage in Bluemont
5 out of 5 average rating, 125 reviews

Snickers Gap Cottage

AnitaRating, 5 stars6 days ago
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!
Top guest favourite
Cottage in Charlottesville
4.95 out of 5 average rating, 661 reviews

Tranquil Cottage

BabetteRating, 5 stars6 days ago
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.

Destinations to explore