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

Shenandoah Escape, Hot Tub, Kid-Friendly, Hiking
Ana and Nick, thank you so much for hosting us at your beautiful home. The quaintness of your place, the warm welcome card, the bottle of wine, and the exceptional hospitality we received were truly amazing. We would highly recommend your place to anyone looking for a memorable stay with breathtaking views and cozy home finishes. Thank you, we’ll certainly return when we return to the area!

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!

The 3R's River, Relaxation, Retreat + hot tub
Thank you so much to Darrel! We absolutely loved our stay here and would 100% come back. Everything was perfect and we enjoyed our time immensely. The river is beautiful and the location is so quiet and private. We were able to see the bald eagle and catch fish, etc. Highly recommend if you want a weekend in nature and just time to relax and unwind!

THE PERFECT HIKING & WINERY COUNTRY RETREAT
This was our third visit and we have loved being there every time. We travel from Florida to Pennsylvania in the spring and fall and this is the only place we stay two overnights because it’s such a lovely place to be. Chris is as nice and welcoming as anyone could possibly be. Everything you need is there. The pool and hot tub are amazing. The gardens and bird life are like nowhere else. The Graves Mill Trail, about 25 minutes away is a beautiful place to hike. And Chris introduced us last year to old house Vineyards where you can have amazing brick oven pizza on Mondays. We will return again and 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!

Riverfront Cottage~Hot Tub and Mountain View
Keith was a great host. He responded quickly to my inquiries and provided clear instructions. The cottage itself was extremely cozy, well maintained/decorated and very clean.

Shenandoah River Retreat
We had an amazing stay! The views of the mountains were absolutely stunning. The space was clean, comfortable, and just as described. We really enjoyed the short hike down to the river, such a beautiful spot. There was a grill and campfire set up right by the water, which we didn’t use, but it was a nice touch. Scott was always available to answer any questions, which made the experience even better. Highly recommend if you’re looking for a quiet and comfortable getaway close to nature.

Cozy Cottage - HOT TUB | Mountain Views | Pets
The stay was beautiful and private! After staying in the suburbs and city for a while, this was a good change of pace. We enjoyed staying in the peaceful home. We will definitely come back 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.

The Carriage House
Our favorite pet-friendly place to stay when we visit Charlottesville! Great setting and convenient to nature and our favorite places to visit.

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!

Private Fenced Yard for Dogs/Horses - 2BR Cottage
Hilary cottage was just perfect for the our one night stay. Felt right at home our 3 year old loved it and so did our doggy :)

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.

Stone School House - Minutes from Harper's Ferry
The house was so uniquely quaint! It was truly a time to unwind from the craziness of this world! No TV other than in the upstairs bedroom and no Wi-Fi, which made it so nice to “unplug”! The sauna was absolutely amazing! The two options of fire pits to relax and have s’mores! The fireplace in the main living room was such an added bonus, to take the chill off in the morning and to just have a nice fire in the evening before bed. The fact that they had food there for us for breakfast was truly amazing! A bottle of wine to share, which was great considering we were there for our anniversary. You can get to so many places within 20 to 40 minutes! We went into Harpers Ferry for dinner at the Rabbit Hole! Harpers Ferry is a must to visit if you are in the area! Tons of trails, white water rafting and things to see and do are all just a short drive away. If you want a place to truly unwind, this is it! 🥰

Quaint & Cozy LakeView Cottage - Lake of the Woods
The house is even cuter in person, and extremely clean. The hosts have literally thought of everything. Every time I would think “I wonder if they have…?” there it would be. The bed was extremely comfortable, hosts respond very quickly, and the neighborhood was super safe and peaceful. I will definitely be staying here next time I’m in town.
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!

The River Cottage: Main Street Sperryville, VA
Great location, clean and cute, and so convenient to great Shenendoah hikes!

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!

Adorable Country Cottage in the heart of Woodstock
Super neat, Super clean and Very cute! Sharon was a wonderful host. Responded fast and was very accommodating!

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.

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.

The Carriage House at Carrot Top Cottage
Bryan and Cathy’s place was perfect for our stay! Clean, comfortable and convenient, with the right level of amenities. Would recommend this for others.

Last Rodeo Cottage
These people are so down to earth and super easy to talk to and make u feel at home. Loved there property it was so peaceful. We Loved our stay here very much.. We will be back. Thanks for everything!
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- Massanutten Resort
- Luray Caverns
- Stone Tower Winery
- Timberline Mountain
- Cacapon Resort State Park
- Robert Trent Jones Golf Club
- Early Mountain Winery
- Bryce Resort
- Prince Michel Winery
- Shenandoah Valley Golf Club
- Notaviva Vineyards
- Sly Fox Golf Club
- Creighton Farms
- Massanutten Ski Resort
- Bowling Green Country Club
- JayDee's Family Fun Center
- Car and Carriage Caravan Museum
- Dinosaur Land
- Warden Lake