Cottage vacation rentals in Woodstock

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Popular amenities for Woodstock cottage rentals

Cottage rentals with a hot tub

Top guest favorite
A single-story cottage features a red metal roof and light-colored exterior. Situated on a spacious lawn, the front porch is accessorized with white railings. The backdrop showcases rolling green hills and a distant mountain under a clear sky.
Cottage in Luray
4.97 out of 5 average rating, 367 reviews

Holly Tree Retreat Located In Beautiful Luray, VA.

LaurenRating, 5 stars2 days ago
We really enjoyed our stay. The house was cozy and had everything we needed. The view was absolutely beautiful! We would definitely stay again.
Superhost
A serene view of the cottage set beside a gently flowing creek. Lush greenery surrounds the property, with a large tree in the foreground. The home is partially visible, featuring a star decoration on the facade and a covered porch overlooking the landscape.
Cottage in Luray
4.84 out of 5 average rating, 102 reviews

Creekside Cottage at Shenandoah

LuciaRating, 5 stars3 weeks ago
The place was cute, well decorated and spacious. The hot tub was wonderful after many strenuous hikes in Shenandoah. Kids enjoyed the foosball and air hockey, and s'mores over the solo stove. Beds were comfy.
Guest favorite
An inviting outdoor deck features a luxurious hot tub surrounded by trees, creating a serene retreat. Inside, a vibrant bathroom showcases floral wallpaper and elegant fixtures. A cozy bedroom is highlighted by bright orange walls, while the living area features a comfortable blue couch and greenery.
Cottage in Stanley
4.87 out of 5 average rating, 139 reviews

Vibrant Cottage | Hot Tub | Pets | Shenandoah NP

LaurenRating, 5 stars1 week ago
This was the best stay I could have hoped for. The design was so beautiful and very spacious. The two rolling mattresses were very helpful. On-site laundry was a plus as well. The hot tub was amazing and very well maintained, the back patio was amazing and had two swinging chairs which I adored. Overall, I would definitely recommend this Airbnb for a peaceful stay in a vibrant cottage surrounded by beautiful outdoors.
Guest favorite
A hot tub is positioned under a covered porch, featuring bubbling water and a soothing green light. In the background, the tranquil Cacapon River is visible, surrounded by autumn foliage. A fire pit can be seen nearby, contributing to the relaxing outdoor ambiance.
Cottage in Capon Bridge
4.97 out of 5 average rating, 177 reviews

The 3R's River, Relaxation, Retreat + hot tub

MeganRating, 5 stars2 weeks ago
We had a wonderful weekend get away. Darrel met us at the house for a late check in, and since we arrived while it was dark, he had the place lit up to make it easy to find. We enjoyed every minute of our time at this place and will definitely be planning another trip.
Top guest favorite
An outdoor hot tub is shown with a glass of red wine and a single rose placed beside it. A scenic view of rolling fields and trees is visible in the background, with a colorful sunset illuminating the sky.
Cottage in Winchester
4.99 out of 5 average rating, 394 reviews

Uber SXY Private Country Escape! Hot Tub & Views~

MarkRating, 5 stars3 days ago
The property is really fun - the name captures it - Foxy and Sexy. Definitely a great place for a couple who are there to enjoy each other in a fun location. Food choices are fantastic in the area as well.
Top guest favorite
An aerial view captures the guest house and the surrounding property, showcasing a spacious grass area and a 30,000-gallon in-ground pool. The pool area features several blue lounge chairs and is framed by mature trees and landscaped pathways.
Cottage in Madison
4.95 out of 5 average rating, 413 reviews

THE PERFECT HIKING & WINERY COUNTRY RETREAT

MichaelRating, 5 stars4 days ago
My stay at Chris and Sandy’s Airbnb was absolutely amazing! Chris is such a kind and welcoming host — he went out of his way to make sure we were comfortable and had everything we needed. The property itself is beautiful and has such a peaceful, heartwarming vibe. It truly felt like a home away from home. I can’t recommend this place enough and will definitely be back. Thank you, Chris and Sandy, for such a wonderful experience!
Top guest favorite
A hot tub is situated in the foreground, filled with clear blue water. Nearby, two wine glasses sit beside a bottle of white wine, with a soft glow from string lights illuminating the grapevine arbor in the background. The scene captures an inviting outdoor atmosphere.
Cottage in Boyce
4.98 out of 5 average rating, 105 reviews

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

MorganRating, 5 stars3 weeks ago
Had a lovely weekend in VA at Dollys place, and at a really great price. The house was very charming, though very clearly older, but everything about it was within what I consider normal expectations with an older home out in this area. We really enjoyed spending time in the backyard, which was fenced in and had a charming fire pit and table. Our dogs and kids alike took advantage of the ample room for activities back there! Dolly and her husband were very responsive and easy to reach and talk to. Would recommend for a weekend getaway!
Guest favorite
A hot tub is situated outside on a covered deck, with bubbles visible in the water. Soft outdoor lighting hangs overhead, casting a warm glow. The view of the serene lake and surrounding trees is framed by the structure, enhancing the peaceful retreat atmosphere.
Cottage in Harpers Ferry
4.97 out of 5 average rating, 100 reviews

Peaceful Lakefront Cottage with Mountain Views!

VanessaRating, 5 stars1 week ago
I can honestly say our host was the best we have ever experienced at Mountain Mama! He was beyond helpful and always reached out during our entire stay to see if we needed anything at all. He even allowed us to add an extra evening because we loved it so much we wanted to extend our trip! The cabin and surroundings are beautiful and so serene. We had more than enough room for our guests and the home had everything you could possibly need. I highly recommend Mountain Mama for your next trip, you won’t be disappointed!

Pet-friendly cottage rentals

Superhost
A spacious wrap-around deck is surrounded by trees, with a wooden railing offering an unobstructed view of the lush green landscape. Two chairs and a small table are arranged on the deck, inviting relaxation in the natural setting.
Cottage in Stanardsville
4.77 out of 5 average rating, 275 reviews

Cozy Cottage at White Lotus Eco Spa Retreat

HayleyRating, 5 stars1 month ago
cute and cozy cabin, check in was so smooth & the hosts were very accommodating and replied quickly with any questions i had. thank you can’t wait to stay again!
Guest favorite
A front porch features two black rocking chairs positioned beside a small table adorned with flowers. The view beyond shows a spacious yard with a fence and horses grazing in the distance, framed by trees under a clear sky.
Cottage in Orange
4.9 out of 5 average rating, 169 reviews

Willie's Place Country Cottage Pets Allowed

LaurenRating, 5 stars2 weeks ago
We stayed here on a warm weekend in late March and it was perfect! The house is on a quiet road with flowering trees everywhere and conveniently close to town. The interior space was spotlessly clean and comfortable. The kitchen had everything we needed and it was perfectly quiet at night. We also enjoyed the outdoor area with chairs to sit and relax around a fire pit. All in all a fantastic find!
Top guest favorite
A living area features a comfortable gray sofa and armchair, set on a light area rug. A wooden coffee table is centrally located, while a TV sits on a decorative stand. Natural light enters through a window, complemented by soft lighting from a chandelier above.
Cottage in Orange
4.96 out of 5 average rating, 430 reviews

Private Fenced Yard for Dogs/Horses - 2BR Cottage

MaryRating, 5 stars1 week ago
Always enjoy my stay
Guest favorite
The exterior of the home is shown, featuring a modern design with a sloped roof and large windows. A wooden deck extends into the yard, framed by greenery. The area is well-maintained, with a lawn leading up to the house, providing a welcoming entrance.
Cottage in New Market
4.95 out of 5 average rating, 129 reviews

The willow tree house

TiffanyRating, 5 stars1 week ago
Susan’s place was great for a weekend stay. The furnishings were clean and comfortable. Susan left lots of extras like travel toiletries, fire wood and stuff for s’mores. There were also homie touches with spare charging cables & games for entertainment. We would stay again.
Top guest favorite
Cottage in Mathias
4.93 out of 5 average rating, 190 reviews

Lost River Dog/Bike friendly 3BR/2BA-large deck

ChrisRating, 5 stars1 month ago
The cottage/house was as described and wonderful. The location was perfect to explore the many nearby hiking and outdoors options. The property itself has an excellent view. The fenced in yard was convenient for our dog. Inside everything was clean and well-maintained. There were a number of nice touches to make you feel at home. There was everything one would need and more. I needed to work remotely one day and the WiFi was very reliable. Great stay!
Guest favorite
A bright sleeping area is defined by a spacious bed with striped linens and a cozy throw. Two windows allow natural light, illuminating the wood flooring. A dresser and a rocking chair are positioned nearby, complementing a small decorative rug that adds warmth.
Cottage in Free Union
4.9 out of 5 average rating, 191 reviews

Charming Country Cottage

CatieRating, 5 stars5 days ago
Mary Scott and Mark's cottage was a wonderful little getaway. The cottage was quaint and cozy. Check-in instructions were very clear and our hosts were very responsive. It was a great location with beautiful surroundings and had many things to do within a 20-25 min radius. Downtown Charlottesville and Monticello were close by and were great day activities. We also really enjoyed the Glass House Winery which was about 5 min away. Beautiful home, highly recommend!
Top guest favorite
The cottage is nestled among greenery, with trees lining a gentle slope leading to the entrance. A gravel driveway is visible, leading up to the building, which features a white exterior and a steep roof. The surrounding area appears calm and spacious.
Cottage in Winchester
4.92 out of 5 average rating, 148 reviews

Lockley Cottage at Historic Perry Farm

KendallRating, 5 stars3 weeks ago
This place was such a perfect weekend getaway. Michael was very communicative (even let us check in early!) This place was clean, quiet, and a quick drive to downtown. It was so fun to walk the trails mowed into the property and soak in all the nature and sunshine.
Top guest favorite
A modern cottage is enveloped in a blanket of fresh snow, with a red and cream exterior. The front porch features steps leading to the entrance. Surrounding trees and shrubs are covered in white snow, creating a serene winter landscape.
Cottage in Etlan
4.98 out of 5 average rating, 181 reviews

Amy's Place

PatrickRating, 5 stars1 month ago
Billy's has become our hideaway from Northern Virginia over the last 3 years. Love the peace and quiet and natural surroundings. If you love to hike, there are numerous trails to visit and, of course, excellent breweries and wineries nearby as well.

Private cottage rentals

Guest favorite
A cozy living area features a rustic stone fireplace with a dark stove at its center. Surrounding the fireplace are wooden walls and an array of comfortable seating, including a gray sofa and an orange armchair, providing an inviting space for relaxation.
Cottage in Upperville
4.98 out of 5 average rating, 43 reviews

Cozy Retreat - Walk to Hunters Head Tavern

JasonRating, 5 stars4 months ago
Excellent stay at a super reasonable price for the area over the Thanksgiving holiday. Very cozy, super comfortable and clean, and walkable to shops and restaurants in Upperville. Only a short drive to Middleburg. Highly recommend and would stay again!
Top guest favorite
The tranquil river flows through a lush, green landscape, bordered by trees and shrubs. Smooth stones and fallen branches are visible in the water, reflecting the surrounding foliage. The scene captures a serene atmosphere, perfect for relaxation by the riverside.
Cottage in Bridgewater
5 out of 5 average rating, 17 reviews

Charming riverside cottage-firepit, yard, Pets

KimRating, 5 stars1 week ago
Wonderful stay! The house is thoughtfully decorated and arranged. Kitchen small but very well equipped- we cooked two breakfasts and two dinners and had everything needed to do so. Lots of extras t/o the house as well. Like soap, shampoo, towels, coffee, and snack bin! We loved the porch while watching and listening to the river with a glass of wine. Parks are both so close and fun for little ones. Thank for sharing your place. We will be back.
Guest favorite
A firepit surrounded by black metal chairs is situated in a grassy area, with the cottage visible in the background. The home features a covered porch with multiple windows, and trees provide shade around the property, set against a backdrop of distant hills.
Cottage in Star Tannery
5 out of 5 average rating, 9 reviews

Cottage w/EV Charger + Trout Stream

BrianRating, 5 stars2 months ago
WE had a lovely weekend stay at Bret's place. It was a cold, snowy trip but we still took long walks up the road and watched the snow fall with a roaring fire. Bret did a good job reaching out to make sure everything went smoothly. The kitchen is quite small but has everything you need to cook some good meals. Would be a cool place to visit in warmer months with the lovely creek right outside the front door! Do note the water is pretty smelly so you can do everything with it but drink, but there is plenty of drinking water provided.
Guest favorite
A spacious front porch is visible, featuring two rocking chairs positioned on a wooden deck. Lush green fields and distant hills are seen beyond the railing, with cloudy skies overhead, creating a serene outdoor space for relaxation.
Cottage in Madison
5 out of 5 average rating, 13 reviews

Hebron Valley Sunsets Cottage

Likith KrishnaRating, 5 stars9 months ago
We loved the place, it was very clean and a good place to get away which is also close to Shenandoah National Park. Virginia and her co-hosts were very helpful, flexible and responsive. The Airbnb was also right next to a winery which was nice. All in all, it was an amazing stay!
Guest favorite
An outdoor seating area is set on a wooden deck surrounded by trees, featuring two comfortable chairs and a loveseat. A coffee table sits at the center, inviting guests to relax and enjoy the natural surroundings. Large sliding doors provide easy access to the indoors.
Cottage in Shenandoah
5 out of 5 average rating, 59 reviews

Cozy 2-BR Cottage in the Shenandoah Foothills

ImerRating, 5 stars1 week ago
Had a wonderful time at this location. The place was very clean and ready with everything we needed. Very peaceful place with lots of nature to explore. Would 100% recommend it to anyone looking to get away.
Top guest favorite
A serene outdoor space features well-maintained green grass bounded by lush, tall hedges. Ornamental grasses add texture to the landscape, while a clear blue sky is visible above. The corner of a cottage is seen in the foreground, indicating proximity to the nature-filled surroundings.
Cottage in Keezletown
4.98 out of 5 average rating, 63 reviews

Cottage on the Knob. Cheerful one bdrm w/fire pit.

JacobRating, 5 stars2 months ago
Had a blast staying at this property! Extremely accessible location for those hoping to journey to Harrisonburg, Massanutten, Luray caverns, or any other attractions in the area. The property was well-equipped with cooking materials, good WiFi, and necessary cleaning materials. The bedroom was amazing, as it gave way to a large backyard with endless wildlife. Overall this is great getaway for two and we definitely recommend this property to others!
Superhost
A spacious yard features a circular arrangement of six gray Adirondack chairs positioned around a fire pit. Lush green grass surrounds the seating area, with trees and a red barn visible in the background against a cloudy sky.
Cottage in Delaplane
4.82 out of 5 average rating, 62 reviews

Wine Country Getaway on 21 Acres

BrittneyRating, 5 stars2 weeks ago
The host was super responsive and accommodating. I highly suggest booking this AirBnB especially if you are getting married next door at Blue Valley. It was so nice to have space for my large bridal party to spread out and get ready! The home was clean with a lot of amenities!
Top guest favorite
Cottage in Barboursville
4.96 out of 5 average rating, 26 reviews

French Cottage

CherylRating, 5 stars1 week ago
I wanted to express my sincere gratitude for the incredible hospitality you showed during my recent stay. From the moment I arrived, your home was so welcoming and cozy; and the thoughtful touches made me feel right at home. Your thoughtfulness and attention to detail made us feel incredibly special and comfortable.

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