Vacation rentals in Shrewsbury

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Top-rated vacation rentals in Shrewsbury

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Woodstock
4.99 out of 5 average rating, 170 reviews

Cape Cod Home in Woodstock, Pet-Friendly & Wooded

Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to

Top guest favorite
A serene exterior view of the timber-frame home is presented amidst a lush green lawn, surrounded by vibrant autumn foliage. The private pond and distant hills enhance the tranquil setting, while a large tree provides shade beside the inviting outdoor space.
Home in Mount Holly
4.93 out of 5 average rating, 42 reviews

Stunning 3 br Timber Frame ski retreat on 6 Acres

Escape to this luxurious 3 bed, 2.5-bath timber-frame home nestled on 6 serene acres in the picturesque hamlet of Belmont, Mount Holly. Featuring a private pond, a relaxing sauna, and breathtaking views, this custom-built retreat blends rustic charm with modern elegance. An open-concept living space, chef’s kitchen, and spacious deck make it perfect for entertaining or unwinding. Located near Okemo Mountain and local dining, this serene getaway offers the ultimate in comfort and sophistication.

Top guest favorite
A captivating sunset paints the sky with hues of orange, pink, and purple, with rolling hills silhouetted in the foreground. The distant mountains create a serene backdrop, accentuating the natural beauty of the secluded setting.
Home in Plymouth
4.96 out of 5 average rating, 273 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

Welcome to one of the most unique "retreats" in Vermont! Perched atop a private mountain with beautiful 100 mile views! Ideally located between Killington (7 miles) & Okemo resorts, near Woodstock. Relax in the Jacuzzi while enjoying the views and stars. Private, peaceful hiking trails and waterfalls, with trail maps. Direct access to the Green Mtn. Forest, new BlackStone Grill! There's a picnic table near the water falls and Buddha Rocks. Enjoy your own nature paradise! Small private beach!

Top guest favorite
Aerial view showcases the Barn at Cold River nestled beside a winding river, surrounded by vibrant autumn foliage. Rolling hills in the background reveal majestic mountains under a clear blue sky. The property includes a well-maintained lawn and a small shed, providing a serene outdoor environment.
Home in Clarendon
5.0 out of 5 average rating, 67 reviews

The Barn at Cold River ~ 20 minutes to Ski Resorts

The Barn at Cold River features stunning views of Killington Mountain and abuts Cold River which is famously known for gold panning. This location is private yet minutes to several ski mountains and lakes in central Vermont including Killington, Pico, Okemo, and Lake Bomoseen to name a few. Previously an old post and beam horse barn, this home has been completely remodeled from top to bottom and has a unique modern farmhouse feel. Welcome to your home away from home. We can't wait to host you!

Top guest favorite
Home in Reading
4.93 out of 5 average rating, 102 reviews

Private, Large 4BR home | Pet friendly | 10 Acres

Okemo & Killington Ski House Large 4 bedroom 2.5 bath, 3,000+ sq ft home located close to Okemo Ski Resort and surrounded by 10 acres of land at the end of a private road! This recently renovated home features 3 levels, a large game room, 5 separate sleeping areas and a large covered porch! Enjoy ultimate privacy with proximity to multiple outdoor adventures including skiing, golfing, hiking and mountain biking. Just a short drive to downtown Ludlow and other surrounding stores in Cavendish.

Top guest favorite
An old barn features weathered wooden siding and large windows, set against a backdrop of vibrant autumn foliage. A maple tree with bright orange leaves provides a natural canopy, while a carpet of fallen leaves covers the grassy ground, creating a serene outdoor scene.
Barn in Mount Holly
4.84 out of 5 average rating, 188 reviews

Mapleside Escape: Sugar/Ski/Green Mountains

Your Mapleside Rustic Retreat awaits! This gem is nestled amidst the picturesque landscapes of southern Vermont and only a 12 minute drive to Okemo/Jackson Gore, 35 minutes to Killington/Pico. If the season is right it offers the unique opportunity to see some pure VT maple syrup being made! Skiing, snowboarding, hiking and mountain biking trails await, making this spot an ideal base for year-round fun. Come explore nearby towns which offer charming shops, dining, and cultural experiences.

Guest favorite
Cabin in Poultney
4.93 out of 5 average rating, 405 reviews

Waterfront Vermont Lake House w/ Panoramic Sauna

Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.

Top guest favorite
The living area features a gray sofa adorned with white and gray patterned cushions, paired with a matching armchair. A round coffee table sits on a textured area rug. Two lamps provide soft lighting near a large window, framed by greenery outside.
Apartment in Shrewsbury
5.0 out of 5 average rating, 28 reviews

Welcome to Ava's Place. Cozy One-Bedroom Retreat

Escape to this newly renovated, beautifully furnished one-bedroom apartment in the heart of Vermont. Perfect for a peaceful getaway, this charming space offers everything you need for a comfortable stay. This unique property features a well-equipped kitchen, a spacious full bathroom, and a thoughtfully designed living area. You can unwind on your private deck while enjoying a mountain view. Conveniently located 20 minutes from Okemo Mountain Resort and 45 minutes from Killington Resort.

Top guest favorite
Tiny home in Ludlow
4.96 out of 5 average rating, 115 reviews

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

Guest favorite
An A-frame cabin is nestled among trees with autumn leaves in vibrant shades. A large deck extends from the cabin, featuring a hot tub and outdoor dining area. A barrel sauna is positioned nearby, completing the inviting outdoor space.
Cabin in Mount Holly
4.87 out of 5 average rating, 174 reviews

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

Welcome to the Okemo A-Frame! With an oversized deck, featuring outdoor dining, a barrel sauna, and hot tub you'll enjoy the outdoors year round. Enter into an open-concept dining area, kitchen, and living room with stylish mid-century malm fireplace. Take your rest in one of the three bedrooms or cozy up on the indoor floor hammock. Located 10 minutes from Okemo Mountain Resort and the town of Ludlow enjoy skiing, shopping, dining, and all that Vermont has to offer.

Top guest favorite
A serene view of the Vermont horse farm features a spacious white house surrounded by lush green lawn. Horses can be seen grazing nearby, and the landscape is complemented by rolling hills and fluffy clouds in the sky.
Apartment in Clarendon
4.92 out of 5 average rating, 158 reviews

Vermont Horse Farm

Enjoy a morning cup of coffee on the patio overlooking the horse pastures or an evening by a fire under the gazebo with a fire pit on this idyllic Vermont horse farm with glorious views. Close to many activities, such as hiking, skiing and swimming. Scenic retreat on a family owned and working farm. Here we have horses, donkey, chickens, goats, and of course our dogs and cats. There is a short hiking trail with beautiful views and a picnic table by the stream.

Top guest favorite
The Kingsley Grist Mill is positioned alongside a flowing river, surrounded by trees showcasing autumn colors. A historic covered bridge is visible in the distance, enhancing the landscape. The building features multiple stories with varying textures and roof styles, reflecting its rich history.
Castle in Clarendon
4.98 out of 5 average rating, 519 reviews

Kingsley Grist Mill Waterfall & Private Beach OMG

One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the romance, the history, the breakfast, the natural mineral spring tap water, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. No cleaning fees added. Come make history with us ! Near Killington & Okemo Mtns.

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