Cottage vacation rentals in Castleton

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Top-rated cottage rentals in Castleton

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Guest favorite

Cottage in Hartland

4.97 out of 5 average rating, 444 reviews

Breeze Hill Cottage

This cozy two bedroom home sits on a rural dirt road overlooking fields, woods, and the NH mountains. Watch birds from the window, relax on the patio, and enjoy the flower gardens. The cottage boasts modern amenities mixed with antiques. Please note: if we don’t respond to an Airbnb message and you need to speak with us, call us on our phones day or night!!! We have had people message us when we were asleep and so we have not been aware and have not responded. Call us! We will hear the phone!

Guest favorite

Cottage in Londonderry

4.96 out of 5 average rating, 207 reviews

Vermont Treehouse - Romantic Private Elegant

SPECIAL 2 night minimum, self checkin. Work remotely. Enjoy this romantic, elegant, private getaway for two (or one) in our "Treehouse" with sleeping loft, full kitchen & bathroom, screened porch, deck, sauna, WiFi, BBQ grill, etc. Overlooking pasture & mountains. Enjoy the property with 3 miles hiking/snowshoe trails on property. Guest house on 160 acre private horse farm. Lots to do at nearby ski areas, shopping, hiking, biking, theater in summer. Or just relax. Discount for longer stays.

Guest favorite

Cottage in Poultney

4.97 out of 5 average rating, 126 reviews

The Cottage in East Poultney

The Cottage is located in historic East Poultney next to the old Poultney schoolhouse (now historical society). Just over 1 mile to the town of Poultney. The sidewalk starts (or ends how you look at it) in front of the cottage which leads to town. Great for a walk or bike ride. Pico, Killington and Bromley Mountains all less than an hour drive. Plentiful fishing and boating opportunities. 3 miles to Lake St Catherine, under 10 miles to Lake Bomoseen. Slate Valley bike trails surround the area.

Guest favorite

Cottage in Fair Haven

4.94 out of 5 average rating, 130 reviews

Historic Cottage 2 Bedroom 2 Bath Fast Wifi

Leaf peeper's dream! Picturesque cottage next to the Castleton River. You can wake up to the birds chirping and fall asleep to the frogs croaking. Hourly church bells ring throughout the day. Walk down the historic slate sidewalk to the park and local beer, pastries & the best diner! Minutes to many lakes, trails & mountain activities. Perfect for day trips to Killington, Okemo, Woodstock, Lake George, Vergennes, Rutland, Burlington & Saratoga Springs. Message us about seasonal discounts!

Guest favorite

Cottage in Bridgewater

4.97 out of 5 average rating, 176 reviews

Newly Renovated, Hot tub, 2min to Killington lift

Stone’s Throw Vermont is a 3 bed/1.5 bath cottage with hot tub, fireplace, and space for 6 guests conveniently located in central Vermont. Placed right on the US-4 corridor; you’re 2 minutes from the Killington Ski Resort’s Skyship Ski Gondola escorting you to the world class amenities of Killington Resort, 5 min from the best craft beer in the region at Long Trail Brewery, 10 min to Echo Lake, and 20 min from the shops and cafes of Woodstock, VT. Truly everything is a Stone’s Throw away.

Guest favorite

Cottage in Pawlet

4.96 out of 5 average rating, 127 reviews

Carriage Barn at Indian Hill

Our guest cottage is a lovely converted 1840s-era carriage barn nestled in the heart of the Mettawee Valley in the southwest corner of Vermont. It is decorated with antiques, artworks and an upright piano. Our 65 acres on scenic Indian Hill are available for hiking & snow-shoeing. We have 12 acres frontage on the Mettawee River, rated one of the best for fly fishing in VT. Ready access to many area attractions, from local swimming holes to skiing at nearby Bromley and Stratton mountains.

Guest favorite

Cottage in Glens Falls

4.94 out of 5 average rating, 156 reviews

White & Black Cottage

The White & Black Cottage is a cozy home within walking distance of downtown Glens Falls. There is a Cumberland Farms and a Stewart’s a block or two away for quick food items. Glens Falls has numerous wonderful restaurants and there is a notebook with many of the menus in the house. There are art galleries, LARAC, The Hyde and the Shirt Factory. Live music and theatre is available at the Wood Theatre, the Park Theatre and Strand Theatre. We are 20 minutes from Lake George and Saratoga.

Guest favorite

Cottage in Adirondack

5 out of 5 average rating, 229 reviews

Water's Edge at Beaver Pond

Like being on a boathouse, this unique custom cottage/camp embraces the spirit of Adirondack lakehouse living... with a breathtaking view from every room! Perched on the shore of private Beaver Pond, this pristine lake offers great recreational activities (canoe/ kayak/ paddleboard/ swimming/ fishing). Inside the cottage, this home is designed with every detail carefully selected, and all modern amenities included! Cozy, comfortable and well-appointed... a perfect vacation location!

Guest favorite

Cottage in Whitehall

4.99 out of 5 average rating, 188 reviews

Hillside Cottage @ The Mettawee Retreat

The Hillside Cottage is a luxury cabin with views of the Mettawee River. Located on 26 acres on a back road, it is peaceful & private. Enjoy fishing, swimming, kayaking or relax on the deck. This riverside retreat includes a king bed, jacuzzi tub & a kitchenette. Sitting around the fire pit with dinner cooked on the grill is the perfect ending to a long hike. Whether it’s a quick get-away or an extended vacation, the Hillside Cottage is a simple solution from a complicated life.

Guest favorite

Cottage in Windsor

4.97 out of 5 average rating, 356 reviews

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

Guest favorite

Cottage in Leicester

4.97 out of 5 average rating, 260 reviews

Banjo's Cottage near Middlebury & Recreation Areas

Private getaway on our organic garlic farm with sunroom, wood stove, fully equipped kitchen & wifi. Walk to Fern Lake, wander our woods trails, explore the Moosalamoo National Recreation Area by foot, bike or kayak. Canoe Lake Dunmore, swim Silver Lake. Fifteen minutes to the Rikert Nordic Center, Blueberry Hill, and Middlebury Snow Bowl; an hour to Killington, Sugarbush & Mad River ski areas. Easy access to Middlebury College, local breweries & top tier restaurants.

Guest favorite

Cottage in Castleton

4.86 out of 5 average rating, 125 reviews

Family or couples retreat on Lake Bomoseen

Newly Renovated! Now 3 bedrooms 2 baths and relax and take in the lake views in the new decks. Great for a small family or couples retreat. Boat slip and dock and 100 feet of frontage for your use on the lake. Fully stocked kitchen. Just Bring your SHEETS and TOWELS. Sunsets are great! Lake activities or hiking, biking. We are year round! 20 Mins from Rutland, 30 Mins. from Skiing! Please bring your own boat or kayak otherwise rent No large parties or events