
Cottage vacation rentals in Castleton
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Top-rated cottage rentals in Castleton
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Cozy cottage near Killington & Sugarbush
Escape the real world at this charming and cozy cottage tucked away in a corner of 17 acres of rolling grassy hills. Take in the unmatched views of the hollow from the living room or wrap-around porch. Endless nearby trails for hiking/biking/xc skiing, and Rochester's stores, cafes, and restaurants are less than 10 minutes away. Grocery store, berry picking, lakes, swimming holes, golfing, restaurants, breweries, and wineries all within an easy drive. Killington/Sugarbush both ~35 minutes away.

Banjo's Cottage near Middlebury & Recreation Areas
Private getaway on our 200 acre organic farm with sunroom, wood stove, fully equipped kitchen & wifi. Level 2 EV charger. Walk to Fern Lake, hike/ski/bike our woods trails, explore Moosalamoo Recreation Area by foot, bike or kayak. Canoe Lake Dunmore, swim Silver Lake. 15 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, golf courses, local breweries & top tier restaurants.

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.

Lakeside with direct water access & amazing views
La Bella Loona - A beautiful 1 bd cottage located directly on Schroon lake. Amazing mountain and lake views from every window. 50' of direct water access with small sandy beach, outdoor firepit and grill, and multiple hang out spots. The cottage is newly built and furnished, has an indoor fireplace, central AC, fully stocked kitchen, and screened in room overlooking the lake. There are 2 kayaks available for use. Be assured everything is provided to make your stay as comfortable as possible.

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.

Vermont Hillside Garden Cottage
Cozy converted artists’ studio, tucked in the hills at the end of a country road. Open the French door to views of a sprawling garden and rolling fields, alight with fireflies in the spring and bursting with color in the fall. Warm yourself by the wood burning stove after winter fun or unwind with a local microbrew by the fire pit, listening to the Whippoorwills on a summer evening. Beautiful in all seasons, this modern, comfy cottage is the perfect place to get away from it all.

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.

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.

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

Cottage-7 min to Ski Stratton-Woodstove-View-DogOK
Authentic post & beam cottage surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-minute drive). Nearby swimming hole at brook on property. Fire pit, propane BBQ, picnic table, spectacular Stratton Mountain view. Front porch & back porch with hammock, table & chairs. VCR/DVD & videos, boardgames & puzzles, kids toys, turntable & records, Satellite Internet & WiFi 20-100 mbps, TV & Roku. Gas heat, wood stove. Dog friendly.

Guest Cottage Battenkill BnB- A Peaceful Getaway
This newly renovated carriage house is nestled in the Battenkill River Valley alongside a picturesque spring fed Marsh . The post and beam structure is private and quiet as it is distanced from my family home . The kitchen is stocked with a bounty of delicious local and organic self serve breakfast choices plus a wide range of organic coffees and teas.Please feel free to let us know if you have any dietary restrictions.

The Smithy Cottage at Consider Bardwell Farm
The historic “Smithy" at Consider Bardwell Farm is the original building used for blacksmithing by Consider Bardwell, himself, in the 1800s. Complete with brand-new, architect-designed kitchen and bathroom, wood-burning fireplace, and stone patio for outdoor grilling and dining, the Smithy is beautiful inside and out. Enjoy meeting our goats and all the local goodies and products that we can stock in your cottage.
Popular amenities for Castleton cottage rentals
Cottage rentals with a hot tub

Cute Cabin! Plymouth, Vermont.

Beautiful 2 bedroom cottage . With lake view

Cozy Killington Getaway • Hot Tub + 5 min from Mt.

Country Chalet, HotTub, 8 Mins to Skyeship Gondola

Spacious Private Cottage in Beautiful Lake George.

Newly Renovated, Hot tub, 2min to Killington lift

3BR lakefront with dock, swim platform, & firepit

Andas Hus: Little Luxury
Pet-friendly cottage rentals

Quaint stone house!

Adorable Dog Friendly Cottage w/FIOS

Riverside Cottage - Bridgewater Vermont

Private cottage in the woods

Home with a spring fed Koi pond and mountain view

50 Acres of solitude & 1/2 mile on the West River

Meadow Cottage

Cozy Vermont Antique Sugar House with Fireplace
Private cottage rentals

Cozy Country Cottage

Stone Wall Cottage, Stonewall : GMHA, Okemo

Birch View Cottage - Lakefront Serenity

Serenity.... renovated cottage on Lake Champlain

Waterfront cottage on the shores of Lake Dunmore

Cottage on Lake Dunmore

Lilac Cottage

Vermont Country Cottage(Near Village w/Magic View)
Quick stats about cottage rentals in Castleton

Nightly prices starting at
Castleton vacation rentals start at G$39,778 GYD per night before taxes and fees

Verified guest reviews
Over 360 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Castleton rentals

4.9 Average rating
Castleton stays are highly rated by guests—averaging 4.9 out of 5!
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