
Cottage holiday 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 Forest Cottage on Vermont's Catamount Trail
Only an hour from downtown Burlington, and 40 minutes from Sugarbush, this post & beam tiny house sits on a x-country ski/snow shoe trail, where it crosses French Settlement Rd. in the mountain town of Lincoln. Built in 2021 for guests, friends & family, this cozy cottage has all the amenities one appreciates, when living in the deep north country. After a day of outdoor recreation or local touring, kindle a wood fire in the wood stove, settle in with a good book or chill with a bottle of wine.

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.

The Cottage, a house built for guests.
In the village there is a wonderful farm to table restaurant, the Gleanery. A local pub, friendly, great food with indoor and outdoor dining & pub. The General Store, is the oldest continually run general store in Vt. The Next Stage, Yellow Barn, Sandglass Theater, these places provide an amazing collection of visual, musical, spoken word and world renowned art and artist to experience. These cultural event locations are but a mile away for the Cottage I hope you choose for your stay.

The Garden Cottage
This is a bright and airy carriage house located on the second floor in a quiet walkable neighborhood. Living room has a drop down movie screen, brand-new sofa with chaise and pull out queen sized bed. Galley kitchen is new with a Smeg stove and oven, dishwasher. Bedroom has a queen size adjustable bed, 52 inch TV with wifi and cable. The bathroom has a soaking tub and a walk in shower a vanity with double sinks. There is a laundry room with a washer and dryer, Owner is a Realtor

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

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub
This historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 250 acre property.

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 cottage rentals in Castleton
Cottage rentals with a hot tub

Cute Cabin! Plymouth, Vermont.

Beautiful 2 bedroom cottage . With lake view

The King's Cottage- HOT TUB and Pet Friendly!

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
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

Stone Wall Cottage, Stonewall : GMHA, Okemo

Lake Saint Catherine Cottage with private Dock.

Cottage on Lake Dunmore

The Crik House: modern digs, American farm country

31 Lili West - across from Silver Lake on 5 acres

Vermont Country Cottage(Near Village w/Magic View)

Lakefront Bliss at The Bookhouse

Bright & Homey 3 bedroom near Killington & Pico
Quick stats about cottage rentals in Castleton

Nightly prices starting at
Castleton holiday rentals start at € 164 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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- Rentals with lake access Castleton
- Cottage rentals Rutland County
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- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Saratoga Race Course
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- Saratoga Spa State Park
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