
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.

Charming Mountain Cottage **NO CLEANING FEE**
Enjoy a charming cottage on the side of a hill in beautiful Weston, Vermont. You'll have the entire building to yourself (it's a stand-alone structure) to come and go as you please. My goal is to provide a five-star experience for five-star guests. I think little details like Ralph Lauren bath sheets, freshly-pressed bed linens, and duvet covers that are laundered between each guest make a difference. If you agree, you're probably the type of guest I'd enjoy hosting! Motorcycle friendly!!

Idyllic Cottage on LG | Bay & Mtn Views |Fireplace
Known as Stonewall Cottage by locals. Wonderful neighborhood among luxury LG homes and camps. Experience Lake George’s east side in this charming English meets Adirondack home on Cleverdale Point. Enjoy mountain & Sandy Bay views, wood burning fireplace, chef's gas oven stove, a fully fenced backyard ideal for dogs. Skiing and secret icefishing spot nearby. Just 10 mins from LG Village, perfect for couples & small families. Fast Wi-Fi, Smart TV, nearby hiking. Quiet & scenic great for strolls.

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.

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.

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.

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.

Ludlow Village Guest Cottage with Prime Location
Renovated one bedroom, one bath guest cottage in Ludlow, Vermont. Prime ski location, 12 houses down from the Mountain Road entrance to Okemo Base Lodge. Anything you need can be found a short walk from the front door including a wide variety of restaurants, shops and bars for Après Ski. Sitting on the weekend and holiday shuttle route to Okemo, its the perfect spot to be! Cottage has a fully equipped kitchen and wifi for your technology needs.

Family or couples retreat on Lake Bomoseen
Newly Renovated! 3 bedrooms 2 baths relax and take in the lake views on the multiple decks. Great for a small family or couples retreat. Boat slip and dock and 100 feet of frontage to enjoy. Bring your boat or kayak or rental. Fully stocked kitchen. Just Bring your SHEETS and TOWELS. Sunsets are great! Lake activities or hiking, biking, horseback riding, all close by. Close to Rutland and Skiing! No large parties or events

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.

The Cottage on Westerdale Road
This charming house is close to the quaint Village of Woodstock, skiing, restaurants and dining, and family-friendly activities. You’ll love my place because of the ambiance, the quality furnishings, air conditioning, the outdoors space, the quiet neighborhood, the comfy beds, and the light. My place is good for couples, business travelers, families (with kids). Sorry, we can no longer welcome pets.
Popular amenities for Castleton cottage rentals
Cottage rentals with a hot tub

Cute Cabin! Plymouth, Vermont.

Beautiful 2 bedroom cottage . With lake view

Good Woods~Okemo~Killington~Dogs~HotTub~Fireplace

Breathtaking, waterfront, The Golden Eagle cottag

NEW Guest Cottage on 23 Acres

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

3BR lakefront with dock, swim platform, & firepit

Andas Hus: Little Luxury
Pet-friendly cottage rentals

Swim/Splash/Relax Amazing 2BR Cottage on Hadlock

Cozy 3 bedroom lake-front home w/ beautiful views

Serenity.... renovated cottage on Lake Champlain

Private cottage in the woods

Vermont Country Cottage(Near Village w/Magic View)

Lakefront Cottage w/fireplace near Lake George

Lakefront Bliss at The Bookhouse

Cottage on Lake St. Catherine, MTN Biking/Hiking!
Private cottage rentals

Rustic Mountain View Cottage

Lakefront Cottage For Two On Tinmouth Pond

Wide Awake Cottage

Lakefront Cottage, Paradox Lake, Chickadee Cottage

Mountain View Meadow: Charming Manchester Cottage

Pond Cottage

Military Family Owned Cottage with View & Dock

Renovation done! Bolton Blue, Walk to Beach
Quick stats about cottage rentals in Castleton

Nightly prices starting at
Castleton vacation rentals start at G$41,776 GYD per night before taxes and fees

Verified guest reviews
Over 370 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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- Cottage rentals Rutland County
- Cottage rentals Vermont
- Cottage rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Killington Resort
- Saratoga Race Course
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Mount Snow Ski Resort
- Fort Ticonderoga
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- National Museum of Racing and Hall of Fame
- Montshire Museum of Science
- Adirondack Extreme Adventure Course
- Dartmouth College
- Trout Lake
- Congress Park
- Southern Vermont Arts Center



