Cottage holiday rentals in Castleton

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Top-rated cottage rentals in Castleton

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Top guest favourite
A charming cottage is set against a starlit sky, showcasing its white exterior and inviting blue door. The well-maintained front yard features a small tree, while two vehicles are parked nearby. Surrounding trees provide natural ambiance, completing a serene nighttime scene.
Cottage in Rutland
4.97 out of 5 average rating, 149 reviews

The Cottage in East Poultney

The Cottage is located in historic East Poultney next to the old Poultney schoolhouse (now historical society). Slate Valley hiking/bike trails surround the area. About 1 mile to the town of Poultney, which has stores, shops, restaurants and a Pub. The sidewalk starts in front of the cottage which leads directly to town. Great for a walk, jog or bike ride. Pico, Killington and Bromley Mountains all less than an hour drive. 3 miles away from Lake St Catherine and under 10 miles to Lake Bomoseen.

Top guest favourite
Two llamas are observed resting on a bed of straw, surrounded by hay scattered across the floor. Sunlight filters in through nearby windows, softly illuminating their fur and creating a serene atmosphere in their cozy space.
Cottage in Leicester
4.97 out of 5 average rating, 298 reviews

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.

Top guest favourite
The cottage exterior is framed by greenery, with a serene view of the lake reflecting the sunset colors. Mountains are visible in the distance, enhancing the tranquil setting. Water gently laps at the shore, creating a peaceful atmosphere.
Cottage in Adirondack
4.98 out of 5 average rating, 115 reviews

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.

Top guest favourite
A cozy cottage is surrounded by a white picket fence and lush greenery. Windows with black shutters provide a charming contrast against the white siding. The entrance features decorative elements, adding character. A street lamp stands nearby, enhancing the neighborhood's inviting atmosphere.
Cottage in Glens Falls
4.93 out of 5 average rating, 191 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.

Top guest favourite
Cottage in New Haven
4.99 out of 5 average rating, 193 reviews

Hilltop Cottage With a View

Our newly built cozy and relaxing guest cottage is located in New Haven . It has stunning views and gorgeous sunsets!! Located just seven miles from Middlebury ,Vergennes and Bristol . All of which have great shops and restaurants! Close to many local attractions including ,Woodchuck Cider house, Lincoln Peak Vineyard, Ski areas, Hiking , rivers, lakes, restaurants and much more! Our goal was to provide guests with a home away from home! We feel our cottage offers that and much more.

Guest favourite
A bright living area features a plush teal sofa with a chaise, complemented by a decorative floral pillow. A bar stool is positioned near a small kitchen, showcasing stainless-steel appliances and a minimalist design, with natural light streaming through the skylight and windows.
Cottage in Saratoga Springs
4.97 out of 5 average rating, 283 reviews

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

Top guest favourite
The cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. A stone walkway leads to the entrance, while a covered wood storage area is visible nearby. Bright green leaves provide a natural canopy, creating a serene atmosphere.
Cottage in Whitehall
4.99 out of 5 average rating, 233 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.

Top guest favourite
The private guest house is surrounded by lush greenery, featuring a covered porch with a chimney and hanging planters. A well-maintained lawn leads to the house, while a backdrop of rolling hills enhances the tranquil setting.
Cottage in Windsor
4.97 out of 5 average rating, 436 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.

Top guest favourite
A vibrant sunset displays streaks of pink and purple across the sky, above a tranquil body of water. Silhouettes of distant mountains are visible, enhancing the panoramic view of the landscape.
Cottage in Moriah
4.98 out of 5 average rating, 184 reviews

Pearl of the Mountain

The Beebe Farm was started in 1921 by Fred and Pearl Beebe. There are now four generations of Beebe's who have farmed this land. Over time these spectacular views have been created by hard work and devotion to agriculture. We offer this rental for you to relax and enjoy the breathtaking panorama of Lake Champlain, the Green Mountains of Vermont, and the eastern slopes of the Adirondacks. Many activities and attractions can be found close by!

Guest favourite
A serene view of a lake framed by abundant greenery, showcasing towering trees and gentle hills in the background. Various charming cabins line the shore, with blue water reflecting the clear sky above.
Cottage in Rutland
4.87 out of 5 average rating, 138 reviews

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

Top guest favourite
A serene landscape of a tranquil pond reflects a historic red building surrounded by trees adorned with golden foliage. Gentle hills rise in the background, while the sky displays a mix of light and shadow, creating a peaceful atmosphere.
Cottage in Rutland
4.92 out of 5 average rating, 217 reviews

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.

Top guest favourite
The exterior of an 1840s stone house is displayed, featuring a warm red door and large windows under a sloping roof. A well-maintained garden surrounds the entrance, and a tall tree provides shade. A gravel path leads to the house, with a visible stone wall along the yard.
Cottage in Chester
4.92 out of 5 average rating, 118 reviews

Quaint stone house!

⭐️ 2022 Rockingham Old House Award ⭐️ Take it easy at this unique and tranquil getaway. The Cairn of Vermont is an 1840s stone house located in the sleepy remnants of Bartonsville Village, now part of Chester, VT. 20 minutes to skiing and hiking, biking and the great outdoors are all around you! Less than 5 minutes to Vermont Country Store and make your way home through the Bartonsville Covered Bridge!

Popular amenities for cottage rentals in Castleton

Quick stats about cottage rentals in Castleton

  • Nightly prices starting at

    Castleton holiday rentals start at ₹17,946 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

  • 5 Average rating

    Castleton stays are highly rated by guests – averaging 5 out of 5!

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