Cottage vacation rentals in Castleton

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Top-rated cottage rentals in Castleton

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Guest favorite

A scenic aerial view captures a vast expanse of water surrounded by lush greenery, with numerous small islands dotted throughout. The horizon reveals gentle mountain silhouettes under a soft sky, suggesting a serene and tranquil environment.

Cottage in Lake George

4.92 out of 5 average rating, 131 reviews

Spacious Private Cottage in Beautiful Lake George.

This newly renovated cottage is located at the base of Prospect Mountain in a Family friendly neighborhood. 2 spacious decks, 6 Person Hot Tub (open year round), grill & outdoor fire pit. Private parking, walking distance to restaurants, bars, bike path, public beach, public docks and downtown. Approximately 1 mile to public boat launch. 10 minutes to West Mountain. 30 Minutes to Gore, and approximately 1 hour to Killington. 200 ft to Warren County snowmobile trail. Pack your bags & see you soon

Superhost

A shaded gazebo is set within a green yard, overlooking a calm lake. Trees frame the scene, providing a natural boundary. The pathway leading down to the water is visible, with nearby structures partially shown in the background.

Cottage in Queensbury

4.83 out of 5 average rating, 201 reviews

Idyllic Lake Cottage | Bay Views | Cozy Fireplace

Discover the Eastside of Lake George in this English cottage meets the Adirondacks. This private lakeside neighborhood of Cleverdale Point has views of Sandy Bay. It is only a 10 min drive to LG Village and 6 min to public beaches. Perfect for couples and small families. The private fully fenced backyard is perfect for dogs, picnics & grilling. Walk to Sans Souci for dinner, or Cleverdale Country Deli / Bakery for breakie or lunch. Fast wifi. Smart TV. Close to hiking & strolls in neighborhood.

Top guest favorite

A cozy living area is complemented by a rustic brick wall and warm wood accents. A light-colored chair with a cushion faces a simple wooden coffee table. To the rear, the full kitchen is visible, featuring white cabinets and modern appliances.

Cottage in Weston

4.97 out of 5 average rating, 100 reviews

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!!

Top guest favorite

A serene river flows through a rocky landscape, surrounded by lush greenery. Sunlight reflects off the water, creating a calming ambiance. Two individuals can be seen wading in the shallow part of the river, enhancing the sense of a natural retreat.

Cottage in Poultney

4.97 out of 5 average rating, 134 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

A charming cottage is nestled in a snowy landscape, surrounded by evergreen trees. The red exterior contrasts with the white snow. A stone chimney rises from the roof, and a small garden area is visible in the foreground, adding interest to the serene winter scene.

Cottage in Chester

4.91 out of 5 average rating, 162 reviews

Green Mountain Country Cottage

Four bedroom cottage centrally located within less than 35 min. of 4 ski resorts, and next to the former Tater Hill golf club. Access to snowmobile trail on site, X-country skiing, hiking, fishing, shopping, restaurants, state parks nearby. In summer and fall mushroom foraging is very productive. For history buffs there is a revolutionary war era cemetery next to the property. Sleeps 10 to 12. The cottage is only available to family groups or responsible adults over 25. NO PARTYING ALLOWED.

Guest favorite

A quaint cottage is set against a backdrop of rolling hills, featuring a blue exterior and a red door. A wooden table and chairs are positioned on a grassy area, surrounded by landscaped gardens with colorful flowers. Nearby trees and plants add to the serene environment.

Cottage in Hartland

4.93 out of 5 average rating, 116 reviews

Adorable Dog Friendly Cottage w/FIOS

Bright and clean 2-story cottage on a shared 20-acre sanctuary. With a view of the hills, flanked by woods and open pastures, the cottage includes 2 bedrooms (1 up w/Queen, 1 down w/full bed, 1 bathroom (2nd floor - shower only), kitchen/living/dining area (2nd floor), and laundry. 10% off for guests using only one bedroom (cannot be combined with other discounts). See details in property description. Dog sitting & walks sometimes available - please inquire for rates & info ahead of time.

Superhost

Cottage in Fort Edward

4.87 out of 5 average rating, 188 reviews

The “Little Dipper” Cozy Cabin

This Cozy Cabin is the perfect place to getaway! Set on 80 Acres of beautiful grasslands & woods with trails to explore! Close to NY & VT Hiking/Ski Mountains & SPAC. Only 30 mins to Saratoga Springs Race Track & Lake George! Bring your snowshoes in the Winter to explore the 80 acre property. Queen size bed upstairs & a pullout full size bed in the living room. Reconnect with nature with a good forest bath! Well water not potable & has a sulfur smell due to the clay. Drinking water provided.

Guest favorite

A cozy bedroom features a wooden bed with a light-colored comforter and decorative pillows. A subtle grey blanket is neatly rolled on the bed. A dresser and a TV are positioned against the wall, with a bedside lamp providing soft lighting, complemented by natural light from a nearby window.

Cottage in Fair Haven

4.92 out of 5 average rating, 171 reviews

Historic Cottage 2 Bedroom 2 Bath Fast Wifi

Ski season has begun! 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!

Top guest favorite

A stone pathway leads down through a grassy area, framed by trees and surrounded by lush greenery. A wooden cabin with a stone exterior is visible in the background, along with a gazebo-style seating area situated to the right.

Cottage in Whitehall

4.99 out of 5 average rating, 199 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

A small deck is featured, furnished with two high-top chairs and a square table. The serene lake view is framed by tall trees, and the sky is filled with scattered clouds. The deck is situated above grassy areas, enhancing the tranquil setting.

Cottage in Castleton

4.87 out of 5 average rating, 129 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

Top guest favorite

A spacious deck is featured, furnished with a dining table and chairs beneath an umbrella. Large windows provide views of the surrounding trees, while the wooden surface adds a natural touch. The path leading away from the deck is visible, surrounded by greenery.

Cottage in Reading

4.94 out of 5 average rating, 157 reviews

Shattuck Hill Cottage

Cozy two bedroon one bath cottage on 12 acres perfect for a visit to the Woodstock area. The cottage is 6 miles from the Green Mountain Horse Association. Our property connects to miles of riding and hiking trails. We have fenced pasture for your horse, a run in shed and are directly on the dirt roads and trails. You can ride, ski, snowshow, bike, hike or antique from our cottage. Come enjoy all Vermont has to offer. This is a non smoking property.

Guest favorite

Cottage in Jamaica

4.83 out of 5 average rating, 519 reviews

Cottage 7min to Ski Stratton-WoodStove,Views,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.