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Vacation rentals in Castleton

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Top-rated vacation rentals in Castleton

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.
Cabin in Londonderry
4.95 out of 5 average rating, 238 reviews

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

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 Poultney
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
An aerial view showcases a large, red two-story building with a metal roof nestled among lush greenery. The property features multiple decks and a private outdoor space. The surrounding landscape provides a serene backdrop of trees and grass, enhancing the natural setting.
Guest suite in Lake Bomoseen
4.97 out of 5 average rating, 245 reviews

My house is your house!

Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K w/ surround sound. w/ game hook-up. Wi-Fi. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage.Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 15 miles to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

Top guest favourite
A vintage gas station building features a white exterior with red lettering spelling 'TEXACO.' Large glass windows line the front, showcasing a clear view of the interior. The American flag is displayed prominently, and a tree-lined background adds a touch of greenery.
Home in Castleton
4.94 out of 5 average rating, 141 reviews

Cozy Contemporary Downtown Texaco

Stay with us if you’d like to be in the center of downtown Castleton. Stores, restaurants, the college and hike/bike rail trail are an easy walk. This is a very convenient location. We are also a short 30-40 minute drive to Pico and Killington ski areas. Five minutes to Lake Bomoseen. Recently updated, heat and AC, full bath, Wi-Fi, Qled tv, a comfortable king sized memory foam bed, a complete kitchenette. Reserved parking adjacent to entry. Everything you need for an overnight or longer stay

Top guest favourite
A winter landscape is depicted, showing a house surrounded by snow-covered trees. Steps lead down from the house towards the water, which is also blanketed in snow. The warm glow of the house's lights contrasts with the cool white surroundings.
Cabin in Poultney
4.94 out of 5 average rating, 375 reviews

Waterfront Vermont Lake House w/ Panoramic Sauna

We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from either our private decks. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

Top guest favourite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 165 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Top guest favourite
The exterior of the chalet is shown in twilight, with soft light emanating from a window. The rustic wooden structure features a sloped roof and is surrounded by snow-covered ground and trees in the background.
Guesthouse in Granville
4.91 out of 5 average rating, 970 reviews

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Guest favourite
A spacious kitchen area is equipped with stainless steel appliances, including a refrigerator, microwave, and dishwasher. Dark wood cabinetry contrasts with light countertops. An island with seating provides a gathering space, while warm lighting adds a cozy touch to the overall design.
Loft in Fair Haven
4.97 out of 5 average rating, 164 reviews

Fair Haven Loft in The Lloyd Jacobs House

This is one of the nicest units I rent. The space is in an historic renovated building in downtown Fair Haven, VT. The space was originally used to manufacture shirts. I have divided the 1600 square feet into a two bedroom loft. It has very high ceiling and windows. It is very spacious and has been completed updated. The loft has it's own kitchen (not shared) and it's own lock and key. Since it is on the third floor of the building, it is very quiet and secure.

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 Castleton
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 snowy landscape surrounds the lake house, with a wooden deck visible at the rear of the property. Adirondack chairs are arranged near the water, while a dock extends into the lake. Trees provide a natural backdrop, enhancing the serene winter atmosphere.
Home in Poultney
4.94 out of 5 average rating, 160 reviews

Waterfront Cabin • Dock • Fire Pit • Kayaks & SUPs

Relax at this private Vermont lakefront getaway on North Bay. Unwind in a bright, comfortable space with a full kitchen, fast WiFi, and cozy bedrooms. Walk a few steps to the water front to enjoy morning coffee on the dock. Perfect for year-round escapes: -Summer (kayaks, SUPs, floating mat) -Fall (foliage, fire pit, hiking trails) -Winter (skiing, snowshoeing, ice fishing) -Spring (deck, hammock, fishing opener).

Top guest favourite
Apartment in Poultney
4.94 out of 5 average rating, 379 reviews

Cozy Poultney Village Apartment

I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.

Top guest favourite
A small balcony features a blue bistro table with two matching chairs, accompanied by a vase of fresh flowers. Scenic views of rolling hills and lush greenery extend beyond the railing, while a wooden fence offers a sense of privacy.
Guest suite in Castleton
4.99 out of 5 average rating, 146 reviews

Vermont Hill Top Studio

You can see the stars from your Bed at Night - Studio space with a private entrance located on the quiet eastern end of our house. Twelve foot window provides spectacular views of Bird Mountain, & Killington, Pico Castleton is located in a great central location which acts as a great launching point for Lake Bomoseen , Killington / Pico Resort , or exploring the state

Popular amenities for Castleton vacation rentals

When is the best time to visit Castleton?

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Avg. price$376 CAD$342 CAD$267 CAD$267 CAD$301 CAD$301 CAD$304 CAD$301 CAD$287 CAD$335 CAD$275 CAD$293 CAD
Avg. temp-7 °C-6 °C0 °C7 °C14 °C18 °C21 °C20 °C15 °C9 °C3 °C-3 °C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Castleton?

    Castleton has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Castleton?

    Experience the best of Castleton with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Castleton?

    Four-legged friends are welcome in Castleton. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Castleton?

    Yes! Work meets play with ease at over 30 vacation rentals in Castleton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Castleton have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Castleton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Castleton have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Castleton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Castleton have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Castleton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Castleton have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Castleton. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Castleton

  • Total vacation rentals

    Explore 70 vacation rentals in Castleton

  • Nightly prices starting at

    Castleton vacation rentals start at $109 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,510 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Castleton vacation rentals include wifi access

  • 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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