
Holiday rentals in Castleton
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Top-rated holiday rentals in Castleton
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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.

Waterfront cottage walk-out suite.
Private entrance suite overlooking Burr Pond. Conveniently close to Mountain Top Inn & Resort (3.7 miles), Killington/Pico ski resorts and Rutland. Swim, kayak, bike and hike. Take advantage of more than 12 miles of the Pittsford Trail Network. The serenity of country living coupled with the amenities of Rutland! We’re on a short dirt road off of a steep hill. Front or 4 wheel drive vehicles with good all season or snow tires required in the winter. Not suitable for toddlers or young children.

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

Cozy Camper on Lake Bomoseen
Come sit back, relax, and enjoy a fully equipped camper with heat & AC on the shores of Lake Bomoseen. Kitchen & full bath with hot and cold running water. This is more like glamping, but we won't tell. Although my house sits between the camper and the lake, in 50 feet down the driveway is a lakeside patio. Kayaks await your next adventure or bring your own boat. This is the perfect place for a BBQ, your favorite beverage, or any lake side treat. Come stay, you won't be disappointed.

Cabin-by-the-falls
One-bedroom cabin (one double bed only) for those who want tranquility. Parking at main house and then short walk downhill, then level rocky trail to the cabin, which is located at a stream and waterfalls. There is a composting toilet, electricity and water. Wifi at main house, on deck, 5 mins walk. Wood burner in cabin, and propane stove in outside kitchen. A stand pipe (potable) or water from nearby stream (non-potable). There is a deck overlooking the stream with a picnic table.

1958 Classic "Hunting Cabin" w/ Breathtaking Views
Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a private mountain, surrounded by breathtaking views of Killington, Pico mountains, and the White River. Originally purchased from a Sears & Roebuck catalog as a hunting cabin owned by the same family until 2019. The cabin has since been transformed into its original vintage classic camp décor with antique furnishings and unique vintage finds that take you back in time.

Fox Farm · Hilltop Retreat Near Mountains & Lakes
JUNE DADS & GRADS (AND BLUSHING BRIDES) 25% off all month long. Between the mountains and the water — where every view feels like Vermont. Fox Farm Vermont is a bucolic hilltop retreat between the Taconic and Green Mountain ranges, offering stunning views in every direction. Equidistant from Lake Bomoseen and Killington, this thoughtfully designed apartment features cozy interiors and curated artwork by distinguished Canadian artists. Come for the views — stay for the feeling.

Charming Vermont Schoolhouse
Kick back and relax in this calm, stylish space. A beautifully restored schoolhouse circa 1860 welcomes you. Situated on a quiet country road this adorable home on one wooded acre has lovely mountain views and a peaceful setting. Nearby you will find skiing, hiking trails and quaint Vermont towns with shops and restaurants. Manchester and Rutland are 30 min. drives, Dorset is just 20 min. Granville NY has a large grocery store and other shops and is only a 15 min. drive.

VT Lakefront | TrackMan Golf Sim | Private Dock!
🌊 LAKE BOMOSEEN LAKEFRONT RETREAT with private dock, panoramic views, and a premium TrackMan golf simulator guests have been loving. ⛳ FEW PRIME SUMMER WEEKS remain with recently lowered price! Perfect for family getaways, golf weekends, and unforgettable lake escapes with kayaks, paddleboards, a pedal boat, firepit, grill, outdoor dining, and plenty of room to relax, reconnect, swim, play, and soak up the very best of Vermont lake life all season long. ☀️🏡

Bernie’s Place: Renovated 1800s Vermont Gem
Welcome to Grandpa Bernie’s beautifully renovated late 1800s home in Castleton, Vermont. With 3 bedrooms, 2 bathrooms, and space for 6, this family retreat offers modern comfort, a gorgeous sunporch, nearly 2 acres of yard, and a two-story deck. Minutes from Lake Bomoseen, Vermont State University at Castleton, and 40 minutes to Killington, it’s the perfect spot for both relaxation and adventure. No pets, no smoking, no parties, six people maximum.

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

Bomoseen Bungalow
Located near Lake Bomoseen and Castleton University. This is a charming upstairs apartment in a quiet, residential neighborhood. Walking distance to boat rentals and to a local country store. This apartment provides you with a cozy stay - a bedroom with a queen size bed, sofa bed, and air mattress. There is Roku television, a heat pump for air conditioning or heat, Keurig coffee maker, and more. This is a non smoking unit.
Popular amenities for Castleton holiday rentals
Other great holiday rentals in Castleton

Cozy stone faced cottage on Lake Bomoseen.

The Looking Glass, a modernistic escape

Perfectly Located Lakefront Cottage on Bomoseen

Main Street Retreat

Slateville Cabin & Tower equipped & secluded

Alpine Reflection + Hot Tub

Private Lake Front Bomoseen House

A-Frame Window Wall Okemo views w/ Hot Tub & Sauna
When is the best time to visit Castleton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £146 | £153 | £145 | £145 | £164 | £164 | £165 | £164 | £156 | £182 | £150 | £159 |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°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 30 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 holiday rentals in Castleton

Total holiday rentals
Explore 70 holiday rentals in Castleton

Nightly prices starting at
Castleton holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 3,660 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Castleton holiday 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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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Saratoga Race Course
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Killington Resort
- Six Flags Great Escape Lodge & Indoor Water park
- West Mountain Ski Resort
- Dartmouth College
- Gore Mountain
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Middlebury College
- Bromley Mountain Ski Resort
- Saratoga Spa State Park
- Adirondack Extreme Adventure Course
- Montshire Museum of Science
- National Museum of Racing and Hall of Fame
- Emerald Lake State Park





