Holiday rentals in Castleton

Guest suite in Lake Bomoseen

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.

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.

4.97 out of 5 average rating, 272 reviews

4.94 out of 5 average rating, 17 reviews

Sunset Lodge 6BR/2BA private dock near Killington

A perfect friend’s getaway or a family vacation spot! Offering 6 bedrooms and 2 bathrooms, your own private dock for swimming, fishing, boating, sunsets picnics and fire pit just across the street and over a guardrail. For those days indoors, the basement's ping pong table adds some friendly competition and entertainment. With ski resorts like Killington and Pico within an hour’s drive away, this location is ideal for both summer and winter adventures. Come and create some lasting memories.

Superhost

A vibrant sunset casts warm hues across the lake, reflecting off the water's surface. The shoreline is framed by lush trees, while a dock is partially visible, creating a serene lakeside atmosphere.

Place to stay in Castleton

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.

4.76 out of 5 average rating, 41 reviews

4.99 out of 5 average rating, 130 reviews

A charming one-bedroom cabin is nestled among tall trees in a forested area. The wooden exterior is complemented by a porch with a railing and flower pots, creating a rustic appeal. Natural light filters through the windows, enhancing the cabin's tranquil setting.

Tiny home in Castleton

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.

4.91 out of 5 average rating, 139 reviews

The rustic farmhouse is set on a spacious green lawn, showcasing a classic red exterior with a metal roof. Large windows provide ample natural light, and the surrounding trees create a serene country atmosphere.

Flat in West Rutland

Mountain View Apartment

Quiet, second floor, farmhouse apartment in country setting. Two connected bedrooms sleep four, one with a queen bed and the other with two twin beds. Watch the sunrise from the private deck or walk the fields to watch the sun set over the Adirondaks. Plenty of room to roam over the farm fields. Owner on property. 15 minutes from Castleton University. Please see more under "your property" -18 mi to Killington Resort/ 15 mi to Pico Ski Resort -9 miles to Rutland Regional Medical Center

4.94 out of 5 average rating, 402 reviews

Cabin in Poultney

Waterfront Vermont Lake House w/ Panoramic Sauna

Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.

An expansive lakeside deck features a large round table and multiple lounge chairs for outdoor relaxation. The deck overlooks the calm surface of the lake, framed by trees and offering unobstructed views of the surrounding landscape.

4.98 out of 5 average rating, 53 reviews

New Listing! Luxury waterfront Lake Bomoseen home!

This gorgeous direct lakefront private residence is a completely remodeled multi-level home featuring a gourmet kitchen with Subzero/Viking appliances, all new cabinetry and granite countertops. The half bar kitchen stool seating opens into the large dining area with seating for 10+ as well as the expansive 2X HEIGHT GREAT ROOM with exposed wood beams, stone gas fireplace and lounging area all framed by the WALL OF WINDOWS displaying UNOBSTRUCTED 'DOWN THE LAKE' VIEWS OF LAKE BOMOSEEN!

4.98 out of 5 average rating, 61 reviews

The home features a two-story structure in deep blue, with white railings and large front windows. Surrounding trees adorned in fall colors reflect in the calm waters of the lake, creating a serene and harmonious scene. A small dock is visible to the right.

Home in Hubbardton

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. ⛳ Looking for something to do this fall? Come hang out, play some golf and connect. 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. ☀️🏡

4.97 out of 5 average rating, 170 reviews

Loft in Fair Haven

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.

5.0 out of 5 average rating, 22 reviews

Bernie’s Place: Renovated 1800s Vermont Gem

Hello! We just changed over to Airbnbs new fee structure so the Airbnb fees are baked into the rates. That’s why our rates look higher than they used to. Welcome to Grandpa Bernie's with 3 bedrooms, 2 bathrooms, and space for 6: 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. No pets, no smoking, no parties, six people maximum.

4.87 out of 5 average rating, 142 reviews

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

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

4.97 out of 5 average rating, 395 reviews

A living area features a light grey sofa adorned with two decorative pillows, situated on a textured area rug. A wooden dining table and black chairs are visible nearby, while a wall-mounted sign adds a personalized touch to the warm-toned space.

Guest house in Castleton

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.

LocationNearbyQuiet

Popular amenities for Castleton holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Castleton

4.96 out of 5 average rating, 25 reviews

A modern kitchen area features stainless steel appliances and a round dining table with rustic wooden chairs. Natural light enters through an open door, highlighting the simplicity of the space and the greenery visible outside.

Cottage in Castleton

Lake Bomoseen 2 BR Cottage

Superhost

An A-frame house is set against a backdrop of lush greenery and a pink-hued sky. Large windows illuminate the interior, and a spacious outdoor deck is adorned with several white chairs. Tree-lined surroundings enhance the sense of tranquility and connection to nature.

4.78 out of 5 average rating, 9 reviews

Lake Bomoseen | Lake Access, Fire Pit & BBQ

4.91 out of 5 average rating, 99 reviews

A charming blue house is framed by a vibrant autumn tree with golden leaves. The spacious driveway leads to the front entrance, surrounded by neatly maintained lawns and shrubs, offering a welcoming approach to the property.

Home in Poultney

Bright & Cheery 3 bedroom home w/ WiFi & laundry.

4.89 out of 5 average rating, 91 reviews

A serene view of Lilly Pond captures the calm water surrounded by lush green trees. A wooden dock extends into the water, while gentle hills and additional docks are visible in the distance under a bright blue sky with scattered clouds.

Home in Poultney

Vermont Lake House

5.0 out of 5 average rating, 71 reviews

An aerial view captures the lakefront house surrounded by lush greenery, highlighting the vibrant trees that frame the property. The tranquil lake reflects the surrounding nature, with a floating dock visible just offshore, inviting relaxation and exploration.

Home in Hubbardton

Welcoming Lakefront Retreat Quiet and Cozy

4.98 out of 5 average rating, 60 reviews

A charming house with a light blue roof stands by a serene pond, surrounded by autumn foliage. Tall grasses frame the view, while a gently sloping landscape leads to the water's edge, providing a sense of tranquility in a natural setting.

Home in Proctor

Peaceful Pond View ~30 mins to Killington

4.97 out of 5 average rating, 101 reviews

The cottage is designed with a stone facade and wooden accents. The two-story structure features a covered balcony with wooden railings, overlooking a grassy area and surrounded by trees. Flowering shrubs are visible in the front garden, enhancing the natural setting.

Cabin in Castleton

Cozy stone faced cottage on Lake Bomoseen.

A welcoming entrance sunroom is highlighted by large windows allowing natural light to fill the space. Two comfortable swivel chairs are positioned by the window, accompanied by a small side table and a lamp. A decorative plant adds a touch of greenery.