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Killington Seasonal Rentals

Well equipped kitchen. Light wood colors. Stylish ceiling fan & lamp. Window with a view of trees.
Bedroom with king bed and windows.

Relaxing Ski Town Rutland Retreat

  • 2 bedrooms / 1 full bathroom / Sleeps 4.
  • Recently renovated. Decorated with a mid-century modern vibe.
  • King-sized bed in one bedroom. Twin beds in the other.
  • Comfortable living room featuring a large couch and an electric fireplace.
  • Well equipped kitchen with dishwasher, coffee maker, baking sheet, cooking utensils, children's tableware, etc.
  • Available for seasonal rental from Dec 1, 2024 to April 30, 2025 for $12,500 plus utilities and end-of-stay cleaning.

Peaceful yet centrally-located

  • Central Rutland location in a peaceful neighborhood.
  • 18 minutes to the Killington ski area. 12 minutes to Pico.
  • 5 minutes to all the restaurants and shops in Rutland.
  • Tree-filled neighborhood. Deer are often spotted in the yard!
  • Den has a comfy couch and a desk to work if you must.
  • TVs, Wi-Fi and board games.
  • Extra pillows and blankets.
  • Heating, living-room AC, and ceiling fans.

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Well equipped kitchen. Light wood colors. Stylish ceiling fan & lamp. Window with a view of trees.
Exterior view of a house in Rutland, with lots of grass and trees.
Bedroom with king bed and windows.
View of the living room during the day, with light coming in from the window. Ceiling fan. Painting on the wall. Stylish lamp table. Floor carpet.
Retro-style armchairs in a living room.
A dining table with seating for four, next to a window with a view of trees.
Dining table.
Retro-style living room with fireplace and well-cushioned sofa.
Mustard-color couch with Ottoman and a number of pillows.
Smart TV at the living room.
Den seen from another angle. Patio door letting a lot of light in.
Den with retro-style couch, desk and desk chair. Modern rug on the floor.
Bedroom with two twin beds, night table and storage space.
Bedroom with twin beds and ceiling fan.
Bedroom with king bed, stylish lamps and window.
View of the bedroom from another angle. King bed, TV, chest for storage.
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Cozy Studio at Killington Center Condos

  • Second-floor studio at a great location in the heart of Killington.
  • Comfortable queen bed plus sleeper sofa.
  • Ensuite bathroom with shower.
  • Kitchenette with microwave, mini fridge, sink, and all essentials for quick meals and snacks.
  • Counter-height dining table, perfect for two.
  • Smart TV, high-speed Wi-Fi and smart locks.
  • Cool/heat AC.
  • Available for seasonal rentals from November 15 to May 15 at $10,000 plus end of stay cleaning (utilities included).

The perfect spot for your Killington adventure

  • Conveniently located on the bus route to Killington Resort—get to the slopes in no time!
  • Plenty of dining and nightlife options nearby, including The Rivershed Killington restaurant, The Foundry at Summit Pond, and Back Country Cafe, all within walking distance.
  • Killington Center Inn & Suites boasts a 97% average customer satisfaction rate based on post-stay surveys.
  • (Note: The studio is up one flight of stairs.)

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North Chittenden, Rutland County, near Pittsford

  • 22 min drive to Pico Mountain, 30 min to Killington Resort, 7 min to downtown Pittsford.
  • Large 4 bedrooms, 3.5 baths.
  • Beautiful views in a quiet country setting.
  • Large kitchen. Dining area.
  • Spacious living room with built-in bookcases, window seat, wet mini bar with fridge, and fireplace.
  • Large main entrance foyer with marble flooring, leading to four separate sliding doors opening to huge stone patio.
  • Available for seasonal rentals from November 15 to May 15 at $22,000 plus end of stay cleaning (utilities included).

Lovely large house surrounded by natural beauty

  • Furnished and equipped with everything needed .
  • Two bedrooms have king beds, one has queen, one full.
  • Room with full bed has two closets that can be made into a dressing or upstairs sitting room.
  • Office with bath on first floor, with “L” shaped desk.
  • Two car garage in basement.
  • Heat pumps with air conditioning. New oil boiler.
  • Just off West Road in North Chittenden:
    • 4 miles from downtown Pittsford
    • 14 miles from Pico Mountain Ski Resort
    • 20 miles from Snowshed Base Lodge at Killington.

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Exterior view of a large house in Vermont, near Chittenden and Pittsford.
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Summer & Fall Seasonal Rentals

Another view of the living room and kitchen. Several sofas and a fireplace in front of them. High ceiling, many windows with sunlight. Blue carpet offering a color accent on the wooden floor.
A summer exterior view of the 3-floor rental house, with some of its many windows and its stone chimney.

SnowShack: Extended-Stay Rental Home

  • 6 bedrooms / 6 full bathrooms / Sleeps 8.
  • Available for seasonal rentals from June 1 to November 15, 2024 at $3999/month.
  • Fabulous location in the heart of Killington.
  • 7,000 sqf newly-constructed house in prime mountain location.
  • Very spacious living areas with 35-foot-high cathedral ceiling.
  • Lots of windows that allow plenty of sunshine.
  • Professional chef’s kitchen, fully equipped.
  • Extra large kitchen island with plenty of seating.
  • Baby grand piano in living area.
  • 3 floors • Hot tub • Pets negotiable • Washer–dryer

Summer/Fall Rental House. Spacious & Full of Sunlight

  • Walking distance to restaurants and bars, and close to golf, hiking, mountain biking, etc.
  • Gorgeous mountain views from all four sides of the house.
  • Extra-large wrap-around deck with large grill, hot tub and furnishings.
  • Great outside space with firepit area.
  • Plenty of parking with upper and lower parking lots.
  • Impeccably maintained.
  • Established cleaning person that you pay.

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A summer exterior view of the 3-floor rental house, with some of its many windows and its stone chimney.
Extended-stay rental home. Living room and kitchen view. Comfy sofa, many windows, large kitchen island with many bar stools, dining table with seating for 8 in the back.
Fully-equipped large integrated kitchen. Two ovens with large fiume extractor. Island with seating.
Dining table with seating for 11 people. Large windows leading to a turn-around sunny deck with seats and a view of trees.
Large outdoors deck with a hot-tub, a table with seating and an umbrella o top, and several other seats and accessory tables.
The kitchen, seen from another angle. A large refrigerator and several kitchen appliances are seen (microwave, coffee maker, toaster, etc.) Also the island, with seats for 7 people.
Sitting area with two nice couches, a table with a lamp, and some art on the wall.
Bed with a large window beside it.
Nice, well-lit bathroom with large mirror.
Exterior view of the long-term rental house in the Vermont fall. 3 floor with large windows. Surrounded by trees and mountain views.
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Cabin in a beautiful Vermont scenery, presumably a vacation rental that receives competent property management.

SIMPLE, Inc VACATION RENTALS

Give Us A Call At:

802-736-7467

SIMPLE, Inc VACATION RENTALS

Give Us A Call At:802-736-7467

CONTACT US

505 Killington Rd
Killington, VT 05751

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