Killington Seasonal Rentals

Experience Killington like an owner with a seasonal rental that feels like home. Whether you’re coming for world-class skiing, vibrant foliage, or peaceful summer hikes, an extended stay lets you fully immerse yourself in the heart of the Green Mountains. Prefer a shorter visit? Check out our Killington short-term rentals. Book with us your perfect base to explore Killington at your own pace!

Modern seasonal rental studio at Killington Center Inn and Suites.

Winter 2026 Studio | 1 Bathroom | 4 Guests

Exterior view of a seasonal-rental home in Rutland, Vermont, with lots of grass and trees around.

Winter 2026 2 Bedrooms | 1 Bathroom | 4 Guests

Interior view of a rental home in Killington, Vermont. Living room with high ceiling, lots of light, and plentiful seating.

Summer 2026 6 Bedrooms | 6 Bathrooms | 8 Guests

Interior view of a vacation suite. Blue sofa and crimson armchairs around a colorful rug, with a dining table seen in the background.

Summer 2025 / Winter 2026 1 Bedroom | 1 Bathroom | 3 Guests

Featured Winter Seasonal Rentals

Well equipped kitchen. Light wood colors. Stylish ceiling fan & lamp. Window with a view of trees.

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, 2025 to April 30, 2026 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.

Exterior view of a house in Rutland, with lots of grass and trees.

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.

A dining table with seating for four, next to a window with a view of trees.

Retro-style living room with fireplace and well-cushioned sofa.

Mustard-color couch with Ottoman and a number of pillows.

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 king bed, stylish lamps and window.

View of the bedroom from another angle. King bed, TV, chest for storage.

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.)

Interior view of a high-end rental house in Vermont. Behind a dining table there are large windows with a beautiful view of the mountains.

Vermont Seasonal Rentals

Outdoors view of Woodstock, Vermont, in the winter, as seen from the porch of a seasonal-rental home. Snow on the ground, some vegetation, a sunny sky above, and the Green Mountains in the background.

Woodstock Seasonal Rentals

Driveway into a two-floor seasonal-rental house in Vermont on a sunny day.

Pittsford / Chittenden Seasonal Rentals

Interior view of a rental condo with a large window and sofa. Vegetation and sunlight seen outside the large windows.

Rental Management

Other Killington Properties

The properties shown above are tailored for full-season rentals, offering the ideal setup for those planning an extended stay in Killington. If you’re considering a shorter visit, such as a month or two, explore our portfolio of regular Killington vacation rentals. Simply visit the page and enter your dates to view available units, with prices reflecting your selected period. A few examples are displayed below.