Holiday rentals with breakfast in Rutland County

Room in rural home with lovely mountain views

Available is a downstairs one-person bedroom 9 X 11 ft, with double bed, wardrobe, adjacent to the house entrance. Surrounded by woodland. There is a larger bedroom for two , under separate listing. Parking close to entrance, Wi-Fi is usually good, and short hiking trails are at your door. There is also a picnic table on the deck. Lovely woods and waterfalls are also within a few minutes walk. The bathroom, kitchen and decks are shared with any other airbnb guests who might be staying.

Moguls Unit: Skyeship Gondola 2 miles w/ HOT TUB

The Mogul's Unit is a recently updated, fully separate, ground level, 2 bedroom/ 1 bathroom apartment in our four-family French Chalet. Located 1 mile to lakes and summer camps and 2 miles from Skyship Gondola. 15 minutes to Killington’s main base area and 20 minutes to Okemo or Woodstock. If you would like to book multiple units, check out our other listings by clicking my Host Profile Picture below. The units at this location are called "the Canyons Unit", "The Ledges", and "The Glades".

2026/2027 skiseason 3/4BdrmAvailable for halfshare

Please disregard displayed pricing and inquire for details / pricing options. Located around the corner from the main base & on shuttle route. Fully renovated, townhome located in the quiet community. This 4 bdrm, 2.5 bath home offers a gracious floor plan. Main level offers open concept living with a wood burning fireplace. Upper level features private suite with bathroom. Lower level has 3 bdrm, full bath, and laundry. Expansive mudroom and wrap around deck w/ covered porch and hot tub.

Luxe Farmhouse Mins to Okemo - Hot Tub & Fire Pit!

- 9 min to Jackson Gore at Okemo; 25 min to Killington - 8 seat Jacuzzi hot tub - Solo Stove for Apres Ski S'mores - Gear Dryer in the mudroom to air out all your ski gear - Grill on the deck for a night cooking in - Coffee/cocktail station w/ Keurig coffee maker - Arcade machine with over 3,500 games - Sonos speakers by the hot tub and in the kitchen/living room area - Towel warmer by the hot tub - Great sledding hill in the side yard - Wrap around porch with sunset views - Two car garage

Bear Mountain View

Our home is located in a very picturesque area in Vermont. If you are looking for a quiet, peaceful stay, then this would be the place for you! We are located equally between Rutland, Manchester and Glens Falls NY. 5 minutes to Lake St Catherine and 2 minutes to the Deane Preserve Biking and Hiking trails... There is always someone here to upon your arrival to welcome you to our home. It is our pleasure to make you feel as comfortable as possible. We love where we live!

The Summit Cottage, Killington | 2BR/2BA Sleeps 6

The Summit Cottage is the perfect home base for a Vermont ski getaway. Nestled in the heart of Killington and just 3 miles from the slopes, it offers both convenience and comfort. After a full day on the mountain, where your group can relax, cook meals, and unwind together. Thoughtfully designed to sleep up to 6 guests, the cottage is ideal for couples, small families, or friends seeking a comfortable retreat just steps from the Summit Lodge.

Private fireplace suite & luxury bath - Killington

Your luxury accommodations are minutes from Killington & Pico, the Northeast's premier ski and golf resort. The country farmhouse is situated close to the Appalachian and Long Trails. Cycling and mountain biking can be done from the property. Brook fishing is available from our property. Several nearby lakes provide spectacular kayaking and SUP opportunities. A short ride away, is the beautiful McLaughlin Falls. Breakfast included.

Deluxe Suite (Mountain Sports Inn)

This is a 2000 square ft home located right on the Killington Rd leading up to the mountain. This is a 3 bedroom(1 king, 1 queen & 2 twin), 2.5 bath, full kitchen & full living room. Hot Breakfast included Dec-Mid March. Continental Breakfast Included Memorial Weekend-Mid Oct & Mid Nov-Mid April (Message for specifics) Require 2 Night Minimum on most holiday weekends. Quiet Hours: 10pm

Vermont Country Suite

Located in Chittenden, VT, we are in the heart of the Green Mountains. We are just down the road from the Mountain Top Inn wedding venue and Cross Country Skiing Center. The apartment is an easy 15-20 minute drive to Pico and Killington ski areas. The suite is perfect for winter and summer adventuring or just a quiet get away in Vermont.

Lake Bomoseen 2 BR Cottage

Maple Cottage is a newly renovated 2-bedroom cottage. This unit features two 2nd floor king bedrooms, one bathroom, full kitchen, living room and front porch overlooking beautiful Lake Bomoseen. The Lake Bomoseen Lodge properties include access to hotel amenities and an on-site Taproom.

Resort Property near Killington

Four Pines is a spacious, flowing house with numerous, comfortable living spaces – including an oversized kitchen, 3 living areas and an expansive deck. Located at Mountain Top Resort we have access to several of the Resorts amenities and a short drive to Killington or Pico Mountains.

Whiffletree Condo D-6

Kilington Ski Condo Hop on the shuttle to the mountain and ski home for lunch on the Whiffletree tree trail! 2 bedroom/2 bath Bedroom 1- King size bed /bunk beds Bedroom 2- Queen size bed