Holiday rentals with breakfast in Killington

Luxury Farmhouse Mins 2 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 This family friendly house is the ideal getaway for adventures in the mountains or a relaxing escape in the woods. Our 4 bedroom home sits on 6 acres of beautiful wooded land so you get both privacy and proximity.

Moguls Unit: Skyeship Gondola 2 miles w/ HOT TUB

The Moguls Unit is a freshly renovated ground level 2 bedroom apartment at Killington’s Brookside Manor. We are located just 1 mile to lakes and summer camps and 2 miles from Killington’s Skyeship Gondola. It is only 15 minutes from Killington’s main base area and 20 minutes to Okemo. If this listing isn’t available for your interested vacation dates, check out our sister listing called the Canyons Unit. We also have a larger 4 bedroom unit (The Ledges) available at this same location too.

Howling Wolf Farm Yurt--A Magical Glamping Retreat

Our 88-acre farm spreads up a steep hillside above the village of Randolph, one mile away. The land is a mixture of open areas where we rotate our sheep flock daily, and wooded land with trails and old stone walls. You might hear the occasional car or truck on a nearby road, but more likely you'll hear our sheep baaing to one another or the cows across the valley trumpeting, or the abundance of birdsong. The energy here is calming and peaceful--we know you will love it as much as we do.

#7 - Hemlock Hideaway Cabin

Cabin 7 - Hemlock Hideaway is the ideal spot for a private getaway! Open year round, Robert Frost Mountain Cabins offers 7 fully furnished, artisan-crafted cabins at a picturesque & secluded setting in the Green Mtn National Forest. A true getaway of rustic charm and contemporary comforts! This award-winning, licensed, regulated & Health Dept inspected lodging establishment consistently receives a Sparkling Clean rating on AirBnB and 5 stars for cleanliness on TripAdvisor.

Vermont Suite @Anderson-Key Farm

Escape to the Green Mountains for a memorable getaway! Property only 2 miles off I-89 and under 30 minutes to dozens of restaurants & activities. Anderson-Key farm boasts of 20 beautiful acres complete with a pond, brook, farmhouse and barn. The Vermont Suite is a private studio apartment attached to the farm house on one level with beautiful outdoor living and dining space. NOTE: in 2025 the home exterior was changed to gray with updated new siding.

Kingsley Grist Mill, Fall & Winter Wunderland, OMG

One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the romance, the history, the breakfast, the natural mineral spring tap water, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. Come make history with us ! Near Killington & Okemo Mtns.

Guest Suite in historic 1804 tavern, w/ Breakfast.

You'll have the whole 3rd floor to yourself with a new private bath, large bedroom with a/c, and a separate sitting room/library. Stay in an historic gem, listed on the National Register of Historic Places. Historically sensitive restoration has been done. You'll have a continental breakfast in the house's original dining room. We're a four a minute drive from the center of historic Dorset village.

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.

In the heart of Middlebury, a modern farmhouse

This beautifully RENOVATED 3BR, 1.5 bath home merges its FARMHOUSE HERITAGE with MODERN décor and comforts. It is perfectly located on SOUTH STREET, perhaps the most sought-after address in Middlebury because it is nestled right between the heart of campus and this quintessential New England town. Both are just under a 5 min walk away.

The Quechee Haus: VT Retreat with Outdoor Hot Tub

Relax, rejuvenate, and restore at the Quechee Haus. Located just 10 minutes from downtown Woodstock, 30 minutes from Killington, and around the corner from the family-friendly Quechee Ski Resort, this 3-bed, 3-bath modern retreat offers everything you need for the perfect winter getaway.

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.