Holiday rentals with breakfast in Rutland County

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Rutland County

Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Pittsfield

4.91 out of 5 average rating, 23 reviews

Clear River Inn - 2 Bedroom Suite

Live the "Suite Life" at the Clear River Inn in this spacious 2BR, 1-bath suite. Featuring 4 beds between 2 large bedrooms separated by an open kitchen, dining, and living area - this suite perfect for keeping the crew together, or if you just want bragging rights for booking THE spot. Centrally located on scenic Route 100, minutes from skiing, snowmobiling, hiking & more. Enjoy the daily Breakfast Nook & unwind at the Clear River Tavern Weds–Sun, just steps away. Free disc golf course onsite!

Top guest favourite

Private room in Castleton

5 out of 5 average rating, 215 reviews

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.

Home in Fair Haven

4.62 out of 5 average rating, 34 reviews

One of a Kind Cabin

I have been privileged to travel to some of the most beautiful places our country has to offer. But no spot on earth has surpassed the beauty of my childhood paradise a place my family built 50 years ago on the side of the mountain, they called it "THE CABIN." Overlooking beautiful Lake Hortonia you have full access to the mountain top's 7 acres and beach front. A dock is also available for your use. I have created many priceless moments and memories with my family here & I hope you can too!

Top guest favourite

Home in Mount Holly

4.97 out of 5 average rating, 65 reviews

Modern VT Farmhouse w/Hot Tub & Fire Pit

Minutes from Okemo mountain, this family friendly house is the ideal getaway for an adventure in the mountains or a relaxing escape in the woods. Our 4 bedroom home sits on 6 acres of beautiful wooded land. Located right off route 103, you can be at the Jackson Gore entrance to Okemo and on the slopes in 10 mins! (Also, Killington Resort is 12 mi away and Stratton Mountain is 23 mi away.) There are trails nearby for hiking in the warm months and snowshoeing or snowmobiling during winter.

Top guest favourite

Flat in Plymouth

4.95 out of 5 average rating, 154 reviews

Moguls Unit:1 mile to F&W Camp 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.

Home in Pittsfield

5 out of 5 average rating, 3 reviews

VT Getaway for Fall Foliage & Winter Adventure

Your four-season Vermont adventure starts here. Located in Pittsfield off scenic Route 100, our home is the perfect hub for exploring the Green Mountains. Spend your days on the world-class slopes of Killington and Pico, or hit the mountain biking and hiking trails for picturesque autumn leaf peeping. Walk from the property to explore the backcountry on the VAST snowmobile network. After a day of adventure, unwind and recharge in your perfect mountain escape with plenty to space to relax.

Guest favourite

Private room in Wells

4.88 out of 5 average rating, 259 reviews

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!

Top guest favourite

Private room in Wells

4.96 out of 5 average rating, 424 reviews

Endless Brook Farm B&B w Sauna, Hot Tub, Breakfast

Our home is located in a quiet, beautiful valley, surrounded by 175 acres of gardens, fields, hills, trails, streams, ponds and woods. Our bedrooms are bright and airy, with private bathroom upstairs on your own floor. Breakfast is provided each day -- all natural foods, special diets accommodated. 3-5 mins from Slate Valley Trails and Lake St. Catherine/State Park. 5 mins to Wells center. 10 mins to Poultney. 30 mins to Manchester or Rutland, VT.

Top guest favourite

Private room in Mendon

4.99 out of 5 average rating, 772 reviews

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.

Top guest favourite

Castle in Clarendon

4.98 out of 5 average rating, 484 reviews

Kingsley Grist Mill, Fall & Winter Wonderland, 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 favourite

Home in Killington

4.91 out of 5 average rating, 141 reviews

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

Top guest favourite

Flat in Chittenden

5 out of 5 average rating, 260 reviews

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.