Vacation rentals with breakfast in Rutland County

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Top-rated breakfast rentals in Rutland County

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

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Guest favorite

Place to stay in Orwell

4.95 out of 5 average rating, 38 reviews

Historic Brookside- Private Suite In Historic Home

Historic Brookside from 1843 is a landmark in the area, and is listed with the National Register of Historic Places. We are a short drive to Lake Champlain, skiing and all that Vermont has to offer! We have miles of trails to explore on over 238 acres. You will be the ONLY GUESTS. The home is peaceful and grand. Limited cooking facilities are available with prior notice. The Guest Suite has a bedroom, sitting room and full bath. Additional rooms available for larger groups with advance notice.

Nov 6 – 13

G$34,677 GYD per night

Guest favorite

Condo in Plymouth

4.89 out of 5 average rating, 123 reviews

Canyons Unit: 2mi to Killington’s Skyeship Gondola

The Canyons Unit is a freshly renovated, fully separate, ground level, 2 bedroom apartment in our four-family French Chalet. We are 1 mile to lakes and summer camps and 2 miles from Killington’s Skyeship Gondola. It is 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 Moguls Unit. We also have larger 4 bedroom units (The Ledges and Glades) at this same location too.

Aug 14 – 21

G$41,273 GYD per night

Home in Fair Haven

4.69 out of 5 average rating, 26 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!

Mar 19 – 26

G$71,700 GYD per night

Guest favorite

Apartment in Weston

5.0 out of 5 average rating, 22 reviews

Peaceful Woods- Suite with Private Entrance

Our 5 acres are nestled in Vermont woodland bordering the Green Mountain National Forest two miles from the town of picturesque Weston up a well maintained dirt road. We welcome anyone looking for peace and quiet surrounded by both perennial and vegetable gardens and berry patches. Six ski areas both Alpine and Nordic and six golf courses are an easy drive as well as the Weston Playhouse, Weston Priory, The Vermont Country Store, the West River Farmers Market and several amazing restaurants.

May 14 – 21

G$28,375 GYD per night

Guest favorite

Castle in Clarendon

4.98 out of 5 average rating, 433 reviews

Kingsley Grist Mill, Covered Bridge and Waterfall.

America's only original Grist Mill & Covered Bridge residence, as seen on HGTV's "You Live in What?", (Se.2. ep.1) & worldwide on the Netflix travel series "World's Most Amazing Vacation Rentals" (Se. 2, ep 7). Join us for our 10th season as central Vermont's iconic adult getaway featuring private beach on Vermont's warmest river with tethered, relaxing, float tubes & two private decks overlooking Mill River's secluded waterfall. Come make history with us ! Near Killington & Okemo Mtns.

Aug 9 – 16

G$81,801 GYD per night

Guest favorite

Apartment in Chittenden

5.0 out of 5 average rating, 223 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. * We are following the guidelines set up by the W.H. O. and we are leaving a window between reservations to disinfect our suite due to Covid-19.

Feb 20 – 27

G$30,257 GYD per night

Superhost

Apartment in Pittsfield

4.9 out of 5 average rating, 21 reviews

Clear River Inn - 2 Bedroom Suite

Centrally located on scenic Route 100, the Clear River Inn is the ideal destination for every season. Skiing, snowmobiling, leaf peeping, river tubing, hiking, mountain biking & disc golf are just a few of the various activities all within a 10 mile radius of the property. Home to the Clear River Tavern - VT's true hidden gem, just walking distance from your room. (Closed Mondays & Tuesdays)** **PLEASE NOTE - THE TAVERN WILL BE CLOSED FOR THE SPRING & WILL REOPEN ON MAY 31ST!**

Aug 5 – 12

G$90,241 GYD per night

Guest favorite

Home in Shrewsbury

4.94 out of 5 average rating, 199 reviews

Baldwin House

Baldwin House is close to Okemo (12mi), Killington (25mi), Pico (18mi), Stratton (33mi), Bromley (29mi), Magic Mountain (24mi). It's the perfect location on a main road, yet still a nice country getaway feel in the heart of the Green Mountains. Beautiful riverfront property with lots to explore, including many nearby hiking, biking, and skiing/snowshoeing trails, state parks, and more. The interior is freshly renovated, and the rooms are comfortable, clean, and spacious.

May 16 – 23

G$43,260 GYD per night

Guest favorite

Room in Mendon

4.99 out of 5 average rating, 659 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.

Jun 1 – 8

G$22,830 GYD per night

Cottage in West Rutland

4.8 out of 5 average rating, 5 reviews

The Ultimate Dog Family Vacation

Welcome to Vermont's Paw House Inn. This is one of our brand new private houses completely designed for dog owners. Full kitchen, bathroom, Jacuzzi tub, private deck, trundle dog beds and more. Access to our private dog agility park and all dog services all included. Some properties accept dogs. Since 2001 we have CATERED entirely to dog lovers. Please bark at us with questions and contact us if your dates are booked.

Feb 18 – 25

G$78,561 GYD per night

Guest favorite

Home in Killington

4.9 out of 5 average rating, 115 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

Jan 20 – 27

G$122,399 GYD per night

Guest favorite

Cottage in Castleton

5.0 out of 5 average rating, 19 reviews

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.

Jan 27 – Feb 3

G$48,825 GYD per night