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Vacation rentals with breakfast in Windham County

Find and book unique breakfast rentals on Airbnb

Top-rated breakfast rentals in Windham County

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

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Home in Winhall

4.74 out of 5 average rating, 35 reviews

Summer Retreat: 5BD Getaway, Hot Tub, Pond, & BBQ

Welcome to the newly renovated modern 5BD/4.5BA mountain getaway only 7 min away from Stratton Ski Resort, offering a perfect escape for large groups. Whether you are returning from an active day and want to enjoy a relaxing hot tub experience or simply enjoy a dreamy natural ambiance, this place is able to meet all your expectations. ✔ 5 Comfortable Bedrooms ✔ Open Design w/ Fireplace ✔ Hot Tub ✔ Desks & Monitor ✔ Outdoors (Deck, BBQ, Private Pond) ✔ Smart TVs ✔ Fast Wi-Fi ✔ Garage & EV Charger

Home in West Brattleboro

4.93 out of 5 average rating, 108 reviews

Modern Spacious Home with Mountain Views

Modern Home in Brattleboro with mountain view & many extras: Italian-Marble master-suite, Jacuzzi/Shower for 2, walk-in closet, king bed, grill, heated garage, cable, WiFi. Open-concept living room w/ cathedral ceiling, office, & movie screen. Large open kitchen w/ wine fridge. Second bedroom w/ loft. Explore hiking trails from backyard. Pets ok! 3 mins from Vermont Country Deli & I91 Exit 2. Walking distance to dog park, swimming holes. Downtown: 4 mins Mount Snow: 40 mins Stratton: 54 mins

Cabin in Guilford

4.98 out of 5 average rating, 48 reviews

Guilford Grove Cottage

Guilford Grove Cottage is a simple, comfortable small cottage on the threshold of the forest. A quiet and clean refuge with everything you need to relax in scenic southern Vermont. Prepare meals in the kitchen (breakfast supplies provided), relax on the loveseat, chill on the covered porch and enjoy being on the edge of nature; shoe-free and free from chemicals and artificial fragrances. Brand new construction. Easy access from I-91 & Route 2, 15 mins from Brattleboro and 20 to Greenfield, MA

Barn in Marlboro

4.95 out of 5 average rating, 293 reviews

The Studio With a View. Bring your dog, too!

Our stylish Studio, a not so tiny Tiny House, is nestled into the Southern Vermont hillside and surrounded by nature. Enjoy the view from the deck, and cozy up in the newly renovated flower barn with a cup of coffee or tea and a great book. Well-mannered dogs are welcome, they will enjoy the fenced-in area right off the deck. Features: efficiency kitchen and dining area, cozy living space, queen-size bed, and a full bathroom. The large covered porch overlooks fields and trees.

Rental unit in Brattleboro

4.98 out of 5 average rating, 120 reviews

River View apartment

Beautiful completely furnished 1 bedroom apartment with a private driveway and deck. It is located along the west river where every summer you can go tubing, swimming, or kayaking. Across the river is a bike/walking path that leads right to the Marina restaurant on Putney Rd in Brattleboro. Bakery/café, Art Gallery and Retreat Farm all close by. A half hour from skiing and 5 min away from snowmobile trails. A gorgeous view of the river and mountain across the street .

Home in Winhall

5 out of 5 average rating, 7 reviews

Winter Wonderland -Fire-pit, Hot Tub, Sleeps 10

3 Bedroom, 3 Bathroom Sleeps 10 Hot Tub, Fire Pit - 5 minutes from Bromley Mountain - 8 minutes from Stratton Mountain - 15 minute drive to Manchester Bedroom Highlights: - Primary Bedroom: King bed with en-suite bathroom - Second Bedroom: Ideal for families, featuring twin and full bunk beds - Third Bedroom: Queen bed with en-suite bathroom Outdoor Amenities: - Relax in the private hot tub under the stars - Gather around the cozy firepit for evening conversations

Townhouse in Dover

4.98 out of 5 average rating, 51 reviews

Enjoy a whimsical escape only minutes from Mt Snow

Enjoy the charm of Vermont in our townhouse. All the beauty, serenity and fun of Vermont is right outside our door! Miles of beautiful Green Mountain Forest trails await through trailhead a short walk away. Hiking, watersports, horseback riding, golf, antiquing, or just relaxing... the choice is yours. A delightful smorgasbord of shops and restaurants await only a few mins away. A romantic escape, a family adventure, a restful retreated the Lemondrop lodge is for you.

Cabin in Winhall

4.96 out of 5 average rating, 320 reviews

A-Frame Mountain Retreat near Manchester

The Vermont A-Frame is a dog friendly cabin conveniently located on the edge of the Green Mountain Forest. WFH using our fast WiFi + enjoy nature while doing so! Whether your plan is to ski, shop, hike or just relax, the Vermont A-Frame is the ideal place to experience it all. With room for 6 and plenty of amenities, our charming A-Frame is sure to provide you with the perfect home for your Vermont vacation. Find us on social media! @thevermontaframe

Rental unit in Brattleboro

4.89 out of 5 average rating, 538 reviews

Cozy, Private & Great location for exploring VT !

The apartment is centrally located, cozy, quiet and private. It has been set up to be a comfortable retreat. It's private entrance leads upstairs to an open living room/ kitchen space. The back door opens to a deck overlooking a ball field and green hills. The sleeping nook contains a queen size , metal framed bed. The mattress is comfortable and the sheets are soft. VT charges 10% tax

Cabin in Halifax

4.92 out of 5 average rating, 25 reviews

Cozy Log Cabin - Dog Friendly

Escape to a one-of-a-kind log cabin that caters to every member of your family. Welcome to our exceptional 3 bedroom, 2 bathroom log cabin in the mountains. From the moment you step through the door, you'll be enveloped in an atmosphere that combines rustic charm with modern convenience, ensuring an unforgettable short-term rental experience for the whole family.

Condo in Dover

4.99 out of 5 average rating, 112 reviews

Winter Bliss: Cozy Stay near Mount Snow!

This cozy 1-bedroom, 1.5-bathroom ski condo at the base of Mount Snow ski resort comfortably accommodates 6 guests. The condo boasts a fully stocked kitchen, cozy fireplace, spacious deck, convenient office space, a separate bedroom and access to an amenity center which has an outdoor pool, hot tub, sauna and gym. Perfect for short or long term stays.

Rental unit in Town of Rockingham

4.82 out of 5 average rating, 171 reviews

Apartment on Main Street

One bedroom apartment with kitchenette (mini-fridge, coffee maker, microwave, dishes etc.), full bathroom with laundry, and open living space. I am an English teacher, so there are lots of books! Apartment is located in the Village of Saxtons River- within easy walking distance from the Market, Vermont Academy, our new Park, and Main Street Arts.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Windham County breakfast rentals

Free parking on premises

Air conditioning

House rentals with breakfast

Private room in Brattleboro

4.83 out of 5 average rating, 6 reviews

Cozy Room in Brattleboro

Private room in Putney

4.95 out of 5 average rating, 221 reviews

Sanctuary Garden Bed & Breakfast

Home in Wilmington

4.91 out of 5 average rating, 33 reviews

Vermont Getaway

Home in Londonderry

5 out of 5 average rating, 23 reviews

Cook, eat, ski, hike and be merry!

Private room in Brattleboro

4.5 out of 5 average rating, 4 reviews

Historic Farmstead - Private 2 BR Guest Suite

Private room in Brattleboro

4.91 out of 5 average rating, 101 reviews

The Purple Chef's House

Home in Town of Rockingham

4.89 out of 5 average rating, 117 reviews

Beautiful Home in the Mountains - The Fox & Owl

Private room in Townshend

4.94 out of 5 average rating, 142 reviews

Cozy space in relaxing semi-rural area.

Apartment rentals with breakfast

Rental unit in Brattleboro

4.89 out of 5 average rating, 538 reviews

Cozy, Private & Great location for exploring VT !

Rental unit in Brattleboro

4.98 out of 5 average rating, 120 reviews

River View apartment

Rental unit in Putney

5 out of 5 average rating, 102 reviews

Peaceful Forest Studio

Rental unit in Town of Rockingham

4.82 out of 5 average rating, 171 reviews

Apartment on Main Street

Bed and breakfast rentals with breakfast

Private room in Chester

5 out of 5 average rating, 20 reviews

Farm at Williams River House - Gloucester Suite

Private room in Winhall

5 out of 5 average rating, 3 reviews

Bromley View Inn Suite #12

Private room in Wilmington

5 out of 5 average rating, 5 reviews

Apple Hill Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

Private room in Chester

5 out of 5 average rating, 18 reviews

Farm at Williams River House - Hawthorne Suite-ADA

Private room in Newfane

5 out of 5 average rating, 3 reviews

Queen bed + private bath, breakfast included

Private room in Dover

4.97 out of 5 average rating, 37 reviews

Deluxe King, kitchenette,fireplace- Cider House 1

Private room in Town of Rockingham

5 out of 5 average rating, 122 reviews

Eva Blake House-Margaret's Room

Private room in Wilmington

5 out of 5 average rating, 10 reviews

Chimney Hill Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

Destinations to explore