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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Guest favorite

Home in West Brattleboro

4.92 out of 5 average rating, 104 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

Guest favorite

Cabin in Guilford

4.97 out of 5 average rating, 37 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

Guest favorite

Tiny home in Newfane

4.92 out of 5 average rating, 26 reviews

Riverside Wellness Escape: Private Beach & Sauna

Welcome to your sanctuary of serenity and tranquility! Nestled in the heart of nature, Rock River Wellness is a private river-side getaway with a touch of rustic luxury. Unwind to the soothing sounds of flowing water and take a refreshing dip at your private beach or detox in your personal sauna. We also offer a full menu of wellness services (Pilates, Yoga, Massage, and more!) to restore your body, mind, and spirit. Contact us to tailor your itinerary. (extra charge for add-on services)

Guest favorite

Barn in Marlboro

4.95 out of 5 average rating, 285 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.

Guest favorite

Rental unit in Dummerston

4.92 out of 5 average rating, 392 reviews

~Serene Barn Retreat~

Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Guest favorite

Rental unit in Brattleboro

4.98 out of 5 average rating, 112 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 .

Superhost

Home in Winhall

5 out of 5 average rating, 3 reviews

Stunning Fall Retreat-Fire-pit, Hot Tub, Sleep 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

Guest favorite

Townhouse in Dover

4.98 out of 5 average rating, 49 reviews

This fall come see VT burst into a blaze of colors

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.

Guest favorite

Cabin in Winhall

4.96 out of 5 average rating, 312 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

Guest favorite

Rental unit in Brattleboro

4.89 out of 5 average rating, 524 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

Superhost

Cabin in Halifax

4.91 out of 5 average rating, 23 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.

Guest favorite

Condo in Dover

4.99 out of 5 average rating, 111 reviews

Winter Bliss: Top 1% 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.