
Holiday rentals with breakfast in Cheshire County
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in Cheshire County
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

Historic Farmhouse Studio w/ River & Mtn Views
NO RESORT OR CLEANING FEES! Located on the 2nd floor, this north-facing room has been reimagined to give guests a view of both the mountains and the river. Decorated with mahogany-toned antiques, mid-century pieces, original pumpkin pine floors, and 19th Century hand-embroidered textiles, Mountain View is the perfect country refuge. Enjoy the memory foam queen mattress, ground-up remodeled bathroom, smart TV, and mini split for summer A/C and winter heating. Breakfast Included with your stay.

Romantic Studio in 19th-Century Farmhouse
NO RESORT OR CLEANING FEES! Remodeled from the ground up, River View, off the dining room on the ground floor, features warm pink accents contrasted against dark wood. Highlights include a smart TV, new walnut bed with wraparound rattan headboard, and a new bathroom with marble floors, concrete shower and counter, antique brass details, and a dual-flush toilet. Relax and unwind in this cozy, well-appointed room. Your perfect home base for comfort year-round! Breakfast Included with your stay.

Boutique Studio | Scenic Views + Daily Breakfast
NO RESORT OR CLEANING FEES! Located on the 2nd floor, with panoramic views of the river, Terrace Room is the brightest—and most fun!—room at the inn. With its intricate plaster ceiling and hand-troweled concrete shower, its vibrant textile accents and posters, memory foam mattress, smart TV, and mini split, this room is a joy to stay in! Make yourself at home in this charming, carefully curated room—a perfect haven for relaxation and comfort in any season. Breakfast Included with your stay.

Scenic Vermont Escape – Queen Bed & Breakfast
NO RESORT OR CLEANING FEES! Garden Breeze, facing north and overlooking the gazebo, has been remodeled but stays true to its Vermont country roots. New features include a smart TV, mahogany spindle bed, floating vanity, fresh bathroom flooring, and an early 19th century dressing mirror from Windham Antiques Center in downtown Bellows Falls! Enjoy the comfortable queen mattress, private bathroom, smart TV, and mini split for summer A/C and winter heating. Breakfast Included with your stay.

Charming Vermont Studio - Leaf Peeping Stop
NO RESORT OR CLEANING FEES! Located on the 2nd floor, with a Japanese-style bed, loveseat, smart TV, and mini split, this room overlooking the river is a spacious alpine getaway. The new private bath is located in the hall, steps from the room, and features a walk-in shower clad in handmade tile and a custom vanity floating atop rocks foraged from the creek behind the inn. The bathroom, while private, is a short walk down the hallway outside of the room. Breakfast Included with your stay.

Divol Pond Cabin
Family friendly rustic style interior home tucked away on a private dead end road. Small private pond with only three houses with access. Stunning deck with waterview connected to master bedroom with cathedral ceiling and skylights. Small fire pit. Grill. Dual heat propane fire pit table. Dock, kayak, paddle boat, hammock. Mount Watatic five minutes away. Mount Monadnock 20 minutes away. Restaurants, grocery stores/shopping close by. Perfect place to relax and enjoy quite times of nature.

"Country Comfort" in Hillsborough, NH.
Enjoy your own private apartment on a quiet country road in Hillsborough, NH. This comfortable 2nd floor apt in a separate building on the owners’ property showcases original stone walls and colorful perennial gardens. With 2 King bedrooms and a 3rd room set up with a desk and sitting area, there is ample space for 4 guests. A fully equipped kitchen will make cooking-in an enjoyable experience. Modern amenities including Wifi and Smart TV will help you stay as connected as you wish.

Peaceful country homestay overlooking pond
Historic 1910 schoolhouse (with large addition) with idyllic, verdant space on all sides. Classic homestay set-up. Quiet pond view from room. Here you can relax into Vermont country life. Perfect space for boarding school or college-visit families, foliage lovers, skiers. Located on a beautiful road popular for long walks and cycling. Very clean home, following COVID cleaning protocols - all household members vaccinated and boosted. LGBTQPI-celebrating home. No cleaning fee.

Swiss Chalet Family Retreat!
Welcome to our family's Swiss style chalet! Inspired by trips to Davos, Switzerland, my grandparents built the chalet in the 1950s to be a family playhouse and gathering spot for their 6 children. It's kind of magical. Today, our large extended family still enjoys holiday celebrations here every year. Our kids love exploring the woodland trails and swimming in Center Pond. We hope you love it as much as we do! Note: the building also has two apartments on the first floor.

The Historic Copper Pot B&B
Welcome to the Copper Pot historic B&B! Step back in time to the year 1810, with wonky walls, doors and floors. The Nest room is a historic room! We are home to the original folk art Moses Eaton stencils dating back to 1815! Enjoy our outside patio with firepit and grill while looking out at our wooded venue! We offer a country breakfast with free range chicken eggs! We are centralized to many attractions, like shopping, lakes, and ski resorts.

Eva's Room/Ensuite bath with One Double Bed
Do you like the experience of staying in historic homes? Welcome to the Eva Blake House. Full menu breakfast is served in the dining room between 8 and 10 AM. Three common areas. Abundant amenities. A walk or short drive to The Square with its shops, art galleries, restaurants and 1927 Opera House movie theater. Eva's Room has one double bed. Private ensuite bathroom with a claw foot bathtub. and hand-held shower spray.

Eva Blake House-Margaret's Room
Do you like the experience of staying in historic homes? Welcome to the Eva Blake House. A full menu breakfast is served in our dining room between 8 and 10 AM. Three common areas. Abundant amenities. A walk or short drive to The Square with its shops, art galleries, restaurants and our 1927 Opera House movie theater. Margaret's Room has one double bed. A walk down the hall: your large, private bathroom with walk in shower.
Popular amenities for rentals with breakfast in Cheshire County
House rentals with breakfast

Peaceful country homestay overlooking pond

Divol Pond Cabin

Terrace Room at the Tartan Fox

Blackwatch Room at the Tartan Fox

Cozy, comfortable Ranch Home

Stewart Room at the Tartan Fox Inn
Bed and breakfast rentals with breakfast

Country Bed & Breakfast, Green Meadow Room

Country Bed & Breakfast, Cold River Room

Country Bed & Breakfast, White Birch Room

Country Bed & Breakfast, 2 Bedroom Hillside Suite

Historic Bed & Breakfast with Original Folk Art!
Other holiday rentals with breakfast

Historic Farmhouse Studio w/ River & Mtn Views

Apartment on Main Street

Romantic Studio in 19th-Century Farmhouse

Scenic Vermont Escape – Queen Bed & Breakfast

Peaceful Farmhouse Stay Near Bellows Falls VT

Charming Vermont Studio - Leaf Peeping Stop

Eva Blake House-Margaret's Room

Divol Pond Cabin
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- Okemo Mountain Resort
- Stratton Mountain
- Pats Peak Ski Area
- Berkshire East Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Mount Snow Ski Resort
- Snhu Arena
- Ragged Mountain Resort
- Bear Brook State Park
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Emerald Lake State Park
- Mount Sunapee Resort
- Mount Holyoke College
- Smith College
- Southern Vermont Arts Center
- Camp Plymouth State Park
- Mount Monadnock
- Quechee Gorge
- University of Massachusetts Amherst
- Massachusetts Museum of Contemporary Art




