Holiday rentals with breakfast in Cheshire County

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Cheshire County

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Hotel room in Town of Rockingham

4.43 out of 5 average rating, 44 reviews

Sweet 1 Bed in Village Vintage Victorian

We are a pet-friendly BnB and this 1865 Victorian Farmhouse has several bedrooms that are available. This listing is for The Yellow Victorian Room. Centrally located for easy walking to the local antique shops, boutiques & restaurants. There’s charm everywhere you look, yet far from being too formal. The decor is filled with original art to antique prints for a fun relaxing vibe while under renovation. Pet friendly, 3 cats & host live downstairs. We welcome all & are 420 friendly.

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Home in Rindge

4.97 out of 5 average rating, 33 reviews

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.

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Flat in Hillsboro

5 out of 5 average rating, 64 reviews

"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.

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Private room in Rindge

4.99 out of 5 average rating, 134 reviews

Rindge Glass Flower BnB Room #1 with private bath

A fully renovated Grange Hall into Bed and Breakfast. We serve a full breakfast for $20 per person. We have 2 private rooms each with private bath. There is a large common area with guest kitchen, sitting and dining areas as well as pingpong & grande piano. All rooms are on first floor with no stairs to climb. Room 1 has a king bed and private sitting room. We rent to adults 25 up and children minimum 11 yrs of age with parents. Max 2 per room. No Pets. See Airbnb listings for Rm 2

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Private room in Alstead

5 out of 5 average rating, 11 reviews

Cozy Country Bed & Breakfast, Hillside Suite

Get away from the hustle and bustle of the urban life and enjoy a relaxing country setting in rural New Hampshire at His & Hers Farm. We are located within an hour’s drive to several ski areas and are close to trails that can be used for snow shoeing, cross country skiing and even snowmobiling. The Gowen's Guest House is a restored and updated historic 1850s/early 1900s farmhouse that is a licensed Bed & Breakfast and has four (4) unique guest rooms each with their own private bath.

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Private room in Putney

4.94 out of 5 average rating, 32 reviews

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)

Guest favourite

Flat in Nelson

4.89 out of 5 average rating, 99 reviews

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.

Hotel room in Peterborough

4.83 out of 5 average rating, 23 reviews

Riverhouse - Deluxe Two Queen - Hotel Room

Located on the Contoocook River in Peterborough NH and within walking distance to downtown, Riverhouse by Weekender provides comfortable, clean, and well appointed guest rooms to serve as your home away from home. Your Deluxe 2 Queen Private Room features two pillow-top mattresses, private bathroom with walk-in shower, wifi, Smart TV with Hulu+, Disney+ and ESPN+, Keurig machine, microfridge, and personal AC/heat. Enjoy grab and go breakfast in the lobby daily.

Private room in Antrim

4.91 out of 5 average rating, 22 reviews

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.

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Private room in Alstead

5 out of 5 average rating, 51 reviews

Cozy Country Bed & Breakfast - Sugar Maple Room

Get away from the hustle and bustle of the urban life and enjoy a relaxing country setting in rural New Hampshire at His & Hers Farm. For those looking for an authentic and comfortable country experience, this is your place! The Gowen's Guest House is a restored and updated historic 1850s/early 1900s farmhouse that is a licensed Bed & Breakfast and has four (4) unique guest rooms each with their own private bath.

Private room in Swanzey

4.7 out of 5 average rating, 12 reviews

Blackwatch Room at the Tartan Fox

Price per night listed is room rate plus 9% NH room tax. Beautiful room in the heart of the Monadnock region, very close to Keene NH, and Keene State. This listing is for our "Blackwatch Room" which has a Queen bed and a private bath, with heated marble floors. The Inn has four rooms total, and this is one the four. Price does NOT include breakfast. That can be ordered separately.

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Hotel room in Town of Rockingham

Historic Farmhouse Stay | River, Breakfast, Trails

NO RESORT OR CLEANING FEES! Updated in January 2023, with its golden wood tones, concrete vanity, vessel sink, brass details, smart TV, and new blonde oak bed, Bird’s Nest is as cozy as ever, but with a warm modern touch! Settle into this inviting, thoughtfully designed room—your ideal retreat for year-round comfort and relaxation. Breakfast Included with your stay.