
Holiday rentals with breakfast in Cheshire County
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Top-rated Holiday Accommodation with Breakfast in Cheshire County
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Holiday House Rentals with breakfast

Peaceful country homestay overlooking pond
I had a wonderful stay at Megan's home! Her home was exactly as described, and her presence was both nurturing and respectful of privacy. Home is quaint, picturesque Vermont country style, modern and charming. Location was an easy hop to Putney and the Putney School, where my son attends. Coffee was lovingly placed outside our door, including fresh lattes on our final day. I would definitely recommend this place to others and would love to stay here again!

Sanctuary Garden Bed & Breakfast
Caitlin and her husband, Peter, are caring, considerate hosts. They made me feel welcome in their beautifully appointed, light-filled home. They were open and friendly, interested in finding out who I was, while being respectful of my privacy. When I explained I didn't like to eat first thing in the morning, they went out of their way to prepare a yummy, healthy "to-go" breakfast I could take with me to the program I was attending. Caitlin even loaned me her favorite travel coffee mug for my tea. I was able to spend my final morning having breakfast with them and they prepared a delightful meal, replete with fresh fruits and flowers from their garden. We sat outside amongst the beautiful plantings and each shared with me a precious piece of their own life story as well as how they met. That's how I discovered what wonderful people they are. I would return there in a heartbeat. Staying at the Sanctuary provided a welcome contrast from the intensity of the program I was attending.

Divol Pond Cabin
Staying at this place was like visiting your best friend’s cabin, only that this friend is a highly organized, super clean and really serious about hosting people. Wonderful experience, I was really sad to leave

Terrace Room at the Tartan Fox
Had a wonderful stay. Mike and Liza are Amazing Host. The welcoming feeling we received when we arrived all the way to pulling out of the driveway to leave is why We Will Go Back. The Delicious breakfast meals with homemade scones and fruit were amazing. My Eggs Benedict with homemade Hollandaise on a tomato slice was the best I’ve eaten. The host even went above and beyond to pickup special items that I requested. Looking forward to going back.

Blackwatch Room at the Tartan Fox
This is my second stay here, and I will be back. The hosts are lovely and accommodating people. The Inn is gorgeous, very clean, super comfortable, and convenient to where I needed to be. And they serve the best breakfast ever! Five star all the way!

Cozy, comfortable Ranch Home
Beth went out of her way to make sure I was comfortable and had everything needed during my 3-day stay. The bedroom was clean, and the mattress so comfy. Her bathroom was like a spa!

Stewart Room at the Tartan Fox Inn
A fabulous place to stay with generous hosts, and a friendly, relaxing atmosphere
Apartment rentals with breakfast

Cozy, Private & Great location for exploring VT !
Very lovely place located in a nice part of town. Mary and Lance were very welcoming and nice. We had a great stay and I strongly recommend this place for staying in Brattleboro.

"Country Comfort" in Hillsborough, NH.
unfortunately pam has set a standard for airbnb that I fear will never be able to be replicated. this is by far the best location I've ever stayed at. in addition pam went above and beyond with making a homemade pound cake and leaving a bag with lindorman chocolates and snack bars. in addition to that addition she reached out before I checked in for what breakfast items my group and I would like and pre purchased for us. I have never had such a wonderful experience, even trying to find something that could be better was a fruitless venture. it was the perfect stay and well worth every penny. I also loved the layout so much of the home that I'd love make one for myself one day. do yourself a favor stay here whenever your planning a snowboard or ski adventure at sunapee and crotched. it's perfectly positioned for both of them.

Swiss Chalet Family Retreat!
We had a lovely stay and the place was cute beyond our expectations. The area is beautiful and we felt right at home for a week.

Apartment on Main Street
We have family in Springfield so staying at Whitney and Alex’s place is perfect for us. It’s spacious and comfortable. This was our second stay and we will definitely be returning.
Bed and breakfast rentals with breakfast

Cozy Country Bed & Breakfast, Green Meadow Room
We had a great time at your home Wendy! What an excellent accommodations you’ve created and we appreciate you carving out time to chat with us. One suggestion, to provide a hair dryer. Otherwise we were enthralled and felt pampered! Well done!!

Rindge Glass Flower BnB Room #2 With Private Bath
A gorgeous and warm home to stay in. Guest kitchen is stocked and had what we need to cook; the room and bathroom were clean and cozy with extra pillows and a TV with streaming services. Great area to stay in as it’s not too far from Keene, Mt Monadnock and other sites. Grocery stores and restaurants were only a 3-10 minute drive away, as well. Gene and Judy are great, responsive hosts. Gene gave us recommendations for food and hiking, and kept us well informed of all of our amenities. Without a doubt, would stay here again!

Cozy Country Bed & Breakfast, Cold River Room
This was our second stay and it was just as amazing as we remembered it. We love staying in the Cold River Room, we were so excited it was available for this trip too. It is perfect for a couple having a cozy trip. We also love the homemade breakfast that Wendy makes. This is a beautiful bed and breakfast, but the hosts make it even more special. We are already talking about taking our 3rd trip to see them. Thank you, His and Hers!

Cozy Country Bed & Breakfast, White Birch Room
Wendy & Dean were wonderful hosts! We had a really late arrival and we were still greeted with a warm smile. Wendy’s breakfasts were delicious! And she kindly accommodated my dietary restrictions. The bathrooms and rooms were squeaky clean with plush fluffy towels and toiletries provided which was great. Beds were comfy cozy. Common areas were clean and plentiful with refreshments. The whole experience was way more than I expected! The grounds were gorgeous with a nice walk to the river. I felt welcomed, at home and comfortable in their beautiful space. Wendy & Dean were very accommodating and helpful in advising what to do in the local area. We really enjoyed spending time with them. I highly recommend His & Hers Farm and will definitely be back!

Cozy Country Bed & Breakfast, Hillside Suite
Windy and Dean were awesome hosts. It is such a blessing for them to share their little slice of heaven with others. The home, location, beautiful landscaping and delicious breakfast makes for a wonderful experience.

Eva's Room/Ensuite bath with One Double Bed
Warmth, humor, history, comfort and delicious food await you at the Eva Blake house. Eileen and Ed are some of the loveliest people you’ll ever meet and embody the warmth of Vermont community and creative culture. They go out of their way to make their guests feel comfortable and delight in sharing their beautiful, pristinely kept Victorian home steeped in history. This is a very special place with special people and I am so grateful to have stayed here a second time. I will be back again soon. Do yourself a favor and visit. Your heart will thank you ❤️

Historic Bed & Breakfast with Original Folk Art!
We had a great visit. Lisa made wonderful breakfasts with eggs from her hens, and freshly baked treats, including gluten free almond cake for me. She suggested Hedgehog mountain for a close and not really strenuous hike, and it was perfect, as was her dinner suggestion (Tooky Mills). Everyone at Copper Pot B&B was kind and accommodating. The bed was comfortable, the room was charming and the fireplace in the room was delightful. Our weekend could not have been better!
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Bear Brook State Park
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Manchester Country Club - NH
- The Shattuck Golf Club
- Nashoba Valley Winery, Distillery, Brewery and Restaurant
- Ragged Mountain Resort
- Dorset Field Club
- Aaronap Cellars
- Mount Sugarloaf State Reservation
- Hildene, The Lincoln Family Home
- Nashoba Valley Ski Are
- Bromley Mountain Ski Resort
- Baker Hill Golf Club
- Clarksburg State Park
- Ekwanok Country Club
- Hooper Golf Course
- Brattleboro Ski Hill