
Farmstay vacation rentals in Cheshire County
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Top-rated farmstay rentals in Cheshire County
Guests agree: these farmstay rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Cheshire County farmstay rentals
Family-friendly farm stay rentals
Guest favorite

Farm stay in Walpole
4.82 out of 5 average rating, 22 reviewsCottage with outdoor space 20 min to Brattleboro
JessieRating, 5 stars3 months ago
Extremely kind and hospitable! Even showed us around the farm, letting us meet the pigs and chickens!

Private room in Jaffrey
4.81 out of 5 average rating, 78 reviewsCozy, comfortable Ranch Home
AnitaRating, 5 stars6 months ago
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!

Guesthouse in Harrisville
4.96 out of 5 average rating, 72 reviewsBucolic New Hampshire Farm Cottage at Mayfair Farm
LinneaRating, 5 stars2 months ago
My family and I had a wonderful stay! The cottage was charming and perfect for our needs. Visiting the sheep and baby lambs on our last day there was a huge hit with my kids. We wouldn’t hesitate booking again! Thank you for hosting us!
Guest favorite

Cabin in Washington
4.89 out of 5 average rating, 27 reviewsCabin in the Sky
JayRating, 5 stars4 months ago
We've stayed here before and, once again, the place is charming and beautiful. We come in the winter and it's lovely, but warm months would be beautiful at the lake. The house is well-equipped and cozy. It's just perfect for our family. Many thanks.
Farm stay rentals with a patio
Guest favorite

Private room in Alstead
5 out of 5 average rating, 22 reviewsCozy Country Bed & Breakfast, Cold River Room
KrystianaRating, 5 stars1 month ago
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!
Superhost

Private room in Alstead
5 out of 5 average rating, 3 reviewsCozy Country Bed & Breakfast, White Birch Room
PeterRating, 5 stars42 months ago
My wife and I had to travel from Washington for a Memorial service for my Dad after he passed away. We had owned and run a B&B in Tacoma, Washington for almost 11 years and we love staying at B&Bs. We loved and thoroughly enjoyed our stay with Dean & Wendy at His & Hers B&B. I would highly recommend this place to anyone looking for a place to stay in the area. The hosts were kind, knowledgeable of the area and very welcoming. The room was clean and comfortable. The food was excellent. Thank you Dean & Wendy.
Guest favorite

Private room in Alstead
5 out of 5 average rating, 11 reviewsCozy Country Bed & Breakfast, Hillside Suite
GailRating, 5 stars19 months ago
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.
Guest favorite

Home in Walpole
4.85 out of 5 average rating, 33 reviewsRochambeau Lodge
KevinRating, 5 stars2 months ago
Very spacious and well kept farm house. We had a group of three families with 7 kids and we had extra space. Within easy driving distance of Magic Mountain and Okemo. The views are amazing! Would definitely rebook in the future.
Top guest favorite

Private room in Alstead
5 out of 5 average rating, 49 reviewsCozy Country Bed & Breakfast - Sugar Maple Room
VictoriaRating, 5 stars5 months ago
Wendy and Dean are so wonderful. Their bed and breakfast is beautiful and filled with thoughtful touches. Wendy went above and beyond to make sure I had delicious breakfasts in the morning, even when my class (at Heartwood School nearby) necessitated an early start. They were so warm and welcoming (plus Maple, too!) and by the end of the week, they already felt like real friends. Besides all the great conversations, and delicious food, and wonderful coffee - the room itself (I was on the top floor) was so comfortable and cozy. It all felt like a classic New England postcard, especially when I looked out my balcony door one morning and saw snowflakes fluttering over their lovely estate. I'm excited to return!
Farmstay rentals with a washer and dryer

Home in Walpole
4.74 out of 5 average rating, 19 reviewsFoster Farmhouse West Wing
JoeRating, 5 stars3 months ago
Taylor is a wonderful host. The house is is clean, comfortable and well maintained. Each bedroom has its own full bath which is a rare find. I have stayed here several times and will be back again and again.
Top guest favorite

Cabin in Putney
4.98 out of 5 average rating, 410 reviewsVermont Retreat Cottage |Exquisite Romantic Escape
ChristopherRating, 5 stars1 month ago
Where to start, such a beautiful location, amazing views from every angle. Kathleen you have created the perfect little cottage, it feels secluded yet close to everything. Very convenient location, everything seems like it's a 10 to 15 minute drive, activities, grocery or just somewhere to be at peace. One of my favorite things was the five minute drive to the local CO-OP, it was such a change up to feel so involved with the local foods and produce provided, here from the Massachusetts south shore its something that we do not get a chance to experiance. Me and my girlfriend came for our anniversary and I'm not sure it couldve been anything less than perfect. Every single thing about the location, the ammenities, the activites, even Kathleen could not have been more transparent, she was very responsive during the booking proccess and more when we were on location, she stressed that if we needed anything to let her know. This is without a doubt somewhere that we are going to stay again.
Top guest favorite

Private room in Jaffrey
5 out of 5 average rating, 12 reviewsPrivate room & bath in artful, historical colonial
JamesRating, 5 stars7 months ago
Teresa’s house is beautiful and in a very beautiful location. I wish I had more time to enjoy the amenities and spend time in the large and private backyard. I would definitely stay at this location again. Teresa was very nice and provided several restaurant recommendations when asked. 5 stars 🌟
Guest favorite

Home in Alstead
4.96 out of 5 average rating, 28 reviewsNew Hampshire Farm House with Swimming Pond
TimothyRating, 5 stars9 months ago
We had a family vacation for my wife’s 30th birthday. It was such a blast, yet so peaceful. Ben and Erin the hosts were so friendly. They provided baby bumpers for a bed and blackout curtains. The house was stunning: absolutely serene location. Plenty of tables to move about the house. The screened porch on the back was the main hang out area for dinner and if it rained. Or we hung out in the enormous well-equipped kitchen. The dining room table had enough room to seat 8 comfortably. Our guest list ended up being 7 adults and 2 babies. In the future we would have brought some tents perhaps to sleep the extra folks that didn’t fit in the beds. The head count was on us for not factoring in the sleeping arrangements. The only con which felt out of the hosts control was the geese poop on the docks. The pond was absolutely lovely to be able to jump in and swim in your own private area. Our child picked her first blueberries, cherry tomatoes and apples. We would love to come back!
Top guest favorite

Farm stay in Walpole
5 out of 5 average rating, 23 reviewsSunnyside Farmhouse with lots of outdoor spaces
SeanRating, 5 stars2 months ago
We had a lovely stay at Sunnyside, the house made us feel at home and the location is beautiful. The treats and flowers at check in were a lovely touch. Our kids had lots of fun of the sled hill right next to the house. We skied for 4 days so it was lovely coming home to a cozy house each evening. We also ate at The Hungry Diner which is where you can taste the lovely food produced at Caitlin’s Valley Farm. We were so sorry we waited for the last night to eat there as it was so delicious. We would love to stay at Valley Farm again, it is a location you could enjoy any season of the year
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- Okemo Mountain Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Pats Peak Ski Area
- Ragged Mountain Resort
- Berkshire East Mountain Resort
- Mount Snow Ski Resort
- Aaronap Cellars
- Mount Sugarloaf State Reservation
- Manchester Country Club - NH
- Bear Brook State Park
- Nashoba Valley Ski Are
- Ekwanok Country Club
- Baker Hill Golf Club
- Veterans Memorial Recreation Area Ski Hill
- Bretwood Golf Course
- Nashua Country Club
- Concord Country Club
- Hooper Golf Course
- Dorset Field Club
- Clarksburg State Park
- Hildene, The Lincoln Family Home
- Stump Sprouts Ski Touring Center