Family-friendly vacation rentals in Hillsborough

Firstly this is not just some ordinary room. This is an amazing full bed and breakfast experience run by 2 hospitality professionals that are top notch at what they do. This B&B is a HIDDEN GEM!! If you aren't immediately entranced by the views of the sun rising and setting over a pristine mountain lake you will be lost in the beauty and character of the building which is full of eye catching art. Shelia and Bruce were a joy to conversate with and were some of the kindest people I have had the pleasure of meeting. They are very pet friendly and treated our dog like family! As for the garnet suite the room is gorgeous and feels luxurious. The bathroom is a stunner and very large and open, it is so relaxing and the green jade marble tiling adds a gorgeous touch. What are you waiting for?! Book this B&B you will not regret it!! I rarely write reviews but had to since I was so blown away.

This was such a lovely home! The first thing we noticed was how good it smelled; like wood. The whole home is wood, and there were no diffusers or toxic plug-ins which we appreciated. We stayed on the first floor with plenty of space for our 11 month old son to practice taking his first steps! The kitchen has what you need for basic cooking, but some of the pans were scratched and need to be replaced. There was everything I needed to make my weekly cup of coffee, and plenty of good reading materials/books which was a nice perk. The one bed we used was great (I like a medium firm mattress) and the sheets were clean and crisp. I had to troubleshoot the TV remote a couple times but it was no hassle; instructions were given in a binder along with check out duties. It rained all weekend so we did not get to use the grill or firepit outside, but it was still a peaceful and blessed weekend. We would definitely stay here again!

My friends and I took a weekend ski trip to Ragged Mountain, and Jeffery’s House was the perfect home base. The house was warm and provided all of the amenities we needed to have a great weekend. Very peaceful location and only about 10 minutes from the mountain. Jeffery was also very communicative and addressed any questions I had in a timely manner….. would book again!

Excellent apartment in a resort hotel. Well staffed and the property is kept in excellent condition. Highly recommend this host.

Kat’s house on Dana road was the perfect place for our vacation to Vermont. Our family appreciated the clear instructions, helpful hints, and well thought out amenities. We really liked the Whisper Hill products in the bathrooms and made sure we went to the store in Quechee to buy some of the lotion before we left. We have stayed at a lot of AirBnB’s, but the house on Dana road was the most well equipped out of all of our stays!

This house is incredibly comfortable and well equipped. The location is lovely and private. We came for relaxation and with the fire pit and the hot tub we got our money's worth. My friends who are great cooks enjoyed the gas stove and some very well seasoned cast iron pans. Come here and enjoy the natural light and comfy space.

Bryan and Monica are excellent hosts and myself and those who stayed had an awesome experience over the course of the 6 weeks we spent at their location. We would highly recommend staying at their properties and plan on spending more time in the area again soon.

In the area for work. Absolutely loved the place. Would absolutely stay again for work or vacation.

Me and my party enjoyed every minute of our stay at Tom’s cabin! The cabin itself was spacious, cozy, and clean. The surroundings were also beautiful, right next to a nice neighborhood and lake. Thomas was a fantastic host and was extremely friendly and helpful. He was always there to answer questions and help out when needed. Overall, amazing trip and I would 100% go back!

We had a great stay at Lilac Ridge! The house was near and spacious, plenty of room for our family. We stayed in quite a bit and enjoyed the farm (including a visit with the calves!) and the house. The little farm stand had some nice things, including fresh eggs, maple syrup, honey, and soap, all local. Ross and Amanda were super responsive and took care of all our needs. Thanks so much!

I’m in love with this place! Highly recommend and I will definitely be back. Love the deck overseeing the hills and the fireplace that kept us cozy indoors! The place was pristine!! The cows alone are worth the trip. Good for a group of friends or a family trying to have a relaxing weekend! No regrets!!

This was a very spacious and cozy spot! A perfect place for a quiet weekend getaway with proximity to hiking and/or skiing/snowboarding. There were many books, games, and puzzles available to peruse and enjoy as well.

My wife and I just returned from this property. This was our fourth consecutive annual visit and we have already reserved for 2025. When it comes down to it, there are only 2 things that are important and draw us back time after time. 1. The home and its views: We have had the opportunity to stay at a number of New England Airbnb/VRBO properties, this is the only one we want to return to, over and over again. Its popularity makes it difficult to reserve- please ask yourself why? The home is delightful, comfortable, affordable, well equipped, clean, private and with a view of Sargent's pond that never stops mesmerizing us. If you are an outdoor action or more of laid-back type - no one will be disappointed. 2. Andy and Emily are the quintessential hosts. From the welcoming package, including doggie snacks - they think of everything. They are kind, honest and thoughtful people who want to ensure your needs are met but are never intrusive. We sincerely trust and thank them.

James was an excellent host for my family and me. We thoroughly enjoyed the place and its beautiful surroundings.

We recently enjoyed a lovely stay at The Carriage Barn in Guilford. Our host, Katherine, was very responsive to everything we might have needed during our visit: a very easy check in and out process, detailed instructions on how everything worked, items for our comfort (a gift of delicious chocolates, many fluffy towels, silky sheets, etc.), and was easily available via texting. The photos of her restored historic barn are very accurate - it's a beautifully designed renovation and is decorated with lovely art pieces, cozy furniture, and a huge library of books for your enjoyment. The tv works great and so does the WiFii. We traveled with our small dog and there is a baby gate available that easily snaps onto the staircase posts so I was not concerned about my dog's safety.. Best of all is the beautiful views of the gorgeous Vermont countryside. You'll see lovely sunsets here and spectacular sunrises. It's a great spot to truly relax.

Cold Comfort Farm offers a wonderful setting and view for anyone who wants a true New Hampshire experience. It reminded me of my youth growing up nearby. Jo was completely welcoming.

This place is simply incredible. A vintage mid century modern gem overlooking a lovely farm with mountains on the horizon. The pictures don't do it justice. The kitchen is incredibly well stocked with everything you could desire to host large family get togethers. Philip was extremely responsive and friendly throughout. My only regret is not knowing how to play the piano. We can't wait to come back in the warmer months to see the farm and garden in full effect. 10/10 recommend.

This was one of our very best Airbnb experiences ! The hosts are very organized and great communicators, and the condo was ideal. Clean, nicely furnished, and very family friendly. It was an especially great place to stay with younger kids, which we've found can sometimes be a challenge. Thanks again for a lovely experience!

Mikes place was a great stay while in. New Hampshire. Lots of stuff to do on the lake and everything you need is within walking distance!! I nightly recommend this condo on the lake

I stayed here with a bunch of friends for a Dartmouth reunion trip. It was great! We had plenty of space, it was clean, and it was close to campus. Would highly recommend it for anyone visiting the area.

It was so great staying at Corey’s place! It was just liked described and it was a great launch pad to explore Quechee and the surrounding area. We enjoyed it so much and would love to go back!

We had a very relaxing stay. Plenty of space to stretch out. Located within 10-15 min. of Keene State activities, the purpose of our trip. Bryan was a wonderful host. Very responsive. Instructions were clear, directions very helpful. Everything we needed!!