
Holiday rentals with a kayak in Hillsborough County
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Top-rated rentals with kayak in Hillsborough County
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House rentals with a kayak

Lakefront -Kayaks,Ski Pats Peak,Fish,Dock
We had a wonderful (restful!) stay in Weare. Highly recommend this peaceful property right on the lake.

Fabulous Lake house!
We truly enjoyed our stay at the Fabulous Lake House. The location is absolutely beautiful, and we were very comfortable during our visit. Mike and Sue are excellent hosts and we felt like family. The location on the lake is private and peaceful, but it was very convenient to get anywhere in the area. We will definitely return in the future! Thanks for a wonderful getaway!

earthship forest exile
We stayed here as a weekend sibling trip and had the best time. The kitchen was fully stocked and made cooking 5 full meals easily, the yard with the fire pit and sand box were a huge hit, and the house was super cozy and clean. Highly recommend staying here.

The Crowcroft House
Family of four stayed for a week while visiting family. As I think one other review may have said, the description is accurate however the space is much more roomy than the photos would have you believe. Two full bathrooms, a washer and dryer, incredible kitchen, comfortable beds and a serene location all made this location an incredible space but the small, thoughtful touches like hair towels, cotton rounds/swabs/balls in the main bath made our stay exceptional.

Enchanting, romantic and fun river getaway
We had a wonderful stay! Our group of six had plenty of space to relax and enjoy every moment. The home was cozy, clean, and perfectly suited for our needs complete with comfy beds, even with the unexpected rain. One of our favorite memories was game night at the dining table we had lots of room to spread out and share tons of laughs. The kitchen was stocked with snacks and coffee, which made us feel right at home from the start. The location was peaceful and beautiful, nestled near the river. Watching rowing teams glide by was such a fun and unexpected bonus! The neighborhood is quiet, charming, and very family-friendly. The host was incredible, super responsive and helpful, especially as I planned a graduation celebration for our college girl. She gave great local tips and even let us drop off our luggage before the ceremony, which made things so much easier. Overall, this was an amazing stay with thoughtful touches and fantastic hospitality. Highly recommend!

Modern Summer Chalet with Lake Access, Kayaking
Place was clean and ready for us. 15 minute drive to Pat's Peak. Perfect for a weekend skiing!

Welcome to Your 4-Season Escape
We needed a place for my daughters graduation at New England College. This place was 10 minutes away and beautiful. We enjoyed fishing, kayaking, sitting on the screened porch, playing board/card games provied, and smores. The bug spay, repelent candles were much appreciated, and fishing poles a bonus. My 4 yr old neice caught her first fish and had her very first ride in a kayak. We made memories of a lifetime. Highly recomend, very relaxing/beautiful and family/adult oriented.

Home On The Hill
Beautiful home! Thank you for sharing it with my family. We were in town for my daughter’s college graduation. This location was perfect for my family. Cozy. Family oriented. Clean. Well equipped. Highly recommend!
Cottage rentals with a kayak

Baboosic Lake
This place is a true get away. The view is breath taking. Very clean and everything you need is there. plenty of hot water. Very quite neighborhood. Very close to stores and great eating places

Waterfront LakeHouse on Cobbetts!
Absolutely loved our stay at the lake house! The views were breathtaking, and the serene atmosphere made it the perfect getaway. The house was beautifully furnished and had all the amenities we needed. We enjoyed a cozy evening by the fire pit and loved fishing off the dock! The host was incredibly welcoming. Can't wait to come back! Highly recommend for anyone looking to relax and unwind.

Lakeside cottage. Gorgeous view & several boats
Such a cute and quaint location. The view was spectacular. We had fun fishing and making smores. The next door neighbor sales fresh eggs and sourdough breads. The house was clean. No dishwasher but he told us that before we booked it! Great place!!

Quaint Cottage near Cobbetts Pond
Wonderful location. Peaceful neighborhood. Friendly neighbor across the street. Great instructions to location. Responded to our every need.

The Boathouse - A rustic and cozy lakeside cottage
This was the perfect spot for us. The cabin was all we hoped for! Everything was so clean and well thought out. We felt at home immediately! Chris always responded to our questions. Honestly, I can’t think of anything that would have made it a better stay! If you are looking for an “in the woods” experience, this is the place!

Lakefront! Johnson Point Cottages-“Summer Breeze”
I grew up on Cobbetts so this was the perfect place for us. The house was right on the water and had a perfect view for sunsets. Dale was a great host and responsive. He even took us for a nostalgic boat ride. A great place to relax yet close to stores and restaurants if needed. I appreciate that this place is dog friendly so we could bring along our pups. We can’t wait to stay again. Highly recommend.

Cozy lakefront cottage with dock, close to skiing
My friends & I appreciate the nice level lawn with fire pit & space to play cornhole right next to the water. The cottage itself has a good sized living room and additional sunroom / dining room so there is always space for sit-down meals and games! Much of the cottage is the original 1952 finish, carefully kept while modernizing the systems, appliances & fixtures. A great place!

The Pines at Emerald Lake
We loved this place and wished we could have stayed longer. It was clean and had everything we needed. The chimenea was great on the cool evenings, and it was very quiet and peaceful. We didn't cook any meals, but the kitchen was clean and appeared to have everything we would have needed had we had more time there. We would 10/10 stay there again if we're back in the area!
Cabin rentals with a kayak

Cozy Campground Cabin
The cabin was such a lovely place to stay!! Would love to come back

5 Mi to Fox State Forest: Lakefront Home w/ Dock
I couldn’t make it since I was sick but my other friends told me that it was a nice place to come back to and stay.

Little Lake, Big Fish - Fire Pit & Pvt Beach
Enjoyed our time at this home. Definitely better than staying in town at a hotel. I hope future guests will see the beauty and charm and take very much care of the home and its surroundings. if anything, think of how long this home has been there and how it should be respected and taken care of.

Lake Horace Lake Front Cabin
Our family had a great stay at the Cabin. Beautiful location right on the water in a very nice home with all of the amenities we could need. We especially enjoyed kayaking the lake and swimming off of the dock. The sandy beach at the lakeshore resort was just down the street and a great spot for our 2 year old to swim and play in the water. Susan was an excellent host who communicated everything we needed and made sure we were taken care of.

Waterfront-2/1- Cozy Cottage -Adventure & Romance
My family loved our stay in this lovely house by the water. Area was very quiet and relaxing and a great getaway from daily stress. Nico was very kind allowing us to check in early and installing air conditioners when the weather started to get hot. Would highly recommend if you are looking for a quiet getaway with a responsive host.

Red Cabin & Sauna on Lake Monomonac
You won’t need anything but clothes and fishing gear. Jim’s cabin was fully stocked with anything you might need, the bathroom was just shy of a convenience store and even had a pack and play, baby changing pad, and baby pillow. Canoes and paddle board are available to enjoy the beautiful lake. Great location, great view, great host. Jim was proactive, responsive, and very kind.

Grey Cabin & Sauna on Lake Monomonac
Our stay at the cabin was absolutely wonderful! The location was peaceful and scenic, with a beautiful lake just steps away—it made for the perfect relaxing escape. The cabin itself was cozy, clean, and had everything we needed for a comfortable stay. One of the highlights was definitely the sauna, which added a luxurious touch to the experience. Jim was an amazing host—friendly, attentive, and truly went above and beyond to make sure we had a great time. His hospitality made us feel right at home. We couldn’t have asked for a better place or a better host. Highly recommend this spot to anyone looking to unwind and enjoy nature!

Lakeside Log Cabin near Mt Monadnock
⭐⭐⭐⭐⭐ This cabin was absolutely perfect for our family gathering after my father's memorial. Despite poor weather keeping us inside, we were delighted by the thoughtful gathering spaces throughout. The pellet stove created such a cozy atmosphere, and the kitchen was exceptionally well-stocked with everything we needed. The hosts clearly put so much care into every detail. We're already looking forward to returning in better weather to enjoy the outdoor spaces. Highly recommend this peaceful retreat!
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- Hampton Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- North Hampton Beach
- New England Aquarium
- Monadnock State Park
- Faneuil Hall Marketplace
- Freedom Trail
- Crane Beach
- Canobie Lake Park
- Prudential Center
- MIT Museum
- Rye North Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Bunker Hill Monument
- Pats Peak Ski Area
- Bear Brook State Park
- Wentworth by the Sea Country Club
- Isabella Stewart Gardner Museum