
Vacation rentals with a kayak in Hillsborough County
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Top-rated kayak rentals 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
We got hit with rain pretty hard during our stay which made the lake super icy however the warm day we had the lake was great! I suggest timing your trip with pollen in mind as the location on the lake brings the pollen in. Other than the pollen and rain no issues. We drove up to Flume gorge/Cannon mountain tramway and had a blast. Walked around Littleton and went into a few little shops. The ice cream place right down the road was tasty too! Quiet and relaxing area for sure

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
After a long day of travel from New York, the cozy cabin at 21 Raccoon Lane in Henniker, NH was a perfect work trip retreat. Set in a quiet campground, the cabin was clean, comfortable, and had everything I needed. While it didn’t sit directly on the water, the porch offered a nice view of the pond through the trees, making it a peaceful place to relax after a busy day. The setting was quiet and refreshing, with just the right amount of seclusion. If you're traveling for work and want a calm, nature-filled stay instead of a hotel, this spot delivers!

5 Mi to Fox State Forest: Lakefront Home w/ Dock
Myself and friends had a great stay at this Airbnb! The place was clean, comfortable, and just as described in the listing. The host was responsive and made check-in and check-out super easy. The neighborhood was quiet and felt safe, with easy access to nearby restaurants, shops, and attractions. I especially appreciated the thoughtful touches like fresh towels, toiletries, and a well-equipped kitchen. Would definitely recommend this place to anyone visiting the area and would love to stay again!

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
Our stay at the lakefront cottage was fantastic! The place was clean and welcoming. We enjoyed the fully stocked kitchen and the sitting areas. But most of all we loved the outdoors. The lake was perfect for paddle-boarding, and there were wonderful trails nearby in the walking distance. Watching beautiful sunsets over the lake made our trip magical. Nico is a gracious host, responsive, genuine, and welcoming. He went out of his way to make sure the kids and I had everything we needed.

Lakeside Log Cabin near Mt Monadnock
We had a lovely stay at this cabin! Very quaint and beautiful location. Cabin was tastefully furnished and host was very responsive. Would stay here again. Thank you!

The Flying Bridge
This little cabin was perfect for our weekend away. It was very cozy and everything we wanted. We would definitely recommend it to everyone!

Log Cabin on Keyser Pond in Henniker NH
The log cabin was well-appointed and beautiful. It was lovely, clean, cozy and had everything we could have needed. Greg was friendly and responsive to the few questions that came up. Highly recommend!
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- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- North Hampton Beach
- New England Aquarium
- Monadnock State Park
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Prudential Center
- MIT Museum
- Rye North Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Bunker Hill Monument
- Bear Brook State Park
- Pats Peak Ski Area
- Wentworth by the Sea Country Club
- Isabella Stewart Gardner Museum