Holiday rentals with a kayak in Hillsborough County

The SugarShack at Sweetwater

Welcome to our off-the-grid cabin, sleeping 2-4 people with an upstairs loft & downstairs custom Murphy bed. It's equipped with lights, mini-fridge, Bluetooth speakers & an indoor/outdoor bar. Outside you'll find a private fire pit & charcoal grill, a shared outdoor kitchen pavilion w/ gas grill (stocked with cooking supplies) & the outdoor bathroom w/ a real flushing toilet, sink and outdoor shower. Access the Tooky River just steps away and enjoy plenty of space, privacy & beautiful scenery!

The Farmhouse at Sweetwater

Welcome to Sweetwater Farm in Henniker . 2 minutes from pats peak mountain and close to many other ski areas!Our familypurchased the Historical Farmhouse (est 1750)in 2006 and recently decided to share it with others. The newly renovated 2 BR farmhouse sleeps 5-6 people. You'll have access to the grounds, including 1000 ft of frontage on the Tooky River (great for swimming, kayaking and fishing).Our guests can also purchase our USDA certified beef and farm fresh eggs to enjoy during your stay

Haven by the Lake

Looking for a place to bring the family, or a get-a-away with friends? This is it! From the light and airy design that makes it feel like home to the hot tub, loft room, and lake access, The Haven by the Lake has everything you need for a great stay. It is a short 100 yard walk from the lake and a quick drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston or the NH Seacoast, close to the Lakes Region, White mountains, and great skiing spots as well as the famous NH Outlets.

New England Village Luxury Studio

Kick back and relax in this stylish studio! Our house is in a quiet neighborhood of older homes surrounded by woodlands yet conveniently located downtown, a half mile from our village green (Milford Oval). A short stroll over the river will take you to cafes, restaurants, pubs with live music, post office, library, shops & useful stores such as CVS. Whatever brings you…business, skiing, hiking, antiques, a family celebration or a romantic weekend away…we are looking forward to hosting you!

Lakeside cottage. Gorgeous view & several boats

Come and enjoy a relaxing stay at our peaceful cottage on Daniels Lake. The small, recently-renovated home is in a rural setting but close to restaurants, shopping, parks, ski slopes, golf courses, lakes and quaint New England villages. The large deck has a gorgeous view of the lake. Four kayaks, two canoes, standup paddle board and pedal boat are available to use on the lake which is known for its good fishing. Two bedrooms, dining room and living room overlook the lake and woods.

Little Lakehouse, the Lookout

Cozy up during your next trip to southern New Hampshire! The Lookout, situated right next to a serene lake, boasts luxury and spectacular water views. It's a perfect place for a peaceful escape or chance to experience the wide variety of seasonal New England activities from swimming to leaf peeping to ice fishing. The Little Lake house is a short drive to Canobie Lake Park and Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White mountains.

Little Lake House-fishing, relaxation, waterfront

Welcome to our home away from home. This cozy lake get away just minutes over the border from Massachusetts is the perfect place to connect with friends and family. Enjoy days out on the water which is right outside your back door! Or nights at the fire pit enjoying the stars. We have wifi, tv w/ streaming services, laundry, a/c & heat, and kayaks to make your stay as comfortable and fun as possible. We're family friendly and have a crib for infant/baby.

Pond-Front Passive Solar Architectural House

Welcome to this beautiful 2br house right on Horseshoe pond, only a 50 minute drive from Boston! When not kayaking or fishing, enjoy fun activities on the outdoor patio, dock, firepit, relax on the hammock or swim in the pond! The upstairs has 2 bedrooms and the main bathroom. All rooms in the house have beautiful water views! One large open concept room downstairs containing living room, sitting area, kitchen, and dining table

Little Lake, Big Fish - Fire Pit & Pvt Beach

@DiamondHomeCollection on Insta Please read Other Details To Note Our area is full of life and peace. Wake up to the loons early in the morning and go to bed listening to the owls. Watch the turkeys cross the yard. Our homes are from the 1920's, we keep them alive and for the souls who love old homes. 45 minutes to the ski destinations ocean, lakes region, and hiking. Not waterfront, we own shares of waterfront. And spring