Holiday houses in Pittsfield

Year-Round Pondside Gem Retreat, Concord, NH.

Daybreak Shores: A Concord, NH pondside cottage, steps from a 27-acre trout pond.‘ Better than top hotels,’ guests rave, loving the renovated charm, Wi-Fi, and big deck for fall colors or spring blooms. Just 7 miles to historic downtown Concord’s dining and trails, an hour from Boston or White Mountain skiing. This all-season retreat blends nature and coziness—‘the kids kept asking to live there!’ It’s your year-round escape by a peaceful, deep pond—book now for adventure or relaxation any time!

Deja Blue Lake House

Enjoy a whole house that sits directly on Northwood Lake on a private lot. House has 4 bedrooms and 1 1/2 bathrooms. 1st Bedroom has a Queen size bed, 2nd Bedroom has a Queen size bed, 3rd Bedroom has a Full size bed, 4th Bedroom has a bunk bed which is a Full Xl over a Queen.There are 2 docks. Bring your boats, floats, jet ski's, fishing poles, etc. The boat launch is located within walking distance. We have 4 paddle boards, floats, and a kayak for use while there. We do have some life jackets.

Unique Equine Estate w/an Indoor Pool & Hot Tub.

One of a kind equine estate w/indoor pool, hot tub, billiards, cooks kitchen, new TVs & upgraded internet. The 4 bdrm, loft & common areas sleep 17 ppl. and w/6,000 sq. ft. everyone will have space to relax. This estate is literally a home w/in a home. The addition was built around the original log cabin. Wind Hill Farm is a 78 acre working equestrian facility, schedule a riding lesson on property. Local attractions: apple orchards, NH Speedway, wedding venues, Lakes Region, Gunstock Mountain.

Antq. Farm Ell-Private deck/views/trails/Dog yard!

This farmstead "ELL" has 1800's character, yet updated for modern day. WiFi & AC! We hope this space inspires. Orig. hand hewn beams, pine floors, woodstove & vntg. bath tub to warm you after a day skiing or family sliding down threw the fields. Mtn. bike or walk the trails. Prvt. deck w/grill, fenced yard, firepit & views. We are open year round @ "Windy Ridge Inn" Nh snowmobile trails at your door! UNH, Dell Lea, Gunstock Mt, Laconia, Atlantic Ocean, NH lakes, ME Outlets. 90 min to Boston

The Barnstead Train Depot 1889

Romantic and cozy 1 bedroom home in Barnstead, New Hampshire. A former train depot built in 1889, this historic home stands on the banks of the Suncook River Reservoir. Enjoy private dock access for fishing, swimming, canoeing and kayaking. Immerse yourself in nature on a walk through the woods on the attached rail trail. Enjoy sunsets and river views directly from the deck. When the sun goes down be sure to stick around to view the blanket of stars that have blessed the Depot for 136 years.

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly

This romantic & family-friendly lakefront chalet comes with a private beach, hot tub, kayaks & stunning views and is packed with amenities. It’s a serene home base to explore some of the best New England towns and is in the heart of the Lakes Region. Swim, kayak, bike a scenic trail, fish, hike, explore historic towns, farms & food scene, or simply grill with a view & play board games. We have poured our heart into making this a romantic yet very kid-friendly retreat (kids gear included).

Eaton Pond Retreat

Nestled on Catamount Mountain, this peaceful mountain retreat offers the perfect blend of relaxation and outdoor adventure. Enjoy scenic views from the gazebo, unwind by the firepit, take a dip in the pool, or launch a kayak right from the property’s pond. Surrounded by hiking trails, nearby lakes, and classic New Hampshire beauty, it’s the perfect escape year-round. Plenty of parking for trailers (boats and Snowmobile). Plenty of parking. message me if you have any questions.

Lucky Duck Lodge - Waterfront home on Locke Lake

Welcome to Lucky Duck Lodge—a newly remodeled lakefront home perfect for family and friends. Enjoy all the fun of NH’s big lakes in a cozy, laid-back setting. Guests have access to 1 canoe, 8 kayaks (2 tandem), 2 paddle boards, a floating Otter Island, and a new aluminum dock. Two fire pits—one on the upper deck and one lakeside—make evenings magical. It’s the ideal spot for paddling, relaxing, and making memories.

Lakefront Escape | Kayaks | Sleeps 6

Welcome to Reflections on Lower Suncook Lake — your private waterfront escape. Enjoy a grassy yard, dock, waterslide, patio, and deck for effortless lake living. Use the complimentary kayaks to explore serene waters, then relax in the game room or open-concept living space with a fully equipped kitchen. Split bedrooms offer added privacy. Perfect for families or friends seeking summer fun and relaxation.

Loon's Ledge Lakehouse

Escape to our charming lakeside retreat in the heart of Northwood, NH, where relaxing days and outdoor adventures await! Perfectly positioned with serene views of Northwood Lake and just a stone's throw from the excellent fishing, local breweries, restaurants and more, our 3-bedroom, 1 bathroom home (plus a fantastic private outdoor shower!) is the ideal getaway for families, couples, or friends.

Cozy modern Locke Lake getaway

Looking for a vacation spot in NH? Enjoy this quiet and charming Locke Lake home with tons of amenities. Perfectly located in the middle of the Lakes Region. After a day of fun, treat yourself to a soak in a beautiful spa tub. Enjoy your morning coffee or snuggle up to a good book on the large back deck. *25 Min to Gunstock Mt * 10 min walk to Locke Lake *15 Min to Winnipesaukee

Pastoral Farm in NH

Cozy private get away. A little bigger than a tiny house, apart from the main farm house and barns on a beautiful hill top setting. Sit and relax , take a walk through the fields or if your feeling a little more adventurous explore the beaver pond or hike out to picnic rock. This is country living in NH. *Please note that we are 8/10ths of a mile out on a dirt road.