Vacation rentals in Pittsfield

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

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.

The Vineyard Penthouse - Beautiful Inside & Out

Wake up to rows of sun-kissed grapevines and unwind in a serene, vineyard-view retreat. This open-concept suite featured a plush king bed, abundant natural light and inviting modern décor. Sip wine at sunset, cook in the well-equipped kitchen, or unwind and relax, in our new “shared” hot tub. Although there are other guest on the property you will have this space to call your own and enjoy. ~ 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 20 min to Gunstock and 25 min to Bank of Pavilion

Charming Lake Comm Bungalow - EV charging/86” tv

Welcome to our 3bd, 1ba cozy home in Barnstead, NH, just a 5 min walk to Locke Lake beach! Nestled amidst serene surroundings with access to 9 beaches on 2 lakes and pools, this charming retreat offers the perfect blend of rustic charm and modern amenities. Relax in style in our beautifully furnished living space, complete with an 86-inch TV, perfect for movie nights or catching the big game. With comfortable accommodations, area amenities and space for family and friends, your getaway awaits!

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.

The Loon Nest, Waterfront Lake House, Wood Hot Tub

Welcome to The Loon Nest! Recently updated Waterfront lake House Retreat w/ Sleeping for 8. Bring your well behaved dog and enjoy being directly on the water with a 20ft dock for all your aquatic adventures. Private community beach is right next door with Picnic tables and swimming platform. The house Features 3 bedrooms, 1 bath, full kitchen, screened in porch, and also has a wood fired cedar hot tub! Come enjoy the very quiet 100 acre pond and experience an awesome getaway.

Farmhouse Apartment with Scottish Highland Cows

Craving a break from the chaos of your life? Wake up to breathtaking sunrise views, and watch cows grazing outside your window. Feel the stresses of life melt away. Our hilltop farm provides the perfect setting to connect with cows, find inner peace, and unwind. Leave behind worries, arguments, and the hustle. At my farm, the only thing on your to-do list is relaxing and creating memories.

Waterfront | Sunsets | Kayaks | Chef's Kitchen

Waterfront escape on Huntress Pond. This spacious 2-bed/2-bath home features a private dock, kayaks, canoe, and a spacious deck for sunset evenings overlooking the water. Cook with local farmstand finds, dine outdoors, and unwind under the stars. Alton Bay is 20 min away; Concord, Wolfeboro, Laconia & Tilton ~30 min; Gunstock 35 min. Local hidden gems shared in the guidebook.

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.