Holiday rentals in Pittsfield

Mountain View - Modern & Beautiful

Kick back and relax in this stylish apartment space, with its own entrance around the back of the home! Modern construction w/ a king bed, large outdoor patio space w/ mountain views. A well-equipped kitchen/dining/living room combination that is great for short term or long term stays. Although there are other guest on the property you will have a private space to call your own and enjoy. Only 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 25 min to Gunstock and 25 min to Bank of Pavilion

The West Wing: A perfect romantic getaway

The perfect romantic get away / launch pad for local events. 2 private rooms, main bedroom, sitting room / bedroom, with full size sofa bed. Plus full bathroom, dual vanity & kitchenette. Enjoy a private deck, entry doors and parking steps away. Beautiful foliage in season, nearby lakes, state parks, snow shoeing, x country & down hill skiing. 15 minutes to UNH & 25 minutes to the seacoast. Located on a "scenic" road. Wonderful for long walks while you take in the beauty of New Hampshire.

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 here all 4 seasons @ "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

Redone camper near lake-kayaks/canoe. Dirt roads

Updated Camper. Enjoy games, movies, kayaks/canoe (included) & swimming during the day & nature walks on 1 of the trails nearby & cook on the grill. 1 car please. In a neighborhood. 2 people-please no other guests. Stovetop, microwave, toaster, coffee maker & grill. Heat/AC. Flushing toilet. We do ask you to limit water use, we provide paper & plastic dinnerware. Many activities nearby! No SHOWER/oven/firepit No animals (Health concern for cleaner) No smoking. Children 7 and older.

Peaceful Mill on the Water - Home Away from Home

Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated workspace.

The Guest Suite at Echo Hill Farm

Come get away to Echo Hill Farm, a traditional New England-style farm built in 1782. With a private entrance into the guest suite you can come and go as you please during your stay. Relax in the living room with a cup of coffee, while you watch fish jump in the pond behind the house. Centrally located, the mountains, the lakes region or the ocean are only an hour away from this quiet locale. There's even a farm-based Brewery 0.5 miles down the road with Pleasant Lake only 2.5 miles.

Cozy Canterbury Suite

Discover the perfect retreat in Canterbury, NH! Our 1 bed, 1 bath unit is a cozy haven, centrally located for lakes and mountain adventures. Spanning 850 sq ft, it offers comfort with a queen size bed and a pull-out couch to sleep a total of 4. Nestled by snowmobile trails, minutes from Highland Mountain Bike Park, Canterbury country club, and the historic Shaker Village. Unwind in nature's embrace, where every season paints a breathtaking canvas. Your ideal getaway awaits!

1 bedroom guest apartment in the Lakes Region

Relax and have fun at this peaceful place to stay. We are conveniently located near I-93 for easy access to the white mountains, ski areas, lakes region, and capital area. This basement unit boasts a newly renovated handicap accessible bathroom, fully stocked kitchen, lounge with smart TV and spacious bedroom. All with a private entrance and driveway on ground level. Located just off I-93, you are just one minute away from the Tanger outlet and associated restaurants.

The Barn - Lake View and Pet Friendly

Nestled in the heart of historic Pittsfield, New Hampshire, The Barn offers a charming retreat with stunning views over the local dam. This cozy getaway is a private wing of the landlord’s home (with a private entrance), offering a warm, welcoming atmosphere with the added comfort of knowing helpful hosts are nearby if you need anything. Perfectly positioned as a basecamp for adventure, it’s just a short drive to the Lakes Region, Seacoast, Concord, and Manchester.