Holiday houses in Rollinsford

Rustic Rose Cottage of Historic West Lebanon

Rustic guest suite on serene four acres. Abutting colonial cape style house and West Lebanon Historic District date back to early 18th Century. Private parking & entrance, queen memory foam mattress, steam sauna, kitchen and laundry supplies, and desk and high speed wifi for telework. Minutes from Skydive New England, Prospect Hill Winery or McDougal Orchard. 30min to Portsmouth NH, Maine beaches, and Lake Winnipesaukee. Just over an hour to the White Mountains, Portland ME or the Boston area.

4-Bedroom at Willow Brook Farm

This unique place has a style all its own. Saved from demolition, this 1790s farm has been completely renovated into two separate units. A 4 bedroom and 2 bedroom unit. Both updated to include many modern conveniences, with accents of the original farm sprinkled throughout. Enjoy high-speed internet and smart TVs in every room. The home comes fully furnished, including linens, and offers free on-site parking. Located in a charming small-town setting, it is close to many restaurants and shops.

😊Cozy Downtown🍷FreeWine🍷10min to Portsmouth/UNH🚘

Welcome to Downtown Dover! ... an aged and gorgeous mill town and colonial seaport tucked between two New Hampshire hot spots, Durham and Portsmouth. Step right outside your door into the bustling streets of “the fastest growing city in New Hampshire” (US Census) – marked by local New England breweries, bars, shops, restaurants, and more. From this beautiful and fully-stocked apartment, skip over to the Dover Train Station to be transported to Boston, Portland, or anywhere in between!

Beautiful studio, pasture view - 20 min to beach.

This special place offers peace and quiet with lovely views of a local farm, and is only a short walk to the bustling Main Street of South Berwick, with restaurants, cafe, a neighborhood market and more. The Red Barn wedding venue at Overlook is five minutes away, as is the beautiful eighteen hole golf course. Explore the many hiking trails and beaches, twenty or so minutes away by car. Enjoy the lovely city of Portsmouth, offering restaurants, brew pubs, local shops and bookstores.

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 5 year old daughter. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

The Barn on Broadway

The Barn on Broadway: A 1900's reno was brought back to life in 2025. This fresh space balances history with beautiful new finishes. It's a stand alone property with an open concept- loft-style one bedroom king, full kitchen, 3/4 bath and a cozy back patio. The space sits next to Body Mechanix Massage (don't forget to book your services ahead of time!) and is within walking distance to historic downtown Dover, just a short drive to many seacoast beaches and minutes from UNH.

Portsmouth Waterfront Cottage

Our waterfront cottage is a unique property offering style, tranquility, and walking access to Portsmouth’s Market Square. The theme is a blend of New England charm and Scandinavian modern. We offer an amazing view, two decks, a modern kitchen, laundry, and free parking for one vehicle. This premium property sleeps four, counting children. It offers a quiet romantic escape for the discerning traveler, and yet is just a ten minute walk to Market Square.

Peaceful Studio Farmstay with Pasture Views

Welcome to our charming studio apartment overlooking a picturesque dairy farm and flower gardens. Nestled in the peaceful countryside of Eliot, this spacious yet affordable retreat offers rustic elegance without compromising comfort. Our farm is home to chickens, ducks, and geese, adding to your authentic rural experience. Guests are welcome to feed the animals, watch the cows graze, and unwind in the beauty of nature—all just 20 minutes from the beach.

Luxury Glamping NH - Geodome Sanctuary

Escape to a private luxury sanctuary retreat tucked behind a charming Christmas tree farm in Sutton, New Hampshire. This adults-only geodome features a private hot tub, wood-fired cedar sauna, cold plunge, and fire pit beneath a sky full of stars. Created for couples seeking rest, connection, and renewal, it’s the perfect place to slow down, reconnect, and experience the beauty of New Hampshire. Just 90 minutes from Boston, yet a world away.

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Seacoast Escape with a View

Enjoy the peace and tranquility of staying in Kittery Maine’s exclusive waterfront area. • Walk to downtown Portsmouth • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away! See our other home and awesome reviews: airbnb.com/h/pepperrellparadise

Enjoy Eliot Maine by the Piscataqua River.

Located across the street from the Piscataqua River a very quiet road with beautiful views. It is 10 minutes from the Kittery Outlet Malls, the Kittery Trading Post and historic downtown Portsmouth, NH. Also 15 minutes to Nubble Lighthouse in York, Maine. Enjoy the comforts of a newly constructed one bedroom one bathroom apartment.