Holiday rentals in Rollinsford

Suite at Blackwater Farm

Come and enjoy a relaxing stay in a three room suite at Blackwater Farm. You will have a private entrance to a portion of the house built in the 16oos. The site has an entryway, living room with kitchenette, bathroom and bedroom all separate and private from the main house. Spend time exploring the 13 acres of the property which includes trails through woods, fields and along our own beaver pond. We're located just 10 minutes from WWD hospital /downtown and 20 minutes from Portsmouth /Durham.

The Nest-Cozy Retreat Near Ogunquit + Portsmouth

Experience York’s coastal charm year-round! 15 minutes to Ogunquit or Portsmouth for shopping, dining, and seasonal events, and 25 minutes to Kennebunkport. Hike scenic trails, explore local breweries, or enjoy quiet winter walks along Long Sands and Short Sands-10 minutes away. On a quiet road by the Rachel Carson Wildlife Refuge with a trailhead just steps away, this retreat offers a private entrance, full kitchen, W/D, and a backyard fire pit. The perfect cozy base for your Seacoast getaway!

New, private, clean and comfy 1 bedroom apartment!

Welcome to our new 1 bedroom, 1 bath apartment in a beautiful, tranquil setting. We are minutes away from the Kittery Outlets, Seapoint Beach, Fort Foster, Fort McClary, Pepperell Cove, Portsmouth, York beaches and Ogunquit Beach. When you arrive, you will feel at peace in our truly tranquil oasis, surrounded by nature. We abutt 87 acres of conservation land. Turkeys, deer and birds visit us daily! We are secluded, yet close to everything. Welcome to our little slice of paradise!

😊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.

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.

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.

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.

awesome private cabin

please note: WE DO NOT PROVIDE WIFI. Old world craftsmanship and charm with incredible 50' diameter stone courtyard with huge fireplace, satellite bar, swinging chairs, private deck with custom grill. 2 person hot tub set under a stunning mature cluster of white paper birches with ambient lighting for an amazing nitetime experience. This is a true post and beam cabin. when you see the palm trees you have arrived. read the reviews!

Cozy New England Getaway

Enjoy this modern getaway in the heart of the Seacoast! Nestled amongst the trees on nearly two acres, you'll feel at peace in this private guesthouse. York Beach and Portsmouth are a short drive away, or you can take a day trip north to the White Mountains and Portland. Walk over to downtown Berwick/Somersworth to check out the cute shops and restaurants. This location provides for limitless adventures in beautiful Northern New England.

Hikes and History Cozy Stay

Cozy 1-bedroom apartment across from beautiful Vaughan Woods State Park and Historic New England's Hamilton House. Perfect for hikers, history buffs, and anyone needing a peaceful escape. Enjoy morning coffee with park views, explore nearby trails, or relax in a space full of charm and quirky touches. Whether you're here to unwind or adventure, this fun little spot is your ideal home base. Come for the nature, stay for the vibes!

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