Holiday rentals in Rollinsford

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Top-rated holiday rentals in Rollinsford

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Top guest favourite
A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.
Cabin in South Berwick
5.0 out of 5 average rating, 322 reviews

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.

Top guest favourite
A serene view of the tranquil tidal Salmon Falls River is captured, with clear blue skies reflected on the water's surface. Lush greenery surrounds the riverbank, featuring a solitary tree in the foreground. The peaceful landscape is framed by dense foliage on both sides.
Home in Dover
5.0 out of 5 average rating, 66 reviews

Spacious 4-Bedrooms/ Two En Suite Bedrooms

We are sorry no animals are allowed. Maximum overnight guests: 8 Maximum number of people on property at one time: 15 (no events) 3,500+ sq. ft.; Sleeps 8 4 bedrooms (5 beds)-3 ½ baths 1st-king, en-suite (walk-in shower & jet tub), walk-in closet 2nd-1 king, en-suite (walk-in shower) 2nd-1 queen, shared hall bath 2nd-2 singles, shared hall bath All have TVs, floor fans, luggage racks, hangers & blankets. Maple hardwood floors. Movie/pool room above garage. Fireplace NOT usable.

Guest favourite
A row of contemporary beach houses is visible along a sandy shoreline. Each house features outdoor seating areas and is surrounded by manicured lawns. A set of stairs leads down to the beach, providing easy access to the waterfront.
Holiday home in Wells
5.0 out of 5 average rating, 64 reviews

Unique Beach Front With Panoramic Views !

Situated on the southern end of private Moody Beach, next to Ogunquit beach, this gorgeous 5 bedroom year round open concept contemporary beach house has it all. Featuring large sun filled rooms with panoramic views of the beach and ocean from most every room, beautiful designer kitchen, custom fireplace,cathedral ceilings, master bedroom & bath and deck overlooking the beach and the ocean. Great parking, yet close to everything. You can walk the beach to Ogunquit village and all the area.

Top guest favourite
Home in Durham
4.94 out of 5 average rating, 198 reviews

Newly Renovated | Farm Stay | Near Portsmouth!

Welcome to the Brown House at Emery Farm. This recently renovated charming cedar shake farmhouse is situated on 130 picturesque acres, on the oldest family farm in America. If you’re looking for a quintessential New England farm stay experience that offers a quiet peaceful stay, this is the place! • 3 bd | 3 bath | sleeps 6 • Private, quiet, picturesque • Located on a working farm • 2 min walk to Emery Farm Market & Café • 10 min to Portsmouth • Surrounded by nature • EV charger

Guest favourite
Home in Dover
4.9 out of 5 average rating, 92 reviews

Historic Downtown Cottage | Quiet patio | Parking

Stay in a charming 1870 home in the heart of downtown Dover. Walk to local cafés, restaurants, and the riverfront trail, then return to your private patio to relax. Original wide-plank floors, exposed beams, a quirky staircase, and historic woodwork pair with an updated kitchen and modern amenities. Sleeps up to 6 with two queen bedrooms, a cozy twin bedroom, a fold-out sofa, and two dedicated workspaces. The perfect home base for exploring the New Hampshire Seacoast in every season.

Guest favourite
The living area features two foldable sofas and a round dining table with four wooden chairs. Large windows dressed with crimson curtains provide natural light, while decorative rugs add warmth to the hardwood floor. Art pieces adorn the walls, creating a cozy ambiance.
Flat in Dover
4.84 out of 5 average rating, 148 reviews

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

FULL KITCHEN ~ COFFEE & TEA ~ FREE WINE ~ HEAT/AC ~ DOWNTOWN PROPERTY NEAR SHOPS, RESTAURANTS, AND PUBLIC TRANSPORTATION ~ EXCELLENT SERVICE! 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.

Top guest favourite
An open-concept kitchen features mint green retro appliances and a butcher block island with two bar stools. Light pours in through a window, highlighting the warm wood beams above. Shelves display a mix of dinnerware and kitchen essentials, creating an inviting space for cooking and dining.
Barn in Dover
5.0 out of 5 average rating, 60 reviews

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.

Top guest favourite
A spacious kitchen features wooden cabinetry and stainless steel appliances, providing a blend of modern and rustic elements. A large wooden dining table with an inviting centerpiece is illuminated by natural light from the windows, enhancing the warm tones of the hardwood flooring.
Home in South Berwick
4.98 out of 5 average rating, 66 reviews

Beautiful Maine home overlooking pasture

Kick back and relax in this calm, stylish space. This beautiful home is just 20 min to local beaches, walking distance to town and a short drive to the Red Barn wedding venue and golf course. If you are in town for a wedding during the summer months and need more space- we also have a beautiful large studio apartment over the garage available for rent. The rentals are very private- great for families wanting to gather but also have their own space.

Guest favourite
Home in Dover
4.93 out of 5 average rating, 88 reviews

Waterfront Oasis~Pool Table~Deck~Dock~Garage

Welcome to our Peaceful Waterfront Oasis! This 3-bed, 3-bath retreat offers panoramic views from your private deck and dock. Unwind in style with a pool table, store your car in. the garage and enjoy the dock on the tidal river with water access. Bask in sunsets, relax by the electric fireplace or enjoy your favorite beverage in the sunroom. Perfect for families and friends seeking a luxurious escape. Book now for an unforgettable stay.

Top guest favourite
Flat in South Berwick
4.97 out of 5 average rating, 38 reviews

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!

Top guest favourite
A wooden dock extends over a calm, reflective tidal river, flanked by tall trees. A single light blue Adirondack chair is positioned at the edge, inviting peaceful views of the water and surrounding landscape under a clear blue sky.
Home in Eliot
4.97 out of 5 average rating, 37 reviews

Relaxing Waterfront Home

Relax in this renovated 1900s Cape overlooking a beautiful tidal river. Kayak on Sturgeon Creek, explore the Piscataqua River, swim at high tide, relax in the hammock, or enjoy evenings by the fire pit. Kids will love the buoy swing and large private yard. Inside, enjoy a 50-inch TV with Wi-Fi, Roku, and cable, board games, and cozy beds with 100% cotton linens and down comforters. (NO pets, please!)

Guest favourite
An open-concept living area showcases a modern kitchen with dark countertops and white cabinetry. A dining table with chairs is visible, alongside a spacious sofa. Natural light fills the space through large windows, with plants adding a touch of greenery.
Home in Dover
4.95 out of 5 average rating, 61 reviews

Cool New Dover Home

Welcome to our cozy 3 bedroom, 2.5 bathroom newly constructed home in Dover! We are conveniently located near Portsmouth, Downtown Dover, and Durham (UNH). Whether you are here for vacation, work, or to visit family, we'll be delighted to make your stay as comfortable as possible. We are able to comfortably accommodate 6 guests.

Popular amenities for Rollinsford holiday rentals