Holiday rentals in Rollinsford

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Top-rated holiday rentals in Rollinsford

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Top guest favourite
A deck overlooking the water features a round table surrounded by four chairs, each with turquoise cushions. An umbrella stands in the center of the table, providing shade. A decorative rug with an oceanic design is positioned underneath the table, complementing the serene water views.
Cottage in Eliot
4.99 out of 5 average rating, 208 reviews

Salty Mermaid Cottage/Boat House

This 2br home is nestled at the end of a peninsula’s over the water, 5min drive to downtown Portsmouth. Spend the day on the on deck, grilling or enjoy your own authentic Maine lobster bake, swimming and treasure hunting the shore. Also explore Kittery or downtown Portsmouth, both just five minutes away. Enjoy this freshly renovated home, water views from every room and window, all bedrooms are equipped with a/c, free WiFi and smart TVs. Fully equipped kitchen has an amazing view of the water.

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, 67 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.

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, 93 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.

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, 62 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.

Top guest favourite
A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.
Home in South Berwick
5.0 out of 5 average rating, 146 reviews

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.

Guest favourite
Home in Dover
4.93 out of 5 average rating, 89 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!

Guest favourite
A sandy beach stretches into the distance, visible from a coastal property. The exterior features a light-colored shingle design, with a covered porch offering seating. Green shrubbery lines the foreground, creating a natural border against the ocean backdrop and clear blue sky.
Home in Wells
4.88 out of 5 average rating, 142 reviews

Drakes Island Beach Front Breathtaking Property !

Ocean views from Kennebunkport to Cape Neddick and a gorgeous half mile sandy beach right outside your door! Watch the sunrise and the sunset over the sandy Drakes Island shores. Enjoy daily walks on the beach or take a walk on the peaceful trails nearby alongside the Rachel Carson Wildlife Refuge & Laudholm Farm, and go to town for restaurants, arcades and more fun. It doesn’t get better than this !

Guest favourite
A cozy bedroom features a queen bed dressed in a pink and white quilt with a plush gray bench at its foot. A wooden dresser stands against the wall, while a comfortable chair and small side table are positioned nearby. Natural light filters through sheer curtains, enhancing the warm ambiance.
Flat in Dover
4.84 out of 5 average rating, 204 reviews

✨Charming Stay-Downtown Dover🍷FreeWine🍷Portsmouth

FULL KITCHEN ~ WASHER/DRYER ~ COFFEE & TEA ~ FREE WINE ~ HEAT/AC/WIFI ~ DOWNTOWN PROPERTY NEAR SHOPS, RESTAURANTS, & PUBLIC TRANSPORTATION ~ EXCELLENT SERVICE! You are now on 1st Street, smack-dab in the center of Downtown Dover – an aged and gorgeous mill town and colonial seaport tucked between two New Hampshire hot spots, Durham and Portsmouth.

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