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, 309 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, 61 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
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
4.86 out of 5 average rating, 145 reviews

😊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!

Guest favourite
Home in Dover
4.9 out of 5 average rating, 83 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 kitchen space is highlighted by a spacious island bar with five metal stools. Light wooden flooring complements the blue cabinets and dark countertop. Skylights provide natural illumination, while modern appliances are arranged along the wall, creating a functional and inviting cooking area.
Flat in South Berwick
5.0 out of 5 average rating, 33 reviews

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.

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, 51 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 dynamic scene showcases a gas fire pit, with flames dancing above dark stones. Two glasses are positioned on the edge, one filled with ice, the other with a warm beverage. The horizon displays a soft sunset over the water, adding a serene backdrop.
Guest suite in Dover
4.9 out of 5 average rating, 272 reviews

Lovely Waterfront Seacoast Suite

Cozy waterfront suite , king size bedroom perfect for a relaxing escape. Just minutes from Portsmouth and Durham, it’s ideal for a romantic getaway, attending a local event, or visiting the University of New Hampshire. Enjoy a private patio and waterfront deck featuring a seasonally heated dome and a year-round fire pit. A duraflame log for winter use in the living room fireplace. You’ll find many nice extras here. Peaceful coastal charm near the New Hampshire–Maine border.

Top guest favourite
A serene sleeping area features a spacious bed with light-colored linens. A vintage wardrobe with an open door reveals hanging robes. A small bedside table holds a vase of fresh flowers, while natural light filters through the nearby window, softened by light grey curtains.
Flat in Eliot
4.99 out of 5 average rating, 188 reviews

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.

Top guest favourite
The second floor bedroom features a spacious bed dressed in soft linens, complemented by a cozy armchair. A large mirror and a small side table are visible, with warm yellow walls and a partially sloped ceiling enhancing the room's character. Natural light enters through the nearby window.
Home in Durham
4.94 out of 5 average rating, 124 reviews

Charming Carriage House on Historic Scenic Farm

Welcome to the Carriage House at Emery Farm. This 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! • 2 bd | 2 bath | sleeps 6 • Private, quiet, picturesque • Located on a working farm • 2 minute walk to Emery Farm Market & Café • 10 min drive to Portsmouth • Surrounded by nature

Guest favourite
A bright living area displays a small table with two chairs beside a gray sofa. A dark coffee table is centered on a rug, while windows provide natural light. Framed photographs adorn the walls, contributing to a comfortable space.
Guest suite in Berwick
4.92 out of 5 average rating, 173 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.

Top guest favourite
Flat in South Berwick
4.97 out of 5 average rating, 30 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
Tiny home in South Berwick
4.86 out of 5 average rating, 22 reviews

Cozy Cabin in the Woods

Enjoy your stay in this cozy cottage in the woods. This charming one-bedroom, one-bath home offers 468 Square feet of well-designed space. An additional 200 sq ft deck allows you to extend the living area and embrace the wooded, serene lot. This home is 7 miles to Mount Agamenticus, and 5 miles to Ogunquit beach. Queen Bed; pull out couch and pack and play available for kids. Strong WiFi for streaming and work.

Popular amenities for Rollinsford holiday rentals