
Vacation rentals in Rollinsford
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Top-rated vacation rentals in Rollinsford
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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.
5.0 out of 5 average rating, 325 reviews
Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.
4.91 out of 5 average rating, 604 reviews
Spacious 6BR close to Portsmouth, beaches and UNH
Experience the charm of our beautifully restored 6-bedroom home in Downtown Dover, NH. Perfect for groups and families, each room features luxurious king-sized beds. Enjoy original hardwood floors, an elegant dining room, and a fully equipped kitchen. The outdoor gathering area and modern amenities ensure a comfortable stay. With ample parking and close proximity to Portsmouth, UNH, Boston, and Portland, explore vibrant shops, restaurants, and beaches. Book now for the perfect Seacoast getaway!
4.88 out of 5 average rating, 43 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.
5.0 out of 5 average rating, 68 reviews
Nothing Fancy Older Apt~Walk to Downtown~ King Bed
Experience the setting of this 1BR 1Bath first-floor apartment, ideally situated just a few minutes from the Cocheco River and the vibrant Dover Downtown. Take in the area's scenic beauty, stunning landmarks, and diverse selection of activities and attractions. Guests please note that this apartment is older and very small. The space is much more of a budget stay than a luxury stay. ✔ Comfortable Bedroom with a King Bed ✔ Fully Equipped Kitchen ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking
4.74 out of 5 average rating, 89 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
4.94 out of 5 average rating, 199 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.
4.91 out of 5 average rating, 95 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.
5.0 out of 5 average rating, 64 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.
4.99 out of 5 average rating, 68 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.
4.93 out of 5 average rating, 92 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!
4.98 out of 5 average rating, 41 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.
4.84 out of 5 average rating, 205 reviewsPopular amenities for Rollinsford vacation rentals
Other great vacation rentals in Rollinsford

4-Bedroom at Willow Brook Farm
5.0 out of 5 average rating, 38 reviews
Spacious 5 Bedroom Dover Home
4.8 out of 5 average rating, 10 reviews
The Goodwin House (East)
4.93 out of 5 average rating, 91 reviews
“Rocky Ledges” Modern Lakeside Retreat on 46 acres
5.0 out of 5 average rating, 11 reviews
Modern Waterfront Lake House | Deck, Grill | UNH
5.0 out of 5 average rating, 9 reviews
Welcoming Cozy Retreat
4.86 out of 5 average rating, 14 reviews
Jeremiah Goodwin House, built in 1855 (a)
4.95 out of 5 average rating, 494 reviews
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