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 out of 5 average rating, 304 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.

Guest favourite
A charming exterior view of the property showcases a wooden deck supported by a pergola, adorned with greenery. Comfortable outdoor seating is arranged beneath an umbrella, with planters positioned nearby. Lush foliage and a landscaped garden enhance the inviting ambiance of the space.
Guest suite in Strafford
4.88 out of 5 average rating, 313 reviews

The West Wing: A perfect romantic getaway

The perfect romantic get away / launch pad for local events. 2 private rooms, main bedroom, sitting room / bedroom, with full size sofa bed. Plus full bathroom, dual vanity & kitchenette. Enjoy a private deck, entry doors and parking steps away. Beautiful foliage in season, nearby lakes, state parks, snow shoeing, x country & down hill skiing. 15 minutes to UNH & 25 minutes to the seacoast. Located on a "scenic" road. Wonderful for long walks while you take in the beauty of New Hampshire.

Top guest favourite
The hobbit house is nestled in a hillside, covered with soil and grass, featuring an elegantly shaped roof. A large window allows natural light to enter, while pathways made of square stones lead towards the entrance, bordered by wooden posts and natural stone.
Earthen home in Sanford
4.91 out of 5 average rating, 120 reviews

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow 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.

Guest favourite
The exterior of The Word Barn is illuminated against a twilight sky, showcasing its distinct architectural features. Warm lights line the entrance, and large windows reveal a welcoming interior. Surrounding greenery adds to the tranquil ambiance of the private setting.
Barn in Exeter
4.88 out of 5 average rating, 592 reviews

The Word Barn, Exeter, NH

Charming open apartment with a loft bedroom. Hardwood floors, barn beams, butcher block counter, full galley kitchen, private bath, vaulted ceilings - as part of the renovated original Raynes Farm Barn. This apartment is clean, private and isolated, with self check-in and plenty of outside space to enjoy. Located five minutes from downtown Exeter (w/plenty of take-out/delivery options) in an idyllic country setting, neighboring 100+ acre conservation land and a large network of wooded trails.

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
4.88 out of 5 average rating, 140 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!

Top guest favourite
Flat in Eliot
4.99 out of 5 average rating, 182 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
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
5 out of 5 average rating, 52 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
The spacious living area features a large sofa and an armchair, positioned beside a coffee table. A flat-screen TV displays the Netflix logo above a fireplace, while natural light enters through the surrounding windows. A potted plant adds a touch of greenery to the space.
Home in Kittery
5 out of 5 average rating, 101 reviews

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

Top 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
4.96 out of 5 average rating, 48 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.

Top guest favourite
A cozy living area features a light-colored sofa with decorative pillows, paired with a comfortable armchair. A flat-screen TV is mounted above a gas fireplace, while natural light illuminates the space through a nearby window. A round coffee table sits in the center, enhancing the inviting atmosphere.
Guest house in Kittery
5 out of 5 average rating, 397 reviews

Newly built, private deck with fire pit.

Kittery Cottage is a private, newly built property located 1.5 miles from the charming city of Portsmouth and minutes from many of the seacoast beaches. With a ten minute walk to Kittery Foreside you have access to many restaurants and shops. The Kittery outlets are less than 2 miles away.

Guest favourite
An open living area features a warm brown sofa paired with an orange armchair and a round coffee table. A modern kitchen can be seen in the background, equipped with stainless steel appliances and a vibrant orange refrigerator. Natural light enhances the space, highlighting the wood-paneled ceiling.
Tiny home in South Berwick
4.92 out of 5 average rating, 113 reviews

The 207 - Maine's Modern Escape

Curated modern tiny (660 sq ft) home just 20+ minutes away from Maine's greatest beaches, Portsmouth, shopping, dining, and hiking. Carefully appointed finishings and design elements allow you to enjoy the 2 bedroom, 1 bathroom, and loft space with a one-of-a-kind feel.

Top guest favourite
A five-person hot tub is located on a private patio, with clear blue water gently bubbling. A pink floating decoration adds a playful touch. The surrounding area includes outdoor seating, and the backdrop features a green building with several windows.
Flat in Dover
4.96 out of 5 average rating, 112 reviews

Cozy Seacoast Getaway | Walk Downtown + Hot Tub

🌊 Cozy Seacoast getaway in downtown Dover, NH. Walk to restaurants, coffee shops & breweries 🍽️☕ Just 20 min to Portsmouth & York beaches. Relax in your private open-air hot tub ♨️ after a day exploring. Perfect for couples, families, or a weekend escape.

Popular amenities for Rollinsford holiday rentals