Vacation rentals in Rollinsford

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Top-rated vacation rentals in Rollinsford

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Guest favorite
A beautifully crafted treehouse is illuminated at night, highlighting its wooden exterior and spiral staircase. Soft lights strung in the surrounding trees create a warm ambiance, inviting serenity and connection with nature.
Treehouse in Sanford
4.96 out of 5 average rating, 249 reviews

Luxury Year-round Treehouse with private hot tub

Cliff House 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 favorite
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.
Apartment in Dover
4.84 out of 5 average rating, 192 reviews

✨Charming Stay-Downtown Dover🍷FreeWine🍷Portsmouth

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. On 1st Street, you are one block from the Dover Train Station and a glance away from the popular Riverwalk along the Cocheco River. Step right outside your door into the bustling streets of “the fastest growing city in New Hampshire” (US Census) – marked by shops, restaurants, bars, breweries, and more.

Top guest favorite
Home in Durham
4.94 out of 5 average rating, 189 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

Top guest favorite
A tranquil water view is captured from a balcony, showcasing calm reflections on the surface of the estuary. Lush greenery lines the waterfront, and the distant tree line is visible against a softly clouded sky.
Guest suite in Kittery
4.97 out of 5 average rating, 306 reviews

Coastal home on the water

A nautical look and feel is what this coastal home away from home offers. A detached from the main house in-law apartment is the perfect get away. Located directly on the water, on an estuary called Spinney Creek, part of the Piscataqua River. Bring your kayak, fishing rod, or sit back enjoy a cold beverage and watch the sunsets by the fire pit. Best water views ever. It is 1.5 miles to downtown Portsmouth, NH and less then 1 mile to the beautiful rejuvenated downtown Kittery.

Top guest favorite
A modern kitchen features sleek cabinetry and open shelving displaying colorful dishware. Stainless steel appliances, including a stove and refrigerator, are complemented by a patterned backsplash. Natural light fills the space, highlighting the wooden flooring and creating an inviting atmosphere for meal preparation.
Apartment in Dover
4.98 out of 5 average rating, 322 reviews

Cozy Loft in the Woods

Our home is tucked away off of Washington Street and feels secluded though we are walking distance to downtown Dover. Our home was built as a warehouse 100 years ago and was converted to a residence in 2009. The apartment has a separate entrance from the rest of the house and has a private deck. The space is light and airy, both rustic and contemporary, with old floors and exposed rafters. We are a short walk to restaurants and bars, and the train to Boston or Portland, Maine.

Top guest favorite
A cozy studio apartment is presented, featuring a simple wooden dining table with two rustic chairs, adorned with flowers and an open book. In the background, a spacious bed is visible, complemented by floral accents and natural light filtering through a nearby window.
Apartment in Eliot
4.99 out of 5 average rating, 180 reviews

Peaceful Studio Farmstay with Cow 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 favorite
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 out of 5 average rating, 134 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 favorite
A spacious stone courtyard features a large stone fireplace surrounded by seating areas. Potted plants add greenery to the space, with outdoor furniture, including a table and chairs, positioned for relaxation. Strings of lights outline the patio, creating a welcoming ambiance.
Cabin in Rochester
4.94 out of 5 average rating, 239 reviews

awesome private cabin

please note: WE DO NOT PROVIDE WIFI. Old world craftsmanship and charm with incredible 50' diameter stone courtyard with huge fireplace, satellite bar, swinging chairs, private deck with custom grill. 2 person hot tub set under a stunning mature cluster of white paper birches with ambient lighting for an amazing nitetime experience. This is a true post and beam cabin. when you see the palm trees you have arrived. read the reviews!

Top guest favorite
Apartment in Kittery
4.98 out of 5 average rating, 285 reviews

Goose Point Getaway (a boutique AirBnB experience)

Our Goose Point Getaway is a one bedroom apartment located in the lower level of our home. Completely private with its own entrance and no shared space with the owners. You can see a peek of Spruce Creek (a tidal inlet) from the bedroom window and deck. The space has been designed to offer a relaxed, comfortable get away experience. Our home is located in a quiet neighborhood which loops around Spruce Creek.

Top guest favorite
A spacious room is highlighted by a queen bed with a textured quilt and plush throw. A cozy seating area features a full-sized sofa bed and a small dining table with two chairs. A light area rug complements the warm wood flooring.
Guest suite in Eliot
4.98 out of 5 average rating, 105 reviews

Southern Maine Guest Suite

Welcome to our Southern Maine Guest Suite. Enjoy a private entrance, bedroom/sitting area, and bathroom. The 300 sq ft suite has a queen bed, tv, Wi-Fi, hot drinks, mini-fridge, microwave, and full-sized sofa bed. We are located 8 miles from Portsmouth, NH, and 20 minutes to several Maine beaches.

Top guest favorite
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.
Guesthouse in Kittery
5 out of 5 average rating, 394 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 favorite
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, 111 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.

Popular amenities for Rollinsford vacation rentals