Vacation rentals in Rollinsford

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Top-rated vacation rentals in Rollinsford

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Guest favorite
A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.
Earthen home in Sanford
4.91 out of 5 average rating, 108 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.

Top guest favorite
The exterior of a private entrance features a charming blue door framed by natural wood shingles. Flowering plants and greenery line the pathway, enhancing the inviting atmosphere. A trellis with climbing vines is visible beside the door, contributing to the tranquil setting.
Apartment in Kennebunk
4.99 out of 5 average rating, 173 reviews

Birch Sea

This new, very private apartment attached to our home is in a quiet and picturesque environment minutes away from Dock Square. It's great for couples, solo adventurers and families with one child. If you are seeking to spend the day at one of the beautiful Kennebunk beaches they are just minutes away. We are committed to environmental sustainability and the apartment is powered by solar energy. A new outdoor hot tub was recently installed in February, 2024! We look forward to your visit!

Top guest favorite
A cozy bedroom features a spacious bed with a gray quilt and white pillows, flanked by two bedside lamps providing soft lighting. A ceiling fan is positioned above, adding to the comfort. An entrance to a living area is visible in the background.
Apartment in Kittery
4.94 out of 5 average rating, 121 reviews

New, private, clean and comfy 1 bedroom apartment!

Welcome to our new 1 bedroom, 1 bath apartment in a beautiful, tranquil setting. We are minutes away from the Kittery Outlets, Seapoint Beach, Fort Foster, Fort McClary, Pepperell Cove, Portsmouth, York beaches and Ogunquit Beach. When you arrive, you will feel at peace in our truly tranquil oasis, surrounded by nature. We abutt 87 acres of conservation land. Turkeys, deer and birds visit us daily! We are secluded, yet close to everything. Welcome to our little slice of paradise!

Guest favorite
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.
Apartment in Dover
4.88 out of 5 average rating, 138 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 favorite
Home in Durham
4.94 out of 5 average rating, 186 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, 302 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, 318 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 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.
Apartment in Eliot
4.99 out of 5 average rating, 173 reviews

Peaceful Studio Farmstay with Scenic 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, 128 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.

Top guest favorite
Apartment in Kittery
4.98 out of 5 average rating, 280 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 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 Point
4.89 out of 5 average rating, 266 reviews

Lovely Waterfront Suite, New Hampshire Seacoast

Cozy waterfront one-bedroom suite on the New Hampshire Seacoast, 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. Peaceful coastal charm near the New Hampshire–Maine border.

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, 102 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.

Popular amenities for Rollinsford vacation rentals