Holiday houses 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, 258 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 weathered sign reading 'Rose Cottage' hangs from a tree, with vibrant autumn leaves surrounding the area. A quiet road is visible in the background, framed by trees, creating a serene and inviting atmosphere.
Guest suite in Lebanon
4.97 out of 5 average rating, 195 reviews

Rustic Rose Cottage of Historic West Lebanon

Rustic guest suite on serene four acres. Abutting colonial cape style house and West Lebanon Historic District date back to early 18th Century. Private parking & entrance, queen memory foam mattress, steam sauna, kitchen and laundry supplies, and desk and high speed wifi for telework. Minutes from Skydive New England, Prospect Hill Winery or McDougal Orchard. 30min to Portsmouth NH, Maine beaches, and Lake Winnipesaukee. Just over an hour to the White Mountains, Portland ME or the Boston area.

Guest favourite
The farmhouse exterior is framed by vibrant autumn foliage, with a sloped green metal roof and soft beige siding. A welcoming porch with steps is visible at the front, flanked by neatly trimmed bushes and landscaping that complements the natural surroundings.
Guest suite in Lebanon
4.96 out of 5 average rating, 207 reviews

Maple Moon Farm, stay at a historic Maine farm! 1

Come and stay awhile! Unwind and enjoy a relaxing stay in our 1790’s farmhouse with many original features, situated on 120 mostly-wooded acres in southern Maine. Our farm features a commercial maple syrup operation, 200 high bush blueberry plants, a vegetable garden, pumpkin and berry patches, a variety of fruit trees, honeybee hives, miles of old logging roads for walks, skiing/snowshoeing, meandering brook, patio and outdoor fireplace, free-range chickens, and two large rescue farm dogs.

Top Guest favourite
Guesthouse in Alton
4.98 out of 5 average rating, 450 reviews

The Vineyard Penthouse - Beautiful Inside & Out

Wake up to rows of sun-kissed grapevines and unwind in a serene, vineyard-view retreat. This open-concept suite featured a plush king bed, abundant natural light and inviting modern décor. Sip wine at sunset, cook in the well-equipped kitchen and savor the tranquility of your private space. Although there are other guest on the property you will have this space to call your own and enjoy. ~ 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 20 min to Gunstock and 25 min to Bank of Pavilion

Guest favourite
The living area features a blend of comfortable seating, including a dark brown recliner and a soft sofa. A wooden coffee table is centrally placed, adorned with decorative items. Natural light illuminates the space, complemented by neutral walls and subtle décor.
Home in Lebanon
4.95 out of 5 average rating, 296 reviews

Tranquility, Relaxation, Family, Romance

Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

Guest favourite
A private jacuzzi with bubbling water is positioned on a stone patio, accompanied by two lounge chairs. In the background, a wooden sauna structure is nestled among greenery, while a spacious deck allows for easy outdoor access.
Guest suite in Durham
4.92 out of 5 average rating, 142 reviews

Luxurious Spa Suite: Sauna, Jacuzzi, Steam Shower

Take it easy at this serene and tranquil getaway just two miles from downtown Durham. Relax with some hydrotherapy featuring a private sauna, cold plunge pool, steam shower, jacuzzi, and massage chair. Coffee station, mini-fridge and microwave . Prepare a scrumptious meal over the charcoal or gas-fired bbq or in the wood-fired pizza oven. Note: Outdoor kitchen, outdoor shower and plunge pool closed November to April. This suite is attached to the main house with a seperate entrance.

Top Guest favourite
A cozy outdoor seating area features two wooden chairs arranged around a circular stone fire pit. The space is surrounded by landscaped mulch and bordered by a winding pathway. Lush greenery and a home can be seen in the background, contributing to a serene atmosphere.
Loft in Barrington
4.96 out of 5 average rating, 556 reviews

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 5 year old daughter. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

Top Guest favourite
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 favourite
A modern living area features a light-colored sectional sofa adorned with green accent pillows. A sleek coffee table with a reflective surface is centered on the wood flooring. Natural light filters through a nearby window, illuminating the space and a botanical print hangs on the wall.
Apartment in Kittery
4.97 out of 5 average rating, 247 reviews

Fresh + Modern Garden Level Kittery Studio

This stylish garden level modern apartment is well located in Kittery and provides local recommendations from the hosts that live in the upper unit. The kitchen is fully stocked with all your cooking and coffee needs, and includes an under-counter fridge, under-counter freezer, and microwave. The house is less than a mile to downtown Kittery and the shipyard gates, and less than two miles to Portsmouth. (All very walkable with sidewalks) Kittery STR License Number: ABNB-24-67

Guest favourite
The living area features a comfortable sofa, an armchair, and a coffee table atop a patterned rug. Natural light enters through two windows, dressed with blue curtains. Nearby, an intricate dresser adds a touch of character, complemented by a wall clock and a floor lamp.
Apartment in Dover
4.87 out of 5 average rating, 101 reviews

🍷Wine & WiFi✔️at Riverwalk! Full Kitchen - Parking!

You are now at the corner of Downtown Dover – an aged and gorgeous mill town and colonial seaport tucked between two New Hampshire hot spots, Durham and Portsmouth. At this location, you are one block from a beautiful park and 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 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
4.89 out of 5 average rating, 251 reviews

Lovely Waterfront Suite, New Hampshire Seacoast

Great location to enjoy the New Hampshire Seacoast. Just a few minutes to Portsmouth and Durham, perfect romantic getaway, or convenient spot to visit your student at the University of New Hampshire. Wonderful one bedroom suite, private patio. Enjoy the waterfront deck, complete with a heated dome for winter. This is place is truly magical. You will enjoy how special it is. Close and convenient spot on the New Hampshire - Maine boarder.

Top Guest favourite
A cozy entrance is seen under a covered porch, featuring two small chairs and a welcoming door. The area is surrounded by green grass and trees, with a gravel driveway leading up to the entrance. A picnic table is positioned on the lawn nearby.
Guesthouse in Durham
4.99 out of 5 average rating, 199 reviews

"Oyster River Flat" new construction, walk to town

Enjoy our cozy guest flat on the same 1-acre property as our 1917 home, but with its own entrance, parking, full kitchen and bath. Walking distance to downtown Durham, the Oyster River, and Great Bay, with many hiking trails a short drive away. Take a walk to the historic Mill Pond Dam or to Tideline Public House (food truck park). This efficient space is for 1-2 people, with one queen bed available.

Popular amenities for Rollinsford holiday rentals