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, 270 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
4.98 out of 5 average rating, 202 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.

Top guest favourite
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.
Flat in Kittery
4.95 out of 5 average rating, 115 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 favourite
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.
Flat in Dover
4.84 out of 5 average rating, 186 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 favourite
Flat in Newmarket
4.97 out of 5 average rating, 250 reviews

Spacious private Studio & Experienced SuperHosts!

Move-in ready, furnished & fully equipped apartment near downtown & river in working class, generally quiet pocket neighborhood. Separate entrance, spacious sleeping/living room, lots of windows, DOUBLE bed, couch, AC, TV, cable & WiFi, 3/4 bath. We disinfect spaces with UVC lamp & hospital-grade cleaning products as part of our deep cleaning & disinfection protocols, often closing between guests. Distance check-in. WALK to local fresh market, restaurants, cafes & bars for takeout or eat in.

Top guest favourite
Home in Durham
4.94 out of 5 average rating, 180 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 favourite
A modern coastal home featuring a light grey shingle exterior and a contrasting dark roof. The entrance showcases a well-defined porch with elegant lanterns and large windows, while a driveway leads to a two-car garage. Lush greenery surrounds the property, enhancing the seaside setting.
Home in Cape Neddick
4.99 out of 5 average rating, 151 reviews

Luxurious Oceanfront Property

Welcome to The Luxurious, where a unique boat feeling awaits you. Completely remodeled with high-end finishing, an elevator accesses all three levels. An open floor concept invites the ocean breeze and offers unique views. A modern fitness room, a year-round hot tub and firepit will enhance your stay. After a day at the beach, enjoy the sunset from the house and walk to the Nubble Light House to savor Maine's famous blueberry ice cream and pie ! Fishing dock not available at the moment.

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, 558 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.
Flat 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.
Flat in Kittery
4.97 out of 5 average rating, 255 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-25-43

Top guest favourite
A cozy living room features a white-brick fireplace, with a functional gas flame. Stylish furniture includes a patterned armchair and a soft couch, complemented by a light-colored striped wooden floor. Large windows allow natural light and offer views of the surrounding area.
Home in Rye
4.98 out of 5 average rating, 348 reviews

*Beachfront* Vintage Coastal Cottage - Relaxation

It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here: https://bit.ly/3vK5F0G We've outfitted it with an extra screen and a setup to get you up and running. Google home and Sonos systems bring this 100 year old beauty into this century.

Top guest favourite
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.
Flat in Eliot
4.99 out of 5 average rating, 171 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.

Popular amenities for Rollinsford holiday rentals