
Holiday houses in Rollinsford
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Top-rated holiday rentals in Rollinsford
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Luxury Year-round Treehouse with private hot tub
The Canopy 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.

Historic Downtown Cottage | Quiet patio | Parking
Stay in a charming 1870 home in the heart of downtown Dover. Walk to local cafés, restaurants, and the riverfront trail, then return to your private patio to relax. Original wide-plank floors, exposed beams, a quirky staircase, and historic woodwork pair with an updated kitchen and modern amenities. Sleeps up to 6 with two queen bedrooms, a cozy twin bedroom, a fold-out sofa, and two dedicated workspaces. The perfect home base for exploring the New Hampshire Seacoast in every season.

The Barn on Broadway
The Barn on Broadway: A 1900's reno was brought back to life in 2025. This fresh space balances history with beautiful new finishes. It's a stand alone property with an open concept- loft-style one bedroom king, full kitchen, 3/4 bath and a cozy back patio. The space sits next to Body Mechanix Massage (don't forget to book your services ahead of time!) and is within walking distance to historic downtown Dover, just a short drive to many seacoast beaches and minutes from UNH.

Lovely Waterfront Seacoast Suite
Cozy waterfront suite , king size bedroom 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. A duraflame log for winter use in the living room fireplace. You’ll find many nice extras here. Peaceful coastal charm near the New Hampshire–Maine border.

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.

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.

Bright & Comfortable 2BR/2BA Retreat in Berwick
This tastefully appointed ranch is thoughtfully designed to maximize comfort and privacy. The home features two bedrooms and two full bathrooms, making it ideal for couples or a family. A unique two-kitchen layout adds flexibility and convenience. Step outside to enjoy the yard with peaceful conservation land bordering the rear. The growing Berwick downtown is within walking distance. Cozy, efficient, and perfectly suited for a relaxing Maine getaway!

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.

Hikes and History Cozy Stay
Cozy 1-bedroom apartment across from beautiful Vaughan Woods State Park and Historic New England's Hamilton House. Perfect for hikers, history buffs, and anyone needing a peaceful escape. Enjoy morning coffee with park views, explore nearby trails, or relax in a space full of charm and quirky touches. Whether you're here to unwind or adventure, this fun little spot is your ideal home base. Come for the nature, stay for the vibes!

Relaxing Waterfront Home
Relax in this renovated 1900s Cape overlooking a beautiful tidal river. Kayak on Sturgeon Creek, explore the Piscataqua River, swim at high tide, relax in the hammock, or enjoy evenings by the fire pit. Kids will love the buoy swing and large private yard. Inside, enjoy a 50-inch TV with Wi-Fi, Roku, and cable, board games, and cozy beds with 100% cotton linens and down comforters. (NO pets, please!)

✨Charming Stay-Downtown Dover🍷FreeWine🍷Portsmouth
FULL KITCHEN ~ WASHER/DRYER ~ COFFEE & TEA ~ FREE WINE ~ HEAT/AC/WIFI ~ DOWNTOWN PROPERTY NEAR SHOPS, RESTAURANTS, & PUBLIC TRANSPORTATION ~ EXCELLENT SERVICE! 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.

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.
Popular amenities for Rollinsford holiday rentals
Other great holiday rentals in Rollinsford

Jeremiah Goodwin House, Built in 1855 (c)

Skylights & Tides King Studio - Kittery/Portsmouth

Remodeled 2 Bedroom unit in a 1790 Farmhouse!

*Near Downtown Portsmouth + Breakfast & Kitchen*

Romantic A-Frame cabin in the woods

Beside the Oyster River

Kittery Inn & Suites - Private Cabin w/ Queen Bed

Spacious 5 Bedroom Dover Home
Destinations to explore
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- Sebago Lake
- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Weirs Beach
- Long Sands Beach
- Canobie Lake Park
- Pats Peak Ski Area
- Willard Beach
- Short Sands Beach
- York Harbor Beach
- North Hampton Beach
- Scarborough Beach
- Crane Beach
- Footbridge Beach
- Cape Neddick Beach
- East End Beach
- Gooch's Beach
- Snhu Arena
- Jenness Beach
- Good Harbor Beach
- Salem Willows Park
- Salisbury Beach
- King Pine Ski Area





