Vacation rentals in South Berwick

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.

Bullseye Modern Farm House

Forget your worries in this spacious and serene space. Come stay at the newly renovated Bullseye Farm house "in the center of it all". 9.3 miles from Ogunquit Beach 9 miles to Wells Beach 9.2 miles to Footbridge Beach 15 miles to York Beach Go golfing at Links at Outlook golf course 6 miles away or Old Marsh golf course, just 11 miles . Kick back and relax in the rocking chairs on the spacious front porch. Enjoy the best southern Maine! July 18-Aug 31, Sat-Sat check-in checkout.

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

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.

The Lake House

We would love to welcome you to The Lake House. As its name implies it sits directly on the water, and boasts a stunning view of gorgeous Bauneg Beg Lake in the lovely little town of North Berwick. If you are looking for a few days of relaxation, beautiful nature and quality time, you have found the right spot. Best of all it's only 1.5 Hrs from Boston, and within 30 minutes from Maine’s most popular beaches and destinations. Maine: The Way Life Should Be!

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.

Cute 1-Bedroom apartment in the woods by the sea

This 1- bedroom apartment is a half mile walk to Cape Neddick Beach, yet tucked away in the privacy of the woods. When the surf is up you can hear the waves crashing on the nearby rocky cove and the clang of the ocean bell buoy. Also conveniently located within 3 miles of York Beach, Ogunquit, Cape Neddick Golf Course, and the Cliff House Resort. Cape Neddick has it all: coastal cliffs, a sandy beach, a scenic river, hiking trails, and fine dining.

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!

Cozy Cabin in the Woods

Enjoy your stay in this cozy cottage in the woods. This charming one-bedroom, one-bath home offers 468 Square feet of well-designed space. An additional 200 sq ft deck allows you to extend the living area and embrace the wooded, serene lot. This home is 7 miles to Mount Agamenticus, and 5 miles to Ogunquit beach. Queen Bed; pull out couch and pack and play available for kids. Strong WiFi for streaming and work.

HotTub+Firepit/5 min to DockSquare, Dining, Beach

Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."

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.