Holiday houses 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.

Spacious 4-Bedrooms/ Two En Suite Bedrooms

We are sorry no animals are allowed. Maximum overnight guests: 8 Maximum number of people on property at one time: 15 (no events) 3,500+ sq. ft.; Sleeps 8 4 bedrooms (5 beds)-3 ½ baths 1st-king, en-suite (walk-in shower & jet tub), walk-in closet 2nd-1 king, en-suite (walk-in shower) 2nd-1 queen, shared hall bath 2nd-2 singles, shared hall bath All have TVs, floor fans, luggage racks, hangers & blankets. Maple hardwood floors. Movie/pool room above garage. Fireplace NOT usable.

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.

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.

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.

Drakes Island Beach Front Breathtaking Property !

Ocean views from Kennebunkport to Cape Neddick and a gorgeous half mile sandy beach right outside your door! Watch the sunrise and the sunset over the sandy Drakes Island shores. Enjoy daily walks on the beach or take a walk on the peaceful trails nearby alongside the Rachel Carson Wildlife Refuge & Laudholm Farm, and go to town for restaurants, arcades and more fun. It doesn’t get better than this !

Simple Beauty

Welcome to our charming 1900 New England home, just minutes from Wells Beach and historic Portsmouth, NH. It’s the perfect place to relax and enjoy the Seacoast at your own pace. Golf at The Links at Outlook, explore Maine’s coastline, or grab a comforting meal next door at Johnson’s Restaurant. Whether you’re here for a beach getaway or a quiet escape, you’ll feel right at home.

HotTub/5min to K-port, Pet friendly, @anchorunwind

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.

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.