Holiday rentals in Cherryfield

The Chandler House with private waterfront.

(Long term discounted bookings available, inquire directly.) This newly renovated 3 bedroom/2 bath home is nestled on the tidal waters of Mason's Bay. The Chandler House boasts "all brand-new everything." We took this 1940's Craftsman Style home down to its studs. Brand new kitchen with with granite counters and all new LG appliances. New washer and dryer. High speed wifi with a 55" smart TV. The large rear deck has a hot outdoor shower. Beyond the orchard is the waterfront with a firepit!

Flower Farm Loft

When you arrive at the Flower Farm Loft you're greeted by our dogs, who will likely jump on you with muddy paws and request fetch and pets. You're immediately surrounded by flowers in our gardens and flower studio. The loft has big east facing windows that look over our farm and surrounding fields. You'll open the curtains in the morning to incredible sunrises over Kilkenny Cove, and end your nights at your private fire pit with immaculate star filled skies that will make it hard to go inside.

Early Riser barn-loft on Organic farm near Acadia

A unique offering for those who want a true farm experience! A clean, rustic above-barn space. Farm animals live below-Winston the roo may crow (early!) Chadde our pet pig may grunt, chickens will cluck! There is a 2 burner stove, cold water sink seasonally(jugs provided in winter) a dorm fridge, and basic kitchen ware. Tea and coffee provided, veg & eggs for sale The shower is at the main house, and a bucket-style compost toilet is in the apartment. There’s a full bed and a fold out couch.

Edgewater Cabins #2

Edgewater is centrally located off of Route 1 (Schoodic Scenic By-way) in Sullivan Harbor. You can enjoy our beach and picnic tables on the wharf while surrounded by amazing views. You will find a tennis court just a short walk up our driveway. Nearby there are restaurants, local hiking trails, and Acadia National Park (20 min to Schoodic Point and 35 min to Acadia on Mount Desert Island). Boat rides around Frenchman's Bay are available from our dock. There's a 3 night minimum stay in Cabin 2.

Bright, Modern Vacation Home w/ Water Views!

Come stay at this serene, cozy, Down East vacation home with expansive water views!  Nestled in the Addison hillside where the Pleasant River meets the sea, this completely renovated getaway offers a modern kitchen & bathroom with brand new appliances, open concept living spaces with water views from every room, and a large deck allowing breathtaking panoramic views of the countryside and skyline.   One hour to Acadia and close to the Bold Coast, Jasper Beach, & Schoodic Point—you can't lose!

Mountain Views in the Heart of Bar Harbor

This modern downtown condo in Bar Harbor provides an amazing place to call home when exploring Acadia. Tucked away in a quiet neighborhood a few blocks from the center of town. It's a 10min walk from stunning sunrises on the Shore Path and 15min walk to sunsets from the Bar Island sandbar. It boasts incredible views of Champlain, Dorr and Cadillac Mountains inside and out from multiple decks. Steps away from Havana and Salt & Steel restaurants and designated off street parking + self check-in.

A-Frame, Hot Tub, Firepit, Oceanfront, Pets

Welcome to your coastal escape! Nestled in nature our cozy and unique A-frame retreat is a haven offering, seclusion, privacy and peaceful views of the ocean. Step into our stylish sanctuary where every detail whispers comfort and charm. Overlooking Little Kennebec Bay Bask in tranquility and enjoy panoramic views of the Little Kennebec Bay from your private deck. ✲ Private Hot Tub! ✲ Outdoor Fire pit! ✲ King Bed! ✲ Abundant hiking! ✲ Wood Burning Indoor Fireplace! ✲ Local Kayaking! ✲ Grill

Schoodic Loft Cabin "The Roost" with Kayaks

This playful cabin offers a unique spot to unwind and explore the Schoodic peninsula and Downeast Maine. Kayaks are provided to explore island studded 462 acre Jones pond, a 10 minute walk down a trail. A 10 minute drives brings you to the less visited Schoodic section of Acadia NP, where a network of hiking and biking trails lace the coastal forests and dramatic rocky coast. Nearby Winter Harbor has shops and restaurants and even a ferry across the bay to Bar Harbor and Mount Desert Island.

Whitetail by the River, Acadia National Park 10m

Whitetail Cottage - 4 MILES TO MDI- nestled between woods edge & rolling meadows w/views distant views of the Jordan River! Tiny home with WIFI is ONLY 10 MILES to Acadia National Park -a hikers paradise! Minutes to Mount Desert Island but secluded enough to disconnect &get back to nature. Enjoy a stroll to the water, privacy, breathtaking sunsets,stargazing & local wildlife! Perfect for 2 & cozy for 4. Short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Shops & Lobster Pound

The Maine Getaway - Lakefront with Beach

If you are looking for a place to get away and relax, our house on Molasses Pond may be a good fit for you/your family. It is a hidden gem down a dirt road away from hustle and bustle. Peace and quiet is what you’ll find, along with a gorgeous view. It’s a great place for swimming, kayaking, paddle boarding, grilling, fishing, and laying on the hammock. We try to provide you with all the necessities you may need and are happy to answer any questions. We hope you enjoy it as much as we do!

Otter Creek Retreat hosted by Elaine & Richard

Between Bar Harbor and Seal Harbor, 10 minutes by car to both and just 5 minutes by car to the Otter Cliff entrance to Acadia Park Loop Road. Walk to the Causeway via the Grover Path in 15 minutes. 5-minute walk to the Cadillac South Ridge Trail. Large high-ceiling studio with private parking and entrance with beautiful sheltered second-story deck. We are on the Blackwoods/Bar Harbor bus route so you can catch the free Island Explorer LL Bean buses to Bar Harbor and back.

The Reach Retreat

Coastal, light and airy, this studio is perfect for those seeking to explore all that Deer Isle has to offer! Located on the Eggemoggin Reach, you will have access to hiking trails, kayaking, sailing, shopping, and lobsters from the lobster capital of the world, Stonington! We are so lucky to live on this beautiful island and are looking forward to sharing a piece of our paradise with you!