Vacation rentals in Waldoboro

‘Round the Bend Farm - private, modern cabin

Our newly built, modern cabin offers a secluded and relaxing retreat in Union, Maine. With the high ceilings, open floor plan, and many windows, guests are surrounded by natural light and forest views. The cabin has a fully equipped kitchen, a cozy fireplace, and an outdoor grill and fire pit. Walking trails connect the cabin to our farm next door, where you can visit with our horses, donkeys, goats, chickens, and ducks. We are just 25 minutes from the Midcoast's shops, restaurants, and beaches.

Steps to Water | Wood-Burning Sauna Maine Retreat

An Airbnb Guest Favorite, Spruce Ledge sleeps 12 on the Midcoast Maine waterfront. Steps to the water, private wood-burning sauna, tennis & pickleball, paddleboards, Peloton, firepit, and a fully equipped kitchen with upper and lower dining patios. Cold plunge in the spring-fed pond or swim off the dock in the ocean. Our lobsterman neighbor sells fresh catch right off the dock. Camden, Rockport, Damariscotta & Boothbay all within 20 min. EV charging on-site. Built for groups. Made for memories.

Cabot Lodge Waldoboro/Townhouse with Private Spa

This stylish apartment is perfect for one person or up to two couples and a couple singles; two queen bed suites/a large shared bath. Additionally, theres a trundle bed that sleeps two in the library with powderoom. Sophisticated with a spacious waterview deck, private bar/dance floor. Cozy with a fireplace, library. Restorative with a jacuzzi tub and sauna. We offer a list of vetted massage therapists for in room treatments.Centrally located and walkable. #perchcafe #waldotheatre #narrows

Finding Joy

This lovely apartment is above our garage. You can come and go as you please. We have created a place for peace and solitude. Sit on the deck or look out the dining room window and see the woods and wait for the birds and wildlife that may be wonder through the yard. There is coffee and tea available, along with basic breakfast supplies, if you wish. Keyless entry allows for you to come anytime after check-in. Please note, you have to be comfortable with stairs to access the apartment.

Farmstay private entrance

Relax at this peaceful place to stay. There is no kitchen, but there is a small fridge, a microwave, and a coffee maker. If you are a spinner, or want to learn, please join us for Fiber Sunday 1 - 3 each week this summer. Enjoy the charisma of this old farm. It is a quiet place to to come after a sightseeing day, with a private porch. The bedrooms are located upstairs. Our living space is downstairs. There are 70 acres of fields and woods here with walking and riding trails.

Cozy Private Waterfront Camp

Discover our charming family cabin, located on the water, for your perfect Midcoast Maine getaway. An ideal retreat from the hustle and bustle of everyday life. Enjoy breathtaking views and sunsets, cozy lodging, private water access and docks, an attached sunroom, and kayaks, paddle boat/board, and more. Located in Waldoboro is a small town in the heart of Maine with all the cities on your bucket list nearby - Rockland, Camden, Damariscotta, Pemaquid, and Boothbay Harbor.

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

1830s Cape hosted by George & Paul

This 1830 cape is for rent by the month or weekly or for a two-night minimum stay. It is located at the edge of the historic village of Waldoboro. It offers a convenient base to sightseeing in midcoast Maine. It’s old-fashioned, decorated with plants, antiques and paintings and features a large, fully equipped kitchen, music room with piano, television room with pull-out sofa, full bath with stall shower and outside patio. Your hosts are right across the driveway.

Peaceful Maine Haven

Rest and relax in this cozy cottage by the sea. Home has new appliances, kitchen, bathroom, flooring, furniture, doors, and paint! Located towards the end of one of Maine's peninsulas, this property is on a quiet road that is perfect for taking a walk or running with lots of sights to see! There is a marsh on one side of the home with birds and wildlife year-round; fox, deer, frogs, turkeys to name a few. Plenty of adventure awaits or cozy up and rest!

Timeless Tides Cottage

This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

Country View Cottage

Get away from the hustle and bustle in this secluded, solar-powered, off-grid cottage overlooking a pastoral farm meadow. Drive past the red barn with chickens and roosters often exploring, cow grazing near the pond,and enter your own private oasis. Enjoy your morning coffee watching the sunrise over the meadow from your screened porch, and possibly catch a glimpse of the wildlife that abound on this 87 acre coastal Maine farm.

Modern 1-BR I Wooded Retreat I Mid-Coast Maine

Escape to your perfect Midcoast Maine base camp—just 5 min to Damariscotta/Newcastle & 1 hr 6 min to PWM. Enjoy forest views, modern comforts, and easy access to the coast. • King bed + ensuite • Fully equipped kitchen + charcoal BBQ • Vaulted ceilings, wall of windows, open layout • Private deck, fire pit • WiFi, laundry, parking • Generator (2024) for year-round comfort Ideal for foodies, outdoor lovers & oyster fans!