Vacation rentals in Waldoboro

Cozy home, woodstove, clawfoot tub, Waldo theater!

Cozy old home, comfy bed, clawfoot tub, woodstove and outdoor fire circle. Waldo Theater 5 min away, Rockland, Rockport, Camden, Wiscasset - all a half hour drive. Waldoboro is a charming "off the beaten path" town. Waldo Theater has amazing acts, movies and more, visit St. George Pizza in Warren for amazing fare, the Narrows Tavern in Waldoboro. Peter's Pond Preserve, 10 minute walk away, Dutch Neck Preserve boat launch. No washer/dryer, you provide your own sheets and towels. Peace & beauty!

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

Long View Cottage on Pristine Broad Bay

Recent renovated 1,500 sq. ft. light-filled mid-century cottage on a beautiful peninsula overlooking Broad Bay. Eight acres of open fields down to one of the most pristine saltwater bays in Maine. Two private suites, each with their own access to the large open cedar deck with plenty of seating for sun bathing in the morning and cocktails in the evening. An outdoor shower for those who hate to come indoors. A fully equipped cook's kitchen. Washer and dryer. Three zones of air conditioning.

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.

Meadow Breeze cottage

Our peaceful 16 acre wetland meadow/ wooded property is teeming with birds and wildlife, wild cranberries, and a short trail system making this a perfect place to relax and enjoy nature year round. Seasonal access to the St. George River and White Oak Pond, allow for paddling May to October. We are just 3.5 miles from historic Union Common, the oldest Common in Maine, and 1/2 mile from Beth's Farm Market, featuring baked goods, fresh produce, milk, and fall activities in season!

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 free-ranging, serene 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. ***NOTE. We are unsure we will have cattle this summer due to lack of availability.

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.

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!

SNOW SWEET, A Yurt for All Seasons

Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Cookhouse Loft Waldoboro/ Suite of rustic lodging

Stay in our centrally located loft that historically doubled as a dance venue as well as an Army post. Walking distance to coffee, bar, hiking, library, theatre and restaurant Full commercial kitchen coupled with large private bed and bath, cathedral ceilings and original art. Cool and eclectic. Private entrance. Fun for artists,foodies and garden buffs and those ok with stairs. Not for children.