Family-friendly vacation rentals in Waldoboro

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Waldoboro

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A rustic cabin is nestled among vibrant trees along the shoreline of a calm lake. A wooden dock extends into the water, providing access. The natural surroundings create a serene atmosphere, with greenery reflecting on the lake's surface.
Cabin in Jefferson
4.88 out of 5 average rating, 129 reviews

Loon Lodge

Located on beautiful Damariscotta Lake, "Loon Lodge" is a rustic cabin from another era. Fall asleep to the sound of crickets and frogs and wake every morning to the call of the lake's many loons. The cabin is 30 minutes from Augusta and 15 minutes from Damariscotta. Hiking enthusiasts will enjoy climbing the Camden Hills-a quick 45 minute drive from the lake. You’ll love my place because of the views, the ambiance, the people, and the location. My place is good for couples and solo adventurers.

Top guest favorite
The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.
Treehouse in Appleton
4.97 out of 5 average rating, 427 reviews

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 guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Guest favorite
An inviting interior of the yurt features a queen-sized bed adorned with bright linens. A wooden lattice wall complements the natural wood flooring. A small table with chairs is situated nearby, and an acoustic guitar rests against the wall, adding a touch of warmth to the space.
Yurt in Dresden
4.91 out of 5 average rating, 194 reviews

Wild Acres Yurt on 36 acres.

This 20' yurt sits in a private location on our 36 acre hobby farm. We border the 800 acre Kelly Wildlife Sanctuary with trails and a 300 acre pond. The yurt has power, cold running h20, A/C, induction cook top, fridge, micro, coffee maker, cookware, dishes, glasses, cutlery and silverware. It contains a queen sized bed, full sized futon, air mattress, table/chairs, and wood stove. There is an outdoor shower with hot h20 and the restroom is an outdoor privy. There is a fire pit with seating.

Guest favorite
The exterior of a two-story coastal home is presented with light blue siding and white trim. A white picket fence surrounds the front yard, which features green grass and small shrubs. Large windows allow natural light to illuminate the interior spaces.
Home in Rockport
4.92 out of 5 average rating, 146 reviews

Seaside House/Downstairs

Enjoy everything coastal Maine has to offer in this coastal home with great ocean views. The space is light and bright and yet cozy! The house has a well appointed kitchen and is well maintained. You will find everything you need and more in this comfortable seaside retreat. Access to the beach is a short walk away. The house sits across the street from Clam Cove and is not directly on the beach. Beach access is private, quick and easy. There is also a large back yard to play or relax in.

Top guest favorite
A serene waterfront view captures calm waters reflecting the sky and surrounding landscape. Lush greenery is visible along the shore, while scattered clouds drift across the blue sky. The tranquil scene invites relaxation and appreciation of nature.
Home in Newcastle
4.99 out of 5 average rating, 187 reviews

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!

Guest favorite
The cottage exterior features a welcoming front porch with white railings and blue steps. A red door is flanked by blue shutters and adorned with vintage-style lanterns. Lush green plants and vibrant flowers enhance the inviting atmosphere, while a small blue bistro set provides a cozy spot for outdoor seating.
Cottage in Bristol
4.76 out of 5 average rating, 116 reviews

POST OFFICE COTTAGE Pemaquid Point

We now have a social media page! @pemaquidpostofficecottage Enjoy the relaxing, picturesque coast of Maine in this cozy, comfortable cottage...like a dolls house. Centrally located to local attractions, Pemaquid Lighthouse is 1/2 mile walk.Pemaquid beach only a 5 minute drive. Tiny Cottage sleeps two, with a full size bed or use pull-out couch, efficiency kitchen, and compact bathroom , shower stall. ( 16’ x 20’ square footage) Located with access to tide pools, glorious sunsets!

Guest favorite
The yacht, Nebi, is depicted docked on calm waters. Its sleek white exterior is complemented by blue canopy awnings. Surrounding scenery includes charming buildings, suggesting a lively marina environment, while a church steeple is visible in the background against a partially cloudy sky.
Boat in Damariscotta
4.9 out of 5 average rating, 133 reviews

Nebi—Private Yacht on Scenic Damariscotta River

With warm wood interior, Nebi has the comfort of a home and a 360-degree view of the tidal Damariscotta River. Experience a unique Maine adventure, swim right off the boat, or paddle the inclusive kayaks downriver to view everything from seals to ospreys and oyster farms. The quaint twin villages of Damariscotta - Newcastle are a 2-minute stroll away from the private marina with charming restaurants, galleries and a short drive to gorgeous lighthouses, walking trails and beaches.

Top guest favorite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport
5 out of 5 average rating, 109 reviews

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Top guest favorite
A cozy living room is illuminated by natural light through large windows adorned with light curtains. A gray sofa features multi-colored pillows and faces a modern armchair. A television is positioned on a stand in front of a decorative wall, enhancing the room's inviting feel.
Apartment in Bath
4.97 out of 5 average rating, 187 reviews

Serene, Spacious & Private Apt. near downtown Bath

"A bright star among Airbnbs" & "one of our favorite Airbnbs of all time" is how guests have described this spacious apartment with private entrance. Our space is a good match for quiet guests, as Erika works from home (we live upstairs). We honor guests' privacy while creating a special stay for you. LGBTQI+friendly. Max. 2 adults. No pets. Infants welcome but the apartment is not babyproof. No cigarettes on the property, but smoking (legal) weed on the porch is fine.

Top guest favorite
The exterior of a charming yellow house is presented, featuring white stairs leading to a green front door with an ornamental design. Lush shrubs frame the entrance, and tall trees provide shade to the vicinity, creating a welcoming appearance.
Home in Waldoboro
4.99 out of 5 average rating, 105 reviews

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.

Top guest favorite
A spacious studio apartment features wooden paneling and warm lighting. A queen bed with white linens is flanked by two bedside tables with lamps. A small breakfast nook with a checked tablecloth is visible, along with a desk and wooden chair.
Guest suite in Damariscotta
4.93 out of 5 average rating, 243 reviews

Cozy Carriage House in Downtown Damariscotta

Welcome to Damariscotta, Maine! Our carriage house apartment has the rustic, romantic feel of a classic Maine cabin, but is located a short walk from downtown Damariscotta. Guests have a private studio that includes sleeping accommodations, a bathroom, a small kitchen area, and closet space. This is the perfect spot for adventurous travelers who want to explore the Midcoast of Maine like a local or for creative folks to unplug and focus on their craft.

Guest favorite
A spacious living area features a dark leather sofa adorned with patterned cushions. Two comfortable armchairs are positioned across from a coffee table, while decorative photographs adorn the walls. A stylish shelving unit holds decorative items and books, enhancing the room's modern aesthetic.
Apartment in Warren
4.94 out of 5 average rating, 122 reviews

The Loft. A Midcoast Maine Home Base.

A perfect place to use as your base for exploring Midcoast Maine. We are 8 miles from Camden or Rockland. 34 miles from Boothbay Harbor and 90 miles from Bar Harbor. This is your home away from home. A fully stocked kitchen, ready for meals after a long day of exploring. We have 1.5 baths, a washer and dryer and three Smart Tv’s. This 1700 sq foot warehouse loft has central air conditioning, two bedrooms and a large living space.

Popular amenities for Waldoboro family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Waldoboro

  • Total vacation rentals

    Explore 50 vacation rentals in Waldoboro

  • Nightly prices starting at

    Waldoboro vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

  • Verified guest reviews

    Over 1,730 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Waldoboro vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Waldoboro rentals

  • 4.9 Average rating

    Waldoboro stays are highly rated by guests—averaging 4.9 out of 5!