
Family-friendly vacation rentals in Waldoboro
Find and book unique family-friendly homes on Airbnb
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 1,760 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 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!
Top-rated family-friendly rentals in Waldoboro
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

Country home ~ Family friendly
Our converted barn is located on a little used road with easy access to miles of trails. Our road is little used but intersects with US 1.There is a downstairs bedroom with an open loft on the second floor. Wonderful light and views. A fire-pit, swings, hammocks, and playground structures make this a perfect place to stay with your family. A peaceful place to visit for all ages. World famous Moody's diner, a grocery store and gas stations etc. are just 3 miles away! Perfect for young children.

‘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.

Houseboat ROAM in Lakeville, Maine
- A Little Closer To Nowhere - A one-of-a-kind eco-travel experience, ROAM is a simple - but comfortably equipped - houseboat that can accommodate two guests. Homeported on Junior Lake in Lakeville, Maine, you will seamlessly integrate into your surroundings while enjoying visiting loons, sweeping sunsets, and clear northern air. Bathroom and full kitchen aboard. ROAM is operated off of Wild Fox Cabins - please inquire if you'd like to add land options or hire a local hunting or fishing guide!

The Cabins at Currier Landing Cabin 2: Meadow
Tranquil cabin; open plan. Bedroom w/queen bed & privacy doors. Alcove w/bunkbeds. The Cabins at Currier Landing, featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest,” are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of the Benjamin River Harbor shore. 2 seasonal cabins; 1 studio cabin. Centrally located on the Blue Hill Peninsula near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.

Private Sauna+Near Best Beach+FirePit+Pond+FirePit
Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Outdoor Shower * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat * SmartTV & Record Player w/Vinyl * Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.

Hand built cabin overlooking a pond
Beautiful hand built cabin, overlooking Cotton Pond. Ten minutes from Camden, the sailing mecca of the east coast. Solar lights, (we are off the grid) gravity fed kitchen water, gas-hot water outdoor shower, outhouse overlooking the forest. Hiking trails everywhere! Swimming across the road on Hobbs Pond. If you book in November, there is a possibility that if it gets cold, you will not have a hot outdoor shower and will use water from a 5 gallon ceramic container for drinking and cooking.

The Apple Blossom Cottage
The Apple Blossom is located in the heart of historic Union village,in Sky Orchard. It is nestled down the hill in a private orchard.The tiniest of tiny houses.Two minutes to pizza,The Sterlingtown Public House,coffee shop,and grocery.15 minutes from the ocean!Sit on the deck and watch the fireflies in the field.With a fireplace and view of the blueberry hills.Curl up, listen to the rain on the tin roof,awaken to the sunrise through the antique lace curtains.This place will fill your soul.

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!

The Byre at Piper’s Pond
The Byre at Piper's Pond is a small farm situated on 80 acres in Bristol, Maine on the Pemaquid Peninsula. The apartment is separated from the main house and has privacy and room for guests to enjoy the area. It is a comfortable rustic contemporary home and setting. We are located a 10 minute drive to Damariscotta. Pemaquid Peninsula is home to the historic Pemaquid Lighthouse, the University of Maine Darling Marine Center, the Old Fort Henry, Pemaquid Beach and beautiful hiking trails.

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.

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private 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.
Popular amenities for Waldoboro family-friendly rentals
Family-friendly home rentals with a hot tub

Beachfront Guest Cottage - Year-round Hot Tub!

Cute Midcoast Cottage w Hot Tub

Hallowell Hilltop Home with Hot Tub & Sauna

Modern Cabin in the Pines • Hot Tub + Near Acadia

Birch Hill Cabin w/Hot Tub

Lakefront: Private Hot Tub, Sauna & Free Massages!

Modern Lakefront Home w/ Hot Tub • Winter Escape

Cozy Rock Cabin #thewaylifeshouldbe
Family- and pet-friendly home rentals

Hobb’s House - Year Round Log Cabin on the Water

Cottage on Todd Bay

Little Apple Cabin on 5 acres, amazing stargazing!

"The Lair" Guesthouse

Seaside House/Upstairs

Coastal Vintage Living

Rustic Oceanfront Log Cabin

Yurt on Chebeague Island
Family-friendly home rentals with a pool

Cozy Studio Flat, Belgrade Lakes Region

Resort-like 2 bed/1 bath - seasonal pool/hot tub

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Loon Sound Cottage, On the Water

Loft Apartment on Tree-Lined Street in Falmouth

Maine Hacienda w/hot tub & seasonal pool

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool

OOB Oasis: 5BR Home w/ Private Pool Near Beach
When is the best time to visit Waldoboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ889 | ﺩ.ﺇ970 | ﺩ.ﺇ1,028 | ﺩ.ﺇ738 | ﺩ.ﺇ918 | ﺩ.ﺇ1,043 | ﺩ.ﺇ1,039 | ﺩ.ﺇ1,094 | ﺩ.ﺇ903 | ﺩ.ﺇ933 | ﺩ.ﺇ1,017 | ﺩ.ﺇ918 |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
Destinations to explore
- Long Island Vacation rentals
- Boston Vacation rentals
- Hudson Valley Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Island of Montreal Vacation rentals
- Capital District, New York Vacation rentals
- Quebec City Area Vacation rentals
- Halifax Vacation rentals
- Laval Vacation rentals
- Mont-Tremblant Vacation rentals
- Québec Vacation rentals
- Waterfront rentals Waldoboro
- Rentals with a fireplace Waldoboro
- Pet-friendly rentals Waldoboro
- House rentals Waldoboro
- Rentals with a patio Waldoboro
- Rentals with a fire pit Waldoboro
- Rentals with outdoor seating Waldoboro
- Rentals with a washer and dryer Waldoboro
- Rentals with a kayak Waldoboro
- Rentals with lake access Waldoboro
- Rentals with beach access Waldoboro
- Family-friendly rentals Lincoln County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- The Camden Snow Bowl
- Sand Beach
- Maine Maritime Museum
- Farnsworth Art Museum
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Reid State Park
- Pineland Farms
- Moose Point State Park
- Maine Lighthouse Museum
- Cellardoor Winery
- East End Beach
- Camden Hills State Park





