
Family-friendly holiday 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.

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.

A cute little gem in down east Maine
It’s a cozy, private and calm space. Kind of “quirky artsy zen”. *Please note that there are steep stairs inside the apt. **Also stairs leading up to deck/door. *We are on route one/Main st. This is a BUSY road. FYI :) Guests say that the space is quiet. The location is convenient. 15 -20 minute radius to all the down east attractions. There are parks to walk dogs nearby. Laurels bakery is 2 minute walk down theThe downtown has restaurants, general store, coffee and art- to name a few!

Drift Cottage near the coast
This simplistic cottage sits atop a blueberry hill in Union Maine. Sit and enjoy a fire and view of the hills. It's only a 3 minute walk to groceries, pizza, Cafe, and The Sterlingtown restaurant, with outdoor seating and live music! or get take out and enjoy the outdoor Asian inspired dining area for an unforgettable night! perfect overnight spot on the way to Acadia! 1.5 hours away. 15 minutes to Owls Head, Camden, Rockland. Perfect cental spot for day trips to the prettiest of Maine!

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.

5 Laurel Studio private entrance STR20-69
Open concept small studio, private patio and entrance, full kitchen. *SHARED wall between studio and main house, therefore some shared noise. 2 minute walk to the ocean , Lobster and Blues Festivals. A small swimming beach is a 5 minute walK, 5-10 minutes to the Farnsworth and CMCA museums, Strand Theater, restaurants, antiques shops & galleries. ALSO NOTE we do not have television. We have wifi but you must bring your own device . EXEMPT FROM ACCEPTING SERVICE DOG

Belfast Ocean Breeze
Welcome to an exquisite retreat nestled on a tranquil dead-end lane in the thriving coastal town of Belfast. With private access to Belfast City Park and Ocean, this charming space offers unparalleled serenity, and boasting breathtaking views of Penobscot Bay and beyond. The exceptional grounds offer an ideal setting for relaxation with the added allure of explorations along the shoreline or tennis/ pickleball at park/ year round hot tub. Near downtown and Rt. 1. No parties.

Charming Cottage With Spectacular Water View
Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

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.

Searsmont Studio
Fight inflation with a reasonably priced Maine vacation. Low prices, excellent value. Check our ratings. Peak Foliage Oct. 14-20 Entire studio efficiency apartment w/ private entrance above our garage. Fully furnished, including washer and dryer. Country setting on quiet road. Starlink High Speed WiFi/Satellite TV, full kitchen. gardens, lawns and picnic table. Close to Camden, Rockport and Belfast, but in the country.

Private Guest Apartment with separate entrance.
Your perfect base for discovering all the wonderful places Midcoast Maine has to offer. Located on a peaceful wooded lot, this one bedroom apartment sits on the ground floor of our 2-story home. Separate private deck entry with parking. sitting room with a dining table that looks out onto the deck, queen bedroom, private bathroom with jetted tub and separate shower, fully equipped kitchenette; NEW FURNACE-quiet and efficient.

Dome 4 at Come Spring Farm
Our geodesic domes sit in on 10 acres of our property . In total come spring farm is 28 acres , you will have access to round pond to kayak , fish or swim. You may also visit the Alpacas , bunnies , pigs , sheep and our new lounge area opening June . The bathroom facilities are private for each dome, no sharing .You will need to walk to bathhouse . Pocket WiFi can be provided if requested . Follow us on IG at Comespringfarm .

Peaceful Guesthouse in Rockport
This peaceful studio guesthouse has everything you need for your Rockport/Camden trip. The unit comes with Wi-Fi, free parking, and laptop-friendly workspace. During your stay, you can enjoy your private studio with kitchenette. Within close proximity to Camden (3 Miles) and Rockland (6 Miles.) Rockport Harbor (1 mile walk) features several popular restaurants, coffee shops, and beaches. An ideal base to explore Rockport.
Popular amenities for Waldoboro family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely new loft in permaculture gardens

Cute Midcoast Cottage w Hot Tub

Hallowell Hilltop Home with Hot Tub & Sauna

Tiny A-Frame Romantic Getaway

Cozy, Efficiency Apartment with Hot Tub

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

Solar Suite surrounded by Nature

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

Cozy cottage in Orland Village-Penobscot Bay area

Charming Victorian farmhouse 1880's bedrooms-2

Simple Boothbay Log Cabin on Water

Peaceful & private waterfront cabin

Our charming,oceanfront, Bradford point cottage

The Birch Bark Cabin

Wild Acres Yurt on 36 acres.

Waterfront Condo at the Sheepscot
Family-friendly home rentals with a pool

Cozy Studio Flat, Belgrade Lakes Region

Luxe Liberty: Getaway with Heated Indoor Pool!

Coastal Retreat with Pool and Cheerful Vibes

Mercer Apartment in the Valley-Peaceful Country

Stay Together in Style

House in the woods

Loon Sound Cottage, On the Water

Ocean View Retreat with Heated Pool / Hot Tub
Quick stats about holiday rentals that are family-friendly in Waldoboro

Total holiday rentals
Explore 50 holiday rentals in Waldoboro

Nightly prices starting at
Waldoboro holiday rentals start at € 69 per night before taxes and fees

Verified guest reviews
Over 1,650 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Waldoboro holiday rentals include wifi 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!
Destinations to explore
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Halifax Holiday rentals
- Quebec City Area Holiday rentals
- Mont-Tremblant Holiday rentals
- Laval Holiday rentals
- Rentals with a kayak Waldoboro
- Rentals with beach access Waldoboro
- Rentals with a firepit Waldoboro
- Waterfront rentals Waldoboro
- Rentals with a washing machine and dryer Waldoboro
- Rentals with a patio Waldoboro
- Rentals with outdoor seating Waldoboro
- Rentals with lake access Waldoboro
- Pet-friendly rentals Waldoboro
- Rentals with a fireplace Waldoboro
- House rentals Waldoboro
- Family-friendly rentals Lincoln County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Belgrade Lakes Golf Club
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Sandy Point Beach
- Fox Ridge Golf Club
- Hunnewell Beach
- Sand Beach
- Bear Island Beach
- Maine Maritime Museum
- Eaton Mountain Ski Resort
- The Camden Snow Bowl
- Lighthouse Beach
- Brunswick Golf Club
- Bradbury Mountain State Park
- Wadsworth Cove Beach
- Spragues Beach
- Farnsworth Art Museum
- Narrow Place Beach
- Rockland Breakwater Light
- Islesboro Town Beach




