Kid-friendly holiday rentals in Owls Head

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Owls Head

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

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Top guest favourite

Home in South Portland

4.91 out of 5 average rating, 116 reviews

Cottage style home 2 blocks from the beach!

Comfortable Cottage style home with 3 bedrooms, private baths. Many amenities. Two living areas for everyone's comfort, a beautiful kitchen, a large private outdoor patio with multiple seating, a fire pit and a gas grill. Backyard is partially shared. We are close to the Portland nightlife, airport, shopping, restaurants and family-friendly activities. We are in a community that offers biking , running routes, parks and History. Warm, welcoming home. In law attached with private entrance.

Superhost

Cabin in Otis

4.93 out of 5 average rating, 69 reviews

Cozy Cabin Beech Hill Pond-Family Friendly

Newly renovated!! Family-friendly cabin on Beech Hill Pond! Stress-free private beach access! This 3 bedroom cozy cabin comes with full amenities including a NEW tile shower, NEW appliances in a ready to use kitchen, laundry on-site. included with the rental is a 17' canoe, single kayak, double kayak & adult/kid life vests. Newly added peloton bike! Comes w/ necessities for kids including crib, toddler bed rail, high chair, kid-sized place settings. We have also have toys & books to share!

Guest favourite

Home in Bucksport

4.92 out of 5 average rating, 100 reviews

Maine Wilderness Oasis: Hike Swim Kayak Fish

Take it easy at this unique getaway. Spend your days hiking the backyard trails (25 acres behind the house!), swimming or paddle boarding on the lake with a private dock (lake is a 2 minute walk down the driveway!), or traveling to near by coastal towns like Bar Harbor (Bucksport was voted #1 small coastal town in USA!). For dinner, stop by one of the lobster shacks just down the road to bring home your fresh Maine lobster! Come and disconnect (or stay connected if you’re working remotely!).

Superhost

Home in Ellsworth

4.87 out of 5 average rating, 68 reviews

617 Bayside

Relax with the whole family at this peaceful oceanfront home! Bring your canoe, kayak, or paddle board, and explore the Union River and Union River Bay. Renting kayaks to be delivered to the home is also an option. You’ll enjoy grilling, sitting around the fire pit, and star gazing in the large backyard. This home offers a 1st floor bedroom with king size bed. Upstairs there is a bedroom with a king bed, and a bedroom with a queen. The kitchen and dining room flow through to the living room.

Top guest favourite

Home in Hallowell

4.98 out of 5 average rating, 122 reviews

Hilltop Retreat with Hot Tub & Sauna near Downtown

Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub or infrared sauna, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

Superhost

Flat in South Portland

4.79 out of 5 average rating, 192 reviews

Bay Windows at Willard Beach, 3 BR, 1 BA

Perfect home base for your visit. One block from Willard Beach and next to Scratch Bakery. Beautiful, sunny, 3 BR, sleeps five. Comfortable Tempur-Pedic beds (queen, full, twin), AC, fully stocked kitchen, 42" flat screen TV with Netflix, Wi-Fi. Off-street parking for 2 vehicles and complimentary laundry in the basement. Perfect Willard Beach plug & play vacation only 10-minute drive to Portland, 5 to Fort Williams, and restaurants within walking distance. Family friendly neighborhood.

Top guest favourite

Flat in Falmouth

4.9 out of 5 average rating, 195 reviews

Falmouth 3br near Town landing

Enjoy the rocky coast of Maine with lobster rolls on Town Landing pier. Watch the Lobster fishers work and buy fresh lobster right off the boat. With Portland Maine’s iconic Foodie city with artisan brewers and fun dining and night life just down the road. (6.6 miles) Our classic New England Cape home is the perfect place to meet family and cook and eat around the counter in our amateur chef’s kitchen. Crack some fresh Lobster from Shaws on Rt One they are happy to cook them for you.

Top guest favourite

Guest house in Belfast

4.98 out of 5 average rating, 51 reviews

Adorable cottage 5 minute walk from downtown

Newly custom renovated 1 BR, 2 floor cottage 5 minute walk from downtown, 2 minutes from farmers market & bay. Each floor has a balcony for AM coffee/evening drinks. Loft style master BR connecting bathroom, first floor kitchen/living room combo - full (compact) kitchen - Custom woodwork, great design. Bathroom accessible from 2nd Fl BR. (The couch was recently replaced it’s not the one pictured (it’s actually much more comfortable) Crib available upon request No pets No smoking

Guest favourite

Guest suite in Penobscot

4.88 out of 5 average rating, 109 reviews

Waterfront Getaway on the coast of Maine.

Cozy waterfront, two bedroom apartment with separate entrance and private deck overlooking the beautiful Maine coast. Walk the shore path through a field, filled with wildflowers, to a private cove on the Bagaduce River. The light filled apartment is located above the garage of a restored antique farmhouse and has beautiful water views from the living room and private deck. The perfect spot for a relaxing vacation on the coast of Maine.

Guest favourite

Home in Tremont

4.83 out of 5 average rating, 184 reviews

Acadia Escape @ Acadia National Park, A/Seafood

This property is perfect for family and abuts Acadia National Park line in Bass Harbor. It is close to all local attraction including Acadia Nat'l Park, Bar Harbor and Trails. Just minutes from the harbor and Acadia Nat'l Park Trail ( Wonderland Trail), This 5BD/3 bath home is located on the quiet side of Mount Desert Island. Property is very private, spacious and a well landscaped both front and back and is at the dead end of the road.

Guest favourite

Home in Mount Desert

4.88 out of 5 average rating, 101 reviews

Pretty Marsh Cottage

This beautiful, light-filled cottage on waterfront property on the western side of Mount Desert Island has picturesque views of the Mount Desert Narrows and access to a private pebble beach. The house is on very secluded wooded property for a nice private getaway. All you will hear are the sounds of birds and waves lapping up on the beach. Just a short drive to all that Acadia National Park has to offer!

Guest favourite

Home in Stonington

4.79 out of 5 average rating, 110 reviews

Island Getaway - 4BR House (Ocean Views)

★ You will be walking distance from downtown Stonington where you can enjoy local shops, artwork and immerse yourself in the island community. A delightful in-town home with views of Stonington Harbor! The property has a large yard with minimal traffic, perfect for families or a friends getaway. ★ Complementary Kayaks Rentals when you stay 3 nights or more!