
Family-friendly holiday rentals in Bailey Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Bailey Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Bailey Island family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny A-Frame Romantic Getaway

LUX Designer Private Waterfront

Cozy Private Lux Yurt W/Mt View/HOT TUB /AC/WiFi

Stunning Library Tiny Home *Private Hot Tub*King B

Luxury Year-round Treehouse with private hot tub

Tiny house near the beach!

Beautiful Home w-Hot Tub & Pond access

Unique and Stunning Beachfront property Greygoose
Family- and pet-friendly home rentals

Naughty Dog Private Island Log Cabin

Oak Leaf

Cottage on Todd Bay

Gorgeous Studio on the Kennebec

Stone Isle. 8 acres next 2 little john preserve.

Simple Boothbay Log Cabin on Water

Classic Maine, Modern Comfort

Charming Cottage With Spectacular Water View
Family-friendly home rentals with a pool

Tower Suite w/ Hot Tub, W/D, Pool & Parking

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

A Riot of Color at an Artist's Retreat on the Portland Line

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Relaxing Beachside Condo with Pool at Wells Beach

Poolside Suite-Gateway to Portland

Historic Schoolhouse c1866 / Pets OK / Hot tub

Luxe Eco Studio near Back Cove
Destinations to explore
- Plainview Holiday rentals
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- Rentals with a patio Bailey Island
- Pet-friendly rentals Bailey Island
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- Ogunquit Playhouse
- Surfside Beach
- East End Beach
- Little Beach
- Footbridge Beach
- Wells Beach
- Short Sands Beach
- Crescent Beach
- Laudholm Beach
- Mothers Beach
- Aquaboggan Water Park
- Palace Playland
- Funtown Splashtown USA
- West Shore Sandy Beach
- Dunegrass Golf Club
- Parsons Beach
- Gooch's Beach
- Ferry Beach
- Crescent Beach State Park
- Freddy Beach
- Big Beach
- Ferry Road Beach
- Crescent Beach
- Middle Beach