
Cottage vacation rentals in Bailey Island
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Top-rated cottage rentals in Bailey Island
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Bailey Island cottage rentals
Cottage rentals with a hot tub

Oceanfront Family Getaway - 8BR/6BA/5Acres

Freshly Renovated, Family-Friendly Coastal Cottage

Cottage with Whirlpool tub - McLeod

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront

Lakeside Cozy Cottage in Nature | Hot Tub

Charming 2-Story Cottage w/ Hot Tub, Near Downtown

Paradise Found Minutes from Ogunquit | Heated Pool

Fully Renovated/4min to K-port/HotTub/Game Room
Pet-friendly cottage rentals

Bright, clean, private cottage near Higgins Beach!

Deja Blue~Guest Beach House

Tall Pines Hideaway

True Maine Artist Cottage with Outdoor Shower

Waterscape Cottage - private waterfront

Cozy Cottage on Highland Lake

Coastal Charm! 4-BR Oceanfront Escape, Huge Porch!

Spectacular Water View Cottage
Private cottage rentals

Cobb Cottage: Lake Beachfront Fri-Fri Jul-Aug

Serene Coveside Cottage

Cozy Cove Side Cottage.

Blue Lobster Cottage - Cozy w/dock, deck and AC!

Secluded Coastal Home & Cottage 3 Minutes to Beach

Dramatic View/Sounds of the Sea, South Bristol ME

Lakefront Cottage at Salisbury Camp

Harbor Cottage
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- Sebago Lake
- Wells Beach
- Short Sands Beach
- Popham Beach State Park
- Pemaquid Beach
- Funtown Splashtown USA
- Pemaquid Point Lighthouse
- East End Beach
- Dunegrass Golf Club
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Laudholm Beach
- Ferry Beach
- Palace Playland
- Parsons Beach
- Wolfe's Neck Woods State Park
- Fox Ridge Golf Club
- Middle Beach
- Freddy Beach
- Brunswick Golf Club
- Bradbury Mountain State Park
- Mothers Beach
- Portland Museum of Art
- Hunnewell Beach
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes