Hot Bailey Island Cottage Rates

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Featured Cottages in Bailey Island

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

Bailey Island
When you a stay at this cottage in Bailey Island, you'll be on the waterfront, just steps from Casco Bay and Land's End Gift Shop.
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Popham Beach Direct Oceanfront Cottage Steps to the sand

Popham Beach Direct Oceanfront Cottage Steps to the sand

Phippsburg
When you a stay at this cottage in Phippsburg, you'll be on the beach, just steps from Casco Bay and Popham Beach State Park.
Popham Beach Direct Oceanfront Cottage Steps to the sand
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

Boothbay Harbor
With a stay at this cottage in Boothbay Harbor, you'll be on the waterfront, just steps from Linekin Bay and a 3-minute drive from Cabbage Island.
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
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Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME

Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME

Georgetown
Located in Georgetown, this cottage is by the ocean, within a 5-minute drive of Reid State Park and Georgetown Historical Society.
Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME
The Outlet House, Comfortable Cottage

The Outlet House, Comfortable Cottage

Freeport
A stay at this cottage places you in the heart of Freeport, steps from Casco Bay and 9 minutes by foot from LL Bean Flagship Store.
The Outlet House, Comfortable Cottage
Boothbay - Ocean Point home w/ screened porch, amazing view & water access

Boothbay - Ocean Point home w/ screened porch, amazing view & water access

East Boothbay
With a stay at this cottage in East Boothbay, you'll be on the beach, just steps from Linekin Bay and a 4-minute drive from Grimes Cove Beach.
Boothbay - Ocean Point home w/ screened porch, amazing view & water access
PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home

PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home

Harpswell
Located in Bailey Island, this cottage is on the waterfront, within a 5-minute walk of Casco Bay and Land's End Gift Shop.
PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home
Charming 3BR, 1.5BA beachfront cottage with multi-level decks

Charming 3BR, 1.5BA beachfront cottage with multi-level decks

Harpswell
With a stay at this cottage in Harpswell, you'll be on the beach, just steps from Casco Bay and a 4-minute drive from Lower Goose Island.
Charming 3BR, 1.5BA beachfront cottage with multi-level decks
Updated Long Island Maine Cottage

Updated Long Island Maine Cottage

Long Island
When you stay at this cottage in Long Island, you'll be steps from Casco Bay.
Updated Long Island Maine Cottage
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Bailey Island Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Bailey Island will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Bailey Island definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Bailey Island, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Bailey Island Cottages essential information

Accommodation
140 Cottages
Lowest Price
AU$163
Highest Price
AU$285
Popular accommodation
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room, Popham Beach Direct Oceanfront Cottage Steps to the sand, Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe, Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME, The Outlet House, Comfortable Cottage, Boothbay - Ocean Point home w/ screened porch, amazing view & water access, PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home, Charming 3BR, 1.5BA beachfront cottage with multi-level decks, Updated Long Island Maine Cottage

Top trending hotels in Bailey Island

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Bailey Island
A stay at this vacation home places you in the heart of Bailey Island, steps from Casco Bay and Bailey Island Bridge.
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

Bailey Island
When you a stay at this cottage in Bailey Island, you'll be on the waterfront, just steps from Casco Bay and Land's End Gift Shop.
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$285 per night from 4 Mar to 5 Mar
AU$285
includes taxes & fees
4 Mar - 5 Mar
With a stay at Portland Harbor Hotel, you'll be centrally located in Portland, a 5-minute drive from Thompson's Point and 9 minutes from Maine Mall.
Portland Harbor Hotel
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Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 23 Feb to 24 Feb
AU$163
includes taxes & fees
23 Feb - 24 Feb
Located in Portland (Nasons Corner), Ramada Plaza by Wyndham Portland is within a 10-minute drive of Maine Mall and Thompson's Point.
Ramada Plaza by Wyndham Portland
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See all available properties in Bailey Island
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.