Hot Squirrel Island Cottage Rates

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Cottages in Squirrel Island

Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown

Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown

Boothbay Harbor
When you stay at this cottage in Boothbay Harbor, you'll be on the beach, within a 10-minute walk of Boothbay Harbor Memorial Library and Burnt Island Living ...
Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown
A Charming Waterfront Cottage with Touches of Elegance

A Charming Waterfront Cottage with Touches of Elegance

Newcastle
A stay at this cottage places you in the heart of Newcastle, within a 5-minute drive of Frances Perkins Center and Damariscotta Lake.
A Charming Waterfront Cottage with Touches of Elegance
Unique oceanfront home with a deck, tons of natural light, & amazing views

Unique oceanfront home with a deck, tons of natural light, & amazing views

Wiscasset
Located in Wiscasset, this cottage is by the ocean, a 4-minute drive from Long Ledge and 6 minutes from Brooks Point.
Unique oceanfront home with a deck, tons of natural light, & amazing views
Save an average of 15% on thousands of hotels when you're signed in
Cozy Cottage   with spectacular salt water  view / 3 Kayaks available/

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

Bremen
Located in Bremen, this cottage is by the ocean, within a 15-minute drive of Penobscot Marine Museum and Biscay Pond.
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
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
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.

Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.

Harpswell
Located in Harpswell, this cottage is by the ocean, within a 15-minute drive of Casco Bay and Ragged Island.
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

Westport Island
Located in Wiscasset, this cottage is on the waterfront, within a 15-minute drive of Monkey C Monkey Do and Long Ledge.
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Olde post office

Olde post office

New Harbor
A stay at this cottage places you in the heart of New Harbor, within a 5-minute drive of Pemaquid Point Lighthouse Park and Fish Beach.
Olde post office
Two separate dog-friendly homes with water views & Linekin Bay Resort access

Two separate dog-friendly homes with water views & Linekin Bay Resort access

Boothbay Harbor
When you a stay at this cottage in Boothbay Harbor, you'll be by the sea, within a 5-minute walk of Linekin Bay and Cabbage Island.
Two separate dog-friendly homes with water views & Linekin Bay Resort access
Don't see what you're looking for?
See all available properties in Squirrel Island
View all properties
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.

Squirrel 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 Squirrel 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 Squirrel 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 Squirrel Island, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Squirrel Island Cottages essential information

Accommodation
156 Cottages
Lowest Price
AU$184
Highest Price
AU$234
Popular accommodation
Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown, A Charming Waterfront Cottage with Touches of Elegance, Unique oceanfront home with a deck, tons of natural light, & amazing views, Cozy Cottage with spectacular salt water view / 3 Kayaks available/, Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe, Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly. , Gorgeous Waterfront Home on Westport Island with 2 Sunrooms, Olde post office, Two separate dog-friendly homes with water views & Linekin Bay Resort access

Top trending hotels in Squirrel Island

The Brunswick Hotel

The Brunswick Hotel

3 out of 5
4 Noble St, Brunswick, ME
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 24 Nov to 25 Nov
AU$200
includes taxes & fees
24 Nov - 25 Nov
A stay at The Brunswick Hotel places you in the heart of Brunswick, steps from Casco Bay and Maine Street.
The Brunswick Hotel
Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St., Boothbay Harbor, ME
The price is AU$234 per night from 27 Nov to 28 Nov
AU$234
includes taxes & fees
27 Nov - 28 Nov
With a stay at Tugboat Inn in Boothbay Harbor, you'll be within a 5-minute walk of Burnt Island Living Lighthouse and Boothbay Harbor Marina.
Tugboat Inn
The Federal

The Federal

2.5 out of 5
10 Water St, Brunswick, ME
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 24 Nov to 25 Nov
AU$186
includes taxes & fees
24 Nov - 25 Nov
With a stay at The Federal in Brunswick, you'll be just steps from Casco Bay and Androscoggin River.
The Federal
Save an average of 15% on thousands of hotels when you're signed in
Residence Inn Bath Brunswick Area

Residence Inn Bath Brunswick Area

3 out of 5
139 Richardson St., Bath, ME
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 15 Dec to 16 Dec
AU$184
includes taxes & fees
15 Dec - 16 Dec
Located in Bath, Residence Inn Bath Brunswick Area is within a 5-minute drive of Casco Bay and Bath Visitor Information Center.
Residence Inn Bath Brunswick Area
Don't see what you're looking for?
See all available properties in Squirrel Island
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.