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Featured Cottages in Southport

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
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
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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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
Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer

Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer

West Bath
With a stay at this cottage in Bath (Sabino), you'll be a 1-minute drive from Casco Bay and 10 minutes from Maine Maritime Museum.
Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer
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
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
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
As much "an experience" as shelter, Kinsale delights everyone of all ages.

As much "an experience" as shelter, Kinsale delights everyone of all ages.

Orr's Island
With a stay at this cottage in Orrs Island, you'll be on the waterfront, just a 1-minute walk from Casco Bay and 7 minutes by foot from Ragged Island.
As much "an experience" as shelter, Kinsale delights everyone of all ages.
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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.

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

Southport Cottages essential information

Accommodation
170 Cottages
Lowest Price
AU$166
Highest Price
AU$244
Popular accommodation
A Charming Waterfront Cottage with Touches of Elegance, Gorgeous Waterfront Home on Westport Island with 2 Sunrooms, Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe, PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room, Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer, Charming 3BR, 1.5BA beachfront cottage with multi-level decks, Two separate dog-friendly homes with water views & Linekin Bay Resort access, Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME, As much "an experience" as shelter, Kinsale delights everyone of all ages.

Top trending hotels in Southport

Stunning oceanfront cottage w/ private deck and Atlantic views

Stunning oceanfront cottage w/ private deck and Atlantic views

Southport
A stay at this vacation home places you in the heart of Southport, just a 3-minute walk from Southport Memorial Library and within a 5-minute drive of Hendricks ...
Stunning oceanfront cottage w/ private deck and Atlantic views
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$166 per night from 1 Jan to 2 Jan
AU$166
includes taxes & fees
1 Jan - 2 Jan 2025
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$244 per night from 23 Dec to 24 Dec
AU$244
includes taxes & fees
23 Dec - 24 Dec
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
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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$208 per night from 1 Jan to 2 Jan
AU$208
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at The Federal in Brunswick, you'll be just steps from Casco Bay and Androscoggin River.
The Federal
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