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Featured Cottages in Harpswell

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
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
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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
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
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
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
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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.

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

Harpswell Cottages essential information

Accommodation
179 Cottages
Lowest Price
AU$166
Highest Price
AU$258
Popular accommodation
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, Updated Long Island Maine Cottage, The Outlet House, Comfortable Cottage, Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME

Top trending hotels in Harpswell

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 7 Jan to 8 Jan
AU$176
includes taxes & fees
7 Jan - 8 Jan 2025
With a stay at The Westin Portland Harborview, you'll be centrally located in Portland, steps from State Theatre and Portland Museum of Art.
The Westin Portland Harborview
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$166 per night from 25 Dec to 26 Dec
AU$166
includes taxes & fees
25 Dec - 26 Dec
With a stay at Ramada Plaza by Wyndham Portland in Portland (Nasons Corner), you'll be within a 10-minute drive of Maine Mall and Happy Wheels Skate Center.
Ramada Plaza by Wyndham Portland
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$258 per night from 25 Dec to 26 Dec
AU$258
includes taxes & fees
25 Dec - 26 Dec
With a stay at Portland Harbor Hotel, you'll be centrally located in Portland, within a 10-minute drive of Maine Mall and Casco Bay.
Portland Harbor Hotel
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Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$254 per night from 5 Jan to 6 Jan
AU$254
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at Canopy by Hilton Portland Waterfront in Portland (Downtown Portland), you'll be within a 10-minute drive of Maine Mall and Casco Bay.
Canopy by Hilton Portland Waterfront
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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.