A coastal scene with a house, boats, and a rocky shoreline.

Holiday Homes in Harpswell

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Harpswell holiday homes

A lakeside property with a deck, picnic table, and barbecue grill.

1. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (71 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AU$518
includes taxes & fees
1 Nov - 2 Nov
Camp Forever cottage
A wooden deck with a view of a lake, surrounded by trees and shrubs.

2. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (74 reviews)
"Incredible home in a beautiful location!"
United States
Catherine G.
Centerview cottage
A wooden deck with outdoor seating and string lights.

3. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (75 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is AU$524
includes taxes & fees
27 Oct - 28 Oct
Full sized home
A lush garden with a hammock, a variety of flowers, and a lake in the background.

4. Classic New England Waterfront House Big Lawn Beautiful Sunrise

Classic New England Waterfront House Big Lawn Beautiful Sunrise
Harpswell
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! "
United States
Ashma B.
The price is AU$2,516
includes taxes & fees
11 Nov - 12 Nov
Classic New England Waterfront House Big Lawn Beautiful Sunrise
A modern kitchen with a large island, dark cabinetry, and a view of a lake.

5. The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury

The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury
Harpswell
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property, well equipped, lots of amenities, plenty of space for our large group."
United States
Edwin M.
The price is AU$3,316
includes taxes & fees
11 Nov - 12 Nov
The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

6. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (12 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is AU$313
includes taxes & fees
1 Nov - 2 Nov
Mid Coast Getaway w/ water views
A treehouse with a wooden staircase and a small building with a colorful mural.

7. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is AU$257
includes taxes & fees
17 Oct - 18 Oct
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A wooden staircase with a wooden railing, surrounded by green foliage.

8. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is AU$261
includes taxes & fees
18 Oct - 19 Oct
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A spacious room with a wooden floor, a dining area with chairs and a table, a sofa, a TV, and a balcony with a view of the sea.

9. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
9.8 out of 10, Exceptional, (6 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is AU$348
includes taxes & fees
1 Nov - 2 Nov
2 bedroom w/ expansive water views
A spacious living room with large windows, a sofa, a chair, and a small table.

10. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (12 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
The price is AU$467
includes taxes & fees
1 Nov - 2 Nov
1 Mi to Maine Street! MCM-Style Home in Brunswick
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

11. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is AU$310
includes taxes & fees
1 Nov - 2 Nov
Captains Watch: A Coastal Escape
A kitchen with a round dining table, white cabinets, and a window with a view.

12. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
The price is AU$611
includes taxes & fees
27 Oct - 28 Oct
Orchid Harbor, Bailey Island 3BR
A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

13. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (21 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is AU$307
includes taxes & fees
28 Oct - 29 Oct
Fantastic Waterfront Views
A rocking chair and a small table with a decorative plate, both placed on a wooden deck in front of a red building with a white door.

14. 2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
Bath
9.0 out of 10, Wonderful, (28 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is AU$357
includes taxes & fees
18 Oct - 19 Oct
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

15. Charming Historic home steps away from downtown

Charming Historic home steps away from downtown
Bath
9.4 out of 10, Exceptional, (3 reviews)
"The communication was excellent. The location was excellent."
United States
Holly Y.
Charming Historic home steps away from downtown
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

16. Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (5 reviews)
"Great location"
United States
Ashley W.
The price is AU$1,037
includes taxes & fees
15 Nov - 16 Nov
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

17. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (13 reviews)
"All we could say was wow! Words cannot express the view from this house! It looked like a picture! Beautiful view, fully loaded kitchen, spacious, comfortable beds, everything was perfect. I have the worst cell service and I couldn’t get the app to work but David answered my call right away and helped us get in. I’d highly recommend this property and we can’t wait to come back!"
United States
Michael L.
The price is AU$1,303
includes taxes & fees
15 Nov - 16 Nov
Three bedroom in United States of America, Freeport
A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

18. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is AU$507
includes taxes & fees
17 Oct - 18 Oct
Quiet Spot in lovely Freeport neighborhood
A modern kitchen with dark blue cabinets, a stainless steel stove, and marble backsplash.

19. Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (14 reviews)
"The house matches exactly what was described online. It's clean and cozy in a quite neighborhood. I'd rate it a five star and highly recommend!"
United States
Shisheng
The price is AU$694
includes taxes & fees
1 Nov - 2 Nov
Award Winning Luxury Carriage House a short stroll from town!
A living room with a grey sofa, a coffee table, and a dining area with a wooden table and chairs.

20. Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Brunswick
8.8 out of 10, Excellent, (28 reviews)
"Perfect spot for us to spend a weekend up at Bowdoin where "
United States
Michaela M.
The price is AU$735
includes taxes & fees
19 Oct - 20 Oct
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
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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Top Harpswell Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Hotel is very charming and our room was comfortable. Great location!"
Karen 2-night trip
Posted 1 hour ago
Portland Harbor Hotel

Find out more about Harpswell

Harpswell Holiday Homes information

Number of reviews
360
Accommodation
759 Holiday Homes
Lowest Price
AU$257
Highest Price
AU$3,316