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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

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, (65 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is €324
includes taxes & fees
6 Sept - 7 Sept
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, (69 reviews)
"Incredible home in a beautiful location!"
United States
Catherine G.
The price is €408
includes taxes & fees
7 Sept - 8 Sept
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, (68 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is €340
includes taxes & fees
22 Sept - 23 Sept
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 €1,667
includes taxes & fees
8 Sept - 9 Sept
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 Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury
A treehouse with a wooden staircase and a small building with a colorful mural.

6. Guest room + bath in Bath!. Authenticity. Value. Large yard. Walk to everything.

Guest room + bath in Bath!. Authenticity. Value. Large yard. Walk to everything.
Bath
8.2 out of 10, Very good, (29 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 €149
includes taxes & fees
3 Sept - 4 Sept
Guest room + bath in Bath!. Authenticity. Value. Large yard. Walk to everything.
A spacious living room with large windows, a sofa, a chair, and a small table.

7. 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.
1 Mi to Maine Street! MCM-Style Home in Brunswick
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

8. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (8 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 €249
includes taxes & fees
13 Sept - 14 Sept
Mid Coast Getaway w/ water views
A wooden staircase with a wooden railing, surrounded by green foliage.

9. Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.

Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.
Bath
8.0 out of 10, Very good, (18 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is €175
includes taxes & fees
23 Sept - 24 Sept
Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.
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.

10. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (5 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 €255
includes taxes & fees
7 Sept - 8 Sept
2 bedroom w/ expansive water views
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

11. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (12 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 €376
includes taxes & fees
16 Sept - 17 Sept
Orchid Harbor, Bailey Island 3BR
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

12. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is €333
includes taxes & fees
3 Sept - 4 Sept
Captains Watch: A Coastal Escape
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
9.8 out of 10, Exceptional, (18 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is €379
includes taxes & fees
9 Sept - 10 Sept
Fantastic Waterfront Views
A wooden deck with a railing overlooking a calm body of water, boats, and a distant shoreline.

14. Tide Haven Cottage on Bay Point

Tide Haven Cottage on Bay Point
Georgetown
Tide Haven Cottage on Bay Point
A wooden deck with a bench, a potted plant, and a building with white siding and green windows.

15. •Peaceful Private Freeport 2 BR Home on the Ocean•

•Peaceful Private Freeport 2 BR Home on the Ocean•
Freeport
•Peaceful Private Freeport 2 BR Home on the Ocean•
A living room with a sofa, armchair, wooden coffee table, and a potted plant.

16. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
The price is €424
includes taxes & fees
7 Sept - 8 Sept
Fully Updated Airy Historic Home in South Freeport
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

17. 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, (4 reviews)
"Great location and super clean house"
United States
Gary R.
The price is €637
includes taxes & fees
14 Sept - 15 Sept
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

18. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is €434
includes taxes & fees
3 Oct - 4 Oct
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A compact kitchen with a microwave, coffee maker, and a sink. There are cabinets, a dishwasher, and a dining table with chairs.

19. Quiet Spot in Lovely Freeport Neighborhood

Quiet Spot in Lovely Freeport Neighborhood
Freeport
The price is €431
includes taxes & fees
2 Oct - 3 Oct
Quiet Spot in Lovely Freeport Neighborhood
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a granite countertop.

20. Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Freeport
10.0 out of 10, Exceptional, (10 reviews)
"Our whole family was impressed by this house!"
United States
Gary B.
The price is €583
includes taxes & fees
7 Sept - 8 Sept
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
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

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent
"Staff was very friendly and courteous."
Brenda 1-night trip
Posted 1 hour ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Harpswell

Harpswell Holiday Homes information

Number of reviews
220
Accommodation
685 Holiday Homes
Lowest Price
€149
Highest Price
€1,667