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
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Harpswell holiday homes

Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (54 reviews)
"Wonderful stay!"
United States
Erika T.
The price is NZ$624
includes taxes & fees
21 July - 22 July
Full sized home
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (64 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is NZ$809
includes taxes & fees
19 July - 20 July
Centerview cottage
Property grounds

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.
Classic New England Waterfront House Big Lawn Beautiful Sunrise
Fridge, microwave, oven, stovetop

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 NZ$4,726
includes taxes & fees
12 Aug - 13 Aug
The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury
Outdoor dining

Captain's Guest Room. Authenticity. Value. Near everything. No fees.

Captain's Guest Room. Authenticity. Value. Near everything. No fees.
Bath
8.2 out of 10, Very good, (25 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 NZ$251
includes taxes & fees
16 July - 17 July
Captain's Guest Room. Authenticity. Value. Near everything. No fees.
TV, fireplace, books

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

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.4 out of 10, Exceptional, (10 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 NZ$477
includes taxes & fees
16 July - 17 July
1 Mi to Maine Street! MCM-Style Home in Brunswick
Property grounds

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is NZ$269
includes taxes & fees
19 July - 20 July
Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
TV

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (7 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is NZ$532
includes taxes & fees
3 Aug - 4 Aug
Mid Coast Getaway w/ water views
Desk, iron/ironing board, free WiFi, bed sheets

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 NZ$936
includes taxes & fees
20 July - 21 July
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Fridge, microwave, oven, stovetop

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, (11 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 NZ$1,174
includes taxes & fees
24 July - 25 July
Award Winning Luxury Carriage House a short stroll from town!
Interior

Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is NZ$852
includes taxes & fees
28 July - 29 July
Tranquility between the Lakes & Sea
Property grounds

1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
The price is NZ$779
includes taxes & fees
9 Aug - 10 Aug
1920s Riverfront Cottage – Historic Maine Charm
Microwave, oven, stovetop, dishwasher

The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (9 reviews)
"This was the perfect spot for my friends and I who were attending a wedding down the road! Great location, lovely property and very clear instructions from the hosts! "
United States
Jen V.
The price is NZ$702
includes taxes & fees
27 July - 28 July
The Barnhouse with hot tub
Interior

3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (9 reviews)
"Great property with central location in mid coast Maine. Beautifully decorated with very comfortable beds! Jeff was great with communication throughout to ensure we had everything we needed! Would stay again! "
United States
Decourcey D.
The price is NZ$1,103
includes taxes & fees
4 Aug - 5 Aug
3 Bedroom Happy Cottage 15
Interior

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, (3 reviews)
"Great location and super clean house"
United States
Gary R.
The price is NZ$1,296
includes taxes & fees
27 July - 28 July
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Terrace/patio

Tide Haven Cottage on Bay Point

Tide Haven Cottage on Bay Point
Georgetown
The price is NZ$1,052
includes taxes & fees
12 Aug - 13 Aug
Tide Haven Cottage on Bay Point
Property grounds

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Westbrook
9.6 out of 10, Exceptional, (43 reviews)
"Host was excellent, even thinking of bug spray, yoga mats, binoculars, and extra blankets. We loved our stay!"
United States
Genevieve W.
The price is NZ$995
includes taxes & fees
16 July - 17 July
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Property grounds

Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed the place, great location. "
United States
Erik P.
The price is NZ$724
includes taxes & fees
1 Aug - 2 Aug
Boothbay Harbor, 2-Story Cottage, downtown
Beach

Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (4 reviews)
"The place was beautiful, with charming and had perfect design choices. Check in was so convenient, and the hosts were quite responsive to any needs. We all felt so comfortable there. It felt private, yet was conveniently located to Damariscotta. I would absolutely rent here again."
United States
Tera P.
The price is NZ$1,537
includes taxes & fees
19 July - 20 July
Pemaquid Escape | Curated Comfort + Hot Tub
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 Regency Hotel & Spa

Portland Regency Hotel & Spa

8/10 Good
"It's perfect to walk downtown/wharf area, no car needed. They provide shuttle service to and from airport which is a huge plus for me! It's a good place for a solo traveler to stay as well as there is a restaurant/bar on site so you don't have to go out at night alone if you had rather not...I would stay again!"
Martha 3-night trip
Posted less than an hour ago
Portland Regency Hotel & Spa

Find out more about Harpswell

Harpswell Holiday Homes information

Number of reviews
288
Accommodation
716 Holiday Homes
Lowest Price
NZ$251
Highest Price
NZ$4,726