Holiday Rentals in Harpswell

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Our top choices for Harpswell holiday rentals

1 room luxury ocean front studio cottage

Harpswell
9.6 out of 10, Exceptional, (171)
"Very clean beautiful view we definitely enjoyed ourselves "
United States
Ilona F.
1 room luxury ocean front studio cottage

Beautiful Oceanfront House- Stunning Water Views

Harpswell
9.4 out of 10, Exceptional, (23)
"We loved our stay! Gorgeous view, lots of thoughtful little amenities. The home was extremely clean and the host was just lovely. "
United States
Catherine O.
Beautiful Oceanfront House- Stunning Water Views

Centerview cottage

Harpswell
9.6 out of 10, Exceptional, (59)
"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
Centerview cottage

Coveshead. Dramatic waterfront designer cottage.

Harpswell
10.0 out of 10, Exceptional, (15)
"Excellent experience. House very amply supplied and as advertised. Would certainly rent it again. "
United States
Bebe W.
Coveshead. Dramatic waterfront designer cottage.

The Weldon Hotel

4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (89)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is €298
includes taxes & fees
16 Dec - 17 Dec
The Weldon Hotel

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Bailey Island
10.0 out of 10, Exceptional, (234)
"Tremendous stay, great property and host."
United States
Curtis G.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Studio Unit Walkable Everywhere

West Bayside
5.8 out of 10, (7)
"We didn't stay there at all. Canceled reservation "
United States
Dianne
The price is €120
includes taxes & fees
12 Dec - 13 Dec
Studio Unit Walkable Everywhere

Private Entrance Residential Portland

Deering Center
9.2 out of 10, Wonderful, (5)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
United States
Michelle S.
Private Entrance Residential Portland

Oceanfront Cabin-Castle in Maine Woods

Georgetown
9.8 out of 10, Exceptional, (45)
"Amazing views and good location "
United States
Adriana R.
Oceanfront Cabin-Castle in Maine Woods

Charming Studio apartment with WiFi, AC in welcoming Portland

Munjoy Hill
9.6 out of 10, Exceptional, (11)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is €187
includes taxes & fees
11 Dec - 12 Dec
Charming Studio apartment with WiFi, AC in welcoming Portland

Updated Long Island Maine Cottage

Long Island
10.0 out of 10, Exceptional, (7)
"Great island house! Loved how stocked the kitchen was, we had comfortable beds and even beach chairs and cooler. We would definitely stay here again. "
United States
Serra C.
Updated Long Island Maine Cottage

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

South Bristol
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is €426
includes taxes & fees
14 Dec - 15 Dec
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Falmouth
8.8 out of 10, Excellent, (6)
"We had a wonderful stay. Nice comfortable camp. We enjoyed swimming in the lake. "
United States
Darcie B.
Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Spacious 4-bedroom house located in the heart of Portland, ME.

Munjoy Hill
9.8 out of 10, Exceptional, (6)
"Great place great location. "
United States
Chris f.
The price is €747
includes taxes & fees
11 Dec - 12 Dec
Spacious 4-bedroom house located in the heart of Portland, ME.

Back yard paradise

Portland
9.8 out of 10, Exceptional, (22)
"Excellent home overall! Great equipment, great kitchen, great pool, nice patio! Easy access to the home and driveway! Probably the best house I’ve stayed in ! "
United States
Justin J.
Back yard paradise

In-town no frills 2 bedroom apt

West Bayside
8.6 out of 10, Excellent, (16)
"Host was very accommodating. Apartment worked well for. Description accurate. Would stay again."
United Kingdom
Martha F.
The price is €138
includes taxes & fees
8 Jan - 9 Jan 2026
In-town no frills 2 bedroom apt

Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Boothbay Harbor
10.0 out of 10, Exceptional, (21)
"We loved our stay in Boothbay. The cottage was clean and comfortable, location was ideal, easy walk into town and to the park. Everything was fantastic, would highly recommend. "
United States
Emma D.
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Boothbay
7.8 out of 10, Good, (7)
"Affordable and quiet location that felt safe and is conveniently close to Boothbay Harbor & surrounding attractions. "
United States
Melanie L.
The price is €176
includes taxes & fees
11 Dec - 12 Dec
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

The Globe House on Munjoy Hill - Walk to Breweries

Munjoy Hill
10.0 out of 10, Exceptional, (93)
"Beautiful house in great area."
United States
Amber W.
The Globe House on Munjoy Hill - Walk to Breweries

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

East Deering
10.0 out of 10, Exceptional, (66)
"Nice stay. Good amenities. "
United States
Laura H.
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
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

Find out more about Harpswell

Everything you need to know about Harpswell holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Harpswell holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Harpswell holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Harpswell holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Harpswell. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Harpswell holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Harpswell holiday rentals we have selected for you start as low as €120 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Harpswell rentals

At Expedia, we put the best Harpswell holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Harpswell rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Harpswell holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Harpswell. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Harpswell?

Yes, there are holiday rentals in Harpswell close to Ash Cove Pottery, or you can select a more secluded option if you're looking for a relaxing stay. Harpswell is known for its seafood restaurants and ski areas. Make sure you have time to check out the mountain views while you're in the area.

What are some of the best holiday rentals that Harpswell has to offer?

Beautiful Oceanfront House- Stunning Water Views: This highly rated holiday home rental in Harpswell offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Harpswell?

Expedia has 88 holiday rentals for your stay in Harpswell.

What’s there to see and do in Harpswell?

Mitchell Field and Lower Goose Island are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Ash Cove Pottery. In the wider area, you’ll find Bailey Island Bridge and Maine Street.

What’s a holiday rental in Harpswell like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Harpswell. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.