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

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Harpswell holiday rentals

A wooden deck with outdoor seating and string lights.

1. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (80 reviews)
"Great house! Enjoyed our stay very much. Comfortable, clean, and many nice extra touches i.e. games, books."
United States
Jill J.
The price is £260
includes taxes & fees
15 Dec - 16 Dec
Full sized home
A modern kitchen with a large island, dark cabinetry, and a view of a lake.

2. Bird Watching Paradise @ Waterfront Harpswell with Private Deck

Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Harpswell
10.0 out of 10, Exceptional, (3 reviews)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
United States
Kate K.
The price is £248
includes taxes & fees
15 Nov - 16 Nov
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
A lush garden with a hammock, a variety of flowers, and a lake in the background.

3. 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 £1,185
includes taxes & fees
9 Dec - 10 Dec
Classic New England Waterfront House Big Lawn Beautiful Sunrise
A modern kitchen with a large island, dark cabinetry, and a view of a lake.

4. 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 £1,615
includes taxes & fees
15 Nov - 16 Nov
The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury
A covered porch with a view of a lake and trees.

5. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"This little spot was an ideal getaway for our family’s summer trip to Maine. We very much enjoyed the porch with a view of the water and felt right at home here."
United States
James C.
The price is £257
includes taxes & fees
16 Nov - 17 Nov
Mere Point Sunrise Views at Eastern Shore!
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

6. 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 £301
includes taxes & fees
13 Dec - 14 Dec
Orchid Harbor, Bailey Island 3BR
A spacious living room with a large window overlooking a lake, a flat-screen TV mounted on the wall, and a round wooden coffee table.

7. Casco Bay Oceanfront Retreat by Everrow

Casco Bay Oceanfront Retreat by Everrow
Freeport
10.0 out of 10, Exceptional, (13 reviews)
"The house was amazing. We would recommend this property to anyone. The view, stars at night and accessibility to where we wanted to visit, was perfect."
United States
Vanessa K.
The price is £632
includes taxes & fees
19 Nov - 20 Nov
Casco Bay Oceanfront Retreat by Everrow
A two-story house with a covered porch, a garage, and a front yard with potted plants.

8. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (176 reviews)
"This is a really lovely place to stay. Clean and very comfortable with lovely hosts."
United Kingdom
Lucinda
The price is £90
includes taxes & fees
2 Dec - 3 Dec
Large suite/private bath/private entrance on quiet street near Thomas Bay
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

9. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
8.8 out of 10, Excellent, (3 reviews)
"Such a beautiful stay!! My whole group wished we could have stayed longer. We plan to come back"
United States
Holly G.
The price is £208
includes taxes & fees
15 Nov - 16 Nov
Captains Watch: A Coastal Escape
A cabin with two chairs facing a fire pit, surrounded by trees.

10. Cabin w/ bath + kitchenette | Hot tub add-on - 03

Cabin w/ bath + kitchenette | Hot tub add-on - 03
Freeport
9.8 out of 10, Exceptional, (10 reviews)
"A lovely glamping facility with several different types of structure in a quiet, wooded area just a couple miles from downtown Freeport. They've built a beautiful spa with sauna, cold plunge, hot tub, and soaking pool, the unit we stayed in was bright and airy, had an outdoor fire pit. We stayed three nights, will definitely stop here again!"
United States
Kirt v.
The price is £221
includes taxes & fees
15 Nov - 16 Nov
Cabin w/ bath + kitchenette | Hot tub add-on - 03
A modern kitchen with white cabinetry, a central island with stools, a refrigerator, and a microwave.

11. Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Brunswick
9.4 out of 10, Exceptional, (35 reviews)
"Perfect for what we needed for the week. All that was missing was some oven mitts and maybe a pair of scissors but we made it work!! Great little spot - thank you!! "
United States
Britta M.
The price is £283
includes taxes & fees
15 Nov - 16 Nov
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

12. 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 £159
includes taxes & fees
19 Nov - 20 Nov
Mid Coast Getaway w/ water views
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
9.4 out of 10, Exceptional, (24 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is £210
includes taxes & fees
15 Nov - 16 Nov
Fantastic Waterfront Views
A modern interior with a dining area, a living room, and a kitchen.

14. Studio Apartment in Freeport

Studio Apartment in Freeport
Freeport
10.0 out of 10, Exceptional, (4 reviews)
"The bed was the most comfortable I have ever slept on! Lovely large warm open room. I appreciated the coffee/tea options, and the condiments in the fridge. There was a white noise machine in the room though we did not use it."
United States
Susan S.
The price is £108
includes taxes & fees
16 Nov - 17 Nov
Studio Apartment in Freeport
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a granite countertop.

15. 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, (12 reviews)
"Our whole family was impressed by this house!"
United States
Gary B.
The price is £486
includes taxes & fees
23 Nov - 24 Nov
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
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.

16. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
9.8 out of 10, Exceptional, (7 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 £181
includes taxes & fees
19 Nov - 20 Nov
2 bedroom w/ expansive water views
A modern kitchen with white cabinets, a wooden dining table, and a vase with green leaves.

17. King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.6 out of 10, Exceptional, (19 reviews)
"The place was clean, bright, and exactly as shown in the pictures. There were fresh towels (4), toiletries, dishsoap/dishwasher tablets, and an in window AC. The table and bed are both lovely and roomy for two people. Plenty of places to plug in devices. The Seadog brewery was walking distance and would recommend for dinner and a pint. Also enjoyed Dutchman's bagels and Baked on Main (marginally longer walk). We were really happy with our stay!"
United States
Stefanie M.
The price is £164
includes taxes & fees
15 Nov - 16 Nov
King Size Sun Rise Midcoast Lovely Stay
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

18. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (131 reviews)
"It was so spacious, kitchen area was well kept and they have QR codes to help travels understand how to use certain things"
United States
Branden
The price is £206
includes taxes & fees
3 Dec - 4 Dec
The Weldon Hotel
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

19. 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 and super clean house"
United States
Gary R.
The price is £538
includes taxes & fees
16 Nov - 17 Nov
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A geodesic dome structure in a forest setting with a visible interior space.

20. 22-ft dome w/ star loft | Hot tub add-on - 07

22-ft dome w/ star loft | Hot tub add-on - 07
Freeport
10.0 out of 10, Exceptional, (1 review)
"Fun place with all amenities. Had an excellent time!"
United States
Andrew L.
The price is £245
includes taxes & fees
15 Nov - 16 Nov
22-ft dome w/ star loft | Hot tub add-on - 07
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
"Old hotel recently updated. Great location in Old Port in walking distance of restaurants and shop. Very helpful staff. Easy valet parking. They charge a resort fee but you get it back as credit to use for breakfast or at the bar. Great outdoor patio area with gas fire pit. Great vibe for adult travelers."
Eric 2-night trip
Posted 8 hours ago
Portland Harbor Hotel

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 £52 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 a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Harpswell are Beautiful house on the Harpswell Peninsula over looking Casco Bay and Centerview cottage.

How many holiday rentals are there in Harpswell?

Expedia has 99 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 Brunswick Naval Aviation Museum.

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.