Harpswell Vacation Rentals

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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 vacation 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 AED 735
AED 1,225 total
includes taxes & fees
30 Nov - 1 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 AED 569
AED 1,157 total
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 AED 1,286
AED 5,597 total
includes taxes & fees
30 Nov - 1 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 AED 2,149
AED 7,975 total
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 AED 443
AED 1,278 total
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.
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 AED 1,343
AED 3,086 total
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 AED 349
AED 428 total
includes taxes & fees
22 Nov - 23 Nov
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 AED 566
AED 1,013 total
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 AED 651
AED 1,078 total
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.
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 AED 386
AED 736 total
includes taxes & fees
16 Nov - 17 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 AED 579
AED 998 total
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 AED 231
AED 521 total
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 AED 797
AED 2,358 total
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 AED 482
AED 833 total
includes taxes & fees
17 Nov - 18 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 AED 349
AED 779 total
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 AED 667
AED 1,002 total
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 AED 900
AED 2,566 total
includes taxes & fees
15 Nov - 16 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 AED 698
AED 1,177 total
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

A two-story building with a large glass conservatory and yellow umbrellas in the garden area.
The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
Freeport

10/10 Excellent

Going to the Harraseeket Inn is like time traveling, but with the option of taking a smart phone and having the electricity to charge it. It's like that movie, "Somewhere in Time," like you've walked through a time portal by the power of hypnotic suggestion and an Expedia booking. But it is very much, at the same time, part of the present. They have a pool, and the restaurant is quintessentially the definition of a timeless Maine eatery. The afternoon tea is pleasant and steeped with charm. The...
United States
Bruno
Reviewed July 30, 2024
The Harraseeket Inn & Event House Freeport Downtown

Frequently Asked Questions

Can I find vacation rentals in Harpswell?

Yes, you can find vacation rentals in Harpswell close to Ash Cove Pottery, or you can go with a more remote 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's the top vacation rental in Harpswell?

Beautiful Oceanfront House- Stunning Water Views: Visitors give good reviews to this Harpswell vacation home rental, which offers a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Other favorite homes for rent in Harpswell are Beautiful house on the Harpswell Peninsula over looking Casco Bay and Centerview cottage.

How many vacation rentals are there in Harpswell?

Expedia has 99 vacation 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 larger area, you’ll find Bailey Island Bridge and Brunswick Naval Aviation Museum.

What’s a vacation rental in Harpswell like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Harpswell. Vacation rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.