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Find properties with these dates

Tonight
May 12 - May 13
Tomorrow
May 13 - May 14
Next weekend
May 17 - May 19

Top Holiday Rentals in Harpswell

Completely remodeled 2 bedroom apartment in Portland's West End
Exterior
Completely remodeled 2 bedroom apartment in Portland's West End
10.0 out of 10, Exceptional, (35)
"We very much enjoyed our stay at this location. The stairs were a bit scary, but with the light on, you'll be fine. :) Cozy spot for the three of us, well appointed and in a fantastic area. Very walkable, even down to the wharf. We are from a very non-walkable area, so it was amazing to see all the activity and places we could go just walking a bit. We enjoyed our first time in Maine, and can't wait to get back for a longer trip. Thanks to the hosts!"
The price is £335
per night
19 May - 20 May
Completely remodeled 2 bedroom apartment in Portland's West End
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
Property grounds
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
10.0 out of 10, Exceptional, (14)
"Great place- location is easy to get to - great furniture and high end appliances - clean and chic!"
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
Popham Beach Direct Oceanfront Cottage Steps to the sand
View from property
Popham Beach Direct Oceanfront Cottage Steps to the sand
10.0 out of 10, Exceptional, (44)
"We had a great stay. Check in and communication was easy. Due to storm damage, our original booked cottage was not available and Deb offered us a different (much larger) home without added cost. We greatly appreciated it so we didn't have to cancel our vacation. The home was very clean and had everything we needed and then some. The area is beautiful and the beach was very clean. You cannot beat the views from the home. We look forward to staying here again!"
Popham Beach Direct Oceanfront Cottage Steps to the sand
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Cozy Waterfront Cottage in Mid-coast Maine
Beach
Cozy Waterfront Cottage in Mid-coast Maine
10.0 out of 10, Exceptional, (144)
"The property was beautiful and the views were breathtaking! The cottage had everything we needed and more to relax. Will be definitely coming back again!"
Cozy Waterfront Cottage in Mid-coast Maine
East Boothbay Waterfront One room Condo.Waterview from in side this room
On the beach, beach towels
East Boothbay Waterfront One room Condo.Waterview from in side this room
10.0 out of 10, Exceptional, (106)
"EXCELLENT AND ENJOYABLE"
East Boothbay Waterfront One room Condo.Waterview from in side this room
Glorious getaway on Portland's Eastern Promenade.
Property grounds
Glorious getaway on Portland's Eastern Promenade.
10.0 out of 10, Exceptional, (124)
"We really enjoyed our stay. We loved being able to walk to the Eastern Promenade. The beds, including the sofa bed were very comfortable. Very cute and cozy There are stairs to enter the building for anyone with mobility issues. If you are unfamiliar with older buildings, the radiators do make some noise while heating in the winter."
The price is £246
per night
16 May - 17 May
Glorious getaway on Portland's Eastern Promenade.
Cozy, Elegant and Bright 2 bed in the East End
Fridge, microwave, oven, stovetop
Cozy, Elegant and Bright 2 bed in the East End
10.0 out of 10, Exceptional, (24)
"The house is located in a nice neighborhood, just two blocks from the water and walkable to downtown. Check in was easy. The apartment is filled with light and very clean. If you happen to be up at dawn the living room windows face east providing a wonderful sunrise view. Would definitely stay there again!"
The price is £300
per night
14 May - 15 May
Cozy, Elegant and Bright 2 bed in the East End
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Fridge, microwave, oven, stovetop
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
10.0 out of 10, Exceptional, (13)
"My husband and I stayed two nights, arriving late in the afternoon. We had no difficulty finding or getting into the property. The place was clean and the bed was comfortable. We were out doing things in the area most of the time, but did enjoy a slow, quiet morning and loved being able to walk to the nearby park and enjoy the view. We were also in the apartment early one evening because of light rain, just reading and checking emails, etc., and missed the basics for preparing our own food....
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
Fridge, microwave, oven, stovetop
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
10.0 out of 10, Exceptional, (51)
"Comfortable, clean, very well decorated apartment in a pleasant, walkable neighborhood. I highly recommend this property."
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Property grounds
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
10.0 out of 10, Exceptional, (94)
"We celebrated our Mom’s 70th birthday in this beautiful space. It exceeded our expectations and the property manager David is the best!"
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Convenient Portland home 3 miles from Downtown
Fridge, microwave, oven, stovetop
Convenient Portland home 3 miles from Downtown
10.0 out of 10, Exceptional, (8)
"The house was spotless and comfortable. We arrived in the middle of a snowstorm, and it was great to have the one-car attached garage, a heating system that worked well, someone who plowed the driveway and shoveled the snow shortly after we arrived, and a comfortable hot shower. Grocery stores and restaurants are nearby. Beds are comfortable, and there is a lot of closet space and drawer space. We would stay here again."
The price is £577
per night
29 May - 30 May
Convenient Portland home 3 miles from Downtown
Bay-View. Waterfront Log cabin on the bay. Pet Friendly.
Living area | Smart TV, books
Bay-View. Waterfront Log cabin on the bay. Pet Friendly.
9.8 out of 10, Exceptional, (21)
"What an amazing place and location! We’ve been spending summer time in the region (Harpswell, Orrs, Baileys, Cundys, West Bath) for almost 10 years. This was our first time in the spring but that house was exactly as advertised. The views were amazing. Got great pictures of the Pink Full Moon reflecting on the inlet water. The fire place was a great bonus to take the chill off after long days watching colllege baseball at Colby, Bates and Bowdoin and walking the beach at Reid State Park and...
Bay-View. Waterfront Log cabin on the bay. Pet Friendly.
Quaint one-bedroom suite
1 bedroom, WiFi
Quaint one-bedroom suite
9.8 out of 10, Exceptional, (37)
"Loved it!! Would definitely rent again"
The price is £116
per night
13 May - 14 May
Quaint one-bedroom suite
Charming 110-year former Inn 10' from the Ocean!
Property grounds
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (99)
"Lovely home in a beautiful location. Very welcoming, cozy, and friendly. Easy check-in and check-out process. The owner was very accommodating and helpful. Made amazing memories and look forward to returning soon. Thank you so much!"
Charming 110-year former Inn 10' from the Ocean!
Ocean view Victorian
Aerial view
Ocean view Victorian
9.8 out of 10, Exceptional, (73)
"It was the best view of Casco Bay and such a unique home. Beautiful accommodations that are both historic yet updated for comfort and convenience. Our host was phenomenal! So friendly…we thought he was one of our neighbors from Louisiana (not just because of his homemade hot sauce that he sent home with us, but more importantly because of his hospitality!)"
Ocean view Victorian
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Private kitchen | Fridge, microwave, oven, stovetop
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
9.8 out of 10, Exceptional, (87)
"We had a great time and this rental was very clean. The host was wonderful and easy to communicate with. My only tiny complaint is that the bedroom radiator was really loud (as they tend to be) and I am a light sleeper, so they kept me up. Not any fault of the rental, just is what it is. 15 minute walk to everything. Lovely, overall."
The price is £433
per night
14 May - 15 May
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Smart TV, books
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
9.6 out of 10, Exceptional, (25)
"This is now our third time in 5 months staying at this property and we love it. The home is always clean and inviting and the view is spectacular."
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Elegant condo - walk to Portland's best restaurants & Old Port
Private kitchen | Fridge, microwave, oven, stovetop
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (45)
"The kitchen was very well equipped. Living room was so cozy with the fire. Bed was super comfortable. The unit has really tall ceilings and is cozy. Only issue was the dog upstairs. They kept barking and whining."
The price is £345
per night
13 May - 14 May
Elegant condo - walk to Portland's best restaurants & Old Port
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
9.4 out of 10, Exceptional, (71)
"We enjoyed the tranquility of the cottage and we appreciated the antiques connecting the cottage to the past/ history of the area. No issues with our stay. Location was good; the drive to daily activities not tremendous. Loved the village, and the people were so friendly. Great escape from every day life."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
TV, fireplace, books, stereo
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, (22)
"Beautiful home that is a great proximity to Boothbay Harbor downtown. The pond is very nice but the water level was very low during our stay in March and there were no boats available as described in the listing. It is unclear whether this is something to note for all offseason travelers"
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
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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.

Other types of properties in Harpswell you may be interested in

Canopy by Hilton Portland Waterfront
Bar (on property)
Canopy by Hilton Portland Waterfront
4.0 star property
9.4 out of 10, Exceptional, (641)
"Wonderful place to stay. Spotlessly clean, great decor, exceptionally nice staff. Very good location. "
The price is £193
per night
13 May - 14 May
Canopy by Hilton Portland Waterfront
Portland Harbor Hotel
Honeymoon Suite, 1 King Bed | Premium bedding, desk, blackout curtains, iron/ironing board
Portland Harbor Hotel
4.0 star property
9.0 out of 10, Wonderful, (1189)
"The Portland Harbor Hotel has a wonderful, clean, efficient feel. It is right in the center of Fore Street, the center of the "hip, cool, historial" area of Portland. The staff is especially helpful and good-mannered. It has a beautiful garden-courtyard which is a special surprise within a city. "
The price is £164
per night
28 May - 29 May
Portland Harbor Hotel
The Westin Portland Harborview
Water view
The Westin Portland Harborview
4.0 star property
8.6 out of 10, Excellent, (1059)
"The Westin is very conveniently located in downtown Portland. Great harbor view and wonderful staff."
The price is £143
per night
28 May - 29 May
The Westin Portland Harborview
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.

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 £116 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.

How many holiday rentals are there in Harpswell?

Expedia has 80 holiday rentals for your stay in Harpswell.

What’s there to see and do in Harpswell?

Family-friendly attractions include Ash Cove Pottery, whereas Lower Goose Island is a spot to enjoy the outdoors. 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.

Recent reviews of Harpswell properties
Expedia verified reviews

Holiday Inn Portland-By the Bay, an IHG Hotel

Holiday Inn Portland-By the Bay, an IHG Hotel

5/5 Excellent
"Had a graduation to Attend at fleet center "
A verified traveller stayed at Holiday Inn Portland-By the Bay, an IHG Hotel
Posted 1 day ago
Holiday Inn Portland-By the Bay, an IHG Hotel