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Compare 528 Vacation Homes in Harpswell with updated reviews, rates, and availability.

Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (107)
"We really enjoyed our two weeks stay on Willard Beach. It was wonderful to fall asleep and to awaken to the sound of the ocean. John's place is very special. The beds and the couches and the porch seating are all very comfortable. The shower is wonderful. "
Charming 110-year former Inn 10' from the Ocean!
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
9.8 out of 10, Exceptional, (167)
"Place was amazing "
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views
9.4 out of 10, Exceptional, (25)
"This is a great home with lots of room, natural light, comfortable bedrooms and a back deck we'd spend hours on in the evenings. Having a full bedroom and bathroom on the first floor and the two bedrooms and bathrooms upstairs also gave everyone privacy and downtime. The area is really quiet and walking distance from a path that runs alongside the water. The home is comfortable and roomy enough that being rained in for a day is no problem, and getting out to surrounding places is easy. "
Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
10.0 out of 10, Exceptional, (129)
"The unit was absolutely gorgeous and everything was in great condition. Very comfortable and a good location for exploring the area as well as visiting downtown Portland. "
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
Beachfront Delight with detached guesthouse, sunset views & private beach access
9.4 out of 10, Exceptional, (8)
"Easy access property! Very private! The notes specify no A/C but it does not mention heat. There are baseboard electric heaters in the main house and cabin."
Beachfront Delight with detached guesthouse, sunset views & private beach access
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
2.0 star property
The price is AED 286
AED 512 total
includes taxes & fees
24 Sep - 25 Sep
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
Rent a room in the gorgeous Holt House
8.2 out of 10, Very Good, (22)
"We loved staying at the Holt House. It's a truly beautiful building. It's like staying in a hotel from another era. The room was beautifully decorated with victorian decor and we loved it. It was also handy to have access to a full kitchen on the first floor where we washed some of our dishes. Overall, it was a cozy and quiet place to stay."
Rent a room in the gorgeous Holt House
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.2 out of 10, Wonderful, (29)
"Had a great stay! "
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Serenity between the lakes and seashore
10.0 out of 10, Exceptional, (12)
"Thanks to David, we had a great holiday in Portland. Both bedrooms are very comfortable and suitable for family travel. It is about 15 minutes drive from downtown. The kitchen is well equipped and we feel as convenient as at home."
Serenity between the lakes and seashore
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
9.4 out of 10, Exceptional, (46)
"We had a two-night stay. And since we were so close to the harbor, it made for easy walks to the points of interest nearby; easy walk to the harbor. We could see the harbor from out the windows. We cooked on the newer clean grill. You need to sign into your own Roku account to use the TV which we did to see the Olympics."
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
Make Shimmering River Retreat your Maine Coastal getaway!
9.6 out of 10, Exceptional, (30)
"We have rented many properties for our yearly family vacation but this was by far our favorite! We've already rebooked for next year. The location, the size of the property, the pool, the outdoor areas... everything was amazing! The adults loved the deepwater dock, the kayaks and canoe. The little kids loved the pool. There were many places to go visit locally but we were able to come back to the peace and tranquility of the house. The guest cottage was a big hit for the grandkids!"
Make Shimmering River Retreat your Maine Coastal getaway!
Downtown Boothbay Harbor, 2-Story Cottage
9.8 out of 10, Exceptional, (13)
"House was a short walk to Boothbay Harbor. Owners were great on communication with us prior to check in. House condition was good. It is need in need of a paint job and a few repairs. The price for a 2 night stay was great. Only issue for me was that bathroom has no door and located upstairs in bedroom. It only had a light weight curtain. So when my spouse or myself had to use it during the night turning the light on in the bathroom woke up the other person. So bring a nightlight to plug in...
The price is AED 536
AED 1,117 total
includes taxes & fees
6 Oct - 7 Oct
Downtown Boothbay Harbor, 2-Story Cottage
Shady Potts Point Cottage Cooled by Ocean Breezes
9.8 out of 10, Exceptional, (73)
" We had another wonderful stay at the Pott's Point cottage. So many laughs, wonderful sunsets, hiking and kayaking. The cottage makes you feel so relaxed. Our host thought of all the most important facts about being there in this perfect location and put it all in a wonderful notebook. We will try to come back! Thank you"
Shady Potts Point Cottage Cooled by Ocean Breezes
Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
10.0 out of 10, Exceptional, (46)
"This place is so peaceful! Being able to see the water from just about every room. The pics in listing can’t even begin to show the beauty of this spot! Super clean and a kitchen with great utensils and pans, anything you need! Would stay again!"
Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
Waterfront Cottage on Tidal Cove with Dock
9.8 out of 10, Exceptional, (41)
"I wanted to stay in Maine for 3 weeks - I chose this location so I could be sometimes by myself and sometimes with friends. From this location, there is a lot to do locally as well as within 1 hour drive if desired. About 40 minutes to nearest Amtrak station in Brunswick if friends are visiting. Locally - many preserves to walk, kayak/paddleboard at house, minutes to Boothbay Harbor - schooner and wildlife boats, restaurants. This house was great for me as it was not too big when I was by...
Waterfront Cottage on Tidal Cove with Dock
Captain's House Guest Room Suite
6.6 out of 10, (7)
"Made a mistake with the rooms! Dimitri was very calm about the situation and helped rectify it immediately."
Captain's House Guest Room Suite
Quiet Freeport Home on Casco Bay w/ Fire Pit
2.0 star property
10.0 out of 10, Exceptional, (2)
Quiet Freeport Home on Casco Bay w/ Fire Pit
Enchanting 3BR Farmhouse Retreat Nature Getaway
8.8 out of 10, Excellent, (6)
"Nice house"
Enchanting 3BR Farmhouse Retreat Nature Getaway
Stunning oceanfront cottage w/ private deck and Atlantic views
9.2 out of 10, Wonderful, (46)
"Clean, lovely view, inside twisting, narrow stairs not great for little ones or older ones with bad knees. Deck is off both upper bedrooms."
Stunning oceanfront cottage w/ private deck and Atlantic views
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
9.6 out of 10, Exceptional, (31)
"Thoroughly enjoyed this house.Home had a Great layout . Clean . Beds comfortable . Would stay here again!"
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
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Other property types in Harpswell

Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
9.6 out of 10, Exceptional, (34)
"Perfect rental for me and my dog. Lots of windows and light, with gorgeous views right on the water. The deck is fantastic. Great location - very quiet (except the gulls and an occasional owl), but also convenient to restaurants and such. Kitchen had everything I needed and furniture was all lovely and comfy. "
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Full sized home
9.8 out of 10, Exceptional, (14)
"We were attending a wedding at Live Well Farm just down the road. This was a perfect location to be close to the venue. Cute and cozy! "
The price is AED 918
AED 1,489 total
includes taxes & fees
25 Sep - 26 Sep
Full sized home
Bay-View. Waterfront Log cabin on the bay. Pet Friendly.
9.6 out of 10, Exceptional, (24)
"Very peaceful, quiet cove. Nice cozy rustic cabin."
Bay-View. Waterfront Log cabin on the bay. Pet Friendly.
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.