
Cottage holiday rentals in Harpswell
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Top-rated cottage rentals in Harpswell
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Popular amenities for Harpswell cottage rentals
Cottage rentals with a hot tub

Freshly Renovated, Family-Friendly Coastal Cottage
A gem of an Airbnb! The hosts truly thought of everything and this was the perfect place to stay with two young kids; in fact, my son loved the bunkbed and toys so much he refused to go to bed every night! From the tonies box and kids toys, to all the beach and baby gear, there wasn’t one thing they lacked. The place was clean and organized and felt so cozy. I highly highly recommend this place, especially for families! The hosts were so friendly and accommodating as well.

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront
A great spot tucked away!! House was cute and as shown in the pictures, is right on the water and has some great views! It rained the majority of the time we were there so didn’t get to take advantage of all the outdoor amenities, but would have if better weather! Host was very friendly, communicative and responsive!

Canoe House Bungalow and Spa Retreat ,Searsport
We had a great two nights here and enjoyed the hot soak and the sauna. It was near many amenities and also felt very removed. Matt’s was attentive without being intrusive, making sure our stay was perfect and the escape we hoped it would be.

Fully Renovated/4min to K-port/HotTub/Game Room
Great clean air bnb. Accurately as described.. looks good in photos but even better in-person. Bed was comfortable. Would rent their properties again.

Waterfront Getaway w/ Private Sandy Beach
Perfect for what we needed for a weekend getaway. So peaceful and a lot of interesting wildlife. We saw so many different types of birds! The hot tub is spacious and easy to use.

Megunticook Retreat
We’ve stayed in a lot of Airbnbs across the country and I’m not exaggerating when I say that Lydia’s place was one of the cleanest and most well-maintained homes that we’ve been in. The property and scenery are breathtaking. The numbers of birds and chipmunks that entertained us while we sat on the back deck was surprising. We ate all of our meals with the exception of lunches at the cabin and had everything we needed to prep and cook our food. This trip was all about relaxing and Lydia’s home was everything we needed.

Cottage in Wells Maine
We had a wonderful stay here and highly recommend it! The location is great, as it’s close to plenty of restaurants and stores. We were even able to walk to get breakfast and dinner. The space itself was much larger than we expected and very clean. The kitchen had everything we needed and we even had snacks, waters, and coffee left for us! The highlight for my 2 year old was the pirate ship playground. We also loved having access to picnic tables. We got takeout and enjoyed eating outdoors. We did not use the outside grill but that is a great addition and we would have used if we stayed longer. The host was very helpful and accommodating. They offered early check in and check out and gave very clear instructions on how to get in. I would not hesitate to return in the future!

Cozy Cottage with Ocean Views, Wells Maine
The cottage is spotless, well-stocked and conveniently located for day trips in any direction. This is our 4th year staying at this lovely cottage for a pre-holidays getaway. We look forward to keeping this annual tradition!
Pet-friendly cottage rentals

#1 Cozy cottage minutes from the beach!
Beautiful spot for us and our dog. Very close to everything and easily walkable. The trail up the road was a huge plus. Only small thing we ran into was a couple of folks in the neighborhood had dogs off their leashes and they were a bit aggressive running up to us walking our leashed dog. Nothing happened luckily. Not the owners fault. Highly recommend and would totally come back! Thanks David and Ginny!

Bright, clean, private cottage near Higgins Beach!
We had a fantastic time at this cute and cozy cottage! It’s within 15 minutes of basically anything in the Portland area and the cottage itself is so charming and inviting. We only wish we had planned to stay here longer!

Deja Blue~Guest Beach House
micheles place was incredibly well stocked with helpful and cute amenities and convenience items! the view and accessibility to the beach is incredible. Michele was very welcoming and we appreciated all of the recommendations she provided. the guest house is quite small but met my and my husband's needs for a quick getaway. thank you for your hospitality!

Our charming,oceanfront, Bradford point cottage
Our stay at Jeff’s cottage was one of the most relaxing since we began our yearly mother-daughter long weekend getaway tradition about 8 years ago. The cottage is rustic, yet cute, comfortable, and clean and the setting is simply beautiful. Some highlights were foggy harbor explorations by kayak, sunset happy hours at the harbor shore, and napping to the sound of the rain on the metal roof. The minimal steps and level front yard made it possible for our mother to enjoy the setting and access the harbor with us. We especially appreciated a freezer full of ice upon our arrival :) We hope to return next June. Highly recommend!

True Maine Artist Cottage with Outdoor Shower
We had such a great time staying at Emily's awesome retreat. It was our first mini-vacation with our dog and we were looking for some peaceful, wide open space to let her roam free. We absolutely got that with this home and thoroughly enjoyed the town, as well. Emily was super responsive whenever we did have a question and provided us with a great list of places to check out around town. Would absolutely stay again. Thanks!

Waterscape Cottage - private waterfront
We loved staying at Ann's place! It was exactly what we wanted, close to town and to lots of activities but also felt remote and in a really gorgeous location. Great, rustic spot.

Islesboro Boathouse
I had an amazing stay at the Islesboro Boathouse! The location was incredibly quiet and peaceful — a perfect getaway if you're looking to relax and recharge. The setting was beautiful, and I truly felt removed from the hustle and bustle. Mark was an incredible host — so kind and helpful, especially with navigating the ferry and anything else I needed. I couldn’t have asked for a better experience. Highly recommend!

Cozy Cottage on Highland Lake
Perfect little Maine cabin getaway! We enjoyed our stay so much. The cabin was clean, easy to find, and had everything we needed for four people and two dogs. Cannot recommend enough!
Private cottage rentals

Charming Secluded Cottage on the Coast
A very cozy, charming cottage right on the ocean! Beautiful! Would definitely recommend to all that want a secluded, private area to stay in!

The Lil'house - A Mountain Top Modern Cottage
Dan and Jane have a beautiful home. They were extremely kind and I can’t thank them enough for allowing me and the kids to meet their horses. It is a wonderful property on a serene landscape. The pictures don’t do it justice. We will certainly be back.

Serene Coveside Cottage
My wife and I stayed at Viktor's place for our honeymoon. As soon as we walked through the door it felt like we were in a second home. We loved using the projector and home theater setup to play Nintendo Switch and watch Netflix. I liked that the bedroom had its own separate A/C unit from the living room. Made it so much easier to set the temperature during the day and evening. The combined washer/dryer unit worked great and didn't have any issues drying our clothes. Nearly every morning we were greeted by neighboring deer who came to feed on the backyard grass. The surrounding area (Georgetown, Bath, and Boothbay Harbor) are really great to find good food, parks, and entertainment nearby. I highly recommend this place. It really is a gem in the middle of the forest.

Romantic waterfront cottage for two in Maine
We stayed at the cottage for a little celebratory getaway. Although the weather only partially complied, we were amazed by the beautiful views that surrounded the cottage. We spent some time exploring the area and there are some spectacular little gems hidden throughout and around Windham. Maryellen and Bryan were so sweet and made sure to make this stay feel a little closer to home. Definitely a “don’t miss” property!

Serenity - Stunning Sebago Lake scenery
Steve and Desni's Lakefront home was spectacular! The lakefront views were stunning. The house was as described and provided everything we needed for a wonderful family vacation. Was very clean and tidy upon arrival. Room layouts provided ample space for our group of 10 (could have fit a couple more comfortably) and included all the amenities for indoor and outdoor fun! Zero complaints or cons for renting their home. Would highly recommend it.

"Eagles Nest" Waterfront Cottage
The Eagles Nest is an amazing space! We stayed for 4 days and didn't want to leave. The view is beautiful and you must wake early to watch the sunrises. We even saw an eagle. Shannon was very responsive to all messages and super helpful when we needed to leave a different rental property (not one of hers). The home is immaculate. I can't say enough about The Eagles Nest and Shannon.

Secluded Coastal Home & Cottage 3 Minutes to Beach
Our stay at Thistle Pond Cottage was incredible! Alexis and Hamish have really designed a space to make you feel right at home. The kitchen was seriously amazing, so many great touches and the bedrooms and bathrooms are INCREDIBLE. The shower was one of the best I’ve ever taken, hahah. Not to mention the nature of the surrounding property! The cherry on top was daily visits from Alexis and Hamish’s sweet Great Dane, Leah!! I brought my 14mo old son on vacation with us and it was the PERFECT place for him, he loved it. We felt right at home and would love to come back!! P.S. the homemade sourdough was some of the best I’ve ever had!! We loved Maine and our stay at the cottage. Highly recommend, especially for travel with babies!

Lakefront Cottage at Salisbury Camp
I loved my stay and Salisbury Camp. I was there in October during peak foliage and the view from every window was just stunning! The interior is beautiful, everything is high-end and well-done. Huge kitchen that had everything I needed. The yard is right on the shore, there’s a solo stove, kayaks and a canoe, and it’s just a peaceful spot to relax. Jenny was very helpful and proactive in all communications, and even provided welcome treats from Stonewall Kitchen, along with a bottle of wine. I had to leave a day early due to a family medical emergency and she was so thoughtful and kind. My only regret is that I didn’t get to use one of the kayaks to explore the pond. Next time! I definitely plan to return, this is such a wonderful spot!
Quick stats about cottage rentals in Harpswell
Total rentals
80 properties
Nightly prices starting at
$233 NZD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- Popham Beach State Park
- Surfside Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Coastal Maine Botanical Gardens
- East End Beach
- Belgrade Lakes Golf Club
- Ferry Beach
- Palace Playland
- Cliff House Beach
- Pemaquid Point Lighthouse
- Ogunquit Playhouse
- Parsons Beach
- Laudholm Beach
- Dunegrass Golf Club
- Funtown Splashtown USA
- Middle Beach
- Freddy Beach
- Crescent Beach State Park