
Family-friendly vacation rentals in Harpswell
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Top-rated family-friendly rentals in Harpswell
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Popular amenities for Harpswell family-friendly rentals
Family-friendly home rentals with a hot tub

Raven's Crossing - Kate's Cottage
Lori’s is exactly what we need while visiting family over a holiday. She is very gracious to host us over Thanksgiving as the last occupants of the year. Even during a snow storm, her place is cosy and beautiful. This is our second year coming, and we love it every time. We would recommend it for those looking for a charming getaway from busy life. Thanks Lori!

Amazing view, eagles, hot tub, 1 mi walk from Bath
We really enjoyed our stay at Woolwich. There is a peaceful nature vibe to the house and a beautiful view and location. The Bald Eagles live in a tree right on the edge of the backyard and were visible numerous times during our stay. The location to various towns and locations in Maine is convenient.

Stunning & Spacious 6BR Waterfront House + Hot Tub
Meghan's home was a perfect place to stay for my sister's Bachelorette weekend! The home is located in a quiet community with views of the river and bay, and it was conveniently located with just a short drive into the heart of Portland. We found our stay extremely comfortable, especially on such a cold and dreary April weekend. Meghan had the hottub ready for us with matching robes for all which was a fun surprise. Check in and check out were a breeze. We even took a breakfast recommendation from the guest book (Forage Market, yum!), a tasty experience indeed. Thanks again, Meghan!

Tree Dwelling with Water Views & Cedar Hot Tub (2)
We had the most amazing stay at Madawaska! Amazing views from the bedroom and hot tub in a beautiful, peaceful, and private location overlooking the water. And such a wonderful design of the cabin. We will definitely be back!

Luxury 6 bedroom Beach House 50 ft from beach
I have stayed at several beach house rentals both private and Air B&B. This was by far the best kept house I have ever stayed in. Inside there are a few very minor signs of use but it was like staying in a friends home. The linens and towels were even in great shape not the kind of wear you usually see in rental homes. Chris was great and explained everything at check in and even let us know if we needed anything to reach out as he was only 10 min away. The lay out was great, the kitchen beautiful and the location awesome. You can tell they take pride in this home. Given the opportunity I would for sure stay here again. The pictures on the listing don't even do this home justice.

Cozy hot tub haven
Great place. The bed was really comfortable. Hot tub was nice and private and relaxing.

"The GingerBread" 10 min from Sunday River!
Possibly the nicest Airbnb I’ve ever stayed in. This house was in spotless condition and looks even better than it does in the pictures. There’s a beautiful view from the back deck. It is the perfect place for a ski getaway and has so much character inside. From the hot tub to the pool table to the pinball machine, we were constantly having fun. Also didn’t have a single issue for the entire stay. 10/10.

Million $ views, Hot Tub, Crooked River- Private
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect
Family- and pet-friendly home rentals

Walk to Beach from Spacious 1920 Home
First off. Let me say the house was great. It was nice and big plenty of room. Very clean we had a big gathering and everyone absolutely loved it and was very satisfied with the price they paid to stay the weekend. Even though we went during the offseason it was still a great time. We Will definetly book this Airbnb again. Thank you Krystal and we will be in contact again.

Charming Victorian farmhouse 1880's bedrooms-2
Cozy and comfortable place to stay while exploring the area. Close to most anything you’d want to do in Southern Maine.

Fire Fly Yurts on Funky Bow Lane
Absolutely love this place! The life of the brewery and the community is simply unmatched :) the hosts were warm, friendly and super responsive

Charming Portland Colonial, In Town
We loved our stay at Katie's house in Portland. It was very comfortable, clean and nicely decorated. We would love to stay again soon!

Monument SWEET!
A group of 5 of us stayed at Kathy's listing and felt like we had plenty of room. We were all comfortable and found the location to be great with plenty to do within walking distance. Some of the doors were glass with blinds/shades that weren't entirely opaque so we had to be somewhat mindful when changing in our room. The front door battery was dead when we arrived and so the door was unlocked but this was quickly resolved with the help of the host and extra batteries on site. Location was fabulous and peaceful. No issues with finding free street parking, either. Overall, we enjoyed our time here and would stay at this listing again!

Unique artist's sun filled farmhouse meets loft
Great retreat to feel relaxed and inspired. The location suits our needs for comfort and accessibility to surrounding disc golf courses and is great for travelers looking to escape screens, and the stress of cluttered and busy lifestyles. It feels like home as soon as you arrive .

Falmouth Waterfront Carriage House Apt
I have stayed at Anne’s place many times. Anne and her husband are always very nice and friendly. The apartment is spotless, comfortable and you can’t beat the location, just up the hill from charming Falmouth Town Landing and beach and an easy drive to downtown Portland.

Beautiful Views, Bridgton Maine
The moment we walked into this amazing home we felt so welcome. Phil and Jill left a nice bottle of wine and tray of baked delicious cookies. The home had great amenities including the indoor basketball hoop which was a great hit with our grand kids. This home was a lovely representation of family. Phil was so gracious he came twice to snowblow out the driveway and we had a chance to chat confirming that he is a wonderful host . We look forward to spending next year at this great vacation destination. A million thank you’s
Family-friendly home rentals with a pool

Lake Beach House at Poland Spring Resort
Our stay at the beach house was great! You couldn't be closer to the water! So much fun kayaking, floating and swimming in the lake! House is much better than the pictures do it justice. For a 2 bedroom house its very big and spacious, beds were extremely comfortable. The no wifi was a little bit of a downer but there were plenty of board games to play. There is some street noise but not bad at all. Would most definitely recommend if you are looking for waterfront property. The access to the resort pool was a plus too for the kiddos!

Two-Bedroom Condo on the Wells/Ogunquit town-line
100 percent recommended!!

Beach Dreaming
Great place to stay in Ogunquit area! The cottage is exactly as described, and well located between Wells and Ogunquit - you do need a car to get around easily as others have said. This is a fantastic place to stay with kids - having the pool facilities especially is great as a break from the beach. Julie and Derek left great advice as well as flexibility on check-in - thanks again!

Old Orchard Beach Oceanfront Condo w/ Pool
Great place to enjoy the beach and the neighborhood 😃

Appledore Cottage is a Family Vintage Cottage
We absolutely loved our visit to Appledore Cottage! It was quaint and perfectly relaxing. The screened in porch was the best place to just sit…very quiet and peaceful!

The Hill's on Buttonwood
Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown

Wells Cottage close to clubhouse
We loved Sue’s place! Felt like a home. Kids loved the gameroom and pool. We enjoy how close it was to the beach and shops.
Quick stats about vacation rentals that are family-friendly in Harpswell
Total rentals
240 properties
Nightly prices starting at
ﺩ.ﺇ514 before taxes and fees
Total number of reviews
5.1K reviews
Pet-friendly rentals
110 properties allow pets
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Wifi availability
240 properties include access to wifi
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- Wells Beach
- Ogunquit Playhouse
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Popham Beach State Park
- Belgrade Lakes Golf Club
- East End Beach
- Pemaquid Beach
- Parsons Beach
- Mothers Beach
- Middle Beach
- Palace Playland
- Portland Museum of Art
- Cliff House Beach
- Dunegrass Golf Club
- Ferry Beach
- Wolfe's Neck Woods State Park
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Arundel Beach
- Laudholm Beach
- Funtown Splashtown USA
- Crescent Beach State Park