
Family-friendly holiday rentals in Georgetown Island
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Top-rated family-friendly rentals in Georgetown Island
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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!

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!

Viewtop Cabin: Modern Cabin with Stunning Mountain
This is as picturesque of a ski cabin as they come. Everything was clean and tight. Far enough into the mountains with a clean up to date feel including Lutron radio RA3 switching. Cleaning fees were a little steap, but we are clean and neat people so im sure they are set to expect the worst. 10 for 10 would rent this house again.

Lakefront Log Cabin escape-boats-fishing-hot tub
Just returned from the most fantastic 2 weeks exploring the US which included a weeks stay at Kiwi Lodge. Where to start? This was exactly as described and the perfect base for exploring Maine. The property was spotless and has all the amenities needed for a comfortable stay. 3 beautiful bedrooms, 2 great sized bathrooms, wonderful living area and kitchen and fantastic games room. Hot tub was brilliant. The location on the lake is just perfect, we had the lake to ourselves and took the canoe out. Nearest town of Farmington has all the shops and cafes you’d need. The communication from Kay was great from the day we booked, and recommendations we took her up on were all absolutely spot on. Thank you Kay and thank you Kiwi Lodge for a holiday to remember!

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.

Nashport on the Penobscot
This was our second time staying here, my family and I love the tranquility of this little piece of heaven. Christopher’s home was beautiful, clean and well maintained.
Family- and pet-friendly home rentals

Charming Victorian farmhouse 1880's bedrooms-2
Marcia was wonderful . accommodated my wishes. It was like I was in a dream The place was pristine and beautiful would love to return again.

Charming Home Getaway near Sunday River & Hikes
Great communication, easy to work with, great place, great location. Exactly how described.

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!

Poolside Suite-Gateway to Portland
Maryann was friendly, responsive and quick to reply. She left baked goods and coffee out each morning which was a pleasant surprise. The space was easily accessible, private and spotless. We would definitely stay here again

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

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

Steps to the beach, Pool, 3rd Floor ocean view
We had a great time at Teri’s place. The condo was described exactly, clean and had everything that we needed. The beds and furniture were. very comfortable. The view from the balcony was beautiful with nice chairs set out to enjoy your coffee. It was a 30 second walk to the beach, which was great for having a Toddler. The pool and laundry was a plus. When we head back to OOB we would stay again.
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- Sebago Lake
- Scarborough Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Popham Beach State Park
- Belgrade Lakes Golf Club
- East End Beach
- Palace Playland
- Dunegrass Golf Club
- Pemaquid Beach
- Samoset Resort
- Middle Beach
- Ferry Beach
- Mothers Beach
- Portland Museum of Art
- Cliff House Beach
- Pemaquid Point Lighthouse
- Maine Maritime Museum
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Arundel Beach
- Funtown Splashtown USA
- Crescent Beach State Park