Family-friendly vacation rentals in Orr's Island

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Orr's Island family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cabin in Appleton
4.89 out of 5 average rating, 305 reviews

Raven's Crossing - Kate's Cottage

CaitlinRating, 5 stars5 months ago
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!
Top guest favourite
Home in Portland
4.97 out of 5 average rating, 218 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

StephanieRating, 5 stars2 weeks ago
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!
Guest favourite
Treehouse in Georgetown
4.97 out of 5 average rating, 336 reviews

Tree Dwelling with Water Views & Cedar Hot Tub (2)

CaitlanRating, 5 stars1 month ago
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!
Guest favourite
Home in Newry
4.95 out of 5 average rating, 159 reviews

Brownie- Comfy Modern Ranch Home w/Hot Tub

TimothyRating, 5 stars2 months ago
We love staying at the Brownie. It’s a great home for any active family that appreciates a quiet surrounding. Great home and so close to SR. It can’t be beat.
Guest favourite
Home in Old Orchard Beach
4.97 out of 5 average rating, 143 reviews

Luxury 6 bedroom Beach House 50 ft from beach

KelseaRating, 5 stars6 days ago
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.
Guest favourite
Apartment in Topsham
4.87 out of 5 average rating, 547 reviews

Cozy hot tub haven

SethRating, 5 stars2 weeks ago
Great place. The bed was really comfortable. Hot tub was nice and private and relaxing.
Guest favourite
Home in Waterford
4.85 out of 5 average rating, 239 reviews

Maine Lakes Region house (private hot tub)

PatrickRating, 5 stars2 months ago
The spot was perfect for a weekend of skiing and riding snowmobiles. Exactly what we were looking for in a vacation home. Paul was great at recommending places and his response time was great. Also the wood burning stove made the weekend cozy and perfect.
Top guest favourite
Townhouse in Newry
4.87 out of 5 average rating, 45 reviews

Ten Tempest Ridge

JessicaRating, 5 stars2 weeks ago
We had a great stay! We had three families staying together and we had plenty of space to spread out and everyone had their own space. Super convenient location for skiing. We were too late in the season for ski in/ski out, but it was a short drive to the Barker lodge and there was plenty of parking.

Family- and pet-friendly home rentals

Top guest favourite
Home in Old Orchard Beach
4.99 out of 5 average rating, 244 reviews

Walk to Beach from Spacious 1920 Home

JasonRating, 5 stars6 days ago
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.
Guest favourite
Apartment in Lisbon falls
4.94 out of 5 average rating, 463 reviews

Charming Victorian farmhouse 1880's bedrooms-2

HelenaRating, 5 stars4 days ago
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.
Guest favourite
Yurt in Lyman
4.93 out of 5 average rating, 262 reviews

Fire Fly Yurts on Funky Bow Lane

KaylaRating, 5 stars6 months ago
Absolutely love this place! The life of the brewery and the community is simply unmatched :) the hosts were warm, friendly and super responsive
Guest favourite
Home in Phippsburg
4.93 out of 5 average rating, 262 reviews

Classic Maine, Modern Comfort

JeanaRating, 5 stars1 month ago
We had a wonderful stay at this Maine house--Barb, the property manager was incredibly responsive, helped with a heating issue while we were there and had the repairs done same day--The house was well equipped with everything you need for a family getaway at the beach! puzzles and games galore, kitchen was fully stocked with everything needed for family meals (including lobster cooking essentials--bibs, crackers, steam pots) Great little fire pit out front which we enjoyed, and fenced in back yard area so pets or kids can be safely contained :) Linens, towels, all clean and provided--truly a wonderful home away from home, perfect for our family trip to the beach!
Superhost
Home in Portland
4.9 out of 5 average rating, 126 reviews

Charming Portland Colonial, In Town

EmilyRating, 5 stars7 months ago
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!
Guest favourite
Apartment in Portland
4.94 out of 5 average rating, 303 reviews

Monument SWEET!

BrianneRating, 5 stars1 week ago
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!
Guest favourite
Home in Auburn
4.82 out of 5 average rating, 258 reviews

Unique artist's sun filled farmhouse meets loft

BrianRating, 5 stars1 week ago
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 .
Guest favourite
Apartment in Falmouth
4.96 out of 5 average rating, 153 reviews

Falmouth Waterfront Carriage House Apt

MichaelRating, 5 stars4 months ago
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.

Family-friendly home rentals with a pool

Guest favourite
Condo in Wells
4.84 out of 5 average rating, 179 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

RichardRating, 5 stars2 days ago
Had a wonderful stay at Christophers place. He is a great host, always responsive with clear instructions. Place was peaceful, private and is exactly same as it was in the pictures. Will come soon!
Superhost
Cottage in Wells
4.88 out of 5 average rating, 41 reviews

Beach Dreaming

StevenRating, 5 stars8 months ago
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!
Superhost
Home in Bethel
4.91 out of 5 average rating, 45 reviews

Caribou Run Private Retreat with Mountain Views

RobinRating, 5 stars2 months ago
Great home for our large family gathering. Great location near Sunday River skiing, Downtown and snowmobile trails right outside the door. We had a great time and will be back.
Superhost
Home in Harrison
4.89 out of 5 average rating, 303 reviews

Million $ views, Hot Tub, Crooked River- Private

DaniaRating, 5 stars1 week ago
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect
Superhost
Home in Newry
4.56 out of 5 average rating, 18 reviews

Sunday River Condo - Brookside I A-408

DylanRating, 5 stars2 months ago
No frills but perfect for what we needed. Easy ski in and ski out. Kitchen is a bit tight and very little cooking stuff but otherwise comfortable and great for a ski weekend
Top guest favourite
Condo in Newry
4.95 out of 5 average rating, 111 reviews

Sunday River Resort Condos @Cascades

KarenRating, 5 stars1 month ago
A good ski in ski out location. Perfect for us. Thank you.
Superhost
Cottage in Wells
4.64 out of 5 average rating, 102 reviews

Appledore Cottage is a Family Vintage Cottage

PamelaRating, 5 stars7 months ago
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!

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