
Kid-friendly holiday rentals in Winter Harbor
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Top-rated family-friendly rentals in Winter Harbor
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Popular amenities for Winter Harbor family-friendly rentals
Kid-friendly house rentals

Water's Edge-Oceanfront with Stellar View
Gorgeous ocean views right on the water! Every room has gorgeous photography on the walls, the house was extremely clean, everything clearly laid out in the house manual. Sunrises and moonrises over the ocean were stunning and unbelievable. Amazing location, super close to Tidal Falls. Drive to Acadia was easy and it is a great spot in between the Schoodic peninsula part of Acadia and the Bar Harbor part.

Cozy *Newly Renovated* 3BR Home
We spent four days in the Park. Great location relative to the Park. The last ferry had stopped for the season, but that was OK as we used the car to see the entire park. The house was extremely well stocked: cooking utensils, appliances, dish soap, laundry detergent, EXCELLENT wash/dryer, plenty of necessities that we usually travel with “just in case” ie. toilet paper, etc., firepit. The windows/doors looked to be brand new, as did the LR furniture-and it was extremely comfortable!! We had a small issue with the TV, but Michaela was over immediately the next morning to fix it. She even offered to talk us through cooking a lobster 🦞 😆👏. The beds were very comfortable and the towels were top notch! The furnace warmed the house very quickly in the morning ! Our stay was great. The leaf season is very peaceful in Winter Harbor. Michaela was wonderful.

5 Mins to Acadia - Elegant Coastal Maine Retreat
We had a wonderful time in Wes’ Winter Harbor home. It was beautifully furnished, had nice amenities, and was very clean. The quietness of the area was extraordinary. We went into Bar Harbor which is about an hour away and was great, but absolutely check out Shoodic Point for the incredible waves when you stay here!

Cozy & Walkable Winter Harbor Home next to Acadia
Very nice stay, we loved exploring Acadia and the surrounding area. Sarah was very helpful and responded quickly.

Lamoine Modern
The mid-century modern home was beautiful. The curtains in the bedrooms kept the early morning sunlight at bay. The location was private. We could walk to Lamoine Beach. We visited as two adults and two kids; we all felt at home. This was by far the kid's favorite place to stay on our vacation in Maine. If you forgot your sunscreen or bug spray (both a must), the house was stocked up. The separate cottage is on the same property, and it was occupied. The visitors there were quiet and respectful, we hardly knew they where there.

BRAND New Ocean FRONT Log Cabin! 0
We thoroughly enjoyed our stay at the Rest Ashoar Cabins! It was absolutely perfect for our family! Our two boys loved playing on the tide pools and in the sand on the beach. The digger toys were a HUGE hit! The fire pit set up for each individual cabin is amazing and we built a fire each night and loved watching the sunset on the ocean. This was by far my favorite family vacation and stay at an Airbnb! Ashley was very responsive and helpful whenever we had a question, and thoughtful enough to call around to different places when we were in search of something specific. You will not regret your stay in one of her cabins!! The scenery, cabin, and everything was PERFECT!

A waterfront home on the rugged Maine coast.
This is an amazing find! We have been to 37 states and have stayed in countless air bnbs, and this is quite possibly our favorite. The location is gorgeous! The house is packed with amenities, which we super appreciated as a family of 5. The view every morning and evening was stunning. We were able to kayak from the house, have campfires, see the stars at night, enjoy the view and TV while hot tubbing, sip tea from the balcony, hike the nearby preserve, watch the wildlife and experience the amazing tides. We would 100% stay here again and hope to after we catch the other 13 states. If you're on the fence, just book it!!

The Adventure House
The space was clean, cozy, and exactly as described. in the listing. Check In was easy & the host was very responsive when sent a message. The location was peaceful yet close to surrounding Cities. Highly Recommend!
Family-friendly apartment rentals

Acadia Adventures
We had a great stay! The unit was very clean and well-stocked. The location is quiet and peaceful, and it's a very short drive to both Bar Harbor and Acadia State Park. Allison is a very responsive communicator and she was very helpful with local tips. We plan to return in the future!

Clean and cozy studio
Pam's place was wonderful spot for our trips back and forth to Acadia. Away from the crowds of Bar Harbor and only a short drive. The place is cute, quaint and well stocked. Very pleasant stay!

Flower Farm Loft
Terrific space and what a beautiful setting. A destination stay for sure!

“Low Tide” studio *no cleaning fee!
We had a lovely time here! The apartment was cozy and very clean, instructions were detailed and easy to follow. The area is very quiet and not too bad of a drive to Acadia. Would recommend to others!

Acadia sunrise deck apartment
Incredible, we really enjoyed staying at the sunrise deck, so incredibly home feeling and sweet for me and my wife’s honeymoon. We loved the extra care Lise took to bring gluten free snacks for my wife it was so sweet and thoughtful. We strongly recommend coming to stay here for Acadia or even the surrounding towns as well! Thank you Lise!

Chickadee Suite Super Clean! Only 1 mile to Acadia
This is a great find! Very good value for Bar Harbor and super close to Acadia Park entrance and town of Bar Harbor. Plenty of room for us with all amenities you would need. Very, very clean and private. Friendly hosts and a really nice environment around the house with trees, flowers, and birds as well as the chickens and ducks which are fun to watch. Can't recommend this enough. We hope to be back.

Bar Harbor Condos - Apt C
Great location! This was a perfect stay in Bar Harbor. Close to Acadia & walkable to near by bars & restaurants. Easy and clear check in & out instructions. We had a great time!

Bright Apartment in Great Location
I can’t say enough good things about this place! The location was amazing. Right off Main Street and totally walkable to anything in bar harbor with a parking space! It was on the right side of bar harbor to get to Acadia within 5 minutes. We loved all of the restaurants close by and the access to the park. The place was so comfortable and cozy! Beautifully decorated and warm after cold hikes in the park. We did not hear any noise at all from the hospital which is tiny compared to the hospitals in Virginia. I didn’t even notice it was there. Brianne was so kind and responsive and recommended lots of good hiking and dining options. I can’t wait to come back here again! If I could give this home 6 stars I would and I am usually a picky reviewer! We will definitely be back to the same house if we come back to Bar Harbor, which I hope we do! It’s a great base for exploring Acadia! The kitchen was well stocked and the bedroom was very comfortable. Thanks so much for sharing with us!
Family-friendly apartment rentals

BLUE HILL Village Condo - Great In-Town Location
Love this Condo. Superb location in Blue Hill Village, easily walkable to everything downtown. Modern and updated making it very comfortable. Well equipped with cleaning/cooking supplies so you can "live normally". The hosts are super responsive and helpful as well. Highly recommended.

Marina side Bow condo
We were very happy start to finish. The location was just so unique and incredible. Right on a working marina, but very quiet. Plenty to see and do nearby. Walk across the pier and buy live lobsters. Christie was extremely helpful and quick to respond when asked. Condo was very well done with plenty of touches to make it homey. A good value! If we come back to Maine, we’ll call her first.

The Owls Nest
The place in Brooklin was delightful. We arrived at the edge of the season so got to enjoy the surrounding area mostly to ourselves. Our hosts were kind and welcoming and not overly attentive. They got a kayak out of storage and took it to the dock for me which gave me a lovely morning on the nearby cove. They also gave us a later checkout which was really helpful to not have to jump up and get things cleaned and packed. My mom and I thoroughly enjoyed our stay.

16 Apartment near Acadia Open Hearth Inn
Pretty solid place, was on a discount but was clean, relatively near acadia, but only qualm was that it was a little hard to find. Not reallly host’s fault, we got confused. Overall solid place

Peregrine's Perch in Downtown Bar Harbor
We truly enjoyed our stay at Brian’s place. The location is unbeatable: 10 minutes to drive to Acadia, and 10 minutes to walk to the waterfront in downtown Bar Harbor. We traveled with our two children, ages 3 and 1.5, and had plenty of room. We did our best to keep quiet for our downstairs neighbors, but just know that sound does carry a bit, even from the downstairs unit. Having a full kitchen and washer and dryer was a huge plus! Cannot say enough good things about Brian’s place, and hope to be back.

Toddy Haven: A Lakeside Condo Near Acadia.
We rented both the Toddy House and Rocky House for a week for our family of 12. The houses were as described and in pristine condition. We loved the fact that they were close together, so the late night group could stay up socializing, while the children could be put to bed without distraction. The Toddy House had a pool table which provided lots of late night entertainment. It also had a large open common area to accommodate our group, and we spent a lot of time on the screened porches. We really liked the access to the water with the dock, the canoes and kayaks, and the super cool fire ring. We are the type of family that asks a lot of questions, and Mark was quick to answer and take care of any questions or issues we had. We spent a great deal of time at Acadia, and while the drive was about 45 minutes to get there, it was not a problem at all. We would definitely return to 3Havens if we decided to take another vacation in this area. Mark and Laurie were excellent hosts.

Lovely Condo Near Acadia Nat’l Park/Bar Harbor (6)
We had a great stay! The condo was very clean and cozy! The host provided clear instructions for a smooth and comfortable stay. We didn’t want to be right in Bar Harbor, so this was the perfect distance between Bar Harbor/Acadia National Park/Schoodic Area. Would recommend!

3) ACADIA NATIONAL PARK & BAR HARBOR!
Stayed for 4 nights with 4 adults. Tim's place was bigger than expected; it never felt like tight quarters. The rooms were spic and span, kitchen had everything you'd need to cook a meal. Location was great: having been here before I prefer this side of MDI anyways. Plenty of parking and easy access to Island Explorer as well. Great host: will definitely recommend!
Quick stats about holiday rentals that are kid-friendly in Winter Harbor
Total rentals
20 properties
Nightly prices starting at
₹12,053 before taxes and fees
Total number of reviews
850 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Acadia National Park
- Northeast Harbour Golf Club
- Kebo Valley Golf Club
- Spragues Beach
- Hero Beach
- Sand Beach
- Three Island Beach
- Lighthouse Beach
- Gilley Beach
- Bear Island Beach
- Pebble Beach
- Narrow Place Beach
- Billys Shore
- Driftwood Beach
- Hunters Beach
- Islesboro Town Beach
- Pobblestone Cove
- Wadsworth Cove Beach
- Sandy Point Beach
- North Point Beach