Family-friendly holiday rentals in Rockland

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Rockland 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 stars3 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 Woolwich
5 out of 5 average rating, 41 reviews

Amazing view, eagles, hot tub, 1 mi walk from Bath

AlecRating, 5 stars1 month ago
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.
Top guest favourite
Home in Portland
4.97 out of 5 average rating, 215 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

DavidRating, 5 stars1 week ago
We enjoyed our stay and had plenty of room. I loved the layout and the ability for our group to be able to interact together and the view of the ocean was great.
Guest favourite
Treehouse in Georgetown
4.97 out of 5 average rating, 334 reviews

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

LisaRating, 5 stars2 weeks ago
We loved our stay. It was absolutely magical. We felt so rested and so inspired by our surroundings. We can’t wait to come back. Thank you again, Lisa and Holly
Top guest favourite
Cabin in Chesterville
4.89 out of 5 average rating, 53 reviews

Lakefront Log Cabin escape-boats-fishing-hot tub

NicholaRating, 5 stars4 months ago
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!
Guest favourite
Home in Old Orchard Beach
4.96 out of 5 average rating, 138 reviews

Luxury Beach House Old Orchard Beach Maine

DianeRating, 5 stars3 weeks ago
Odena by the Sea is amazing. Great location and the home had everything you could need and even more! Wish we could have stayed longer but look forward to returning in the warmer months!! Jason was very attentive and responsive with any and all questions/concerns!
Guest favourite
Flat in Topsham
4.87 out of 5 average rating, 544 reviews

Cozy hot tub haven

DebRating, 5 stars1 month ago
Wendy is absolutely amazing, she’s the sweetest I absolutely loved her and her rental i couldn’t have chosen a better place I’ll absolutely be visiting again
Guest favourite
Cottage in Verona Island
4.89 out of 5 average rating, 169 reviews

Nashport on the Penobscot

CendyRating, 5 stars4 months ago
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

Top guest favourite
Home in Old Orchard Beach
4.99 out of 5 average rating, 243 reviews

Walk to Beach from Spacious 1920 Home

JohnRating, 5 stars4 months ago
This home is amazing! It was perfect for our group of ten family members that were in the area to celebrate a wedding for the weekend. Our hosts could not have been more accommodating and we were so impressed with their hospitality!! So many nice touches and such a spacious, comfortable home - no detail overlooked. Enjoyed our stay immensely and would definitely return.
Guest favourite
Home in Ellsworth
4.77 out of 5 average rating, 226 reviews

Lakefront, near Bar Harbor, ME

AineRating, 5 stars4 months ago
A great stay at this lovely, cozy home—yet again! Already looking forward to returning in July. You’ll find it all here: It’s quiet, with all the amenities you need (and nothing you don’t), the pretty water views, and a location that provides access to good restaurants and the beautiful Acadia National Park.
Guest favourite
Flat in Lisbon falls
4.95 out of 5 average rating, 457 reviews

Charming Victorian farmhouse 1880's bedrooms-2

Yvette and DavidRating, 5 stars1 month ago
Marcia’s place is very cozy and charming. Plenty of space and a comfortable accommodation. Would stay here again.
Top guest favourite
Home in Southwest Harbor
4.97 out of 5 average rating, 129 reviews

CLEAN, spacious, each BR has private full bathroom

davidRating, 5 stars4 months ago
We are a family of five with three teens. The space was perfect for us to all hang out together and play a board game at the dining table, as well as spread out and have plenty of down time in our own rooms. I thought it was a nice touch that the front door was open and the keys were in the kitchen. Great to have bathrooms in each of the rooms. When we were planning our trip, we weren't 100 percent sure if our pet care person was going to be available, and Sarah was very responsive and flexible with us asking if we could add our dogs at the last minute. We didn't need to bring them, but it was so helpful to know that we could. We bot a huge box of pastries from Clark Point Cafe, and we would have gone back and sat down for a full breakfast if they had been open on our second morning. I guess that gives us an excuse to come back! The back yard view is private and beautiful. So much to like about our stay. Hard to fit it all in here. Thanks to Sarah and her family for everything.
Guest favourite
Cabin in Deer Isle
4.88 out of 5 average rating, 142 reviews

Long Cove Artist Cottage

ZachRating, 5 stars5 months ago
This cabin was a wonderful place to spend the week, and I couldn’t be more happy. The hosts were communicative and friendly; offering great local recommendations. My girlfriend and I would be more than happy to stay here again!
Superhost
Home in Portland
4.9 out of 5 average rating, 126 reviews

Charming Portland Colonial, In Town

EmilyRating, 5 stars6 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
Flat in East End
4.94 out of 5 average rating, 299 reviews

Monument SWEET!

LaurenRating, 5 stars1 month ago
It was the perfect location for a group of 6. Plenty of space and comfortable common area with a nice large dining table. Wonderful location and very walkable. Host was proactive with communication and very responsive. Highly recommend! Thanks for a wonderful stay and would absolutely return!
Guest favourite
Home in Auburn
4.81 out of 5 average rating, 255 reviews

Unique artist's sun filled farmhouse meets loft

AdamRating, 5 stars1 month ago
My family and I loved staying at Tanja's home, which is saying something as my family members can be quite particular! Tanja was extremely communicative and amenable to my requests for check-in and check-out. Her place is impeccable and all of us LOVED her collection of artwork and eclectic curios throughout each space--we could come back again and probably find more things we didn't notice after staying for over a week! Tanja had thought of everything, putting a lot of effort into the home's details so that I was left wanting for nothing. My family also loved listening to records throughout the day and evening. A great place for a long-term stay: I found myself saying that I was going back "home" after a long day out. Thanks so much, Tanja! We'd love to come back the next time we're in the area.

Family-friendly home rentals with a pool

Guest favourite
Home in Falmouth
4.96 out of 5 average rating, 68 reviews

Andy's Retreat-Heated pool, Hot Spring jacuzzi, AC

DeniseRating, 5 stars7 months ago
What a perfect little getaway! Andy’s place is absolutely beautiful with so many nice little touches, especially for families. My two boys, ages 6 and 2, had such a blast in the pool and in the backyard. Andy had a big bin of toys in the living room that my little guys dug into as soon as we got there, such a nice touch to make kids feel at home. There was an abundance of clean towels for the bathrooms as well as the pool. The kitchen was very well equipped so that we were able to buy groceries and cook meals and have nice, hot coffee every morning. The home itself is beautiful and well thought out with bedrooms that are private and separate from the living space. I have to add that Andy was very easy to communicate with and always available and accommodating. Check in and check out was easy and seamless. The home is in a quiet, peaceful area with other beautiful homes and lots of privacy. A wonderful few days away. Would highly recommend, especially for families.
Home in Benton
5 out of 5 average rating, 13 reviews

Riverside home in Central Maine near Colleges

GregRating, 5 stars30 months ago
Great 2-level apartment with terrific deck and beautiful view overlooking the river. Quiet and pretty. Owners were very responsive and the kitchen is very well stocked. Nice rustic touches and great running/walking trail along the river, just down the road. WiFi works well. Recommend upgrading the beds as they are small and not very comfortable. Otherwise a great property!
Top guest favourite
Flat in Cornville
4.86 out of 5 average rating, 132 reviews

Large Home with Great View next to horse farm

AndreiRating, 5 stars3 months ago
Great house and good location, it was warm during our stay. Enough space for our company. Not far away from the city. Overall it was nice staying there.
Superhost
Cottage in Poland
4.8 out of 5 average rating, 5 reviews

Campbell Cottage at Poland Spring Resort

SohangRating, 5 stars43 months ago
We loved the old building with so much charm and character. The place was clean and well furnished. The surrounding is beautiful and location is convenient. Plenty of beds, but remember, they are all narrow twins. No queen bed in any room. More of a dorm set up in each room. Kitchen has enough utensils, plates and silverware for 20. But carry your own spices and condiments- including oil, salt and sugar. This house is part of Poland Spring Inns and Resorts.
Apartment in Old Orchard Beach
4.67 out of 5 average rating, 3 reviews

Old Orchard Beach Oceanfront Condo w/ Pool

MartinRating, 5 stars6 months ago
Great place to enjoy the beach and the neighborhood 😃
Guest favourite
Home in Portland
5 out of 5 average rating, 11 reviews

The Hill's on Buttonwood

DanielRating, 5 stars4 months ago
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
Guest favourite
Home in South Thomaston
4.96 out of 5 average rating, 93 reviews

Large private area, close to Rockland

RachelRating, 5 stars6 months ago
We found the home clean and welcoming. There was plenty of room for all of us and we enjoyed the back deck very much. The kitchen was well equipped and although we did not do any cooking, if we had, everything was there for us. We really liked how private the home was. Had the weather been warmer we definitely would have checked out the pool. It is also very close to Thomaston, Rockland and Owls Head. So much to do in this area. We would recommend this home to anyone who wants a quiet retreat in Maine that is close to the coast.

Quick stats about holiday rentals that are family-friendly in Rockland

  • Total rentals

    80 properties

  • Nightly prices starting at

    £39 before taxes and fees

  • Total number of reviews

    3.6K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Knox County
  5. Rockland
  6. Family-friendly rentals