Family-friendly holiday rentals in Rockland

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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, 307 reviews

Raven's Crossing - Kate's Cottage

KendraRating, 5 stars3 weeks ago
A beautiful rustic cabin in an amazing spot. Lori is a great host and is always near in her farmhouse to communicate and get you what you need. Appleton is not far from Camden / Rockland but has that rustic getaway feel. The option of adding a wonderful soak in the hot tub, wood fired sauna, massage and breakfast are available as well. I’ll be back next year! Thank you for everything, Lori!
Top Guest favourite
Home in Woolwich
5 out of 5 average rating, 43 reviews

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

GregoryRating, 5 stars2 weeks ago
Sometimes photos just don't do the real thing justice, and this is the case with this property. The property and the views are truly spectacular! The home is huge and has everything you could ever need to live for a week or more. The porch, especially the screened in portion are magnificent and the hot tub was a perfect way to finish up a great day. We had so many plans to adventure out, but found ourselves wanting to stay and enjoy the pristine yard or just sit on the porch and enjoy each others company, we didn't want or need to leave. Having coffee and watching eagles fly by over the river was truly spectacular. Judy is one of the nicest, easiest hosts we have had the pleasure to work with and truly appreciates your patronage. And Hugh's journal on all things Graywood is a lifesaver. Not only would we return again, but we look forward to it.
Guest favourite
Treehouse in Georgetown
4.97 out of 5 average rating, 341 reviews

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

JustinRating, 5 stars3 weeks ago
Beautiful spot to stay at, we didn’t get so lucky with how weather panned out but it didn’t take away from the experience we had. Would recommend to anyone!
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 stars7 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, 148 reviews

Luxury 6 bedroom Beach House 50 ft from beach

TraciRating, 5 stars6 days ago
This beautiful venue was worth every penny. Chris greeted us and made us feel right at home, even pointing out opportunities for viewing local wildlife! Our party of 10 (ages ranging from 14 to 74) never felt crowded, a floor for every family! The kids even played "hide & seek" in the house. We made memories that will last a lifetime. Try as we may, we can't think of one thing we would have changed about our stay. Thank you Chris, Jason and family for sharing this beautiful home!
Guest favourite
Apartment in Topsham
4.87 out of 5 average rating, 551 reviews

Cozy hot tub haven

ColeRating, 5 stars4 days ago
Nice stay, nice host, lots of recommendations in binder for things to do. Nice hot tub. Cozy place and location. DQ right across the street.
Guest favourite
Cottage in Verona Island
4.89 out of 5 average rating, 172 reviews

Nashport on the Penobscot

AmyRating, 5 stars1 day ago
We had a very relaxing vacation. Verona Island is convenient for day trips to a number of attractions like Acadia, Camden and even Monhegan Island. Even when the weather was bad there was plenty of table space for puzzling, Bananagrams and Scrabble. The house was comfortable with views of the Penobscot River.
Superhost
Home in Lincolnville
4.93 out of 5 average rating, 14 reviews

Gorgeous Home w/fantastic views -10 mins to Camden

LoriRating, 5 stars2 weeks ago
Our family of 10 (and 5 pups) were welcomed aboard Bonny’s maritime treasure of sophisticated comfort while attending a family wedding in nearby Rockland. Grand furnishings throughout the home were complemented by down-filled pillows, personal photos of family fun, tasteful memorabilia, and nautical accessories, each hand-selected and impeccably placed. The spacious, oversized bedrooms and bathrooms were appointed for every possible need. The home’s surrounding expansive landscape was ideal for roaming of pups and their humans alike, while board game selections inside made for great late-night family debate. A General Store is located nearby for essentials, while a 20-minute drive to downtown Camden offered waterfront wine bars, breweries, delis, and fine dining restaurants among art galleries, outfitters, and boutiques. The beautiful coastal Maine drive presented several renowned lobster shack options as well. While over much too soon, we enjoyed every second of our Lincolnville stay.

Family- and pet-friendly home rentals

Guest favourite
Cabin in Belfast
4.96 out of 5 average rating, 103 reviews

Glenview Lane Cabin

DanielaRating, 5 stars8 months ago
We had a wonderful visit at Caitlin’s cozy cabin! Loved watching the sunrise in the morning from the front porch and winding down with a glass of wine in the evening outside. Caitlin and Jackie were both very responsive and great hosts - will be staying here again!
Guest favourite
Cabin in Dresden
4.95 out of 5 average rating, 186 reviews

McKeen's Riverside Retreat

KathleenRating, 5 stars1 month ago
We have stayed at Jackies place twice now and enjoyed it just as much this time as the last. Even though it rained for two days the house is plenty big enough to spread out. We had to change our reservation days twice because of circumstances and Jackie was very accomidating..
Top Guest favourite
Island in Monmouth
4.98 out of 5 average rating, 237 reviews

Naughty Dog Private Island Log Cabin

ErnieRating, 5 stars3 days ago
This place is special. Last thing we expected to see on the island was a deer. Was cool to watch her swim back to the mainland. Best part was being able to let my 2 pups off leash and free to explore. They had the best time ever ! We will be back next year for sure ! In fact maybe a new yearly tradition ! Thank you Kent for sharing this place
Top Guest favourite
Home in Friendship
4.95 out of 5 average rating, 105 reviews

Maine Waterfront Hideaway

SteveRating, 5 stars2 days ago
This place is as-described and then some. Private, secluded, and peaceful. You have the water to yourself and virtually no noise around you (other than what your group makes!). Wallace’s has pretty much anything you need grocery-wise and good breakfast and lunch sandwiches. Pizza is good, too. The house is stocked with all the basic necessities and consumables, and then some. Probably the best-stocked ABNB I’ve stayed at (all the way down to q-tips in the bathroom). Friendship is far off of the tourist path, but not too far to go see things. The house was a perfect fit for our group of six adults and four teens. They never ran out of things to do (including fast WiFi, unfortunately—dad speaking there, not a knock against the house). The owner was very responsive to messaging. I can’t recommend this place enough.
Guest favourite
Cabin in China
4.89 out of 5 average rating, 177 reviews

Rustic Family Cabin on China Lake

JamesRating, 5 stars2 weeks ago
We come every year. It’s a great quiet place.
Guest favourite
Cabin in Boothbay
4.95 out of 5 average rating, 446 reviews

Simple Boothbay Log Cabin on Water

TorreyRating, 5 stars3 days ago
Elia's cabin is magical. What a beautiful and peaceful place. We had everything we needed, but be sure to bring bug spray.
Top Guest favourite
Guest suite in Freeport
4.97 out of 5 average rating, 238 reviews

Waterfront Private Apartment only 5 min to LLBean!

PaulinaRating, 5 stars2 weeks ago
Place was just as pictured. Super quiet and peaceful. Great stay! Great spot for a quick Maine trip!
Guest favourite
Cabin in Deer Isle
4.88 out of 5 average rating, 144 reviews

Long Cove Artist Cottage

Carmen Rating, 5 stars3 weeks ago
My husband and I spent a wonderful week at Judith’s cottage in Deer Isle. Judith, her partner Linda, and Kate (Linda's daughter) were incredibly welcoming—always kind, helpful, and full of great recommendations about the area, from hiking trails and restaurants to local shops and the island’s fascinating history. We truly enjoyed our conversations with them, and they were also very respectful of our privacy. The cottage is rustic but cozy and comfortable, with everything we needed for a relaxing stay. The Wi-Fi worked well, and the garden and views of the cove were beautiful. It’s also a great location for exploring Deer Isle, the Blue Hill Peninsula, and even Acadia National Park. We’re grateful for the hospitality and would gladly return!

Family-friendly home rentals with a pool

Top Guest favourite
Apartment in Cornville
4.87 out of 5 average rating, 134 reviews

Large Home with Great View next to horse farm

WilfredoRating, 5 stars3 weeks ago
Beautiful and peaceful place! Just admiring the surroundings let the peace and tranquility set in and consume you. Highly recommend! Teresa is a wonderful host and flexible to your needs. Will definitely visit again, thank you Teresa!
Superhost
Cottage in Poland
4.61 out of 5 average rating, 18 reviews

Lake Beach House at Poland Spring Resort

Erin Rating, 5 stars10 months ago
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!
Top Guest favourite
Apartment in Boothbay Harbor
5 out of 5 average rating, 32 reviews

Luxury Condo on Water's Edge in Boothbay Harbor

HollyRating, 5 stars2 months ago
A few times while wandering around midcoast Maine in late March, we were asked if this is when we usually came to vacation here. Yes, we are educators from the Southwest, and this was our spring break, so this is when we came to visit, but honestly, it is so peaceful this time of year. Especially Boothbay Harbor, and what we imagined while walking around the very quiet town would be a very different place in July! Our experience at Abby’s space was absolutely wonderful and serene in the spring. The thoughtful touches (thank you for the bottle of Maine wine and jar of blueberry jelly!) made it even more special. Thank you, we hope to be back one day.
Superhost
Apartment in Rockland

Heart of Rockland Maine

DeborahRating, 5 stars9 months ago
Aimee was wonderful to deal with. Her place was absolutely beautiful. we definitely picked the right place. the sunrises were so awesome. Rockland was a gorgeous little town.
Guest favourite
Home in Portland
5 out of 5 average rating, 11 reviews

The Hill's on Buttonwood

DanielRating, 5 stars7 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
Apartment in Stonington
4.93 out of 5 average rating, 15 reviews

The Carriage House at Spruce Harbor

TimRating, 5 stars11 months ago
My husband and I, and our two pups had a fantastic time in the Carriage House for a week. Part of a breathtaking private/secret compound on the water…with the most incredible private tidal pool. The place is so authentic, which is what we love about staying in ME when we can escape. We were so blessed to find Margaret’s place last minute. Margaret’s mother, Sally, and her husband were in the main Kate’s house. So so sweet they were to us and our girls. A dog paradise. We are foodies. Plenty of good restaurants around - just a few minutes to the adorable village of Stonington. Around the corner is one of the best restaurants in the country - Aragosta. We can’t wait to return…hopefully, in the Fall. A trip we will always remember. Thank you, Margaret & Family.
Superhost
Home in Peru
4.95 out of 5 average rating, 218 reviews

the lake house

CarlaRating, 5 stars5 months ago
We had a lovely time at the cabin. Close to skiing yet peaceful and relaxing. We thoroughly enjoyed our stay ! Thank you!
Guest favourite
Home in South Thomaston
4.96 out of 5 average rating, 93 reviews

Large private area, close to Rockland

RachelRating, 5 stars9 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

    $84 NZD 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

  • Wi-Fi availability

    70 properties include access to Wi-Fi

Destinations to explore

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