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Family-friendly holiday rentals in Owls Head

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Owls Head 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 stars1 week 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!
Farm stay in Searsport
4.91 out of 5 average rating, 112 reviews

Latham Blueberry Farm for up to 6 guests.

AshleyRating, 5 stars10 months ago
We couldn’t have asked for a better stay at Latham blueberry farm. Doug and Brenda were incredibly helpful and friendly- they introduced us to the house and farm as soon as we checked in and were always available if needed. The beds were comfy, the kitchenette stocked, and the grounds were gorgeous. Their beautiful 1826 farm house was an authentic experience of staying on a farm- our kids loved feeding the animals (especially Ernie the pig and Moses the horse); picking fresh blueberries; and swimming and paddleboating in the private pond. Our hosts had great recommendations for local outings, and we loved chatting with them and playing with their puppy Jackie. Our family made lifetime memories.
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 stars1 week 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.
Top guest favourite
Home in Holden
4.96 out of 5 average rating, 245 reviews

Central Chalet

IoanaRating, 5 stars2 weeks ago
We loved our time at Dwayne and Patti’s place! It definitely felt like a home rather than a hotel, which is exactly what we want when we book an Airbnb over a hotel. The musical instruments and hot tub were a hit with our group :) The location is amazing, close to both Bar Harbor (Acadia) and Bangor. We got to go to a concert and hiking during our stay, and we loved returning to our home base. I can’t want to be back!!
Guest favourite
Treehouse in Georgetown
4.97 out of 5 average rating, 340 reviews

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

EmilyRating, 5 stars1 month ago
We had the most wonderful staying here! A peaceful and relaxing getaway is exactly what we needed, and exactly what we received. The hot tub was the perfect touch. We couldn’t recommend this place more! Can’t wait to go back!
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
Flat in Topsham
4.87 out of 5 average rating, 548 reviews

Cozy hot tub haven

AshleyRating, 5 stars1 week ago
Wendy’s place was really nice and the hot tub is very private.. we definitely got our usage out of it… Wendy herself was extremely kind and open minded. She didn’t rush us out come check out, instead, she encouraged us to stay a little longer and enjoy the hot tub before our long journey back home.. she gave us good tips about golden gems only locals know about 🥰 She did have a cool book to share reviews but I didn’t have a pen.. also we left grape soda in the fridge from Canada for the next person to try!! Thanks again Wendy 5⭐️
Guest favourite
Cottage in Verona Island
4.89 out of 5 average rating, 171 reviews

Nashport on the Penobscot

DeanRating, 5 stars2 days ago
great stay for a relaxing weekend trip. perfect house for chilling but still drivable to Acadia. well stocked on the essentials, linens, and stunning views! host very responsive as well.

Family- and pet-friendly home rentals

Top guest favourite
Home in Friendship
4.95 out of 5 average rating, 104 reviews

Maine Waterfront Hideaway

LeahRating, 5 stars8 months ago
We had such a good time! Lots of space, kid friendly, well equipped kitchen, beautiful location by the water. Host communication was great. Hope to stay again sometime!
Guest favourite
Flat in Lisbon falls
4.94 out of 5 average rating, 467 reviews

Charming Victorian farmhouse 1880's bedrooms-2

KandiceRating, 5 stars2 weeks ago
Thoughtfully designed and appointed place - has all the things you need and Marcia makes it very easy to get in and check out. Easy to get to Lewiston, Brunswick, Portland and everywhere in between!
Guest favourite
Home in Bath
4.91 out of 5 average rating, 344 reviews

Gorgeous Studio on the Kennebec

JamesRating, 5 stars1 week ago
Perfect weekend retreat for a small family with a young one. Close to downtown, museum, and the firepit was so nice at night. 5 stars all around and will return in the future. Thanks Phillip!
Guest favourite
Cabin in Boothbay
4.95 out of 5 average rating, 444 reviews

Simple Boothbay Log Cabin on Water

DuncanRating, 5 stars2 weeks ago
Words literally cannot explain the feeling you get when you step onto this property. Picture perfect piece of heaven. I've never cried leaving a place before, that's the impact it had on me. I left a piece of my heart in that cabin. Already planning to go back. 🤙✌️💚
Guest favourite
Cabin in Deer Isle
4.88 out of 5 average rating, 144 reviews

Long Cove Artist Cottage

Carmen Rating, 5 stars1 week 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!
Guest favourite
Cottage in Penobscot
4.82 out of 5 average rating, 104 reviews

Cozy cottage in the woods

MargaretRating, 5 stars9 months ago
Cute little cabin in the woods!! Super clean, check in was very easy. Nichole was very easy to communicate with. The cabin was perfect for a quick weekend. We would definitely stay again!
Guest favourite
Home in Stetson
4.95 out of 5 average rating, 197 reviews

Lakefront Log Cabin on Pleasant Lake

LoraRating, 5 stars2 weeks ago
The lakeside cabin was just what I needed. Quiet, private, and right on the water. My dog loved running in the yard and swimming in the lake. The cabin was comfortable with all the basics, and sitting on the porch watching the water was so relaxing. Perfect spot to unwind and enjoy some peace and quiet.
Superhost
Home in Belfast
4.9 out of 5 average rating, 111 reviews

The Strawberry House

BenRating, 5 stars9 months ago
The Strawberry house was such an amazing place for my wife and I to spend our first anniversary. We go to midcoast Maine every year and this was certainly a special one for us. Comfortable, thoughtfully designed and accessible to town. Highly recommend!

Family-friendly home rentals with a pool

Top guest favourite
Flat in Cornville
4.87 out of 5 average rating, 134 reviews

Large Home with Great View next to horse farm

WilfredoRating, 5 stars2 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!
Flat in Freeport
4.69 out of 5 average rating, 16 reviews

3-Bedroom Townhouse at the Harraseeket Inn

RachaelRating, 5 stars60 months ago
Highly recommend!!!!! Beautiful Inn, great amenities, peaceful, quiet location but close to the shops. Pool was great for kids. Breakfast was amazing!!
Top guest favourite
Flat 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
Flat in Rockland

Heart of Rockland Maine

DeborahRating, 5 stars8 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.
Apartment in Rockport

Samoset Resort Oceanfront Large One Bedroom

JamesRating, 5 stars72 months ago
Great unit on the golf. Course with Ocean views out to the islands. Generally peaceful, save for the morning mowing of the golf course. Great place to base to see all of the mid-coast and the Samoset hotel amenities that are available to you are first class
Home in Harpswell
5 out of 5 average rating, 8 reviews

The Point, At The Edge Of The Ocean

KamalaRating, 5 stars9 months ago
Our stay here was amazing, the house is adorable and the views are stunning. The pool was the perfect temperature and the whole family was in the pool every day, plus the views from the pool were pretty remarkable. Sherri was a great host and super communicative and helpful. The house is set up perfectly for a large group with cute little restaurants a short car ride or boat ride away. We will definitely be back!
Home in Lamoine

Close to Acadia National Park

EdmundRating, 5 stars34 months ago
Valerie's home was clean and in a quiet neighborhood peaceful stay
Guest favourite
Flat in Stonington
4.93 out of 5 average rating, 15 reviews

The Carriage House at Spruce Harbor

TimRating, 5 stars10 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.

Quick stats about holiday rentals that are family-friendly in Owls Head

  • Total rentals

    70 properties

  • Nightly prices starting at

    ₹7,707 before taxes and fees

  • Total number of reviews

    2.7K 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. Owls Head
  6. Family-friendly rentals