Family-friendly vacation 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 favorite
A colorful cabin is nestled among greenery, featuring a blue exterior with red accents. A spacious porch is shaded by a roof, with a stone seating area nearby. A fire pit is situated in front, surrounded by grass, creating a peaceful outdoor setting.
Cabin in Appleton
4.89 out of 5 average rating, 305 reviews

Raven's Crossing - Kate's Cottage

CaitlinRating, 5 stars4 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!
Guest favorite
The exterior of the farmhouse is presented, featuring a welcoming porch with white railings and steps leading up to it. Lush green grass and trees frame the house, under a clear blue sky, creating a serene outdoor space.
Home in Woolwich
5 out of 5 average rating, 41 reviews

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

AlecRating, 5 stars2 months 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 favorite
A warm interior scene highlights rich hardwood flooring and original wooden trim. To one side, a cozy seating area features a light grey sofa. In the background, a dining table surrounded by chairs complements a wooden sideboard, which showcases glass-paneled cabinets.
Home in Portland
4.97 out of 5 average rating, 218 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

StephanieRating, 5 stars1 week 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 favorite
A wood-fired cedar hot tub sits on a deck, surrounded by trees. Two folding chairs are placed beside the hot tub, offering a serene spot for relaxation. The structure's screened-in porch provides a view of the surrounding nature.
Treehouse in Georgetown
4.97 out of 5 average rating, 335 reviews

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

CaitlanRating, 5 stars4 weeks 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!
Top guest favorite
A spacious log cabin is featured, set in a natural landscape surrounded by trees. A wide wraparound deck is accessible via a wooden ramp, leading to a welcoming front door. Lush greenery and decorative plant beds border the cabin, complementing its rustic charm.
Cabin in Chesterville
4.89 out of 5 average rating, 53 reviews

Lakefront Log Cabin escape-boats-fishing-hot tub

NicholaRating, 5 stars5 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 favorite
A private deck area showcases a hot tub, emitting a soft blue light. Two chairs are positioned nearby, with a decorative cushion displayed on one. Lattice fencing and greenery provide privacy, creating an inviting setting for relaxation at night.
Apartment in Topsham
4.87 out of 5 average rating, 547 reviews

Cozy hot tub haven

SethRating, 5 stars1 week ago
Great place. The bed was really comfortable. Hot tub was nice and private and relaxing.
Guest favorite
The exterior of a two-story house is surrounded by a green lawn and neatly trimmed bushes. The home features multiple windows and a balcony. A flag is displayed on a pole, while trees and landscaping create a natural backdrop.
Cottage in Verona Island
4.89 out of 5 average rating, 169 reviews

Nashport on the Penobscot

CendyRating, 5 stars5 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.
Superhost
A well-lit living area features a large window offering views of the outdoors. Comfortable seating is arranged around a glass coffee table, with decorative cushions adding texture. A television is mounted on the wall, complementing the soft color palette of the room.
Home in Lincolnville
4.92 out of 5 average rating, 13 reviews

Gorgeous Home w/fantastic views -10 mins to Camden

SusanRating, 5 stars8 months ago
Beautiful home with a great view, deer and turkeys in the front yard. Very quiet and peaceful. The home is well equipped and spacious.

Family- and pet-friendly home rentals

Guest favorite
The image captures a serene lakeside view of a cottage nestled among tall trees. A wooden dock extends from the rocky shore, leading to stairs that ascend towards the house. A kayak is visible on the water, indicating opportunities for water activities.
Home in Ellsworth
4.77 out of 5 average rating, 226 reviews

Lakefront, near Bar Harbor, ME

AineRating, 5 stars5 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 favorite
Apartment in Lisbon falls
4.94 out of 5 average rating, 462 reviews

Charming Victorian farmhouse 1880's bedrooms-2

DanielRating, 5 stars3 weeks ago
Cozy and comfortable place to stay while exploring the area. Close to most anything you’d want to do in Southern Maine.
Guest favorite
A sunlit corner boasts large windows offering views of the surrounding greenery. The well-lit area features a cozy seating arrangement with a comfortable chair, a decorative side table, and a patterned rug anchored in the center.
Home in Southwest Harbor
4.97 out of 5 average rating, 129 reviews

CLEAN, spacious, each BR has private full bathroom

davidRating, 5 stars5 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 favorite
The exterior of the cottage features weathered wooden shingles and a blue door. A small planter filled with colorful flowers adorns a nearby window. Two wooden adirondack chairs are positioned on the rustic deck, surrounded by lush greenery.
Cabin in Deer Isle
4.88 out of 5 average rating, 142 reviews

Long Cove Artist Cottage

ZachRating, 5 stars6 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!
Top guest favorite
A bright dining area is defined by a wooden table surrounded by mismatched chairs. Large windows provide natural light, and potted plants add a touch of greenery. A simple piece of wall art enhances the space, complementing the warm wooden flooring.
Apartment in East End
4.97 out of 5 average rating, 455 reviews

Bright and cozy Munjoy Hill neighborhood apartment

RajRating, 5 stars1 week ago
Sadie and Laughlin are the best Airbnb hosts we have come across. We could not have asked for a better place to stay. The apartment is very clean, has lovely furnishings, is nicely decorated and had everything we needed for a very comfortable 3 and a half day stay in Portland. Both bedrooms are a good size and have incredibly comfortable beds. When we needed help with something, our hosts came around fast to help us. If we are ever back in Portland, we shall gladly book again with them. I would highly recommend this apartment!
Superhost
A screened-in porch features a wooden floor and a decorative rug with a red border. Several white wicker chairs surround the space, providing seating. Green trees are visible through the screens, creating a natural backdrop.
Cottage in Phippsburg
4.85 out of 5 average rating, 173 reviews

Popham - Tidewater Beach House!

RonaldRating, 5 stars1 month ago
Enjoyed our stay out at Tidewater. The house was larger than we expected and the game room downstairs was a hit. Quick walk to Popham Beach and close to Popham Fort. We had a great time. Thank you!
Superhost
A well-lit living room features a large area rug with intricate patterns, flanked by a red armchair and a blue armchair. Natural light streams through sheer curtains, illuminating the space. A television is mounted on the wall, and a wooden table adds character to the room.
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 favorite
A welcoming living area features two brown leather couches accented by patterned pillows. A wooden coffee table sits in the center, complemented by a decorative bowl. Shelves with plants and framed art adorn the walls, creating a cozy and inviting space.
Apartment in East End
4.94 out of 5 average rating, 302 reviews

Monument SWEET!

CristinaRating, 5 stars1 week ago
The place was nice and spacious. Good layout. Great kitchen. Kathy was super responsive and gave good local recommendations.

Family-friendly home rentals with a pool

A grassy area features lounge chairs positioned for relaxation, surrounded by lush greenery. A stone border creates a natural division, with a deck leading towards the home. In the background, a swimming pool is partially visible, offering a refreshing option for warm days.
Home in Benton
5 out of 5 average rating, 13 reviews

Riverside home in Central Maine near Colleges

GregRating, 5 stars31 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 favorite
A spacious inground pool is enclosed by a chain-link fence, featuring a water slide and lounge chairs arranged around the perimeter. Lush green trees and a clear blue sky are visible in the background, creating a serene setting for relaxation and enjoyment.
Apartment in Cornville
4.86 out of 5 average rating, 132 reviews

Large Home with Great View next to horse farm

AndreiRating, 5 stars4 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.
Top guest favorite
A wooden dock extends toward a calm bay, framed by lush greenery and charming coastal structures. The serene water reflects the clear blue sky, creating a peaceful atmosphere. Nearby docks and boats can be seen, enhancing the waterfront character of the setting.
Apartment in Boothbay Harbor
5 out of 5 average rating, 32 reviews

Luxury Condo on Water's Edge in Boothbay Harbor

HollyRating, 5 stars3 weeks 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.
The exterior of a light-colored house is shown, featuring a sloped roof and multiple windows. Lush green grass surrounds the building, which is accented by neatly arranged shrubs and flowering plants. A bicycle is spotted against the wall, adding to the quaint atmosphere.
Home in Tremont
5 out of 5 average rating, 7 reviews

Tremont, ME. Shorefront compound for 7-12

PamelaRating, 5 stars9 months ago
Three girlfriends and I stayed at Hillside for a week. The setting and location were absolutely beautiful. It was so quiet and peaceful and I loved walking the trail. The house was roomy and comfortable. We highly recommend!!
The exterior of the house is depicted, showcasing a two-story structure with a wrap-around deck and large windows. Lush greenery and carefully arranged flower beds surround the property, with a visible canoe resting nearby. The sky is clear, adding to the inviting atmosphere.
Home in Harpswell
5 out of 5 average rating, 8 reviews

The Point, At The Edge Of The Ocean

KamalaRating, 5 stars7 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!
Guest favorite
A refreshing pool area is surrounded by well-kept landscaping and seating options. Two blue umbrellas provide shade over metal chairs and tables. Colorful pool floats are positioned in the clear water, and a charming white structure is visible in the background.
Apartment in Falmouth
4.97 out of 5 average rating, 92 reviews

Poolside Suite-Gateway to Portland

John MRating, 5 stars6 months ago
Maryann was friendly, responsive and quick to reply. She left baked goods and coffee out each morning which was a pleasant surprise. The space was easily accessible, private and spotless. We would definitely stay here again
Guest favorite
A tranquil ocean water pool is visible at dusk, framed by smooth granite rocks. The water reflects the soft pink and purple hues of the sunset sky. Lush greenery borders the area, enhancing the serene coastal environment.
Apartment in Stonington
4.93 out of 5 average rating, 15 reviews

The Carriage House at Spruce Harbor

TimRating, 5 stars9 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 vacation rentals that are family-friendly in Owls Head

  • Total rentals

    70 properties

  • Nightly prices starting at

    $90 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