Family-friendly vacation rentals in Owls Head

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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, 307 reviews

Raven's Crossing - Kate's Cottage

KendraRating, 5 stars4 days 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!
A scenic view of the property showcases a field of wild Maine blueberries, transitioning from green to warm fall hues. The farmhouse and other structures are set against a misty backdrop of autumn foliage-covered hills, conveying the natural beauty of the surroundings.
Farm stay in Searsport
4.91 out of 5 average rating, 112 reviews

Latham Blueberry Farm for up to 6 guests.

AshleyRating, 5 stars9 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.
Guest favorite
A modern farmhouse is situated on elevated land, surrounded by trees. Its white exterior is complemented by large windows that reflect in the calm water below. The scenic scene is framed by lush greenery, creating a serene atmosphere.
Home in Woolwich
5 out of 5 average rating, 42 reviews

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

AlecRating, 5 stars4 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.
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, 340 reviews

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

EmilyRating, 5 stars3 weeks 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 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 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 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 month 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, 170 reviews

Nashport on the Penobscot

CendyRating, 5 stars7 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 spacious living area features a large stone fireplace as the focal point, surrounded by comfortable seating. A wooden coffee table sits at the center, adorned with flowers. Natural light illuminates the room, highlighting the airy design and adjacent staircase.
Home in Lincolnville
4.92 out of 5 average rating, 13 reviews

Gorgeous Home w/fantastic views -10 mins to Camden

SusanRating, 5 stars9 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

Top guest favorite
A well-maintained backyard garden features a stone fire pit surrounded by seating. Flower beds with various plants provide color and texture. A wooden swing set and a shed are visible in the background, with a stone path leading through the grassy area.
Home in South Portland
4.91 out of 5 average rating, 117 reviews

Cottage style home 2 blocks from the beach!

JoanRating, 5 stars2 weeks ago
House and location worked for our family who was in Portland for a graduation. Parking for 3 cars was handy. Beach super close as was Scratch Bakery (yum).
Guest favorite
Home in Phippsburg
4.93 out of 5 average rating, 266 reviews

Classic Maine, Modern Comfort

CarolRating, 5 stars1 week ago
This house is awesome! Located in waking distance to nature’s incredible beauty -Popham Beach. If you’re never been but are looking for a great Maine beach experience, this place is for you. The house is beautifully decorated, comfortable, cozy, and well stocked. We enjoyed multiple beach walks, hiked nearby Morse Mountain, improved our sand dollar collection, and watched the sea lions frolic during dinner at nearby Spinney’s restaurant. The fire pit and snores were a terrific ending to a great celebration of our Bowdoin College graduate We can’t wait to return!
Guest favorite
A clear night sky filled with stars is viewed above a stylish home surrounded by trees. The house is softly illuminated, highlighting its architecture against the dark backdrop of the forest, creating a serene nighttime atmosphere.
Home in Bar Harbor
4.97 out of 5 average rating, 157 reviews

Family/Friends Getaway Hidden on Mt Desert Island

TimothyRating, 5 stars5 months ago
We had a great stay! Surrounded by beautiful nature. Very private but close 15 min drive into bar harbor. Trail head in the backyard was an added bonus. Very comfortable and large space to hang out! Loved our stay and would come back!
Guest favorite
A cozy living area features a black wood stove providing warmth. A wooden table is set with two glasses and a bottle, inviting relaxation. Windows offer views of the water, while comfortable seating is arranged nearby, enhancing the inviting space.
Guest suite in Penobscot
4.88 out of 5 average rating, 109 reviews

Waterfront Getaway on the coast of Maine.

MichaelRating, 5 stars2 months ago
As our last stay everything was very accommodating and comfortable. Great music, books, art and an expansive beautiful landscape. The stars at night are beyond amazing. Highly recommended.
Top guest favorite
The front exterior of the cottage features a welcoming entrance with a path of bricks leading to wooden double doors. Lush greenery surrounds the property, and flowerpots add a touch of color to the landscape. Tall trees create a natural border, enhancing the secluded feel.
Home in Bar Harbor
4.96 out of 5 average rating, 107 reviews

Skipping Stone on Frenchman's Bay Weekly Rental

DonaldRating, 5 stars7 months ago
A beautiful house in a beautiful location! Beth was wonderful to deal with and very communicative. She kept in touch with us prior to our trip, and she patiently answered any questions we had during the trip. The views from the patio and living room are fantastic, and the area is very quiet. Both the Park and Bar Harbor are a short drive a way. This is a great place to stay on a trip to Bar Harbor.
Guest favorite
A cozy living room is depicted, featuring two brown leather sofas with colorful cushions. A wooden coffee table sits center stage. Large windows adorned with patterned curtains allow natural light to fill the space, while shelves decorated with various items line the walls.
Apartment in East End
4.94 out of 5 average rating, 304 reviews

Monument SWEET!

BrianneRating, 5 stars1 month ago
A group of 5 of us stayed at Kathy's listing and felt like we had plenty of room. We were all comfortable and found the location to be great with plenty to do within walking distance. Some of the doors were glass with blinds/shades that weren't entirely opaque so we had to be somewhat mindful when changing in our room. The front door battery was dead when we arrived and so the door was unlocked but this was quickly resolved with the help of the host and extra batteries on site. Location was fabulous and peaceful. No issues with finding free street parking, either. Overall, we enjoyed our time here and would stay at this listing again!
Guest favorite
A charming red farmhouse is framed by lush greenery, set on an expansive lawn. The building features multiple windows and a welcoming front entrance. A gravel driveway leads up to the house, complemented by garden beds and trees surrounding the property.
Home in Auburn
4.82 out of 5 average rating, 258 reviews

Unique artist's sun filled farmhouse meets loft

BrianRating, 5 stars1 month ago
Great retreat to feel relaxed and inspired. The location suits our needs for comfort and accessibility to surrounding disc golf courses and is great for travelers looking to escape screens, and the stress of cluttered and busy lifestyles. It feels like home as soon as you arrive .
Guest favorite
A serene waterfront scene captures calm waters dotted with boats gently bobbing in the harbor. Rocky shores lead to lush greenery in the background, with a clear blue sky above, creating an inviting coastal atmosphere in this Maine setting.
Apartment in Falmouth
4.96 out of 5 average rating, 155 reviews

Falmouth Waterfront Carriage House Apt

AlexandraRating, 5 stars1 week ago
Great place, great location and has a view of the water on one side of the apartment. Close to Portland and very convenient with a washer and dryer and parking. Comfortable place! Would definitely book again!

Family-friendly home rentals with a pool

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
4.87 out of 5 average rating, 134 reviews

Large Home with Great View next to horse farm

WilfredoRating, 5 stars6 days 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!
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 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
A serene view of Penobscot Bay at sunrise, featuring a pastel sky in shades of pink and purple. Small boats are visible on the water, while a lighthouse stands on the shoreline. A grassy area has benches and picnic tables, inviting outdoor enjoyment.
Apartment 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.
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 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!
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, 93 reviews

Poolside Suite-Gateway to Portland

CameronRating, 5 stars1 week ago
Maryann is SUCH a treasure! She really is the hostess with the mostest! Gives great recommendations, homemade coffee and treats, and if you mention you like something, she might get it for you! Making this Philly girl a wannabe Maine resident! Couldn’t recommend more.
A spacious common area features wooden tables and chairs arranged throughout the room, complemented by abundant natural light from large windows. A stone fireplace is present, and a small television can be seen mounted on the wall. Bright orange walls create a warm ambiance.
Townhouse in Southwest Harbor
4.83 out of 5 average rating, 6 reviews

Harbor Ridge Resort - Southwest Harbor, ME

GregRating, 5 stars11 months ago
Worked great for our family of six. Comfortable and quiet unit. Pool and hot tub on premises were a big plus for the kids. Would be happy to return in future years.
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 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.
Guest favorite
A spacious yard features a small above-ground pool and a playground set among trees. The two-story house with a large driveway is seen in the background under clear blue skies, creating a welcoming outdoor space suitable for families.
Home in South Thomaston
4.96 out of 5 average rating, 93 reviews

Large private area, close to Rockland

RachelRating, 5 stars8 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 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