
Family-friendly vacation rentals in Owls Head
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Owls Head

Total vacation rentals
Explore 80 vacation rentals in Owls Head

Nightly prices starting at
Owls Head vacation rentals start at G$22,995 GYD per night before taxes and fees

Verified guest reviews
Over 2,870 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Owls Head vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Owls Head rentals

4.9 Average rating
Owls Head stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Owls Head
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Oceanview Escape near Maine Beaches
Located at the end of a private road you will find the area very peaceful with beautiful ocean view sunrises and sunsets and lots of wildlife sightings. This cozy 1000 square foot apartment has been recently renovated for a clean coastal vibe. The house was originally hand built in 2000 by the owner. You will notice the craftsmanship detail, built ins, hand made furniture and unique nautical style throughout the apartment. The kitchen is fully stocked and equipped with stove, full fridge and a new microwave and dishwasher. The living space provides a 50 inch smart TV and queen pull out sofa. Enjoy the vast ocean views from the large living room picture windows. Watch the boats cruising through Penobscot Channel or a local lobsterman hauling their traps. The bedroom offers a queen bed and plenty of closet/storage space. There is a large jacuzzi tub and separate hand tiled shower in the bathroom. Spacious deck off the kitchen/living area provides an outdoor dining area and grill. Enjoy dinner or drinks taking in the salty ocean air and views. At the base of the entry stairs is a separate patio space with propane fire pit shared amongst both living spaces. Located behind the apartment is an adorable playhouse with slide, saucer swings and a rock climbing wall that is shared amongst the neighborhood. Please play at your own risk. WiFi included
Indoor spacesFamilyHiking

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.
KitchenIndoor spacesPets

Downtown-Walk to All Things Rockland
Cute, convenient, and clean recently renovated 1930’s cottage has two bedrooms, sleeps 4, a private backyard, and is within walking distance to downtown, restaurants, nightlife, co-op & supermarket, museums, shops, art galleries, Harbor Park, ferry and the waterfront. Enjoy off-street parking and an ocean view with the sun glistening off the harbor at the end of the street. This is a perfect home-base for a coastal Maine vacation and festivals. Discounts offered for weekly and monthly stays!
KitchenFamilyOutdoor spaces

Cottage by the sea private oceanfront shoreline
Breathtaking oceanfront private cottage. Spiral staircase to second floor bedroom. Sliding glass doors open to wrap-around deck and lawn that slopes to Ocean. 300 + feet of deep water frontage. Separated from lawn by broad rock ledge. Perfect spot for sunbathing or having a campfire in the evening. Enjoy your morning coffee watching lobster and sailboats in the Mussel Ridge Channel. Unbelievable and peaceful views out to ocean and north to the Camden Hills. Unparalleled views everywhere.
Indoor spacesKitchenGetting around

Crow’s Nest Tiny House at Old Crow Ranch
The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.
KitchenFamilyHospitality

Coastal Maine contemporary cottage
Our cottage is meant to be both contemporary and rustic. It is where we go to get away from the hustle and bustle of the modern world and slow down. There is no TV or internet, even our phone is an old rotary one. You will see that we have a good radio, and games and books to read, and plenty of things to do outside. We hope you will take the time at our cottage to comfortably reconnect with yourself, and each other, while enjoying what Maine is renowned for, our quality of life.
KitchenIndoor spacesHospitality

5 Laurel Studio private entrance STR20-69
Open concept small studio, private patio and entrance, full kitchen. *SHARED wall between studio and main house, therefore some shared noise. 2 minute walk to the ocean , Lobster and Blues Festivals. A small swimming beach is a 5 minute walK, 5-10 minutes to the Farnsworth and CMCA museums, Strand Theater, restaurants, antiques shops & galleries. ALSO NOTE we do not have television. We have wifi but you must bring your own device . EXEMPT FROM ACCEPTING SERVICE DOG
KitchenIndoor spacesGetting around

BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.
Indoor spacesFamilyWifi

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.
Indoor spacesKitchenWifi

Island View
This conveniently located home is 1.5 miles from downtown Rockland and all the local festivals. It is a short drive to Camden & Thomaston and only minutes to the Farnsworth Art Museum & Transportation Museum . Centrally located, about 1.5 hours from both Portland and Bangor and only 2 hours from Acadia National Park. Local amenities include, beaches, scenic hiking trails, light houses, lakes, golf, skiing, art galleries, and of course lobsters.
Indoor spacesKitchenParking

Sweet home away (pet friendly)
Single floor living at its finest. Conveniently located to both Camden and Rockland, enjoy this 3 bdrm 1.5 bath home in a great country setting. Just 1/2 mile to route 1 and very close to the ocean. Come enjoy the large back deck over looking the peaceful maine woods. The front door in about 50’ from the road, which can be busy at certain time of the day. There is 1 ring doorbell for everyone’s security outside the front door of the house.
Indoor spacesKitchenBathroom

Coastal Vintage Living
This is a spacious 1000 sq. ft. apartment in my childhood home that has been renovated in Spring 2020 with a modern coastal theme and well appointed with vintage items. We have a well stocked kitchen, cozy dining/living room with a 43" Roku TV, and full laundry. Try a pastry from the professional baker across the road, take a walk down the street to Crockett's Beach, or go for a stroll in downtown Rockland. Remote check-in available.
Indoor spacesFamilyCheck-in
Popular amenities for Owls Head family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy romantic A-frame by a woodland stream - 25
Indoor spacesFamilyView

Beachfront Guest Cottage - Year-round Hot Tub!
KitchenFamilyValue

Cute Midcoast Cottage w Hot Tub
FamilyIndoor spacesLocation

Hot Tub Art Sail Loft. Swans Island
KitchenIndoor spacesWalkability

Modern Treehouse w/Water Views+Cedar Hot Tub
Indoor spacesFamilyCheckout

Field of Dreams Tiny Home
FamilyIndoor spacesCheckout

Birch Hill Cabin w/Hot Tub
FamilyIndoor spacesNearby

Penobscot Bayview Fireplace Hot tub
KitchenIndoor spacesQuiet
Family- and pet-friendly home rentals

Maine Waterfront Hideaway
Indoor spacesFamilyComfort

Monarch Landing · Riverfront House · Walk to Town
Indoor spacesKitchenHospitality

Stunning Mountain & Ocean Post&Beam
Indoor spacesKitchenLayout

Cottages at Oakland Seashore (Cottage #8)
FamilyIndoor spacesView

Simple Boothbay Log Cabin on Water
FamilyIndoor spacesAccess

The Apple Blossom Cottage
FamilyKitchenPets

Peaceful & private waterfront cabin
FamilyKitchenCondition

Our charming,oceanfront, Bradford point cottage
Indoor spacesKitchenAir conditioning
Family-friendly home rentals with a pool

Camping Cabin at Wild Acadia
Indoor spacesKitchenNearby

Cozy, fun, 3 bedroom home with a pool and Hot Tub.
FamilyKitchenParks

Coastal Retreat with Pool and Cheerful Vibes
FamilyIndoor spacesSleep quality

The heart of the Belgrade lakes
Indoor spacesFamilyPets

Ocean View Lawn Cottage - Newly Renovated 2024
Indoor spacesKitchenHospitality

House in the woods
KitchenFamilyView

Dog Friendly Midcoast Cape
FamilyKitchenQuiet

Ocean View Retreat with Heated Pool / Hot Tub
Indoor spacesKitchenTV
When is the best time to visit Owls Head?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,690 GYD | G$43,690 GYD | G$50,798 GYD | G$52,261 GYD | G$55,188 GYD | G$62,714 GYD | G$67,940 GYD | G$67,522 GYD | G$59,787 GYD | G$54,143 GYD | G$45,154 GYD | G$46,199 GYD |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
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- Acadia National Park
- Acadia National Park Pond
- Popham Beach, Phippsburg
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- Pemaquid Point Lighthouse
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