
Family-friendly vacation rentals in Owls Head
Find and book unique family-friendly homes on Airbnb
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

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.

The Cabins at Currier Landing Cabin 2: Meadow
Tranquil cabin; open plan. Bedroom w/queen bed & privacy doors. Alcove w/bunkbeds. The Cabins at Currier Landing, featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest,” are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of the Benjamin River Harbor shore. 2 seasonal cabins; 1 studio cabin. Centrally located on the Blue Hill Peninsula near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.

Look! River Run Cottage on tidal salt waterfront
Maine the way life should be is not just an expression at River Run its a way of life. Located in Andrew Wyeth country (town of Cushing, Maine) River Run is a recently renovated 600 square ft cottage 75 ft off the St George river. It sits on 260 feet of privately owned tidal salt water river frontage just miles upriver from the Atlantic Ocean. Great for a romantic get away or to reconnect and recharge. Spend your time on the shore or sight seeing in the near by towns of Rockland and Camden

Private Sauna+Near Best Beach+FirePit+Pond+FirePit
Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Outdoor Shower * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat * SmartTV & Record Player w/Vinyl * Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.

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.

Seaside House/Upstairs
Enjoy everything coastal Maine has to offer with this as your home base. The views are outstanding and the house is well appointed and well maintained. This house encompasses the second and third floors, with great ocean views. The first floor is a separate apartment. The property has a large back yard to relax or play in and a dedicated BBQ. The house sits across the street from Clam Cove and is not directly on the beach. Beach access is private, quick and easy.

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private 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.

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.

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.

Owl Glass Cottage
Breathtaking oceanfront private cottage. Hinged staircase to second floor sleeping loft. French doors open to wrap-around patio and lawn that slopes to Ocean. 180 degrees of views. Perfect spot for relaxing or having a campfire in the evening. Enjoy your morning tea or coffee watching lobster and sailboats or kayakers explore and wander.

A comforting sweet off grid cabin near the beach!
Get away from it all when you stay at our sweet little off grid cabin in the woods. A place where sleep and peace meet! Surrounded by 15 acres of woods and fields and within walking distance to Birch Point State Park, you'll have a perfect little getaway - all while being only a few minutes away from Rockland.
Popular amenities for Owls Head family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely new loft in permaculture gardens

Cute Midcoast Cottage w Hot Tub

Hallowell Hilltop Home with Hot Tub & Sauna

Beachfront Guest Cottage - Year-round Hot Tub!

Modern Treehouse w/Water Views+Cedar Hot Tub

Modern Cabin in the Pines • Hot Tub + Near Acadia

Penobscot Bayview Fireplace Hot tub

Unique, Colorful Off-Grid Cabin
Family- and pet-friendly home rentals

Loon Lodge

Maine Waterfront Hideaway

Hobb’s House - Year Round Log Cabin on the Water

Little Apple Cabin on 5 acres, amazing stargazing!

The Apple Blossom Cottage

"The Lair" Guesthouse

Rustic Oceanfront Log Cabin

‘Round the Bend Farm - private, modern cabin
Family-friendly home rentals with a pool

Cozy Studio Flat, Belgrade Lakes Region

Coastal Retreat with Pool and Cheerful Vibes

House in the woods

Heart of Rockland Maine

Ocean View Lawn Cottage - Newly Renovated 2024

Loon Sound Cottage, On the Water

Dog Friendly Midcoast Cape

Ocean View Retreat with Heated Pool / Hot Tub
When is the best time to visit Owls Head?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ643 | ﺩ.ﺇ716 | ﺩ.ﺇ716 | ﺩ.ﺇ731 | ﺩ.ﺇ881 | ﺩ.ﺇ1,058 | ﺩ.ﺇ1,194 | ﺩ.ﺇ1,186 | ﺩ.ﺇ1,050 | ﺩ.ﺇ951 | ﺩ.ﺇ793 | ﺩ.ﺇ812 |
| 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 |
Quick stats about vacation rentals that are family-friendly in Owls Head

Total vacation rentals
Explore 60 vacation rentals in Owls Head

Nightly prices starting at
Owls Head vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

Verified guest reviews
Over 2,900 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 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!
Destinations to explore
- Boston Vacation rentals
- Hudson Valley Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Island of Montreal Vacation rentals
- Capital District, New York Vacation rentals
- Quebec City Area Vacation rentals
- Halifax Vacation rentals
- Laval Vacation rentals
- Québec Vacation rentals
- Portland Vacation rentals
- Newport Vacation rentals
- Rentals with a fire pit Owls Head
- Apartment rentals Owls Head
- Rentals with outdoor seating Owls Head
- Rentals with a fireplace Owls Head
- Waterfront rentals Owls Head
- Cottage rentals Owls Head
- Rentals with a patio Owls Head
- Rentals with a washer and dryer Owls Head
- Rentals with beach access Owls Head
- Chalet rentals Owls Head
- Beachfront rentals Owls Head
- House rentals Owls Head
- Pet-friendly rentals Owls Head
- Family-friendly rentals Knox County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Acadia National Park
- Acadia National Park Pond
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Sand Beach
- Maine Maritime Museum
- Farnsworth Art Museum
- Rockland Breakwater Light
- Reid State Park
- Bass Harbor Head Light Station
- Moose Point State Park
- Maine Lighthouse Museum
- Cellardoor Winery
- Camden Hills State Park





