
Family-friendly holiday rentals in Owls Head
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Top-rated family-friendly rentals in Owls Head
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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

Simplicity-Just what you need! STR24-20
The first legal tiny house in Rockland! All the comforts of home in this sweet tiny house. First floor living, open floor plan. Small but roomy. In walking distance to Main St, South end beach, the Lobster Festival, Blues Festival, Boat Show and more. You will love the simple concept this little gem offers whether just staying the weekend or for weeks. It is quiet and serene as you sit in the living space and have a warm cup of tea or a cold lemonade. We love our tiny house and hope you do too!

Coastal, relaxing, light-filled + walkable
This charming 1860s Cape Cod home, a block from the beach and picnic area, is in the peaceful South End. It offers a quiet escape from the busy city while being within walking distance of restaurants, museums, art galleries, shops, and the seasonal farmers' market. Inside, the house seamlessly blends traditional architecture with modern decor, featuring a spacious kitchen and updated bathrooms. The bright, welcoming space creates a calm and relaxing environment, ideal for a comfortable stay.

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.

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.

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

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.

Camden Hideaway
Get away and enjoy this stylish and centrally located apartment with private entrance. Although within walking distance from downtown Camden and Laite Beach, the location is peaceful, quiet, and wooded. The outside space is wonderful for relaxing, sitting by the fire pit, and even bird watching! It features a designated work space, king sized bed, full kitchen and bath, washer and dryer, heat and a/c, wifi, and a 55" tv with steaming channels.

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.

Peaceful Guesthouse in Rockport
This peaceful studio guesthouse has everything you need for your Rockport/Camden trip. The unit comes with Wi-Fi, free parking, and laptop-friendly workspace. During your stay, you can enjoy your private studio with kitchenette. Within close proximity to Camden (3 Miles) and Rockland (6 Miles.) Rockport Harbor (1 mile walk) features several popular restaurants, coffee shops, and beaches. An ideal base to explore Rockport.

Sweet Willow Suite, Rockland, private 1st floor
Clean, cozy, and quiet, 1-bdrm apartment. Sweet Willow is downtown Rockland, 2 blocks from Main St. and the waterfront. 1st floor, 1-story separate building, with private entrance, light-filled open area, queen bed, full bath with walk-in shower. Suite includes many safety features. Host is hands-on and is happy to greet you at check-in, then respect your privacy. Licensed with the City of Rockland #STR25-6.
Popular amenities for Owls Head family-friendly rentals
Family-friendly home rentals with a hot tub

Raven's Crossing - Kate's Cottage

Lovely new loft in permaculture gardens

Hallowell Hilltop Home with Hot Tub & Sauna

Cute Midcoast Cottage w Hot Tub

Birch Hill Cabin w/Hot Tub

11 Cute 1Br Acadia Cottage Open Hearth Inn

Delight<Farmhouse

[Trending Now]Belfast City Park Ocean House
Family- and pet-friendly home rentals

Harbor Breeze Camden - location , location

Cozy cottage in Orland Village-Penobscot Bay area

Bayview House 1br 2ba Stunning Harbor Views

The Apple Blossom Cottage

"The Lair" Guesthouse

Our charming,oceanfront, Bradford point cottage

Cozy Carriage House in Downtown Damariscotta

The Birch Bark Cabin
Family-friendly home rentals with a pool

Deluxe Cabin A at Wild Acadia

Cozy Studio Flat, Belgrade Lakes Region

Luxe Liberty: Getaway with Heated Indoor Pool!

Coastal Retreat with Pool and Cheerful Vibes

Heart of Rockland Maine

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 | $225 SGD | $251 SGD | $251 SGD | $256 SGD | $308 SGD | $370 SGD | $418 SGD | $415 SGD | $368 SGD | $315 SGD | $280 SGD | $265 SGD |
| 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 holiday rentals that are family-friendly in Owls Head

Total holiday rentals
Explore 70 holiday rentals in Owls Head

Nightly prices starting at
Owls Head holiday rentals start at $116 SGD per night before taxes and fees

Verified guest reviews
Over 3,010 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Owls Head holiday rentals include wifi access

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

4.8 Average rating
Owls Head stays are highly rated by guests – averaging 4.8 out of 5!
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- Acadia National Park
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