
Holiday rentals in Owls Head
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Top-rated holiday 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

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 guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Seaside House/Downstairs
Enjoy everything coastal Maine has to offer in this coastal home with great ocean views. The space is light and bright and yet cozy! The house has a well appointed kitchen and is well maintained. You will find everything you need and more in this comfortable seaside retreat. Access to the beach is a short walk away. The house sits across the street from Clam Cove and is not directly on the beach. Beach access is private, quick and easy. There is also a large back yard to play or relax in.

Rustic Chic Private Getaway Cabin @Diagonair
Private pet-friendly Maine cabin on 12 wooded acres and blueberry fields an hour from Acadia National Park. A favorite of couples visiting Maine for the first time. • 15 minutes to shopping, hiking, swimming • Fully equipped open kitchen/sitting room with gas fireplace • Screened porch with rocking chairs and chaise • Loft bedroom with full bed and new linens • WiFi, Roku TV, gas grill, stocked bar • EV charger • Seasonal wild blueberries • Dark skies, slow mornings, quiet nights

Nebi—Private Yacht on Scenic Damariscotta River
With warm wood interior, Nebi has the comfort of a home and a 360-degree view of the tidal Damariscotta River. Experience a unique Maine adventure, swim right off the boat, or paddle the inclusive kayaks downriver to view everything from seals to ospreys and oyster farms. The quaint twin villages of Damariscotta - Newcastle are a 2-minute stroll away from the private marina with charming restaurants, galleries and a short drive to gorgeous lighthouses, walking trails and beaches.

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

The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Serene, Spacious & Private Apt. near downtown Bath
"A bright star among Airbnbs" & "one of our favorite Airbnbs of all time" is how guests have described this spacious apartment with private entrance. Our space is a good match for quiet guests, as Erika works from home (we live upstairs). We honor guests' privacy while creating a special stay for you. LGBTQI+friendly. Max. 2 adults. No pets. Infants welcome but the apartment is not babyproof. No cigarettes on the property, but smoking (legal) weed on the porch is fine.

Dockside Retreat - Spring Sale!
This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

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.

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.

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.
Popular amenities for Owls Head holiday rentals
Stay near Owls Head's top sights
Other great holiday rentals in Owls Head

Harrington Cove Cottage

Ocean Edge, Taunton Bay, near Acadia & Bar Harbor

Modern Tiny Cabin Near Belgrade Lakes

"Nestled Inn" Cottage - With Direct Water Access

Unique Coastal Maine Flower Farm Stay

Harborside Cottage, walk to downtown

Welcome to "The Cottage" at "The Shore".

New Bar Harbor listing- Evergreen Yurts, #3 Spruce
When is the best time to visit Owls Head?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £123 | £131 | £120 | £124 | £145 | £176 | £211 | £211 | £193 | £159 | £147 | £146 |
| 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 |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Owls Head?
Four-legged friends are welcome in Owls Head. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Owls Head?
Yes! Work meets play with ease at over 40 vacation rentals in Owls Head featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly cottage rentals in Owls Head?
Owls Head has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Owls Head?
Experience the best of Owls Head with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Owls Head have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Owls Head. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Owls Head have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Owls Head. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Owls Head have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Owls Head. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Owls Head?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Owls Head

Total holiday rentals
Explore 110 holiday rentals in Owls Head

Nightly prices starting at
Owls Head holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 5,820 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
100 of Owls Head holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace 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
- 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
- Bass Harbor Head Light Station
- Moose Point State Park
- Reid State Park
- Cellardoor Winery
- Maine Lighthouse Museum
- Camden Hills State Park




