
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.

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

"The Lair" Guesthouse
"The Lair" is a just recently renovated small 200 square foot cabin with vaulted ceilings and plenty of natural sunlight. The building is located close to Green Tree Coffee and Tea, a coffee roaster, so the aroma of coffee will be in the air. We located about 400 yards South of the Islesboro Ferry and Lincolnville Beach and 2.4 milres North of Camden Hills State Park and Mount Battie. Free coffee and tea everyday, all day! We are closed for Winter, will re-open Mid-April. Thank you.

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.

1 Block to Beach • Walk Downtown • Peaceful Escape
Renovated 1860s Cape Cod in Rockland’s coveted South End, just 1 block from the beach. Enjoy the scenic boardwalk into town to restaurants, galleries, shops, and the seasonal farmers’ market. Bright, uncluttered spaces with modern amenities create a peaceful retreat — perfect for couples, small families, or anyone seeking a quiet coastal getaway.

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 holiday rentals
Stay near Owls Head's top sights
Other great holiday rentals in Owls Head

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Cottage on the sea

Waterfront with dreamy sunsets

Cozy Cottage on the Bay
When is the best time to visit Owls Head?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 140 | € 149 | € 136 | € 141 | € 165 | € 200 | € 239 | € 239 | € 219 | € 181 | € 167 | € 166 |
| 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 40 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 house rentals in Owls Head?
Owls Head has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cottage rentals in Owls Head?
Experience the best of Owls Head with our cottage rentals, starting at about $140 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 cottage rentals in Owls Head have wifi?
Absolutely! We offer over 10 cottage 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 House Rentals in Owls Head?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a bbq area, over 40 homes with wifi, over 30 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 € 68 per night before taxes and fees

Verified guest reviews
Over 5,730 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 40 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

4.9 Average rating
Owls Head stays are highly rated by guests – averaging 4.9 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
- Reid State Park
- Bass Harbor Head Light Station
- Maine Lighthouse Museum
- Moose Point State Park
- Cellardoor Winery
- Camden Hills State Park




