House vacation rentals in Owls Head

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Quick stats about house rentals in Owls Head

  • Total vacation rentals

    Explore 50 vacation rentals in Owls Head

  • Nightly prices starting at

    Owls Head vacation rentals start at G$16,702 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,340 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 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 house rentals in Owls Head

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite
An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.
Home in Hampden
5.0 out of 5 average rating, 167 reviews

Cozy Cottage on the Penobscot – Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

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Top guest favorite
The exterior of a classic New England style home features white siding and green shutters. A stone pathway leads to the entrance, surrounded by well-maintained shrubs and trees. The structure includes multiple windows, complementing its inviting design in a serene setting.
Home in Camden
5.0 out of 5 average rating, 239 reviews

Quaint 3 Bedroom In Town Camden Home

Our 1900’s New England style home is located in a quiet neighborhood less than a mile from the heart of downtown Camden. Midcoast Maine is home to many great restaurants, shops, and art galleries, as well as events such as the National Toboggan Championships, North Atlantic Blues Festival, Maine Lobster Festival, and more! With Rockland just a quick 15 min. drive and Belfast located approximately half an hour north, you’ll be in a prime location to experience everything this area has to offer.

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Guest favorite
The exterior of the cottage features a light gray shingle facade, complemented by white trim around the windows and front door. A set of three windows with flower boxes is situated on each side of the door. A welcoming porch leads to the entrance.
Home in Rockland
4.94 out of 5 average rating, 433 reviews

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!

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Guest favorite
A serene waterfront view captures calm waters reflecting the sky and surrounding landscape. Lush greenery is visible along the shore, while scattered clouds drift across the blue sky. The tranquil scene invites relaxation and appreciation of nature.
Home in Newcastle
4.98 out of 5 average rating, 213 reviews

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

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Top guest favorite
A wooden dock extends into calm water, reflecting the clear blue sky and surrounding greenery. Trees line the shore, creating a serene backdrop for peaceful moments by the water.
Home in Friendship
4.96 out of 5 average rating, 132 reviews

Maine Waterfront Hideaway

You won't find mobs of tourists here but you will experience a working lobstering village in Maine. Sit back, relax and enjoy the quiet and privacy of 2+ acres at the end of a dirt road with a huge dock located on a tidal cove. Great for family reunions with lots of space and activities for folks of all ages. We focus on making the house comfortable and don't want you to worry about the little things like feet on the couch, water rings on the table or a broken glass. Life happens :-)

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Guest favorite
A large deck is shown with a spacious table surrounded by eight comfortable chairs. The charming cottage stands in the background, featuring multiple windows and blue shutters, alongside a well-maintained green yard that extends into the distance.
Home in Owls Head
4.74 out of 5 average rating, 180 reviews

Harbor/Lobster Pound Access/Views from Large Deck

Enjoy stunning harbor views from this charming cottage's large deck, situated across from Owls Head harbor and lobster pound. Perfect for couples or small families, it's a cozy retreat with easy access to fresh seafood and outdoor activities. With comfortable furnishings, a fully equipped kitchen, and entertainment options, you have everything you need for a comfortable and relaxing stay. Explore Maine's charming towns, outdoor activities, and fine dining from this ideal location.

ValueFamilyAir conditioning

Top guest favorite
The exterior of the house features a charming gray shingle facade with white trim, complemented by blooming purple azalea bushes. A neatly paved driveway leads to the entrance, while green grass surrounds the base of the structure and tall evergreen trees provide a natural backdrop.
Home in Rockport
4.95 out of 5 average rating, 127 reviews

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.

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Guest favorite
A dining area is illuminated by natural light, featuring a dark wooden table with a decorative centerpiece of fruit. Large windows offer a view of the water and nearby boats, while comfortable seating is arranged alongside the table.
Home in Cushing
4.93 out of 5 average rating, 179 reviews

Dockside Retreat - few summer openings remain

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!

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Guest favorite
A winter landscape features a wide expanse of untouched snow leading to a serene bay. Snow-covered homes dot the shoreline, and trees line the background against a clear blue sky, providing a peaceful view of the water.
Home in Owls Head
4.92 out of 5 average rating, 243 reviews

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.

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Top guest favorite
The exterior of the home is featured, showcasing a single-story structure with a light grey façade. A brick pathway leads to the front entrance, accompanied by well-maintained lawns and decorative flower beds. Surrounding trees provide a natural setting, enhancing the peaceful atmosphere.
Home in Rockport
4.96 out of 5 average rating, 377 reviews

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.

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Guest favorite
Home in South Thomaston
4.94 out of 5 average rating, 116 reviews

Large private area, close to Rockland

Quiet and private neighborhood. Perfect for family or group getaways. Kid friendly. One mile from public ocean access, (WesKeag River) Five miles from downtown Rockland, and just minutes from downtown Thomaston. Three beautiful beaches within five miles. It’s the perfect place to stay while exploring the coastline, enjoying the downtown shops and restaurants, hiking and exploring the nearby cultural attractions. Two night minimum.

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Guest favorite
A modern living area is highlighted by a sleek fireplace, framed by large windows allowing natural light to fill the space. A flat-screen television is mounted above the hearth. A potted plant and decorative artwork enhance the room's aesthetic, creating a cozy atmosphere.
Home in Thomaston
4.93 out of 5 average rating, 135 reviews

Monarch Landing · Riverfront House · Walk to Town

A new house on the river, on 2 acres of land next to a park, feels like it's in the country but is walkable to downtown Thomaston. Striking river views, cozy and warm rooms, large kitchen with everything you need to make a nourishing meal. Open and bright spaces create a relaxing atmosphere combining modern and traditional decor. Large porch for sipping tea or dining al fresco while overlooking the beautiful scenery.

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Popular amenities for Owls Head house rentals

When is the best time to visit Owls Head?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,711 GYDG$51,150 GYDG$51,150 GYDG$52,611 GYDG$55,116 GYDG$62,632 GYDG$68,896 GYDG$68,478 GYDG$59,918 GYDG$55,534 GYDG$49,271 GYDG$46,139 GYD
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