
Cottage holiday rentals in Owls Head
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Top-rated cottage rentals in Owls Head
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Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

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.

The Cottage at the McCobb House
Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Spectacular Cottage on Penobscot bay in Belfast
Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

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.

Cozy Cottage in the Woods
Our open concept 2 bedroom home nestled in the woods has the charm of a cottage but the comforts of home. Morning coffee on the porch is often accompanied by sightings of deer in the large field out the front door and hummingbirds busy at the feeder. Get away from it all while being only 25 min from Bangor, under an hour from Belfast & Camden, and 45 min to an hour from Acadia & Bar Harbor!

Cozy Lakeside Getaway | Seven Tree Cottage
This newly renovated, cozy getaway is an ideal escape for a couple, small family or friends. Less than 20 minutes from the charming oceanside towns of Rockland and Camden, the cottage is named after Seven Tree Pond, offering guests waterfront views in the winter, with lake access (boat launch, picnic area, and swimming access) less than a 5 minute drive.

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.

Little Loon Cottage · Ski, Swim & Hike in Camden
Delightful 2-bedroom, year-round cottage--high quality & well equipped Little Loon Cottage is a newly built, architect-designed cottage overlooking beautiful Hosmer Pond just 3 miles from downtown Camden. The cottage is thoughtfully constructed with great flow, quality furnishings, and an all around fun vibe.

Islesboro Boathouse
The Boathouse is on Gilkey Harbor with western views over the Camden Hills and spectacular sunsets. Full use of dock directly in front of the boathouse. Full beachfront access & many acres to explore! LGBT friendly. Harbor tour can be arranged at an additional cost.
Popular amenities for cottage rentals in Owls Head
Cottage rentals with a hot tub

Oceanfront Family Getaway - 8BR/6BA/5Acres

11 Cute 1Br Acadia Cottage Open Hearth Inn

Canoe House Bungalow and Spa Retreat ,Searsport

Beach cottage on Penobscot Bay

Ocean View Lawn Cottage - Newly Renovated 2024

Nashport on the Penobscot

Megunticook Retreat

Newly Built Cozy Cottage in the heart of Maine
Pet-friendly cottage rentals

Lake Front-Spa Tub-Fire Pit-Full Kitchen-Canoe

Ferry Keeper’s Cottage: Deer Isle (Waterviews)

Lakefront Cottage on Tracy Pond

Lakefront, near Bar Harbor, ME

Lake Great Pond| Dog Friendly | Boat Launch

Periwinkle Cottage on Pemaquid Harbor

Waterscape Cottage - private waterfront

Charming Cottage With Spectacular Water View
Private cottage rentals

Sunny 2 Bedroom cottage - Walk to the beach!

Cottages at Oakland Seashore (Cottage #8)

Coastal Waterfront Cottage in West Bath

Lightkeepers Cottage

Cozy Coastal Cabin

East Cottage - Small, Ocean View Cottage, In-town

Tranquil 4br/2ba Modern Lake House on Hobbs Pond

Historic School House now with High Speed Internet
Quick stats about cottage rentals in Owls Head

Total holiday rentals
Explore 10 holiday rentals in Owls Head

Nightly prices starting at
Owls Head holiday rentals start at £103 per night before taxes and fees

Verified guest reviews
Over 680 verified reviews to help you choose

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

Wifi availability
10 of Owls Head holiday rentals include wifi 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!
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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
- Rockland Breakwater Light
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- Maine Maritime Museum
- Farnsworth Art Museum
- Reid State Park
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- Camden Hills State Park
- Maine Lighthouse Museum
- Cellardoor Winery
- Moose Point State Park





