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Cottage vacation rentals in Owls Head

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Top-rated cottage rentals in Owls Head

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A wooden deck is surrounded by lush greenery, featuring two chairs and a small table. Stairs lead up from the lawn to the outdoor seating area, where a decorative wall hangs in the background, creating a cozy retreat.

Cottage in Orrington

4.8 out of 5 average rating, 112 reviews

Cozy Maine Cottage.

Charming Maine Cottage,gr), sleeps 2 comfortably. Full kitchen & bath, outdoor deck, queen bed. Tucked away in a nice neighborhood just outside of Bangor. The cottage gives you a place to call home while exploring all the area has to offer. Bring your outdoor gear. There is outdoor space to store bikes, kayaks, ski equipment, and fishing gear. Taking day trips from here is perfect since we are centrally located to many popular sites and activities. great for travelers (10 minutes to hospitals

A wooden dock extends into calm waters, flanked by greenery. Two Adirondack chairs are positioned at the end of the dock, providing a serene spot for relaxation and waterfront views. Sunlight reflects off the water under a clear blue sky.

Cottage in Topsham

4.93 out of 5 average rating, 248 reviews

Cozy waterfront home on Merrymeeting Bay.

Our cozy cottage is the perfect romantic getaway or quiet retreat in any season. Located on a private rd with scenic waterfront view. Guests can enjoy sitting on the dock (May- October) or the jetty, watch the eagles and Osprey, use our kayaks, do some fishing, walking or biking. Sit by the propane fueled fireplace on a chilly night. Brunswick, home of Bowdoin College and a # of great restaurants and unique shops is just 5 mi. Travel by bus or train to/from Boston. Portland is @ 30 min away.

A scenic view of Graham Lake is visible from the deck, framed by lush green trees. A wooden dock extends into the calm water, reflecting the clear blue sky. The landscape displays a gentle slope of grass leading down to the lake.

Cottage in Ellsworth

4.93 out of 5 average rating, 120 reviews

Cottage on the lake

Cozy cottage on Graham Lake. Sleeps up to 5 people. But keep in mind the cottage is very small and would be tight for 5 adults. It’s more suited for 2-3 adults, or a small family. Imagine coffee on the deck with a view of the lake. Bring your canoe and fishing pole, or browse the shops and restaurants in downtown Ellsworth. If you like the outdoors, there’s plenty to do. The area is filled with hiking trails and beautiful views. Just 45 minutes from Acadia National Park and Bar Harbor.

A serene ocean view showcases a sailboat gliding across calm waters, framed by lush greenery and a rocky coastline. The expansive sky is filled with soft clouds, creating a tranquil atmosphere that invites relaxation and reflection.

Cottage in South Thomaston

4.95 out of 5 average rating, 104 reviews

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.

Top guest favorite

A charming blue cottage is surrounded by tall pine trees and a gravel pathway. A white picket fence encloses a small garden with colorful plants. A welcoming sign is positioned near the entrance, and the view of the lake is visible in the background.

Cottage in Surry

4.92 out of 5 average rating, 141 reviews

Loon Sound Cottage, On the Water

Sat - Sat. rental. Loon Sound Cottage, on beautiful Toddy Pond in Surry, is centrally located between Bar Harbor/Acadia & Blue Hill Peninsula. Come and enjoy the peace and tranquility of a lakeside oasis while just being a short distance from many sites of interest. Visit nearby Castine, Blue Hill, Bar Harbor, and Acadia National Park. Hear the loons at night, kayak to beaver cove and see an eagles nest. A tranquil and peaceful setting. A perfect balance of rest and adventure.

Top guest favorite

The kitchen features wooden walls and a light-colored wooden countertop. A gas stove is positioned beside a window, allowing natural light. Open shelves hold glassware and kitchen essentials, while a small island with a fruit design provides additional counter space.

Cottage in Boothbay Harbor

4.99 out of 5 average rating, 405 reviews

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.

A fire pit area is surrounded by chairs, offering a cozy spot for gathering. String lights twinkle overhead, and a view of the water is visible through the trees. The scene captures a serene ambiance, ideal for evening conversations by the fire.

Cottage in Sidney

4.91 out of 5 average rating, 130 reviews

Waterfront Cottage

The Waterfront Cottage sits directly on the shores of Snow Pond, 15 minutes from Colby College and downtown Waterville and 1/2 mile from the Snow Pond Center for the Arts. Enjoy the BEST sunset views from the private dock and listen to the waves and loons at night. The private front deck is the perfect spot for a sunset cocktail after a day of swimming and kayaking from the sandy beach. You also have a private outdoor hot soaking tub and water view barrel sauna. Paradise!

Top guest favorite

A screened porch offers a view of Penobscot Bay, featuring two green wicker chairs adorned with floral cushions. The scenery includes a lush lawn and Adirondack chairs positioned for relaxation, with water visible in the background and distant hills framing the horizon.

Cottage in Belfast

4.99 out of 5 average rating, 123 reviews

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).

A wooden staircase leads down to a serene waterfront area, surrounded by trees with autumn foliage. The calm river reflects the colors of the sunset, while adirondack chairs offer a place to relax and take in the views.

Cottage in South Thomaston

4.95 out of 5 average rating, 164 reviews

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.

A quaint oceanfront cottage features a light exterior, surrounded by vibrant flower gardens and a rock-lined shore. Large windows provide views of the surrounding greenery, while a gentle slope leads to the water. The peaceful setting offers a tranquil atmosphere, ideal for nature enthusiasts.

Cottage in Belfast

4.9 out of 5 average rating, 127 reviews

Belfast Ocean Front Cottage

This quaint ocean front cottage is surrounded by lovely flower gardens and a panoramic view of Belfast Harbor. You're 20 feet from the beach ,and a 10 min walk to town.We have recreational kayaks you can use to paddle about the bay and up the river. With a shabby-chic decor, lots of windows & light, the cottage will steal your heart & give you a Maine experience to remember!

Top guest favorite

A newly renovated cottage is nestled among trees, featuring a wooden exterior with shingle details. A spacious deck with a railing extends along the side, offering a view into the surrounding nature. Large windows allow natural light to enter the home.

Cottage in Lincolnville

4.97 out of 5 average rating, 108 reviews

The Cottage - close to Camden and Belfast

Beautiful newly renovated guest cottage minutes to Camden and Belfast and a day trip to Acadia National Park. All modern amenities, private back yard, and back deck, lovely covered porch. The cottage is located within walking distance to Nortons Pond, Lincolnville General Store (opening this summer!), the post office and the Lincolnville Library.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Owls Head cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A wooden dock extends over calm waters, accompanied by two Adirondack chairs positioned to enjoy the view. Lush green trees frame the scene, while distant hills are visible in the background, creating a serene lakeside atmosphere.

Cottage in Ellsworth

4.94 out of 5 average rating, 48 reviews

Lakeview Cottage

A quaint cottage exterior is displayed, featuring white siding and bright red door. Black shutters frame the windows, which are adorned with flower boxes. A wooden picnic table sits on the gravel path in front, complemented by a couple of colorful buoys nearby.

Cottage in Trenton

4.85 out of 5 average rating, 80 reviews

10 1BR Acadia Cottage w/AC Open Hearth Inn

A large tree trunk is featured in the foreground, showcasing its textured bark. In the background, a white cottage is partially visible along a winding path, surrounded by greenery and natural foliage.

Cottage in Camden

4.96 out of 5 average rating, 124 reviews

Penobscot Bayview Fireplace Hot tub

A serene outdoor space features a cozy fire pit surrounded by log seating, amid a lush green forest. The rustic bungalow, with its wooden siding and large windows, sits adjacent to a wooden sauna. A patio umbrella provides shade over the entrance.

Cottage in Searsport

4.93 out of 5 average rating, 101 reviews

Canoe House Bungalow and Spa Retreat ,Searsport

A vast expanse of greenery is visible beyond the wooden railing, framed by a clear blue sky. The horizon reveals a calm body of water, creating a serene backdrop against lush trees and shrubs that define the landscape.

Cottage in Belfast

4.86 out of 5 average rating, 22 reviews

Lawn Cottage - Newly Renovated 2024

The exterior of a two-story house is surrounded by a green lawn and neatly trimmed bushes. The home features multiple windows and a balcony. A flag is displayed on a pole, while trees and landscaping create a natural backdrop.

Cottage in Verona Island

4.89 out of 5 average rating, 169 reviews

Nashport on the Penobscot

A charming cottage exterior is framed by two trees, featuring a striking red door and black shutters on white siding. Two wooden benches are positioned in front, alongside a picnic table, inviting outdoor gatherings and relaxation.

Cottage in Trenton

4.86 out of 5 average rating, 79 reviews

14 1Br Cottage in Bar Harbor Open Hearth Inn

Pet-friendly cottage rentals

Top guest favorite

A quaint cottage is nestled among vibrant garden flowers, including daisies and purple lupines. Green foliage surrounds the property, enhancing the natural setting. Trees rise in the background, providing a tranquil atmosphere.

Cottage in Stonington

4.99 out of 5 average rating, 94 reviews

Stonington Harbor Cottage - Vacation / Remote Work

A lakeside view showcases a cottage surrounded by tall trees, with a wooden deck featuring large windows. Colorful kayaks and a canoe rest on the shore near a sandy waterfront, reflecting the serenity of the calm water.

Cottage in Ellsworth

4.88 out of 5 average rating, 99 reviews

Peaceful Branch Lake Cabin minutes to Acadia

Top guest favorite

The cottage is situated on a hill, surrounded by lush green trees, and overlooks a tranquil bay. Rocky outcrops partially submerged in water are visible in the foreground, with a clear blue sky above enhancing the serene setting.

Cottage in Georgetown

4.98 out of 5 average rating, 117 reviews

Cottage on Todd Bay

A red Adirondack chair is positioned on a grassy area overlooking Little Lake St. George. The calm water reflects the greenery of the trees lining the shore, while a wooden dock is visible, providing access to activities like boating and fishing.

Cottage in Liberty

4.93 out of 5 average rating, 27 reviews

Camp Wigwam

A cozy log cabin features a wooden deck with a railing and outdoor seating. Large windows offer views of the surrounding trees, enhancing the cabin's connection to nature. The structure is surrounded by greenery, providing a serene and inviting backdrop.

Cottage in Lincolnville

5 out of 5 average rating, 12 reviews

Lily Pond Studio Cabin #4

A serene lakeside setting features three green adirondack chairs arranged around a stone fire pit. The clear waters of Great Pond reflect the blue sky, while a wooden dock extends into the lake, bordered by lush green trees in the background.

Cottage in Belgrade

4.93 out of 5 average rating, 134 reviews

Near Waterville | Lake Great Pond | Dog Friendly

A wooden staircase leads down to a serene waterfront area, surrounded by lush greenery and trees. The calm water reflects sunlight, creating a shimmering path across its surface. A deck extends into the water, offering a peaceful spot to enjoy the view.

Cottage in Woolwich

4.92 out of 5 average rating, 178 reviews

Pet Friendly Audubon Bring Your Fishing Gear!

Cottage in Penobscot

4.97 out of 5 average rating, 29 reviews

Penobscot Bay. Sat-Sat. One week min.

Private cottage rentals

A deck featuring a black metal table with matching chairs is positioned under a canopy of trees. The wood decking surround offers a view of the serene lake behind, enhanced by natural light filtering through the branches.

Cottage in Hermon

4.92 out of 5 average rating, 96 reviews

Lakefront Cottage on Tracy Pond, New Hampshire

A picturesque view reveals a row of colorful cottages set against a backdrop of lush greenery and a serene lake. The spacious grounds feature well-maintained grass, with vehicles parked near the cottages. The area is bathed in natural light, enhancing the inviting environment.

Cottage in Ellsworth

4.78 out of 5 average rating, 45 reviews

The Green Cottage@ Twin Hills Cottages

Top guest favorite

The modern luxury cottage is surrounded by lush greenery, featuring a striking exterior with large windows and a prominent chimney. A small deck with seating is visible, providing a serene outdoor space. The design harmonizes with the natural landscape, inviting relaxation and seclusion.

Cottage in Sedgwick

4.99 out of 5 average rating, 210 reviews

Exquisitely Modern Maine Cottage @Diagonair

A bright interior space features large windows offering views of the water. A glass door leads to the outdoor area. A light-colored sofa and a dining table are present, with a chair and area rug adding warmth to the room.

Cottage in Owls Head

4.97 out of 5 average rating, 89 reviews

Owl Glass Cottage

An outdoor seating area features two wooden lounge chairs positioned near a fire pit. A green umbrella stands nearby, providing shade. The scene is set against the backdrop of a river, with the sun setting on the horizon and wisps of smoke rising in the gentle breeze.

Cottage in Lamoine

4.95 out of 5 average rating, 110 reviews

Hoover's Cottage Retreat

Top guest favorite

A picnic table is positioned on a pebble-strewn beach, overlooking calm waters under a sky filled with fluffy clouds. The shoreline is gentle, with patches of seaweed along the water's edge, and a distant green shoreline is visible across the bay.

Cottage in Castine

4.95 out of 5 average rating, 136 reviews

Castine rustic cabin coast forest Acadia Wi-Fi

Top guest favorite

Two red Adirondack chairs are positioned on a wooden deck, facing a spacious green area surrounded by trees. A small white table holds a bottle of champagne, inviting relaxation. The landscape is serene, with distant views of a structure and soft morning light.

Cottage in Surry

5 out of 5 average rating, 31 reviews

Cottage nr Acadia NP, King bed, AC, beach sunsets

A cozy cabin is nestled among towering trees, surrounded by a natural landscape. A gravel path leads to the entrance, where wooden steps are visible. The warm exterior contrasts gently with the cool tones of the forest.

Cottage in St. George

4.96 out of 5 average rating, 227 reviews

Hidden Haven A Rustic Retreat In St. George, Maine

Quick stats about cottage rentals in Owls Head

Total rentals
10 properties
Nightly prices starting at
G$18,829 GYD before taxes and fees
Total number of reviews
590 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

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