Holiday rentals in Sprucehead Island

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Top-rated holiday rentals in Sprucehead Island

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

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Top guest favourite
Cabin in Chesterville
4.99 out of 5 average rating, 197 reviews

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Top guest favourite
The image captures an aerial view of a serene landscape with lush green trees surrounding calm waters. The shoreline curves gently, leading to a private dock that extends into the water. A soft sunset glow reflects off the surface, creating a peaceful ambiance.
Home in Georgetown
4.99 out of 5 average rating, 127 reviews

Moss House: A Modern Waterfront Cabin in the Woods

Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Top guest favourite
An octagonal house is nestled among trees, with a green metal roof and wooden siding. A wide deck leads to the entrance, overlooking a calm body of water. Lush greenery surrounds the property, creating a serene natural setting.
Home in St. George
4.94 out of 5 average rating, 53 reviews

Unique Octagonal House with Private Beach!

With unforgettable ocean views, sunsets over the water, luxurious decor, and a full list of amenities, this unique octagonal post and beam house is a true architectural wonder. There’s even a private beach! The Octagon is the ultimate Maine getaway that offers a perfect blend of serene nature and convenience to Rockland, Tenants Harbor, Owl's Head, Port Clyde, Camden and more. The view simply can’t beat from every room in the house! Great for a honeymoons, anniversaries and romantic getaways.

Guest favourite
Home in South Thomaston
5 out of 5 average rating, 8 reviews

Timeless memories by the Ocean

Welcome to Spruce Head. You will enjoy peace and tranquility surrounded by a acres of property to relax and enjoy. Nestled between 2 Lobster pounds and the Famous " Mcloons" that is less than a 2 minute walk away. A beautiful view of the ocean, 2 bedroom home with one bath. Perfect for a family to enjoy the yard to play or have a BBQ on the rock overlooking the ocean. NO PETS PLEASE. A 15 min ride to Rockland, downtown where you can walk around and shop. Restaurants to try and lighthouses.

Top guest favourite
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
4.94 out of 5 average rating, 146 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 favourite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport
5 out of 5 average rating, 135 reviews

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!

Top guest favourite
An open-concept great room features high wooden ceilings with exposed beams. Large windows provide ample natural light and views of the surroundings. A comfortable seating area includes a sofa and coffee table, while a dining space with chairs is positioned near the kitchen.
Cottage in South Thomaston
4.96 out of 5 average rating, 206 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.

Top guest favourite
A contemporary yurt is nestled among snow-dusted trees, surrounded by a blanket of white snow. A spacious deck extends from the yurt, providing access to the inviting living space. The serene winter landscape and trees enhance the retreat's secluded charm.
Yurt in Appleton
4.95 out of 5 average rating, 378 reviews

SNOW SWEET, A Yurt for All Seasons

Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Top guest favourite
A serene waterfront view captures a vibrant sunset over the tidal cove. The sky is filled with shades of orange and pink, reflecting upon the calm water. Silhouetted trees and rocks frame the scene, enhancing the natural beauty of the location.
Flat in South Thomaston
5 out of 5 average rating, 27 reviews

Crows Nest

Escape to this cozy 1 bedroom apartment on Spruce Head Island, just 15 minutes from Rockland, Thomaston and scenic Port Clyde. This hidden gem includes a private entrance, full kitchen, washer/dryer, and a queen-size bed. Walk or bike to the famous McLoons Lobster Shack. Enjoy backyard access to the water on a tidal cove and breathtaking Maine sunsets. Book your serene getaway now!

Top guest favourite
Cabin in Rockport
5 out of 5 average rating, 18 reviews

Little Crow Cabin w/Hot Tub

Welcome to Little Crow Cabin! This is a newly built tiny home, placed on a hillside overlooking the trees and forest. With 400 sq ft of indoor space and an equally large deck, you’ll have plenty of space to spread out and relax. You’ll feel tucked away in the trees, while being conveniently located in lovely Rockport, close to all the beauty of Midcoast Maine.

Guest favourite
An open living space features light wooden walls and ceilings, creating a bright atmosphere. A sofa bed is positioned beside a wooden coffee table, while a dining table with four chairs is nearby. Windows allow natural light and offer views of the landscape outside.
Cottage in Owls Head
4.95 out of 5 average rating, 111 reviews

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.

Top guest favourite
An open space features a vaulted wooden ceiling with beams and skylights. A cozy seating area includes a brown sofa and a modern coffee table. A wood stove adds warmth, while a well-equipped kitchen with dark green cabinets is visible in the background.
Tiny home in Freeport
4.99 out of 5 average rating, 378 reviews

Cozy Rock Cabin #thewaylifeshouldbe

*As seen on Magnolia Network's 'The Cabin Chronicles'* Cozy Rock Cabin is an 800 sq ft cabin on three acres of wooded land. Carefully designed for couples and digital nomads, it has everything you'll need to explore southern Maine (#thewaylifeshouldbe) or just stay cozy in front of a fire. Follow the journey on IG at @cozyrockcabin!

Popular amenities for Sprucehead Island holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Knox County
  5. South Thomaston
  6. Sprucehead Island