Vacation rentals in Brooksville

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Top-rated vacation rentals in Brooksville

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Guest favourite

Cabin in Brooksville

4.95 out of 5 average rating, 102 reviews

Peaceful & beautiful A-Frame, Maine woods “Maple”

Come relax in our newly constructed, 4 season modern A frame on the Blue Hill Peninsula. Located in the beautiful town of Brooksville, only 10 mins from Holbrook Island Sanctuary, 15 minute scenic drive to Blue Hill and Deer Isle/Stonington or 1 hour to Bar Harbor/Acadia National Park. Stocked with everything needed to enjoy a relaxing getaway- EV Charger too! Is the property not available when you need it? “Birch” A Frame is just next door. See separate listing for availability OR to book both

Top guest favourite

Cabin in Sedgwick

4.98 out of 5 average rating, 171 reviews

Rustic Chic Maine Cabin @Diagonair

Woodsy cabin retreat is a favorite of couples visiting Maine for the first time. * Pet-friendly Maine cabin with luxurious appointments on 12 acres of woods and blueberry fields * One hour to Acadia National Park; 15 minutes to shopping, hiking, swimming * Open-plan kitchen/sitting room with new appliances and sleek gas fireplace * Large screened porch, rocking chairs, chaise * Loft bedroom with full bed, fluffy pillows, new linens * WIFI, streaming Roku TV, gas grill, stocked bar * EV charger

Top guest favourite

Home in Brooksville

5 out of 5 average rating, 35 reviews

Bob's Place

Welcome to Bob's Place! Located along the Bagaduce River in Brooksville, Maine. This cozy getaway overlooks a blueberry field and the Bagaduce River with Blue Hill Mountain as a backdrop. The entire home has been newly renovated - kitchen, bathrooms, bedrooms, and decks. Explore the Lobster Capitol of the World (20 minutes), hike Acadia National Park (60 minutes), or sit and relax on the back porch, taking in the serene Maine landscape and wildlife, including White-tailed Deer and Bald Eagles.

Superhost

Home in Brooksville

4.78 out of 5 average rating, 278 reviews

Charming Farmhouse, Brooksville, ME

Herrick Rd. is a beautiful 1900 farmhouse with a very simple, back to basic style. The house looks over Walker Pond (across the street) and echoes wonderful songs of the loon in the mornings. The house has all the basics you will need, and a fully equipped kitchen, including Lobster pots for the stove or outdoor fire pit. There is s gas grill as well. The kitchen stove is an old 3 burner gas unit. It is very basic and very simple to use. There is also a microwave and coffee makers.

Top guest favourite

Guesthouse in Penobscot

4.97 out of 5 average rating, 218 reviews

Sea Pearl

This is a Water Front property, unique and tranquil getaway. Newly renovated 2025, this is a perfect spot for your serious fun. Located on water in Penobscot. Bird watchers take notice, watch the eagles soar over head out your door, visit the many islands & see the Puffins, Whale watch. Lots to do kayaking, hiking and lot more! Or just relax in a stunning natural setting on the hammock under the apple trees. Just a short drive to Acadia National Park & Bar Harbor. See you soon.

Superhost

Cottage in Deer Isle

4.88 out of 5 average rating, 171 reviews

The Sailors Retreat - Waterfront Home with Kayaks!

Retreat to this coastal Maine getaway just steps away from your own private ocean and beach front while roasting marshmallows by the bonfire enjoying the amazing view and a short drive to Acadia National Park. Spend the day exploring tidal pools, relaxing in the sun, kayaking, enjoying some Maine Lobster or take it easy and just enjoy a cup of coffee while taking in the spectacular views and listening to seagulls and waves crashing; Something to do for all members of the family.

Guest favourite

Cottage in Penobscot

4.82 out of 5 average rating, 104 reviews

Cozy cottage in the woods

Cozy cabin set in the woods surrounded by fields. The perfect place for a romantic getaway, or to reconnect with friends and family, unplug and relax. Get cozy by the wood stove on chilly nights, or star gaze while you make s’mores by the fire-pit. Our place is just a few minutes drive to the ocean and great hiking trails. We are located very close to historic Castine and Maine Maritime Academy, and about one hours drive from Acadia National Park.

Guest favourite

Cottage in Brooksville

4.89 out of 5 average rating, 9 reviews

HENRY POINT - Charming, Great Kayaking

Enjoy a visit to the Blue Hill Peninsula with a stay at Henry Point, a charming little cottage nestled beside the Bagaduce River, a scenic tidal river emptying into Penobscot Bay, known for its diverse wildlife habitat. The beach, a combination of sand, rocks, and seaweed, is accessed by a convenient board walkway. Guests enjoy easy water access for kayaking directly from the beach. Saturday to Saturday. A dog is permitted with prior approval.

Guest favourite

Guest suite in Penobscot

4.87 out of 5 average rating, 110 reviews

Waterfront Getaway on the coast of Maine.

Cozy waterfront, two bedroom apartment with separate entrance and private deck overlooking the beautiful Maine coast. Walk the shore path through a field, filled with wildflowers, to a private cove on the Bagaduce River. The light filled apartment is located above the garage of a restored antique farmhouse and has beautiful water views from the living room and private deck. The perfect spot for a relaxing vacation on the coast of Maine.

Guest favourite

Guest suite in Brooksville

4.85 out of 5 average rating, 163 reviews

Rabbitrock Retreat

Coastal village. Rabbitrock Retreat is located towards the end of a dirt road among wildflower meadows and apple trees, quiet except for the sound of birds and distant church bells. It is named after a local landmark Rabbit Rock that exists in the woods near our house, known only by select locals who used to say you could “always catch a rabbit at Rabbit Rock”. It is a place of abundance for sure, and we are happy to get to share it.

Superhost

Loft in Sedgwick

4.92 out of 5 average rating, 123 reviews

Country Mama's Artsy Loft

Put your feet up and enjoy a cool refreshment on the deck after a long journey! This newly renovated, artsy 2-bedroom above garage apartment is a perfect spot for relaxation. It has its private entrance and dedicated parking. Our family and friends have created many wonderful memories here. We welcome you with our whole heart and hope you can also enjoy this little apartment as much as we do!

Top guest favourite

Home in Castine

4.99 out of 5 average rating, 109 reviews

Sea Breeze Cottage in idyllic Castine Maine!

Sea Breeze Cottage, Castine, Maine Experience quintessential New England charm in this cozy Castine cottage. Freshly and tastefully renovated and only a short stroll from beautiful Fort Madison beach. Recharge your batteries and relax to the sound of the nearby bellbuoy! Discover all coastal Maine has to offer from the comfort of Sea Breeze Cottage!