Holiday houses in Brooksville

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Top-rated holiday rentals in Brooksville

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Top Guest favourite

Cabin in Sedgwick

5 out of 5 average rating, 101 reviews

The Cabins at Currier Landing Cabin 1: Fern

Stylish Cabin w/Loft - Sleeps 3 - loft w/queen bed; 1st level twin daybed. The Cabins at Currier Landing, featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest,” are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of the Benjamin River Harbor shore. 2 seasonal cabins. 1 year round studio cabin. Centrally located on the Blue Hill Peninsula, near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.

Guest favourite

Cabin in Brooksville

4.95 out of 5 average rating, 106 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

Cottage in Sedgwick

4.99 out of 5 average rating, 219 reviews

Exquisitely Modern Maine Cottage @Diagonair

Romantic and secluded, this 2,000-sq-ft modern luxury cottage nestled on 12 private acres is a favorite of honeymooners and lovers of modern design * One hour to Acadia National Park & Bar Harbor; 15 min to shopping, hiking, swimming * 2 full baths, one with a steam shower * Fully equipped kitchen with Wolf stove and under-counter Sub-Zero fridge * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, 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

Apartment in Brooksville

4.87 out of 5 average rating, 60 reviews

Artsy Coastal Apartment

Welcome to our coastal home! This historical building is charmingly located next to a fishway of the Mill Pond. Every year in May, there are hundreds of alewife coming through the fishway everyday to the Walkers Pond to lay eggs. We are so proud that our property is part of this exciting event! The second floor apartment is newly renovated 2022, and we are planning to turn the first floor into an art studio in the near future. We hope you will enjoy this scenic property as much as we do!

Guest favourite

Home in Deer Isle

4.93 out of 5 average rating, 41 reviews

Lupine Landing

At Lupine Landing, you'll find your dream coastal Maine getaway. This secluded cottage is situated on 13 acres and has over 800 feet of oceanfront to explore. There is boat house on the water's edge supplied with kayaks, an outdoor shower, and many wonderful spots to swim or soak up the sun. The house has a wood stove for chilly evenings, and well equipped kitchen. The villages of Deer Isle and Blue Hill are close by, where you'll find shops, restaurants, and great local businesses.

Top Guest favourite

Guest suite in Blue Hill

5 out of 5 average rating, 38 reviews

Blue Hill in the Woods

This charming detached, second-floor garage apartment, nestled in the Blue Hill Peninsula, offers a serene escape with stunning forest views. Located near Blue Hill, it’s just 20 minutes from Bucksport and Ellsworth, and 55 minutes from Bar Harbor and Acadia National Park. The apartment features a cozy living space, high-speed internet, and a dedicated desk area, perfect for remote work while enjoying coastal Maine. Whether for work or play, this space is ideal for a comfortable stay.

Top Guest favourite

Home in Brooksville

5 out of 5 average rating, 16 reviews

Casa on the Bagaduce River

Escape to this charming 2-bedroom, 2-bathroom waterfront cottage on the Bagaduce River in Brooksville, Maine. Perfect for up to 6 guests (1 king, 1 queen, 2 twins), this cozy retreat offers panoramic views of the river and Blue Hill mountain, an auxiliary wood-burning stove, claw-foot tub, modern kitchen, Wi-Fi & flat-screen TV. Enjoy canoeing, paddle boarding or relaxing on the riverfront deck. Close to nearby trails and Acadia National Park, it's an ideal spot for nature lovers.

Top Guest favourite

Guesthouse in Penobscot

4.97 out of 5 average rating, 223 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

Apartment in Brooksville

4.83 out of 5 average rating, 140 reviews

Tapley Farm Waterfront Apartment, Acadia, Pets

Private Beach on Historic Waterfront farm with cozy, private apartment for two. In remote, quintessential Maine style, gaze at breathtaking sunsets over private beaches. Queen bed, full kitchen, full bath and 5G await. Stunning open fields with fireflies and star-filled skies and the saltwater air lulls you to sleep. Antique charm and complete modern comfort and privacy. Experience the real Maine on a Sea Captain Farm. Acadia National Park, Castine. Dog OK $30 per day

Guest favourite

Cottage in Penobscot

4.82 out of 5 average rating, 106 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.