Holiday rentals in Brooksville

Relaxing A-Frame w/Fire Pit in Maine Woods • Birch

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? “Maple” A Frame is just next door. See separate listing for availability OR to book both.

*NEW* Bagaduce River Cottage @ Old Hart Farm

New in 2024, our all-season cottage sits on 25 acres along the upper Bagaduce River. With 600 sq. ft. of comfort, it’s perfect for relaxation and adventure. Enjoy river views just feet away from the screened porch, explore woodlands and wild blueberry fields, and stay connected with fiber-optic internet. Whether you’re unwinding or working, you’ll love the peaceful surroundings. This is a true nature getaway- and a short drive to local attractions. A perfect spot for couples and solo travelers!

Above & Beyond

Experience beautiful coastal Maine at this stunning 2-bedroom, 2-bath Harborside waterfront vacation home with private beach. Guests enjoy the newly renovated modern interior, high-end furnishings, gourmet kitchen, outdoor fire pit, media room, European soaking tub -- plus the privacy of a huge deck overlooking stunning Penobscot Bay. Enjoy hiking in Holbrook Island Wildlife Sanctuary, launch a kayak from your private beach, star gaze under dark skies, or relax and enjoy being away from it all.

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.

The Cabins at Currier Landing Cabin 3: Pine

Relax in this stylish, cozy & bright queen bed studio cabin. 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 our shore on the Benjamin River Harbor. 2 seasonal cabins. 1 year round studio cabin. Centrally located on the Blue Hill Peninsula, near Deer Isle, the cabins afford access to outdoor activities, cultural events, restaurants & shops.

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and luxurious, this 2,000 square foot modern cottage nestled on 12 acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 10 minutes to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

#1 NE Small Coastal Town- Castine, Shell Cottage

Do you want to go to the #1 small town in the North East? Stay in a thoughtfully designed Maine woods cabin ideally located in a town which offers a true family camp. This Water Street location allows for a picture perfect getaway. Live like a summer person does and learn why they return each season from one generation to the next. Would you choose sailing lessons, golf, tennis, picturesque hikes, kayaking, museums, art classes, farmers markets and more to fill your ideal Maine day?

Historic 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

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 5 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 relaxing on the riverfront deck. Close to nearby trails and Acadia National Park, it's an ideal spot for nature lovers.

GULL'S VIEW

Located off quiet Cape Rosier Road in Harborside, a village in Brooksville, this antique log cabin provides the quintessential Maine experience. Built in 1912, Gull's View overlooks pretty and peaceful Smith Cove with views of the many islands and Castine in the distance. This property has a steep, tall embankment down to the beach and is not be suitable for young children. This property rents Saturday to Saturday from late June through Labor Day.

Cord Wood Cabin Retreat

This Little house offers a comfortable and rustic experience while retreating from the hustle and bustle of life. It is located behind our cottage rental at our small homestead in the super sweet community of West Brooksville and is surrounded by gardens, woods, and wildlife. The ocean, swimming and dozens of hikes are just minutes away! Enjoy...

Flagstaff Cottage at Oakland House

Our innkeeping-family has been welcoming guests to the the Blue Hill Peninsula of Maine since July 4, 1889. We are perfectly situated directly on the saltwater of the Reach and the freshwater of Walker Pond. Family vacation, honeymoon, romantic getaway, or oasis for a single traveler...it just doesn't get any better than this!