Vacation rentals in Brooksville

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Top-rated vacation rentals in Brooksville

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

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Top guest favorite
A modern A-frame cabin is showcased with prominent large windows, allowing natural light to fill the interior. Two white adirondack chairs are positioned on the front deck, which is accessed via a set of stairs, surrounded by lush greenery.
Cabin in Brooksville
4.95 out of 5 average rating, 112 reviews

Cozy 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.

Top guest favorite
Home in Brooksville
5 out of 5 average rating, 13 reviews

*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!

Top guest favorite
A bright bedroom features a spacious bed adorned with a folded blanket and towels. Large windows offer a view of the water, while two chairs on the balcony provide a cozy outdoor seating area. A colorful rug adds a touch of warmth to the hardwood flooring.
Home in Brooksville
4.97 out of 5 average rating, 72 reviews

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.

Top guest favorite
Cabin in Sedgwick
4.98 out of 5 average rating, 182 reviews

Rustic Chic Private Getaway Cabin @Diagonair

Pet-friendly Maine cabin on twelve private acres of woods and blueberry fields, one hour to Acadia National Park. A favorite of couples visiting Maine for the first time. • 15 minutes to shopping, hiking, swimming • Open kitchen and sitting room with new appliances and gas fireplace • Screened porch with rocking chairs and chaise • Loft bedroom with full bed and new linens • WiFi, Roku TV, gas grill, stocked bar • EV charger • Seasonal wild blueberries • Dark skies, slow mornings, quiet nights

Guest favorite
A wooden pathway leads towards a serene water view, bordered by lush greenery. A picnic table and several chairs are positioned on a gravel area adjacent to the water, offering a perfect spot for relaxation and enjoying the scenery under a clear blue sky.
Cottage in Deer Isle
4.88 out of 5 average rating, 205 reviews

Private Waterfront Home with Kayaks and Firepit

Retreat to your own coastal oceanfront paradise, where each day begins with breathtaking views. A private boardwalk leads to your secluded beach — perfect for morning strolls, exploring tidal pools, or launching kayaks into sparkling waters. Evenings bring fireside marshmallows under the stars with waves as your soundtrack. Whether you seek adventure with scenic drives to Acadia National Park or quiet mornings with coffee, sea breezes, and seabirds, this is where comfort meets Maine’s coast.

Top guest favorite
A modern cabin is nestled among trees, supported by stilts within the forest. Sunlight filters through the foliage, highlighting the cabin's wooden exterior and windows. The surrounding greenery creates a serene, natural setting that offers a sense of privacy and tranquility.
Cabin in Sedgwick
4.98 out of 5 average rating, 104 reviews

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.

Top guest favorite
A charming cottage is framed by lush green trees and sits along the Penobscot River. The gravel path leads to the entrance, with water visible in the background under a clear blue sky, creating a serene setting for visitors.
Home in Orland
4.97 out of 5 average rating, 141 reviews

Lavender by the Sea

The Cottage rests over the end of Penobscot River as it opens into the Bay. The Cottage will comfortably accommodate two. The Cottage has a spacious bedroom, full kitchen, dining area, den and an all season porch with rockers. From Cottage there are views of the water and the lavender gardens. The gardens are terraced with a path down to the sea. The Carriage House Suite is available for an additional fee. it has has two bedrooms, a full bath and a sitting area. It can easily sleep four.

Top guest favorite
The cottage is nestled among trees, accessed via a gravel pathway. A shaded seating area with red Adirondack chairs and a tent is visible, alongside a barbecue grill. The house features a distinctive steep roof and is set within a natural, serene environment.
Cottage in Castine
4.95 out of 5 average rating, 147 reviews

Maine cabin coast & forest Acadia Bar Harbor

Retreating or working remotely here is a dream. Inspiration by wildlife, quiet time, focus and reflection, an incredible secluded ocean beach nearby. The cottage sits off the beaten path, yet is only 2.5 miles from stunning sunsets at the back shore beach. The small bedrooms have comfortable beds with 100% cotton linens and bedding, USB chargers, hi speed WiFi. Large country kitchen is a pleasure to cook in. Adventures-Penobscot Bay, miles of hiking trails, lighthouse & historic forts

Guest favorite
The exterior of a historic farmhouse is presented, showcasing a large white building with multiple gabled roofs. Lush green grass surrounds the home, while colorful flower beds add a vibrant touch. A welcoming porch features steps leading to the entrance, framed by leafy trees.
Apartment in Brooksville
4.84 out of 5 average rating, 154 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 favorite
A charming cottage exterior is framed by lush green grass and shrubs. A stone pathway leads to the entrance, while the sky above features soft clouds, suggesting a warm day. The cottage is adorned with wood shingles and large windows, providing a welcoming appeal.
Cottage in Deer Isle
4.89 out of 5 average rating, 158 reviews

Ferry Keeper’s Cottage: Deer Isle (Waterviews)

The Ferrykeeper’s Cottage is a light filled oasis, surrounded by water, meadows & views of the famous Eggemoggin Reach. Our cottage offers handcrafted counters, stone sinks, & oceanic tile to create a unique setting. 3 houses to the beach. Borrow a kayak & explore our shore. Property borders Scott’s Landing - a treasure trove of birds, sand dollars, porpoises, seals & a family of foxes. *Queen bed + flip down sofa (latter suitable for 1 adult OR 2 small kids)

Top guest favorite
A shaded outdoor space features two white adirondack chairs and a small fire pit under a leafy tree. A red bench and the cottage's exterior are visible, with a flag gently fluttering above, capturing a serene and inviting atmosphere.
Home in Castine
4.99 out of 5 average rating, 120 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!

Guest favorite
The interior features a cozy sleeping area with a double bed dressed in neutral tones. Rounded timber logs form a rustic wall, while wooden beams stretch across the ceiling. Two windows allow natural light to enter, showcasing shelves filled with books and decorative items.
Earthen home in Brooksville
4.95 out of 5 average rating, 106 reviews

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...

Popular amenities for Brooksville vacation rentals

When is the best time to visit Brooksville?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$42,855 GYDG$42,646 GYDG$44,946 GYDG$48,082 GYDG$44,319 GYDG$47,873 GYDG$57,698 GYDG$59,579 GYDG$48,082 GYDG$52,472 GYDG$49,336 GYDG$48,291 GYD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Brooksville?

    Brooksville has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Brooksville?

    Experience the best of Brooksville with our apartment rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Brooksville?

    Four-legged friends are welcome in Brooksville. Choose from more than 60 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Brooksville?

    Yes! Work meets play with ease at over 70 vacation rentals in Brooksville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Brooksville have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Brooksville. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Brooksville have a kitchen?

    Absolutely! We offer over 10 cottage rentals with a kitchen in Brooksville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Brooksville have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Brooksville. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Brooksville have free parking?

    Absolutely! We offer over 20 cottage rentals with free parking in Brooksville. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Brooksville

  • Total vacation rentals

    Explore 170 vacation rentals in Brooksville

  • Nightly prices starting at

    Brooksville vacation rentals start at G$10,453 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,260 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Brooksville vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Brooksville rentals

  • 4.8 Average rating

    Brooksville stays are highly rated by guests—averaging 4.8 out of 5!

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