Holiday rentals in Brooksville

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Top-rated holiday rentals in Brooksville

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

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Top guest favourite
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, 111 reviews

Quiet & relaxing A-Frame in woods of Maine “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 favourite
The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.
Treehouse in Appleton
4.97 out of 5 average rating, 427 reviews

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Top guest favourite
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 favourite
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 favourite
A bright living area features two comfortable wicker chairs and a round coffee table, all positioned to take in panoramic waterfront views through large windows. A cozy area rug anchors the space, while a decorative bowl and outdoor binoculars are visible on the table.
Place to stay in Stockton Springs
4.98 out of 5 average rating, 100 reviews

Acadia Region New Oceanfront Cottage

Relax and unwind at this unique waterfront retreat where you can enjoy breathtaking views of the ever-changing tides. Keep an eye out for bald eagles, osprey, and the occasional seal as you soak in the natural beauty around you. This renovated former boathouse combines comfort with convenience, offering the perfect base for your coastal adventures. Situated in Mid Coast, Maine, it's ideally located just an hour from Acadia National Park, 15 minutes from Belfast, and 45 minutes from Camden.

Top guest favourite
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, 140 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.

Guest favourite
Home in Stonington
4.92 out of 5 average rating, 109 reviews

Bayview House 1br 2ba Stunning Harbor Views

Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpler time? Or long for days spent on the water or experiencing village life with friendly locals in charming pubs tasting local eats? Experience the simple joys of life with rustic yet modern amenities offered at this coastal 2-story home. Whether daily strolls by the water or taking in the sunset on your deck, you'll fall in love with this lovely New England destination.

Top guest favourite
Bungalow in Sedgwick
4.99 out of 5 average rating, 234 reviews

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and secluded, this 2,000 sf modern luxury cottage nestled on twelve 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 * 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

Top guest favourite
A peaceful view of the water is framed by a green lawn and a wooden fence. An American flag stands tall in the foreground, while sailboats gently float in the harbor, surrounded by rolling hills under a clear blue sky.
Home in Castine
5 out of 5 average rating, 23 reviews

#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?

Top guest favourite
An aerial view captures the waterfront cottage nestled among lush trees along the Bagaduce River. The expansive greenery surrounds the property, leading to serene water along the shore. The distant Blue Hill mountain is visible under a clear sky, providing a tranquil backdrop for this secluded retreat.
Home in Brooksville
5 out of 5 average rating, 31 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.

Guest favourite
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.
Flat in Brooksville
4.84 out of 5 average rating, 153 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
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)

Popular amenities for Brooksville holiday rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Brooksville?

    Brooksville has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Brooksville with our cabin rentals, starting at about $100 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 60 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 house rentals in Brooksville have a kitchen?

    Absolutely! We offer over 60 house rentals with a kitchen in Brooksville. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Brooksville have wifi?

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

  • Do house rentals in Brooksville have free parking?

    Absolutely! We offer over 60 house rentals with free parking in Brooksville. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Brooksville

  • Total holiday rentals

    Explore 130 holiday rentals in Brooksville

  • Nightly prices starting at

    Brooksville holiday rentals start at £38 per night before taxes and fees

  • Verified guest reviews

    Over 4,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    130 of Brooksville holiday rentals include wifi 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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