Home Vacation Rentals By Owner In Brooksville, ME

Showing 34 Of 34 Vacation Rentals
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Exceptional(14)

$314.31

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Private Vacation Home

Cozy, heated 2-bedroom barn in peaceful Brooksville

Brooksville, Maine, United States

Looking for a cozy stay when you come to the Blue Hill Peninsula to see foliage Peak season is projected for the first two weeks of October. Equipped with efficient radiators, your fully-heated getaway awaits in Brooksville at this quaint, post-and-beam barn. There are two bedrooms - one king and one queen bed with memory foam mattresses, bamboo sheets, comforters, wool blankets, and down pillows. The two bathrooms are each equipped with dual rain-head / handheld shower fixtures and a bidet. The downstairs bathroom also has dual sinks. brbrUpstairs, this peaceful retreat offers a fully equipped, large gourmet kitchen, dining room & living room space, and a second full bathroom, all overlooking a meadow & water views with an additional memory foam queen, Murphy bed. The deck & building face west so prepare yourself for beautiful sunsets!brbrThe barn is located on the same 13-acre property as the Massachusetts House, one of the oldest homes in Brooksville. Our property has a large meadow leading to private frontage in Lord's Cove on the Bagaduce River. The barn has an elevated deck and outdoor table overlooking the whole property. brbrNearby activities include hiking, kayaking, and biking in this pastoral area. We encourage you to check out the various sanctuaries on the peninsula and the Dead River Trailhead in Orland is worth the trip.brbrIf you seek to enjoy the local food scene, Tinderhearth, one of the New York Times' restaurants they are most excited about in 2024 is approximately 1/2 a mile away. Northern Bay Market in Penobscot offers a great service - they steam lobsters for you to take home. The Blue Hill Co-op is great for local products. brbrIf you must work, we have blazing fast WIFI, powered by fiber-optics to the property.brbrExperience the magic of Brooksville at our charming barn.
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Exceptional(5)

$184.64

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Country House

Classical Farmhouse Apartment, Private beach, pets allowed, comfy, historic

Brooksville, Maine, United States

br2026, come for a week and enjoy a private boat ride to Castine! brbrA Sea Captain's home In remote, quintessential Maine style. Known as the finest historic home in town, the property is featured in the National Gallery drawn by Fitz Hugh Lane. In the same family for 200 years, the vast open skies, rolling fields and a sense of a time gone by make your visit very unique on the coast of Maine. Maine, life as life should be. actually happens on this farm in The Valley of the Stars blending the old and new for a genuine Maine experience. Gaze at breathtaking sunsets over private beaches and organic meadow land. Designed to make the past and present merge with some original features and contents, updated for comfort and charm, our guests have use of 30 Ac abutting two beaches. Queen bed, full kitchen, full bath, AC and 5G await. Stunning open fields with fireflies and star-filled skies and the saltwater air lulls you to sleep. An ideal mix of antique charm and complete modern comfort with a private entrance and small yard with a grill. brNear Acadia National Park. Dog OK $30 per day.brbrMaking Maine our home has been the best thing we ever did. Such expansive beauty, so much calm, wonderful art, creativity, outdoor beauty and kind people who appreciate our wonderful history of coastal life and want to share and protect it, makes us very grateful to be here. brHosting for 14 years and having hundreds of guests, our goal is to assure quality and the peace and calm you expect. A unique property and hosts on site to assist with questions to assure a wonderful stay.brAll photos are of this waterfront, certified organic farm. brTwo miles by water to Castine, Newsweek's 2025 Best Small Town in the USA.brAcadia is a hour away and the Blue Hill Peninsula is full of wonderful brrestaurants, galleries, hiking trails and swimming. brRecently restored, this space is bright, open and totally comfortable. The kitchen has an old cast iron sink and a full working kitchen, along with antiques and art from the farm. You can cook up a delicious dinner with some fresh lobsters in the kitchen and dining area downstairs. And upstairs you’ll find a comfy queen-sized bed with cozy, seasonal comforters, full bath, and living area. The skylight lets in both the stars and the morning sun and there are many places to relax—inside and out. Enjoy your morning coffee or evening glass of wine at the outdoor table with chairs and grille. brAll set for remote work.brbrBikes and Kayaks may be delivered. Kayak lessons are in Castine, highly recommend and various cruises are available. Take a cruise on the Isle au Haut ferry and walk around part of Acadia located on the island, board in Stonington.brbrJohn said,br The space was lovely and just what we were looking for - a pleasant, quaint, cozy place to stay near the water, with oodles of charm. Dick and Carol were phenomenal hosts who struck a perfect balance between offering great warmth and hospitality with giving us our space. Carol and Dick were also incredibly knowledgeable of the area and graciously keyed us into happenings nearby. They have my complete recommendations.brbr A guest, The entire setting is pristine, peaceful and ready to offer the best of well-appointed accommodations to sea-loving travelers! brCarol has created a space where guests have everything they need. It is cozy and rustic downstairs and bright and cheery upstairs. We highly recommend.brbrCome to the farm to enjoy the wonderful open space of our farm. Located near so many local attractions, including, Deer Isle, Blue Hill, Stonington, Castine and Penobscot.brbrBrooksville hosts the best organic farming and farmer's market on Tuesdays. Local farms bring organic foods, baked items, cheeses, pottery, jewelry and more. Fresh bread is baked 1/2 mile away, twice a week and pizza and chocolate croissants are also available. Local lobstermen make finding fresh Maine Lobsters easy and you can even get them cooked for you. brOur beach and boat house look down the river to Castine, Islesboro and Camden and the waterfront is beautiful.brBar Harbor is just over an hour and Acadia is a great trip to walk or ride your bike around the trails there. Our peninsula has loads of open space and is surrounded by water and sailors love these waters. Theater, antiques, music, and local craft are nearby.brbrThe apartment has a complete private entrance and living space. Being on a large farm we invite guests to use our beaches and fields. Located on the right side of the farmhouse, a private entrance and yard with seating and grille. The apartment is open and keys are available on the table for your use. brThe Apartment has a small yard and it's own grille. Access to our beaches include the western beach with fantastic sunsets. The north beach which is totally private and often can be a home to otters.brThis is a housekeeping apartment with initial supplies included only. You can ask for added cleaning if needed.brbrOur neighbors include the wonderful Tinderhearth, 1/4 mile for bread and pizza and open mic, and Buck's Harbor for supplies. Yoga is in Blue Hill with David Walker, kayaks are available to rent and be delivered here. Castine is 2 miles by water and has our favorite Pentagoet restaurant along with great pizza and history. Fresh milk can be found at the Retburgs in Penobscot and lobsters cooked from Northern Bay Market. The local parades and breakfasts are on going and the Steel Bands are playing through out the summer. The Methodist Church in Buck's Harbor has music every Tuesday night all summer and the Yacht Club has dancing on Thursday night. Reversing Fall's Sanctuary also offers many local events including Solstice celebrations and art shows. Holbrook Island along with numerous hiking trails abound through the Blue Hill Heritage Trust. Enjoy swimming at Walker's Pond or if you prefer, use our beach and the chill of the water right here.brDon't forget all the activity in Stonington at the Opera House or enjoy a boat ride. The New Surry Theater has ongoing shows, Deer Isle's artists and Haystack are busy all summer and visit Brooklin Boat Yard. There is classical music at Kneisal Hall and in Blue Hill. The Grand in Ellsworth is busy all summer also. And Acadia is just over an hour away. There are many nature walks and ocean studies happening also. One can also just sit on our beach and enjoy the many types of boats that are part of this seaside farm.brLook at the Weekly Packet for all the local events.brbrAcadia+ hrbrCastine 2 miles by water, 35 min by landbrBlue Hill 20 minbrStonington 35 minbrDeer Isle 20 minbrbrbrBangor, by air is 1 1/4 hrs away.brPortland is 3 hrs.brBoston 4 hrbrYou need a carbrbrAs part of the farm you experience a true Maine historic perspective as there were twenty three clipper ships built here and launched from our property. The farm was built here on the finest Maine farmland and coast making this salt water property a unique experience. We have had many honeymoons and anniversaries here and know this magical place has become a favorite of so many guests. Charming quarters and an outstanding experience await. On the Blue Hill Peninsula, across from Castine and a drive to Acadia National Park.brSmall dog allowed and the fee is $30 per day. Please inquire about dog visits. We expect our studio to be a comfortable, private and restful place. We respect our water use and ask our guests to also. Recycling is available and so is a big lobster pot in the yard for cooking. We hope our guests will respect our property as we do and leave it in excellent condition! Thank you!
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$1639.88

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Private Vacation Home

The Orcutt Harbor House - with private dock!

Brooksville, Maine, United States

Welcome to The Orcutt Harbor House in beautiful Brooksville, Maine! A spacious coastal retreat offering the perfect blend of natural beauty, tranquility, and luxury living. Nestled on a prime waterfront lot, this exceptional property boasts direct water access, groomed scenic hiking trails, and stunning water views that surround the home, creating a serene and picturesque setting from nearly every angle. brbrNestled along the shores of picturesque Brooksville Harbor, this beautifully appointed coastal retreat at 31 Harbor Lane offers the quintessential Maine waterfront experience. With a private deep-water dock and moorings available, guests are welcome to arrive by boat and enjoy direct access to the pristine waters of Penobscot Bay and Eggemoggin Reach — one of Maine's most celebrated sailing destinations.brbrWake each morning to sweeping harbor views, salty ocean air, and the peaceful sounds of working lobster boats passing by. Three well appointed bedrooms feature king beds will provide ample space for up to 8 guests. Whether you're sipping coffee on the deck, kayaking from the shoreline, or watching the sunset over the harbor, this home offers an unforgettable Downeast Maine escape.brbrLocated in the heart of the Blue Hill Peninsula, the property provides the perfect balance of privacy and convenience. Explore nearby hiking trails and conserved coastal lands through Blue Hill Heritage Trust, including scenic preserves at John B. Mountain, Caterpillar Hill, Snow Natural Area, and numerous waterfront walking trails throughout Brooksville and Blue Hill.brbrJust minutes away, guests can enjoy charming coastal villages filled with art galleries, farmers markets, locally owned shops, and acclaimed restaurants. Spend the afternoon exploring Blue Hill Harbor, browsing bookstores and cafes, or enjoying fresh seafood at beloved local favorites including Bagaduce Lunch and Buck's Restaurant. The area is known for its authentic Maine character, scenic drives, quiet coves, and thriving arts community.brbrOutdoor enthusiasts will find endless opportunities nearby including:brbrSailing and boating on Eggemoggin ReachbrKayaking and paddleboarding along the coastbrHiking preserved coastal mountains and forestsbrFishing charters and wildlife excursions with Eggemoggin Guide ServicebrDay trips to Deer Isle, Stonington, Castine, and Acadia National ParkbrVisiting Holbrook Island Sanctuary State Park and the reversing falls along the Bagaduce RiverbrbrDespite the peaceful setting, the home remains conveniently accessible from several airports:brbrApproximately 1 hour 10 minutes from Bangor International AirportbrApproximately 1 hour 20 minutes from Hancock County–Bar Harbor AirportbrApproximately 3 hours 15 minutes from Portland International JetportbrbrWhether you're planning a boating adventure, a family vacation, a quiet coastal retreat, or an extended stay exploring Downeast Maine, this Brooksville waterfront home offers an exceptional base for experiencing the beauty of Maine's coast. From the private dock to the nearby hiking preserves and charming harbor villages, every detail invites you to slow down and experience life “the way Maine should be.”brbrPlease note that there are exterior cameras on the property.
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Exceptional(15)

$249.61

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Apartment

Art Haven Coastal Retreat

Brooksville, Maine, United States

Welcome to Art Haven Coastal Retreat, a charming escape in a historic building by the scenic Mill Pond fishway! Each May, witness the mesmerizing migration of hundreds of alewives to Walker’s Pond—an unforgettable natural spectacle. This beautifully renovated second-floor apartment blends modern comfort with coastal and creative charm. Immerse yourself in serene views, local wildlife, and an inspiring stay that sparks creativity.brbrThis stylish second-floor apartment (note: stairs required) comfortably accommodates up to 5 guests, ideal for families or small groups, with no extra guest fees. brbrThe apartment features: Two bedrooms, each with a full-size bed, plus a sofa that can be used as a full size bed in the living room. br brCool comforts: one Window AC in living room, standing fans in each bedroom, and a ceiling fan in the living room. br brEntertainment: Free Wi-Fi, smart TV, board games, and a selection of books. brFully equipped kitchen for preparing home-cooked meals. br brQuirky Charm: The second bedroom is accessed through the first bedroom but includes an emergency fire escape for safety. Additionally, two small steps lead to the bathroom and bedrooms, adding to the historic character of the space.brbrGuest Access: brEnjoy exclusive access to the second-floor apartment and the scenic lawn beside the fishway, perfect for relaxing by the water.brbrOther Things to Note : The apartment is on the second floor, accessible only by stairs. brThe first floor is reserved for personal storage and is not part of the rental. br brWe can’t wait to share this unique, artsy waterfront haven with you!
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Exceptional(31)

$288.08

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Cottage

Lovely Cape Rosier Waterfront Cottage

Brooksville, Maine, United States

Enjoy beautiful views of Penobscot Bay, islands, and Camden Hills from the living room, porch, and beach of this well-loved waterfront cottage. Get lulled to sleep by the waves lapping the shore below, and waken to the sound of gulls and lobstermen hauling their traps.br brThe rustic cottage, built in 1928, is ideal for a family or two couples vacationing together. We are located at beautiful Blake’s Point, Cape Rosier, only a 20 minute drive to Blue Hill, where you can enjoy cultural events, gift shops, restaurants, hiking, and shopping. brbrAcadia National Park, on Mt. Desert, or the picturesque and historic town of Stonington make great day trips.brbrOr, simply relax on the porch, walk five minutes to Bakeman's Beach, read a book, kayak (bring your own or we'll have rental info. upon your arrival), pick blueberries and make a pie. Wade, swim, or hike around Cape Rosier. Ideal for those who want to get away to relax in solitude, work on a craft or art project, meditate and beachcomb. It's Maine, the way life should be.br brThe centerpiece of the cottage is a beautiful hand-made chimney consisting of rocks personally collected by grandparents and family. The driftwood mounted on the walls date back more than 50 years and evoke images of sea life and animals.br brThe kitchen, recently renovated, offers full features to include range/oven, dishwasher, full-sized refrigerator/freezer, microwave, and toaster oven. The large kitchen window affords spectacular views of Hog, Pond, and Western islands.br brThe cheery living room invites relaxation after a day of exploration or water fun.br brModern bathrooms (one bathroom includes a shower, toilet, vanity; the smaller bathroom has a toilet and vanity), full supply of linens, and comfortable beds await the visitors. Washer and dryer are convenient and saves trips to laundromats.brbrThe screened-in porch encourages vacationers to take in gorgeous sunsets, sounds of bird life, and passing lobster and sailboats. The swinging glider on the porch affords refreshing sleep in clear Maine air. A trundle bed on the porch provides extra sleeping capacity. br brThe cottage has been in the family for nearly 100 years and we want to share it with people who will give it the love that our family has given it over many years. It has tremendous sentimental value to us. We know you will enjoy your stay.brbr
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$267.05

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Cabin

Driftwood Cottage; cozy oceanfront, 2 Kayaks, Wood Stove, Porch, Sunsets.

Brooksville, Maine, United States

Kayak or canoe across to historic Castine--30 minutes by water or 45 minutes by car--or explore the many inlets and islands of the Bagaduce River. Listen to the call of loons as you enjoy our ever-changing sunsets. A variety of games and puzzles and a collection of books will keep you occupied on a rainy day.brbrBrooksville, with a total area of 33.8 square miles and 53 miles of coastline is home to Holbrook Island Sanctuary, a pristine nature preserve, and the Good Life Center, the last homestead of Helen and Scott Nearing (authors of Living the Good Life). Pastoral, rolling hills and scenic blueberry barrens are plentiful throughout the area. There is a Farmer's Market every Tuesday morning in Buck's Harbor during the summer months.brbrAcadia National Park, with a road to the top of the highest mountain on the on the eastern coast as well as hundreds of scenic hiking trails, is just over one hour away by car. Don't miss visiting the Wooden Boat School in nearby Brooklin; Haystack school of crafts on Deer Isle; and Kneisel Hall, famed for world-class chamber music, in nearby Blue Hill,brbrThis fully renovated two-story camp on the edge of the water maintains its rustic atmosphere. New in 2015 is a small roof over the entryway (in case of rain). From there, you step into the mudroom where there is a coat closet and behind another door, a stacked washer/dryer.brbrStep through the glass french doors to the living room where you will find HARDWOOD OAK FLOORS, a BUILT-IN HEARTH, and a SOAPSTONE WOOD STOVE with a CATALYTIC COMBUSTOR--BURNS LIKE A FURNACE, BUT IS AS LOVELY AND GRACEFUL AS A WORK OF ART. The living room is furnished with a recliner and a full-size sofa as well as a smaller cushioned chair and a coffee table. A large sliding glass door in the living room opens to a fully-screened porch. Cushioned seats and coffee table grace the porch as well as a folding chaise/recliner.brbrThe kitchen is fully supplied with dishes, pots and pans, mixing bowls, and includes a lobster pot, drip coffee pot, coffee bean grinder, tea kettle, toaster, blender, electric mixer, microwave oven. An efficiency-sized gas range allows for more countertop space.brbrBathroom has large mirrors over the sink. There is a shower with adjustable shower head, and the linen cabinets are fully stocked with towels and washcloths.brbrAs you walk up the stairs (with carpeted runners), you will come to a landing with large windows to the southeast and southwest. The upstairs has a cathedral ceiling with a ceiling fan and track lighting that can be dimmed for a tranquil ambiance. There is a large, high triangle window in the main upstairs facing southeast to let in plenty of early morning light.brbrThe main room upstairs is partitioned into a sitting area with a pull-out sleep sofa and an office/playroom with an oak rolltop desk and shelf with games/toys. Bedrooms are cozy with Skylight windows in the lower part of gambrel roof, giving excellent water views.brbrThe boat house outside has life jackets and paddles for the kayaks as well as a long, knotted rope to use to ease the kayaks up and down the slide (next to the stairway to the water). There is a gas grill with two gas tanks, and a backup charcoal grill. A portable wooden ramp is there to help move the grill in and out of the boat house. At the shore, a wooden stairway takes you down to the water's edge; next to the stairway, a slide makes it easier to get the kayaks down and back up again.brbrbrKeywords: Cabin, kayaks, woodstove, shorefront
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Exceptional(38)

$196.2

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Private Vacation Home

Perfect spot for a honeymoon or a family vacation

Brooksville, Maine, United States

Beautiful, private, two bedroom camp/house overlooking Walker Pond in Brooksville. Custom kitchen, living room with fireplace, bath with jetted tub and deck. brFamily room DVD and VCR viewing systems (viewed on TV, but there is no TV reception), and Foosball table. Perfect for a romantic getaway or a family vacation. Not recommended for small children or persons who have difficulty with stairs. brbrCanoe (16') and kayak are available to borrow (life jackets also). Use of the beach is permitted by owners of the beach as long as we all keep it uncluttered and in its natural condition. brbrDisclaimer - Camp Robinhood is close by and is open from June 26 - Aug. 15. They make a lot of noise - learning how to water ski, sail, having singing contests and the like - they are 13 - 16 year olds learning how to have good clean fun. It is noisy during that time. brbrWalker Pond: Walker Pond is touted to be the third cleanest body of water in Maine. There are several species of fish including bass and trout. The water is up to four feet deep for approximately 100 ft. out. It reaches depths of 40 feet. The kayak that is available is made of heavy plastic. It is unsinkable and does not flip. It is perfect for the novice. The 16' canoe is perfect for two, three, or even four (two adults and two small children). Life jackets are provided or you may bring your own. brbrThere is nothing more relaxing than listening to the loons in the evening, or watching a bald eagle soar over the lake.brbrThings to Do: Many of our guests enjoy just staying at the 'pond.' However, for those who like to venture out, there are many areas to hike, bike or drive. The towns of Blue Hill and Stonington have several restaurants and shops.brbr The public ocean beach after the causeway from Little Deer Isle to Deer Isle is only a five minute drive. Deer Isle is a wonderful island full of the 'real' Maine. There are many artists and artisans with galleries out of their own homes, grocery stores, quaint shops, and Stonington, at the far end of the island, is a working fishing village. The views are spectacular as you drive or bike ride and it is far less crowded than the Bar Harbor region.brbrBar Harbor is about an hour drive away.brbrThis rental offers no Television reception. Some phones may be able to access a hotspot, but there is a landline available for your use at no extra cost.
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