Vacation Rentals By Owner In Castine, ME

A ‘Carriage House’ (CH) is just a Downeast old-school name for a garage but lest you think you’re renting a garage: Think again! Roof-top deck is award-winning offering both exceptional water views and total privacy as it’s built into -and not off of - the third floor. The second floor, oriented seaward is spacious offering exceptional views and morning sunshine. The first floor is open space delivering a voluminous area for rehearsal dinner or small wedding if it rains outside! And, it has all of the catering gear necessary to cook & host a reception for 25.brbrThe three bedrooms enjoy a sensational sunrise while looking towards a wooded corridor of land, easterly. Bird-song and sunrise will get your day started in the right way! There is also a new and comfortable convertible couch for extra guests. And a second living room on third floor.brbrConstructed in 2020, finished January 2021, this guest cottage, available in its entirety, is an elegant yet simple, modern, homage to easy living. Three uncluttered bedrooms, a sun-filled third floor LR, with two work- stations, and 1.5 baths ensures plenty of room for 6-8 folks. brbrThe structure is almost 2,000 sq feet, with 1,000 feet of living space. The garage bays are outfitted as game rooms, and double as an ideal alternative for a reception or dinner party when the head count exceeds 10. The novelty of a front and back door allows you to feel as if your outside, but you’re not- ideal for when a sudden torrential summer rain shower dampens that special occasion. brbrThe kitchen appliances, laundry room, and lighting fixtures are all brand new. As is the carpets, the beds and mattresses and tv/ stereo. You will want for nothing while finding it immaculate throughout. There are spacious rooms for gathering together and nooks and crannies to hide away from everyone.brbrThe ‘Carriage House’ (aka guest manse) overlooks a field in the foreground with sweeping views of Bagaduece Bay and Penobscot Bay seen easily beyond. In addition there are French doors off both bedroooms on second floor that open wide. The bird song in the morning is riotous and the ribbon of forest that separates our property from a protected field also presents opportunities too see deer, raccoon and bald eagles!brbrThis dwelling sits south and to the right of the ‘Big House’ also a rental, and just seaward of the ‘Tiny House’ aka garden cottage- also available for rent as a set, not individually.brbrThey are sited professionally so as to optimize view corridors while minimizing contact with each other, including assigned parking and individual laundry. brbrOur CH guest cottage property offers privacy and seclusion. No common areas where strangers might linger. While also being only an hours drive to the more popular coastal enclaves of Camden and Bar Harbor. It is also a great base camp for exploring the outer islands by boat or kayak, returning home to your own slice of heaven. brbrAs it was only finished in January 2021 there are only a few reviews, all favorable; we assure you it will please even the most discriminating tastes!

Guest House

Guest Manse “Carriage House” with Harbor Views

Castine, Maine, United States

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Bath

Sleeps

$266.0

brhttps://www.youtube.com/shorts/0wsbhE_BePkbrbrCastine Cottages are the perfect quiet vacation rental spot with six 2-bedroom cottages overlooking the Maine waterfront! Built in 1952 the family run cottages have their own original and unique charm. For those looking for a quiet, beautiful, and relaxing vacation with nature, this is your spot! Our cabins are very rustic with their old timey charm. If you are looking for new, upgraded, and luxurious, this probably isn’t for you. brbrLocated on top of a hill overlooking the waterfront, our cottages are set up to offer the best views, with a refreshing sea breeze even on the hottest of days.brThe property also offers a small private rocky beach front for our guests to enjoy. Please note that the long dock seen in some photos on our website and traveler photos is not currently accessible as it was taken out by historic flooding in the winter. brbrWithin one hour of scenic Bar Harbor, Acadia National Park, Camden,brBangor International Airport, home of the Maine Maritime Academy,brCastine has great accessibility. Castine has to be seen to realize what a gem you have found. A beautiful seaside town with a deep historical past where many revolution battles were fought. Castine offers a salt water swimming pool, public beach, and Dyces Head light house, just a few of the places that you just shouldn’t miss.brbrWe have 6 Cottages altogether so please ignore calendar if preferred dates are blocked; email inquiries. Booking 5 nights at a minimum at this time. also please note that children ARE allowed. There is a glitch that will not allow me to change that rule on the listing. Children are more than welcome!

Rustic Maine Cottages with glorious water view, path to our shoreline

Castine, Maine, United States

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Bath

Sleeps

$425.59

A stone’s throw from the waterfront, this beautiful home in the heart of the picturesque town of Castine offers the perfect blend of comfort, seclusion, and convenience. Wake up to sweeping views of the Penobscot Bay and enjoy stunning coastal moonrises from the comfort of your own home. With its spacious, sunlit rooms and a deck perfect for enjoying meals, morning coffee, or evening cocktails, this home is designed for relaxation while only minutes from the shops and eateries and galleries of Castine’s quaint downtown, and the town Yacht Club.brbrThis roomy two-story house features three cozy bedrooms, two full bathrooms and a spacious combined living and kitchen area framed by large glass windows that allow for unobstructed panoramic harbor views and lots of natural light, and a small sitting room with water views. Amenities include washer and dryer, a full kitchen with dishwasher and modern appliances, and a grand piano available by special arrangement for any musicians who might be staying! brbrCastine is a perfect destination for outdoor lovers - ocean kayaking, sailing, swimming, and beach-combing are all at your doorstep, and the beautiful hiking trails of Acadia National Park are only an hour’s drive away. The town is steeped in history and a stroll in any direction will take you by numerous landmarks, monuments, and forts. Some not-to-be-missed highlights: a perusal of the Wilson Museum, a visit to the iconic Dyce Head Lighthouse, and dinner/drinks at the Pentagoet Inn. Situated on a peninsula with no through-traffic, Castine is exceptionally quiet and tranquil, and has been voted “prettiest town in Maine” by several publications.brbrWhether you're indulging in the peaceful atmosphere inside or venturing out to the surrounding natural wonders, this Harbor Haven is the perfect getaway in one of Maine’s most beautiful, secluded and special locations.

Castine Harbor Haven- Charming Waterfront Escape with Panoramic Water Views.

Castine, Maine, United States

Bed

Bath

8

Sleeps

$1244.72

This spacious home in the heart of downtown Castine is perfect for families or couples that all want to vacation together! This property is a combination of four separate apartments all under one roof, each equipped with its own kitchen, as well as books, games, and plenty of comfortable spaces in which to gather!brbrThis property is located right on Main Street in downtown Castine, a picturesque town where you'll find more than 100 historical markers. You'll be within walking distance of shops, restaurants, and the famous Maine Maritime Academy (a quarter-mile west). Other nearby attractions include Wadsworth Cove and Backshore Beach (one mile northwest), a gorgeous, protected inlet with smooth, pebbly sands, and gentle surf for a peaceful day on the water.brbrThings to knowbrThis home can be rented as one unit or separately as 36 Main A, 36 Main B, 36 Main C, and 36 Main DbrFree WiFibrThree full kitchens (without a dishwasher) and one kitchenette

Friendly home with our separate condos & free WiFi in the heart of downtown

Castine, Maine, United States

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Bath

Sleeps

$652.99

Experience Maine's beauty with ease when you call Lobster Tail Cottage your home away from home! Charming yet updated, this lovely abode boasts views of the Bagaduce River. brbrInside, the wood-lined living room offers a serene spot to settle down and tune into your favorite shows. The adjacent full kitchen has been fully updated and features granite countertops, a full suite of appliances, and a center island. The cottage's private washer/dryer and soft linens ensure that your every need is met.brbrWhen exploring Castine and beyond, check out Fort Knox and Penobscot Narrows Observatory, Holbrook Island Sanctuary, Fort Point State Park, and the Hermon Mountain Ski Area.brbrThings to KnowbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrAll guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AMbrNo smoking is permitted anywhere on the premises.

Cabin

Charming abode with water views, updated kitchen, & internet - dog-friendly

Castine, Maine, United States

Bed

Bath

7

Sleeps

$453.86

Enjoy this comfortable getaway for your next trip to the coast of Maine! This property is situated within a larger home that it shares with three other vacation rentals (all four can be rented together by an extended family or a group of friends). You'll be treated to a simple kitchen, a shared gas grill for summertime barbecues with loved ones, and a wonderful location in the center of downtown Castine.brbrWhat's nearby:brThis property is located right on Main Street in Castine, one of the most peaceful, lovely towns on the coast of Maine. You'll be within easy walking distance of restaurants, shops, and dozens of historical markers in town. The vacation rental is also just half a mile south of the Castine Golf Club (which is open to the public) and one mile southeast of memorable picnics and days spent on the water at Wadsworth Cove and Backshore Beach.brbrThings to know:brFree WiFibrShared coin-operated laundry machinesbrThe other vacation rentals in the building are 36 Main A, 36 Main B, and 36 Main C; all four can be rented together as 36 Main

Comfy Downtown Getaway w/ Full Kitchen - Close to the Beach

Castine, Maine, United States

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Bath

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$336.38

Simple and well-located, this Castine vacation rental offers all the necessities for an escape to one of the most picturesque towns in Maine! This vacation rental is part of a converted home that it shares with three others (all four can be rented together by a group of friends or a large family). You'll have a basic kitchenette where you can whip up easy snacks and a prime location in the heart of downtown!brbrWhat's nearby:brThis studio is located on Main Street in downtown Castine, a charming, tranquil town that is known as the home of the Maine Maritime Academy. You'll be an easy stroll from the harbor, several restaurants, shops, and dozens of historical markers in town. Other local attractions include the Castine Golf Club (half a mile north) and the ever-beautiful Wadsworth Cove and Backshore Beach (one mile northwest).brbrThings to know:brFree WiFibrKitchenette with a minifridge, oven, stove, and microwavebrThe other vacation rentals in the building are 36 Main A, 36 Main B, and 36 Main D; all four can be rented together as 36 Main

Comfortable Getaway for Two w/ Kitchenette - Right in the Heart of Downtown

Castine, Maine, United States

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Bath

Sleeps

$405.12

Experience the many quiet charms of downtown Castine at this spacious and cozy getaway near the shores of Castine Harbor! This vacation rental is located in a converted home that it shares with three others (all four can be rented together by a larger group or an extended family). Enjoy a well-equipped, full kitchen for easy meal preparation, a shared, furnished front porch where you can grill in the summer sun, and a wonderful location close to the town's many historical sites!brbrWhat's nearby:brThis comfy getaway is located right on Main Street in the center of downtown Castine, a picturesque town that's home to the Maine Maritime Academy (a quarter-mile west). You'll be an easy stroll from a variety of restaurants and grocery stores, and only a mile southeast of Wadsworth Cove and Backshore Beach - a beautiful, protected inlet with pebbly sands and gentle surf.brbrThings to know:brFree WiFibrFull kitchen (no dishwasher)brThe other vacation rentals in the building are 36 Main B, 36 Main C, and 36 Main D; all four can be rented together as 36 Main

Downtown Getaway w/ Full Kitchen & Furnished Porch - Walk to the Beach/Harbor

Castine, Maine, United States

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Bath

Sleeps

$285.31

Simple and quaint, this studio in the heart of downtown Castine is perfect for a vacationing couple! This vacation rental is located in a converted home that it shares with three others (all four can be rented together by an extended family or a group of friends). You'll have a full kitchen for easy meal preparation, use of a shared, furnished deck on sunny summer days, and board games and beach towels for your amusement and convenience.brbrWhat's nearby:brThis charming getaway sits on Main Street in the historic heart of downtown Castine, just a quarter-mile east of the Maine Maritime Academy. You'll be within easy walking distance of restaurants, shops, and dozens of historical markers in town. Other nearby attractions include the beautiful and tranquil Wadsworth Cove and Backshore Beach (one mile northwest), as well as the Castine Golf Club (half a mile north) which is open to the public.brbrThings to know:brFree WiFibrFull kitchenbrThe other vacation rentals in the building are 36 Main A, 36 Main C, and 36 Main D; all four can be rented together as 36 Main

Downtown Studio w/ Full Kitchen & Shared Porch - Walk Everywhere in Town

Castine, Maine, United States

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Bath

Sleeps

$482.2

Peregrine House is a beautiful air conditioned, three bedroom, three level home on the ocean in Castine, Maine. Castine is a historic, picturesque coastal town, known for its history as one of North America’s oldest European settlements. It is frequently ranked as a top small town to visit due to its charm, history and beauty. At the center of town, you’ll find a quaint village atmosphere, with unique shops, a grocery store, the town wharf, and sumptuous local cuisine. From golf and tennis, to sailing and kayaking, exploring Dyce Head Lighthouse, visiting a historic museum, seaside dining in the salt air, or attending a concert on the town pier, visitors of all ages will have a memorable family vacation or private getaway. We have had the distinct pleasure of hosting families from Paris Fr., Hong Kong, Australia, as well as numerous states here in the U.S.brbrAs you enter the house on the main floor off the sun porch, the house is open concept with hardwood floors, a cathedral ceiling, a lovely white kitchen with granite counter tops, a spacious dining area which seats 8, a 3/4 bathroom with a large shower, a comfortable living room with a big sectional couch (perfect for an afternoon nap or a movie night with the family) and multiple windows on the water side to catch those breathtaking sunsets Castine is known for. Up the stairs in the center of the main floor lies the third floor balcony master bedroom, which has two queen sized beds, a full bath (with bathtub and shower combo) two dressers and a sitting area. This floor overlooks the living room space below, and features a bank of windows with stunning views of Penobscot Bay. brbrDown the stairs to the lower level of this home you’ll find two bedrooms, a full bath ( bathtub and shower combo) and a laundry room. One bedroom has a full sized bed, a large closet and a dresser and the second bedroom has a queen sized bed, a large closet and a dresser. Both bedrooms have large picture windows on the water side. This lower level opens onto the huge front lawn ( facing the ocean ) for games, dining, relaxing and family activities. A gas grill (gas provided) and patio set are in this area for your dining pleasure. We provide 2 cornhole boards, a fire pit, and kayaks for our guests. brbrOff the main floor, there are three separate doors leading to a large wraparound deck on the water side, perfect for dining and relaxing. At one end of this deck is an enclosed three season glass sunroom with comfortable seating so you can relax and enjoy the sunset. The circular driveway will hold five cars, and inside the garage are two bikes for touring Castine. There is a generator available if needed.

Gorgeous oceanfront Home overlooking Penobscot Bay , Castine Maine

Castine, Maine, United States

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Bath

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$486.66

Year-round waterfront retreat, perfect for those seeking tranquility on the coast of Maine. Ideal for visitors to Acadia National Park, history enthusiasts exploring Castine, remote workers looking for inspiration, or families and friends seeking a serene escape. Nestled on the shores of Wadsworth Cove, this home offers panoramic views, private shoreline access, and proximity to charming downtown Castine, Bar Harbor, and beyond.brbrWaterfront | Private Deck | Historic Castine | 2,000 Sq FtbrbrExperience the quintessential Maine lifestyle at this spacious coastal home. With direct water access, modern amenities, and a warm, inviting interior, it’s perfect for your next getaway. Whether you’re relaxing on the deck, paddling in the cove, or soaking up the history of Castine, this home offers a one-of-a-kind retreat.brbrDescriptionbrYear-round waterfront retreat, perfect for those seeking tranquility on the coast of Maine. Ideal for visitors to Acadia National Park, history enthusiasts exploring Castine, remote workers looking for inspiration, or families and friends seeking a serene escape. Nestled on the shores of Wadsworth Cove, this home offers panoramic views, private shoreline access, and proximity to charming downtown Castine, Bar Harbor, and beyond. Waterfront | Private Deck | Historic Castine | 2,000 Sq Ft Experience the quintessential Maine lifestyle at this spacious coastal home. With direct water access, modern amenities, and a warm, inviting interior, it’s perfect for your next getaway. Whether you’re relaxing on the deck, paddling in the cove, or soaking up the history of Castine, this home offers a one-of-a-kind retreat. brBathrooms & Sleeping Arrangements brBedroom 1: Queen Bed – located on the main level with scenic water views brBedroom 2: Queen Bed – located on the upper levelbrBedroom 3: Queen Bed – located on the upper level DownstairsbrBathroom 1: First floor full bathroom with a bright and airy feel, featuring a tub and shower combination, a modern white vanity with plenty of storage, and a large mirror.brBathroom 2: Second-floor bathroom featuring both a tub and a separate shower.brbrDownstairs Living Room: Two twin trundle beds and combine for a king bed, and a couchbrbrLiving Room: Couch for additional lounging with perfect view of the waterbrKITCHENbrFully equipped with everything you need to prepare meals:brbrStainless steel appliances (gas cooktop, oven, full-sized refrigerator, dishwasher)brDrip coffee maker, microwave, toasterbrBreakfast bar with seating for 4brCooking basics, dishware, and utensilsbrINDOOR LIVINGbrBright, open-concept layout with water views from nearly every roombrSeating and dining areas for 6brDedicated workspace for remote workbrWasher/dryer and WiFi for conveniencebrOUTDOOR LIVINGbrPrivate deck overlooking Wadsworth CovebrDirect shoreline access for kayaking or exploring tidal poolsbrGas grill for outdoor cookingbrbrGENERALbrKeyless entrybrFree WiFibrbrLinens and towels providedbrBaseboard heating for colder monthsbrParking for up to 4 vehiclesbrbrLOCATIONbrbrSituated in Castine, Maine, one of New England’s most historic and picturesque towns. Take a stroll through downtown to discover charming shops, restaurants, and cultural landmarks, including Fort George and the Maine Maritime Academy. Nearby attractions include:brbrAcadia National Park (a scenic 50-minute drive)brBar Harbor and Mount Desert IslandbrBangor and Ellsworth for additional shopping and diningbrACCESSIBILITYbrThe property has stairs from the driveway to the entrance and spans multiple levels, making it less suitable for those with mobility challenges. Winter conditions can affect access, so guests are advised to take precautions for slip and fall during ice, snow, or rainy events. The home does have a bedroom, living room, kitchen and bathroom on the main level, so it is somewhat accessible. The water requires a staircase.brbrCastine is a small, friendly coastal community rich in history and natural beauty. Whether you're here for a relaxing retreat, outdoor adventures, or to explore Maine's iconic destinations, this home offers the perfect base for an unforgettable stay. Maine Maritime Academy visitors will find this location just the right distance away from campus! brbrBook your escape today and experience the magic of Maine’s coastline!

Spacious Oceanfront Home Stunning Sunset Views

Castine, Maine, United States

Bed

Bath

8

Sleeps

$449.38

Consider this house your home away from home while you visit Castine. The Eider House boasts 4 cozy bedrooms, including a king bed, 3 full beds, and a queen bed. With 2 bathrooms featuring a jetted bathtub and shower, guests can relax and unwind after a day of exploring. Enjoy the large outdoor space sized for any outdoor games or sit around the fire pit. We're happy to assist with any questions while you stay at our home.

Gather in Castine - 4BR Retreat w/ Fire pit and Big Outdoor Space

Castine, Maine, United States

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Bath

Sleeps

$507.15

Spacious yet cozy classic Maine coastal cottage built in 1912 with views of the water. Adjacent to all of the features of Castine, the house is a 2 minute walk to the shorefront, 5 minute walk to forest preserve and lighthouse and 5 minute bike ride to town. Hear the harbor bell at the entrance to Castine harbor. brbrOn the first floor, there is a beamed living room with original architectural details, dining room, kitchen with adjacent eating area, powder room, laundry room and a den/office/tv room, bathroom (shower, no tub) and a large sun porch. brbrThe second floor has 4 bedrooms and 3 bathrooms. The master bedroom has a balcony facing Penobscot Bay and bathroom (shower and tub); a second large bedroom has a bathroom with a claw foot tub (no shower). There are 2 additional bedrooms off the center hallway and full bath off the center hallway with a claw foot tub (no shower). brbrThere is an outdoor patio area, BBQ, large comfortable yard and a garden sitting area. Complete kitchen.

Spacious Cottage in Castine

Castine, Maine, United States

Bed

Bath

6

Sleeps

$806.24

Stay comfortably in Castine village at this 5-bedroom house with views of the Bagaduce River and Castine Harbor. With two queen beds, two double beds and four twin beds, there’s plenty of space for everyone. The dining room table seats 10. The house features two full baths, each equipped with shower and bathtub, a half bath in the laundry, and a shower bathroom in the detached “annex.” Natural light and fresh air fill the rooms, creating a fabulous atmosphere throughout the home. From the porch you can watch sailboats in the mooring field and schooners passing by. The Castine Yacht Club and its junior sailing school is down the hill one block away. It is only a short walk to the historic town hall, town commons, town dock, Maine Maritime Academy waterfront, pubs, marina, inns and restaurants.

Tranquil 5-bedroom house in charming Castine, Maine, perfect for families

Castine, Maine, United States

5

Bed

Bath

12

Sleeps

$387.54

Charming Castine Coastal Getaway – Harbor Views, History & Outdoor Adventure

Castine, Maine, United States

Bed

Bath

Sleeps

$388.14

Welcome to your classic Maine summer escape—where rustic charm meets simple comfort and unforgettable water views.brbrThis charming getaway is sparkling with fresh energy under new management—but don’t let the lack of reviews fool you! The same dedicated owners, with over 50 years of loving care for this home, are still behind every thoughtful detail. Experience the tradition and warmth guests have enjoyed for decades, now with an exciting new touch!brbrThis cabin is one of four on our private waterfront property—family-run and welcoming guests since 1950. For generations, families have returned here year after year to experience a true Maine summer. Each cabin is fully separate, offering privacy while still being close enough for group gatherings. Traveling with a larger group Rent multiple cabins—perfect for reunions, retreats, or trips with friends. Just message us and we’ll help coordinate availability!brbrThis two-bedroom, one-bath cottage is fully equipped for a relaxing stay, featuring a private screened-in porch overlooking the water—perfect for morning coffee, rainy afternoons, or sunset unwinding.brbrStep back in time to an old-school coastal getaway, with warm wood interiors, traditional details, and space for everyone (pets welcome!).brbrThe cottage includes:brbrTwo comfortable bedroomsbrFull kitchen with all essentials (yes, including a lobster pot )brCozy living and dining area with pullout couchbrOutdoor hibachi grillbrPrivate 8’ x 14’ screened-in porch with water viewsbrClassic Maine touches: braided rugs, maple floors, knotty pine wallsbrbrOutdoor fun & waterfront living:brLet the kids run free and enjoy classic outdoor fun. Set up a game of croquet on the lawn, organize a wiffleball match, or toss a frisbee in the open air.brIf you want to get out on the water, please bring your own kayak or canoe, or rent one nearby. Then paddle across to Mayo Point for a picnic, or enjoy a peaceful sunset trip as the sky glows over the harbor. Surrounded by Maine’s natural beauty, it’s the perfect way to slow down and unwind.brbrbrLocation: Castine, MainebrNestled along the coast, Castine is a true hidden gem. This historic seaside town offers stunning ocean views, a peaceful pace, and deep roots in early American history—including Revolutionary War naval battles. Today, it’s home to a proud community of lobstermen and one of Maine’s most picturesque harbors.brbrPlease note - this rental does not have a washer/dryer or a television. There is internet access for your devices. The cabins are not air conditioned -- they are set on a bluff with sea breezes -- nature's air conditioning!brbrCoastal Maine Vacations requires a Saftey background check and a rental contract to be signed at the time of booking. If you would like to see a copy in advance please contact us.

Family-Friendly Castine Escape | Games, Kayaks & Views

Castine, Maine, United States

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Bath

Sleeps

$388.41

Slow down, breathe in the salt air, and experience the magic of coastal Maine from this peaceful Castine retreat. Whether you're here for adventure or pure relaxation, this is the kind of place where lifelong memories are made.brbrThis charming getaway is sparkling with fresh energy under new management—but don’t let the lack of reviews fool you! The same dedicated owners, with over 50 years of loving care for this home, are still behind every thoughtful detail. Experience the tradition and warmth guests have enjoyed for decades, now with an exciting new touch!brbrThis cabin is one of four on our private waterfront property—family-run and welcoming guests since 1950. For generations, families have returned here year after year to experience a true Maine summer. Each cabin is fully separate, offering privacy while still being close enough for group gatherings. Traveling with a larger group Rent multiple cabins—perfect for reunions, retreats, or trips with friends. Just message us and we’ll help coordinate availability!brbrStart your mornings with coffee overlooking the water, then spend your days enjoying simple, timeless fun—challenge the kids to a game of croquet or wiffleball on the lawn, toss a frisbee in the open air, or launch a kayak for a peaceful paddle along the shoreline.brbrbrOutdoor Living at Its BestbrLet the kids roam free and enjoy classic outdoor fun—set up a game of croquet on the lawn, organize a lively wiffleball match, or toss a frisbee in the open air. If you’d like to get out on the water, be sure to bring your own kayak or canoe, or rent one nearby, then enjoy a peaceful paddle surrounded by Maine’s natural beauty. Pack a picnic and head across to Mayo Point, or wind down with a serene sunset trip as the sky glows over the harbor.brbrbrSpacious lawn for games, lounging, and family funbrEasy access to the water for paddling and relaxingbrPerfect setting for sunsets, stargazing, and unpluggingbrbrDiscover the Charm of CastinebrbrNestled along the coast, Castine is one of Maine’s best-kept secrets—rich in history and full of small-town charm. Once the site of Revolutionary War naval battles, today it’s a peaceful seaside village with scenic beauty at every turn.brbrExplore:brbrLocal restaurants, cafés, and cozy pubsbrThe town’s unique saltwater swimming poolbrQuiet public beaches perfect for a relaxing daybrIconic Dyce Head Lighthouse and coastal walking spotsbr Nearby Must-See AttractionsbrFort Knox – one of the best-preserved forts in New EnglandbrPenobscot Narrows Bridge Observatory – breathtaking panoramic viewsbrScenic coastal drives and hidden gems all along the shorelinebr Why Guests Love Itbrbr✔ Peaceful, uncrowded coastal settingbr✔ Perfect for families, couples, or small groupsbr✔ Unique blend of outdoor fun, history, and relaxationbr✔ True “away from it all” Maine experiencebrbrWhether you're paddling at sunrise, exploring historic landmarks, or simply soaking in the quiet beauty of the harbor, this Castine getaway is your home base for an unforgettable Maine escape.brbrBook your stay and experience coastal Maine the way it was meant to be. brbrPlease note - this rental does not have a washer/dryer or a television. There is internet access for your devices. The cabins are not air conditioned -- they are set on a bluff with sea breezes -- nature's air conditioning!brbrCoastal Maine Vacations requires a Saftey background check and a rental contract to be signed at the time of booking. If you would like to see a copy in advance please contact us.

Castine Coastal Escape – Paddle, Play & Unwind

Castine, Maine, United States

Bed

Bath

Sleeps

$388.41

Perched on a hill with fresh sea breezes (nature's air conditioning), Castine Cottages overlooks 800 feet of private waterfront and a dock on beautiful Penobscot Bay. brbrThis charming getaway is sparkling with fresh energy under new management—but don’t let the lack of reviews fool you! The same dedicated owners, with over 50 years of loving care for this home, are still behind every thoughtful detail. Experience the tradition and warmth guests have enjoyed for decades, now with an exciting new touch!brbrThis cabin is one of four on our private waterfront property—family-run and welcoming guests since 1950. For generations, families have returned here year after year to experience a true Maine summer. Each cabin is fully separate, offering privacy while still being close enough for group gatherings. Traveling with a larger group Rent multiple cabins—perfect for reunions, retreats, or trips with friends. Just message us and we’ll help coordinate availability!brbrA two-bedroom, one bath fully equipped cottages features a screened-in porch with stunning water views—perfect for relaxing rain or shine.brStep back in time to that classic summer getaway—think old-school charm, rustic comfort, and space for the whole family (pets welcome!). brThe cottage offers:brTwo bedroomsbrFull kitchen with all essentials—including a lobster potbrOutdoor hibachi grillbrCozy living/dining area with a pullout couchbrTraditional Maine decor: braided rugs, maple floors, knotty pine wallsbrPrivate 8’x14’ screened porchbrbrLet the kids run free and dive into classic outdoor fun—set up a game of croquet on the lawn, organize a lively wiffleball match, toss a frisbee around, or get out on the water for a peaceful paddle. Bring your own kayak or canoe, or rent one nearby, then pack a picnic and cross over to Mayo Point, or set out on a sunset canoe trip as the sky lights up over the harbor.brbrNestled along the coast, Castine is truly a hidden gem among Maine’s seaside destinations. This charming town blends breathtaking ocean views with a rich historical legacy—once the site of significant Revolutionary War naval battles and still home to hardworking lobstermen who brave the Atlantic waters.brbrToday, Castine offers a delightful mix of local restaurants, cozy pubs, and inviting attractions. Spend a day exploring highlights like the town’s saltwater swimming pool, relaxing at the public beach, or visiting iconic landmarks such as Dyce Head Lighthouse. Just a short drive away, you’ll find the impressive Fort Knox and the stunning views from the Penobscot Narrows Bridge Observatory—both unforgettable stops that showcase the region’s unique blend of history and scenic beauty.brbrPlease note - this rental does not have a washer/dryer or a television. There is internet access for your devices.brbrCoastal Maine Vacations requires a Saftey background check and a rental contract to be signed at the time of booking. If you would like to see a copy in advance please contact us.

Coastal Maine Escape in Castine – Kayaks, Sunsets & Classic Family Fun

Castine, Maine, United States

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Bath

Sleeps

$312.21

Discover this delightful 3-bedroom gem in Castine. With 3 queen beds and 1 futon, this welcoming house offers plenty of space for guests to relax. Enjoy the convenience of a washing machine, AC, heating, and Wi-Fi during your stay. Three bathrooms with showers ensure everyone stays refreshed. Experience what Castine has to offer with a stay at our house. Built in 2022 by one of the Professors / Captains at Maine Maritime Academy. The home is intended as a investment property in the summer season and is available for academic year rental when the college is in session. Tastefully and fully furnished with modern heating and cooling, washer and dryer, and Wi-Fi . Slightly less than a five mile drive to the village of Castine and twelve miles to of the town Bucksport.

Charming 3-bed home in Castine, Me. Modern coastal country design

Castine, Maine, United States

Bed