Home Vacation Rentals By Owner In Owls Head, ME

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$681.28

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Cottage

CANNS BEACH COTTAGE - Town of Owls Head

Owls Head, Maine, United States

THIS PROPERTY ONLY RENTS ON A FRIDAY TO FRIDAY SCHEDULE - 7 NIGHT MINIMUM REQUIREDbrbr**2025 New King Bed on main level**br   2024 Season- New lower level stall shower bathroom and Gas GrillbrROOM LAYOUT: brMain level- Kitchen, Dining area, Breakfast nook, Living room, King Bedroom with window AC unit, Full bathroom with tub-shower, Deckbr2nd Floor- Loft Bedroom with Queen bed and 2 Twin bedsbrLower Level- Living Room, Kitchenette, Queen bedroom, Bedroom with 2 Twins, Bathroom with Stall Shower, LaundrybrbrDOGS PERMITTED Dogs are only considered at this property by Owner approval. All dogs must first meet our Pet Guidelines to be considered. We will need to check with the owner prior to confirming reservations. Please be prepared to send a photo in of the dog you would like to bring so it may be approved and documented. brbrLocated at the end of desirable Canns Beach Road in Owls Head in a traditional waterfront community. The cottage includes incredible sweeping views of the ocean, a great lawn, wonderful deck, and comfortable interior furnishings. This property is a perfect getaway for any group. It is also a great property for a first-time visit to Maine. (We love the view here so much, we have used the main photo for this property for some of our print advertising).brbrBEACH CLASSIFICATION: We have categorized this property as having or being near a sandy beach. More specifically for this property - it is a short 5 minute walk along the shore to sandy Crocketts Beach. There is not an actual usable sandy beach in front of this property, but the nearby beach is great for kids and that is why we have classified it as being on or in this case - near a sandy beach.brbrNEED EXTRA ROOM Just a short distance away, is a quaint comfortable guest suite, which can accommodate another couple (2 guests), while remaining close to the rest of the group. Click HERE to visit the Owls Head Guest Suite property page. 
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Bath 2

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$573.68

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Private Vacation Home

OCEAN OWL COTTAGE - Town of Owls Head

Owls Head, Maine, United States

THIS PROPERTY ONLY RENTS ON A FRIDAY TO FRIDAY SCHEDULE - 7 NIGHT MINIMUM REQUIREDbrbrROOM LAYOUT:br1st Floor - Kitchen, Living Room with Smart TV, Screened in Porch, Laundrybr2nd Floor - Queen Bedroom, Queen Bedroom with Full Hallway Bathroom with shower stallbrbrDOGS PERMITTED Dogs may be permitted at this property with owner approval.brbrBeautifully renovated in 2021, this quintessential Maine cottage is in an incredible location, with amazing views in every room and access to several desirable Owls Head beaches. Sit back and relax and enjoy the spectacular views of Rockland Harbor and working lobster boats directly out front. Sit on the front stone patio and have s'mores by the fire to end your day of exploring. brbrInside, the cottage is well equipped with all the necessary amenities for a great vacation. The bedrooms and bathroom have all been recently updated with classic furnishings and fixtures. The kitchen has all-new appliances and countertops. The bathroom is spacious, bright, and airy. The home is outfitted with numerous large windows for bright, open spaces throughout, and the screened porch is incredible at the end of a fun-filled day.brbrThere is a separate small cottage with a large couch to sit and enjoy the view, read a book, or take a much-needed nap.brIt is air-conditioned and has a TV.brbrNEED EXTRA ROOM Just a short distance away, is a quaint comfortable guest suite, which can accommodate another couple (2 guests), while remaining close to the rest of the group. Click HERE to visit the Owls Head Guest Suite property page.br 
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$539.5

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Private Vacation Home

SEASIDE COTTAGE - Town of Owls Head

Owls Head, Maine, United States

THIS PROPERTY ONLY RENTS ON A FRIDAY TO FRIDAY SCHEDULE - 7 NIGHT MINIMUM REQUIREDbrbrROOM LAYOUT: brMain Level: Kitchen, Living Room with sleeper sofa, Dining Area, Half Bathroom, Covered DeckbrUpper Level: Queen Bedroom on back side with full en suite bathroom with walk-in shower (new for the 2022 season), Queen Bedroom on front side of the house with en suite full bathroom with tub/shower. brbrDOGS PERMITTED Sorry, dogs are NOT permitted at this propertybrbrThis charming, waterfront cottage has all the comforts of home, fully furnished with a mix of nautical and antique furnishings. Sit back, relax and enjoy the spectacular views of Rockland Harbor and The Breakwater Lighthouse. Walking distance to Rockland where they hold the annual Lobster Festival, North Atlantic Blues Festival & Maine Boats and Harbors Show.brbrEnjoy the open porch overlooking the harbor. Enjoy the neighboring beach, which is a great spot to launch a kayak from. Sit on the porch in the evening and watch the sun`s reflection off the Breakwater Lighthouse. Short walk to downtown Rockland, museums, cinema, schooners, shopping, and fabulous restaurants.brbrBEACH CLASSIFICATION: We have categorized this property as having or being near a sandy beach. More specifically for this property - there is a pea-sized / pebbly beach about 200 feet wide to the left of the cottage. Not necessarily a swimming beach - this is a good beach for sitting and relaxing in folding chairs or for launching kayaks. There is not an actual fine sandy beach at this property, but the beach itself is better than most in the area and that is why we have classified it as being on a sandy beach. Most guests will be more interested in going to the beaches located a 2 miles further away in Owls Head such as Crescent Beach, Crocketts Beach, or Birch Point Beach State Park.brNEED EXTRA ROOM  Just a short distance away, is a quaint comfortable guest suite, which can accommodate another couple (2 guests), while remaining close to the rest of the group. Click HERE to visit the Owls Head Guest Suite property page. 
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$617.63

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Private Vacation Home

JUNIPER BANK - Town of Owls Head

Owls Head, Maine, United States

THIS PROPERTY ONLY RENTS ON A FRIDAY TO FRIDAY SCHEDULE - 7 NIGHT MINIMUM REQUIREDbrbr**New for 2026- Queen Primary mattressesbrNew for 2024- New bathroom countertops, kitchen sink/countertops!!brbrROOM LAYOUT: br1st Floor- Kitchen with dining area, Sitting room, Queen bedroom with en suite shower bath, Deckbr2nd Floor- Living Room with 40 flat screen cable TV, Queen bedroom, Bedroom with 2 twin beds, Shared tub/shower bathroom Finished Basement- Family room, Laundry, Screened porch, large TV with no cable hook-up for movie watchingbrbrDOGS PERMITTED Smaller non-shedding dogs are considered at this property. All dogs must first meet our Pet Guidelines before being considered. OAbrbrLocated on Owls Head Harbor, this thoughtfully constructed home overlooks some of the best views in the Midcoast. The Mussel Ridge Channel passes right in front of the house, which is a major traffic lane for boats, allowing ample opportunities to watch various maritime activities.brbrBeautiful views from the property.  br brbrAccess to the water is down a short mowed path. The water access is rocky, but okay for launching kayaks. Designed and built with renting in mind, this house has many wonderful features for the vacationer. Almost all of the rooms in the house have water views and enjoy fresh, comfortable furnishings and decor. Enjoy sitting outside on the deck or in the screened porch or on a chilly night sit by the fireplace.brbrBEACH CLASSIFICATION: We have categorized this property as having or being near a sandy beach. More specifically for this property - it is a short 5 minute drive to three great area beaches. The closest is Crescent Beach, but also Birch Point Beach State Park and Crocketts Beach are other public beaches within 5 minutes of the property. You can walk a 1/2 mile to Owls Head State Park Lighthouse where there are some small beaches as well. There is not an actual usable sandy beach at this property, but the nearby beaches are great for kids and that is why we have classified it as being on or in this case - near sandy beaches.brNEED EXTRA ROOM  Just a short distance away, is a quaint comfortable guest suite, which can accommodate another couple (2 guests), while remaining close to the rest of the group. Click HERE to visit the Owls Head Guest Suite property page. 
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Sleep 6

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$537.12

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Cabin

A STONES THROW - Town of Owls Head

Owls Head, Maine, United States

THIS PROPERTY ONLY RENTS ON A FRIDAY TO FRIDAY SCHEDULE - 7 NIGHT MINIMUM REQUIREDbrbr**2022 New dishwasher, countertops, and laundry area. New dining table and chairs to accommodate 10. All new carpets in the main house! There have been many cosmetic updates and added functionality added to the house this season!brbrROOM LAYOUT:brbr1st Floor- Kitchen, Dining Area, Living Room, Queen Bedroom, Shower Stall Bathroom, 2nd Kitchen, 2nd Living Room, Futon, Laundry Area, Deck, Outdoor Shower  (this area, except the laundry, is closed off after Oct 31st as it isn't heated)br2nd Floor- Queen Bedroom, Full Bedroom, 2 Twin Bunk Bed Sleeping Area, Shared Tub-Shower BathroombrbrDOGS PERMITTED Yes, dogs are considererd at this property as of 2022, but must first be approved by the owner. J1brbrThis beautiful waterfront cottage is located in a quiet residential neighborhood as the last property on a dead-end lane. The cottage sits on 2 private acres with 400` of shoreline on Rockland Harbor in Owls Head. Just over the town line from the abutting city of Rockland; head north for a mile and enjoy the happening Main Street town life with restaurants, galleries, shopping, museums, and theater. Continue north for another 7 miles to the picturesque communities of Rockport and Camden and enjoy what they have to offer as well. Head south and experience the way life used to be in Owls Head, Thomaston, Spruce Head, and the St. George peninsula.brbrThis is a wonderful place for families to rent looking to enjoy great scenery and get out and explore the numerous activities offered by the area. Outside you have wooden stairs leading to a small pebble beach, perfect for tying up your Kayak. Thanks to the Rockland Breakwater, the ocean remains very calm and it is great for kayaking. The cottage is comprised of an older one story original section and a new section next door with a second larger kitchen, 2 additional bedrooms, living room with futon and a bathroom. The entire cottage is now a spacious comfortable retreat with ocean views from almost every room.brbrPlease note that this property is located near the industrial end of Rockland. There is a shipyard close by, as well as a station where train cars off-load concrete onto barges. While many past Guests have enjoyed the sights of shipyard activity, occasionally a project at the shipyard may result in loud noises during normal operating hours for the shipyard, 7am - 3:30pm M-F.brbrBEACH CLASSIFICATION: We have categorized this property as having or being near a sandy beach. More specifically for this property - there is a pea-sized / pebbly beach about 100 feet wide in front to the cottage. Not necessarily a swimming beach - this is a good beach for sitting at in folding chairs or launching kayaks. There is not an actual fine sandy beach at this property, but the beach itself is better than most in the area and that is why we have classified it as being on a beach.brNEED EXTRA ROOM  Just a short distance away, is a quaint comfortable guest suite, which can accommodate another couple (2 guests), while remaining close to the rest of the group. Click HERE to visit the Owls Head Guest Suite property page. 
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$439.18

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Cabin

Peaceful coastal cabin with screened porch, water view of the cove, dog-friendly

Owls Head, Maine, United States

SeaMeadow Cottage – An Unplugged Coastal RetreatbrbrThis cozy, pine-paneled home offers a screened porch overlooking the meadow and cove—perfect for dining, relaxing, and enjoying the peaceful surroundings. SeaMeadow is an unplugged property with no Wi-Fi or cable, inviting you to slow down, reconnect with nature, and savor simple pleasures like good company and fresh lobster dinners.brbrPrivately tucked behind pine woods yet not remote, Point View Lane serves as the home's driveway off a quiet residential road that ends at a broad, sandy beach in the fishing village of Owls Head, Maine.brbrInside, you'll find two bedrooms with queen beds—one on the first floor and one upstairs with a half bath—as well as a third upstairs bedroom with two twin beds and its own sink. There's a full bath with a washer and dryer on the first floor and a fully equipped kitchen with a dishwasher, providing all the essentials for a comfortable stay. (1½ baths total.)brbrTwo well-behaved dogs are welcome (no cats, please), and the home is smoke-free. If you need to connect briefly, Wi-Fi hot spots are available nearby at the airport terminal and other local locations.brbrExperience the serenity of SeaMeadow—a private, panoramic getaway where the only thing on your to-do list is to relax and let the coastal breeze do the rest.brbrThings to KnowbrNo WiFi in the home.brCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.mbrAll guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premises.
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Exceptional(11)

$545.0

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Cottage

Wide ocean views from almost every room.

Owls Head, Maine, United States

Charming vintage cottage overlooking Penobscot Bay and outer islands. Spectacular panoramic views from living room, dining room, and all four bedrooms. Take a step back in time and experience at historic Maine cottage overlooking the water. Beautiful sandy beaches a 10 minute drive away and the nearby rocky beach a 5 to 10 minute walk away. Well stocked kitchen with gas range and oven with all the tools you need to create great family meals. Barbecue grill and lobster cooker available as well. Please note that there is no dishwasher at the house and dish soap and a drying rack are provided.brbrSit on the seaside porch and watch the ever-changing sky and water colors and the boat traffic to and from the islands. Kayaks are available to rent at the nearby Snow Marine Park. There are many museums in the area, from the world-class Farnsworth Art Museum and Maine Center for Contemporary Arts to the Sail and Steam Museum right across the way and just down the road from the house the Owls Head Transportation Museum, just to name a few. 15 minutes from Camden and Rockport area and many wonderful restaurants and attractions nearby.brbrNote that the cottage is a short ways down an incline from the parking area, which requires one to go down 29 steps (with a railing), so access may be challenging for anyone who has issues with steps. brbrRestaurants, groceries, & shopping guide (copy link to browser):brhttps://abnb.me/6KprOIgaSybbrbrThings to do in the area guide (copy link into browser):brhttps://abnb.me/U1Ydzg59Ryb
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Exceptional(1)

$967.81

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Private Vacation Home

Ocean Breeze West Wind – Updated 2BR/2BA home step

Owls Head, Maine, United States

Modern retreat with king bed, stylish décor, AC, full kitchen, private deck & shared yard. Short walk to Crescent Beach near Rockland & Camden. brOcean Breeze West Wind is a beautifully updated 2-bedroom, 2-bath coastal home just a short walk to Crescent Beach in Owls Head. Designed with comfort and style in mind, this light-filled retreat features modern furnishings, coastal décor, and everything you need to relax after a day by the sea. Enjoy quiet walks through the charming neighborhood, or plan day trips to explore Midcoast Maine's best coastal towns and scenic spots.brbrThis is the West Side unit of a two-unit property. It can be rented on its own, or together with the East Side for a group or multi-family retreat. Yard and neighborhood areas are shared.brbrThe Space:br- 2 Bedrooms: King bed + Queen bedbr- Extra Sleeping Space: Queen pullout couchbr- 2 Full Bathrooms with oversized showersbrbrFull kitchen with stainless steel appliances; washer & dryer, Wi-Fi, and all the modern essentials; cozy living + dining areas with new, comfortable furnishings; wall-hung air conditioning units. brbrPrivate deck with outdoor seating for meals, morning coffee, or sunset unwinding; spacious shared yard perfect for lounging or playing.brbrLocation Highlights:br- A few steps to Crescent Beachbr- 5 minutes to Owls Head Wharf and the iconic Owls Head General Storebr- 10 minutes to Rockland – galleries, restaurants, shopping & festivalsbr- 20 minutes to Camden for hiking, sailing, and coastal charmbr- About 2 hours to Bar Harbor and Acadia National Park for a stunning day tripbrbrWhether you're gathering with friends, escaping for a weekend, or planning a family vacation, Ocean Breeze West Wind offers a relaxed, coastal setting with easy access to everything that makes Midcoast Maine magical.
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Exceptional(5)

$753.56

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Private Vacation Home

Lookout on Waters Edge; Oceanfront home in Owls Head

Owls Head, Maine, United States

Welcome to your coastal retreat in Owls Head, where sweeping views of Rockland Harbor set the tone for an unforgettable Maine escape. Recently refreshed in Spring 2026 with new flooring and thoughtfully updated living room furnishings, this beautifully positioned home blends comfort, style, and a front-row seat to life on the water—from lobster boats heading out at dawn to sailboats and ferries gliding by throughout the day.brbrInside, natural light fills the home, highlighting vaulted wood ceilings, expansive windows, and an open living area designed for gathering, unwinding, and taking in the scenery. The updated living room offers a relaxed, coastal feel with fresh furnishings that invite you to settle in after a day on the water. The main-floor primary bedroom enjoys calming harbor views and now features a full en suite bathroom, creating a private and comfortable retreat.brbrUpstairs, two additional bedrooms provide cozy accommodations, connected by a charming catwalk that overlooks the living room below and frames the harbor beyond—a unique architectural feature that enhances the home's airy design and sense of place.brbrNew for 2026, the home now includes a private fourth bedroom which is more like a studio suite, offering a flexible second-floor primary experience. Accessible from both inside the home and through its own exterior entrance, this thoughtfully designed space features a bed, comfortable living area, TV, kitchen, and a full bathroom. With water views and its own sense of separation, it's an ideal setup for guests seeking added privacy, or multi-generational travel.brbrIn total, the home offers 2.5 bathrooms, including the en suite bath in the main-floor primary, a full bathroom in the studio suite, and a convenient half guest bathroom located just off the kitchen.brbrStep outside and follow the staircase down to the shoreline, where you can launch a kayak, explore the rocky coast, or take a refreshing dip in the Atlantic. Early risers will be rewarded with stunning sunrises over the iconic Rockland Breakwater Lighthouse—a view well worth capturing.brbrLocated just five minutes from downtown Rockland, you'll enjoy easy access to dining, galleries, shops, and Midcoast attractions while still feeling tucked away in a peaceful waterfront setting. From quiet mornings by the water to evenings spent watching the light fade over the harbor, this is a place to slow down and truly settle in.
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Exceptional(16)

$521.64

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Private Vacation Home

Quiet Ocean Front House Overlooking Penobscot Bay, Rocky Coast

Owls Head, Maine, United States

This custom-built, family-owned house has been meticulously maintained since the 1970's for use by both the owners and vacation renters. Most of the windows and the spacious deck look out upon peaceful Penobscot Bay. The house is on a dead-end private street with very little traffic, surrounded by trees, flowers, nature and quiet. The coastline is rugged and rocky, the beautiful rocky shore for which Maine is famous. This is a perfect place to escape the hustle and bustle of the tourist destinations of Coastal Route 1.brbrYet, renters will find themselves only 10 minutes away from some of the best activities and sights Maine has to offer. The busy and quaint destinations of Rockland and Camden are only 10-30 minutes away. Owls Head Light, Birch Point State Park, The Farnsworth Museum, Camden Hills State Park, and many more classic Maine destinations are a short distance just down the road. Rockland boasts great restaurants, cafes, and shops. The Penobscot Bay is great for sea kayaking, sailing, boating, and swimming. There is a boat ramp less than 10 minutes away. Owls Head is a great destination for bicycling and beachcombing/shelling. Community tennis courts are only a 5 minute drive away. There is something for everyone! brbrThe house has all the benefits of home, from the fully-equipped kitchen to offering pots for cooking your lobster feast - and cozy beds for all the youngsters. The living room is equipped with cable TV and wireless internet. On a cool fall evening, you will be treated to blazing foliage. In winter, you can cross country ski out the front door. No matter what time of year you visit or what you like to enjoy, you will feel right at home here! brbrbrbrbrbrKeywords: ocean front home, Maine coast vacation rental
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