Title: Beautifully landscaped, Spacious home, conveniently located in Harpswell - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Beautifully landscaped, Spacious home, conveniently located in Harpswell Vacation home in Bailey Island with kitchen and patio ## Photo gallery for Beautifully landscaped, Spacious home, conveniently located in Harpswell ![Exterior - Beautifully landscaped, Spacious home, conveniently located in Harpswell (Bailey Island)](https://images.trvl-media.com/lodging/72000000/71060000/71057500/71057403/8785d8f0.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop - Beautifully landscaped, Spacious home, conveniently located in Harpswell (Bailey Island)](https://images.trvl-media.com/lodging/72000000/71060000/71057500/71057403/2375ed96.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining - Beautifully landscaped, Spacious home, conveniently located in Harpswell (Bailey Island)](https://images.trvl-media.com/lodging/72000000/71060000/71057500/71057403/33366251.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Beautifully landscaped, Spacious home, conveniently located in Harpswell (Bailey Island)](https://images.trvl-media.com/lodging/72000000/71060000/71057500/71057403/252acb46.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, fireplace - Beautifully landscaped, Spacious home, conveniently located in Harpswell (Bailey Island)](https://images.trvl-media.com/lodging/72000000/71060000/71057500/71057403/c28d82c5.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies On Bailey Island, Maine, this charming 3-bedroom home invites you to unwind with its cozy living room and fully equipped kitchen. Enjoy fresh Maine seafood and scenic ocean views just a stone's throw away. The master bedroom has an en-suite bath, while the second floor features two more bedrooms. ## Reviews 9.8 Exceptional ### Entire home 3 bedrooms3 bathroomsSleeps 61540 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Free WiFi - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Beautifully landscaped, Spacious home, conveniently located in Harpswell Charming , comfortable home, 2 full bedrooms plus 1 loft style bedroom, 2.5 bath, Very Close to Fresh Maine seafood! Now accepting long term bookings for winter months\~ November-May. Please inquire with manager for rates ! Cheerful, 3 bedroom, Cottage style home located on Bailey Island, Maine, on one of the peninsulas of Harpswell. Dog friendly, Three bedroom, 2.5 baths, custom cathedral ceilings, cozy living room, dining area, offering a well equipped, open kitchen with an island. The master bedroom is conveniently located on the main floor, presenting a king size bed as well as a connecting master bath and walk in closet \~ Up on the second floor, you will encounter two more sleeping spaces, one full bedroom, with a queen bed, and the other is a loft style bedroom with 2 twin beds. The lovely home has a fantastic outside deck, perfect of course for enjoying your morning coffee, or evening cocktails ! Just a super place to gather, and barbeque on the grill ! Convenient off road parking and is walking distance to many attractions. The quaint home is a stone's throw from magnificent ocean views, close to hiking trails, kayak rentals, candy shop, The Giant Stairs, art galleries, Land's End Gift Shop, Cook's Lobster House and more. You will be astounded with spectacular views while traveling over the world's only granite Cribstone Bridge! The bridge was listed on the National Register of Historic places in 1975, and was built back in 1927 in order to connect Orr's Island to Bailey Island. You are sure to find the freshest lobster on either of the islands !! Bailey Island is the perfect place for relaxation, and the home is perfect for a "base" for exploring the surrounding area. Just a hop away from Brunswick, which features Bowdoin College, The Maine State Music Theater, art museums, many great restaurants, shops, and groceries. Freeport, (home of the mother store for LL Bean), Portland, Boothbay, Bar Harbor, Wiscasset, Bath, are all great day trips with super shops and wonderful places to dine ! Cancellations will receive refund as stated in the policy, less any processing fees. This property can be viewed and booked on Vrbo, AirBnb, and Maine Coastal Connections, Harpswell, Maine. You are sure to be delighted with all that this area has to offer ! We are excited to now be dog friendly,(one only), for an additional fee. Rental Property includes but not limited to : 1 King size bed, 1 Queen bed, 2 single beds 2 full baths, one half bath 1 Smart TV, Roku, Internet Fully equipped Kitchen/dining area/living room Stove/Gas Range/Fridge/Dishwasher/microwave/Toaster/Coffee Maker Propane Fireplace, which may or may not be in use at time of stay. Linens/Towels /Pillows/Blankets provided / Toiletries to get you started Outside Deck Chairs Parking for up to 3 vehicles in driveway ## Property amenities ### Beach - Beach nearby ### Internet - Available in the house: Free WiFi ### Parking and transportation - Car required - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2.5 bathrooms - Bathtub - Bathtub or shower - Hair dryer - Shower - Towels provided ### Living spaces - Fireplace - Living room ### Entertainment - Games - TV ### Outdoor areas - Barbecue grill - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - One pet total ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - Near the bay - Near the marina - Near the sea ### Things to do - Birdwatching nearby - Cycling nearby - Fishing nearby - Hiking/biking trails nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Sailing nearby - Scuba diving nearby - Swimming nearby - Water tubing nearby - Whale watching nearby - Wildlife walks nearby - Windsurfing nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher ### General - Unit size: 1,540 square feet ## Similar properties ![Dining](https://images.trvl-media.com/lodging/64000000/63940000/63939900/63939854/c4298a25.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming Retro 3BR+Office Home in Town Brunswick - Kitchen - Washer - Dryer - Pet friendly 9.4 Exceptional 15 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&selected=63939854&PinnedHotelID=63939854&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/96000000/95160000/95156700/95156691/481200d7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hike&Ski&IceFishing Family&DogFriendly GreatViews Sebago - Kitchen - Washer - Dryer - Pet friendly 9.6 Exceptional 9 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&selected=95156691&PinnedHotelID=95156691&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/49000000/48610000/48606400/48606317/00739ca0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lowell's Getaway. 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### We should mention A car is required for transportation to and from this property ### Property is also known as org-2218brand-200000000270property-200000004427 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=43.743732,-69.99403&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:mq_jGtuejL%3FS%3FU%40U%3FU%40U%40U%3FSBW%40S%40U%40UBSBSBUBUBSBSBUDUDSBQDUDSDSDSFSDQFSFQDSHQFQFQFSHQFOHQFQHOHOJQHOHOHOJOHOJKJOJOJMJKJMJKJMLKJKLMLKJILILKLILILILGLILINELGLGLGNGNELELENCNELCNENANELANANANANCL%3FN%3FN%3FNAN%40L%3FN%3FN%3FNBN%40N%40L%40N%40NDN%40LDNBNDLBNDLDNDLFNFLFLFLDNHLHLFLHLHLHJJLHLHLJJLLJJJJLLJJLJJJNJLJNHJJNHNJNHNHNHPHNHNHPFPHNHPFRFPFPFPFRFPDRFRDPFRDRDTBRDPDRBTDTBRBRBTBTBR%40R%40TBT%40T%40T%40R%40T%3FT%40T%3FT%3FT%3FR%3FT%3FT%3FTAT%3FTARATATATCTARATCRCTCRCTCRETCRERERCRETERGREPGRERGPGRGPGPGPGPIPIPGPINIPINIPININKNINKLILKNKLKLKLKLMJKLKJMJKJMJMJMHKHMJMHMHMFMHOFMFMFMFOFMDODMDOFMBODOBMBOBOBOBM%40O%40O%40O%40O%3FO%40M%3FO%40OAO%3FOAM%3FOAOAOAOAMCOCOCOCMCOEOCMGMEOEOEMGMGMGOGMGMIMGMIMIMKMIMIKKMKMKKKMKKMKKKMKMKMKMKOKMIMKOIOIOIOKQIOIQGOIQGQIQGQGQGQIQESGQGSESGQESESESEUCSESESCUCSCUCSCUCSCUASAUAUCU%3FUASAU%3FUAU%3FU%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=CWxp93HvysJxyCJZkxaukEMBMlw=) Bailey Island, ME #### What's nearby - Cobwork Bridge \- 8 min walk \- 0.7 km - Bailey Island Bridge \- 10 min walk \- 0.9 km - Mackerel Cove \- 19 min walk \- 1.7 km - LL Bean Flagship Store \- 43 min drive \- 50.2 km - State Theatre \- 61 min drive \- 82.0 km #### Getting around - Brunswick Station - 25 min drive - Portland Intl. Jetport Airport (PWM) - 61 min drive #### Restaurants - ‪Dolphin Marina & Restaurant - ‬32 min drive - ‪Cook's Lobster & Ale House - ‬13 min walk - ‪Erica's Seafood & Lobster Shop - ‬32 min drive - ‪B.I.G.S. Bailey Island General Store - ‬8 min walk - ‪Holbrooks Lobster Wharf - ‬23 min drive ## Frequently asked questions ### Is Beautifully landscaped, Spacious home, conveniently located in Harpswell pet-friendly? ### How much is parking? ### What time is check-in at Beautifully landscaped, Spacious home, conveniently located in Harpswell? ### What time is check-out at Beautifully landscaped, Spacious home, conveniently located in Harpswell? ### Where is Beautifully landscaped, Spacious home, conveniently located in Harpswell located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Beautifully landscaped, Spacious home, conveniently located in Harpswell Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 16 8 - Good 2 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.8 Cleanliness ### 9.6 Location ## Reviews ### 10/10 Excellent #### Richard H. Sep 17, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Beautiful place to stay… lots of fun… thank you ##### Richard H. Stayed 4 nights in Aug 2025 ### 10/10 Excellent #### Diane E. Jul 5, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fabulous Rental A fabulous rental for 5 adults over 65 years of age. Close to great hiking and a great fish market. A well-equipped kitchen for people who love to cook. Lovely bathrooms. Would love to stay again. ##### Diane E. Stayed 7 nights in Jun 2025 ### 10/10 Excellent #### Dennie C. Sep 13, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Highly recommend the Fair Winds as the perfect place to stay in Bailey Island. The place was Home & Gardens picture perfect. The host is a premier host and her property shows it. We loved sitting on the back deck and listening to the ocean and birds. The house was and easy walk to Crib Bridge, Cedar Beach, Mackerel Bay, and the general store. The kitchen is stocked with everything one would need to prepare dinners or there are a few local restaurants within walking distance. We loved the ambience of the house. It was perfect for our group of six. ##### Dennie C. Stayed 2 nights in Sep 2025 ### 10/10 Excellent #### Nicole A. Aug 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Bailey Island Paradise This home exceeded expectations, to the point where I took pictures to use for inspiration on my own home renovation. Bailey Island is not close to the major tourist sites but it is a welcome retreat after a long day in Portland and Boothbay. The two restaurants within walking distance were phenomenal. Sheri was very quick with responses to questions I had. I would love to return upon our next trip to Maine. ##### Nicole A. Stayed 5 nights in Jul 2025 ### 10/10 Excellent #### Carlo J. Sep 22, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lobster getaway We had an awesome time at this amazing home. Hope to do it again real soon!! ##### Carlo J. Stayed 4 nights in Sep 2023 ### 8/10 Good #### nancy q. Jul 10, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Loved it! Perfect accommodations for our family of 6\. Upper loft great for kids. Super clean and had everything we needed. ##### nancy q. Stayed 3 nights in Jul 2024 ### 10/10 Excellent #### Matt K. Aug 2, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Peaceful property Quiet and with a partial water view through the trees. Updated interior and spacious living area. We’d love to visit again. ##### Matt K. Stayed 4 nights in Jul 2024 ### 10/10 Excellent #### Teresa C. Sep 1, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Loving Maine Weather was awesome . Spent everyday at the Bluegrass Festival at Thomas Point. Brunswick Is a sweet town. Cribstone Bridge area has a Beautiful view. The Salt Box Cafe has a great breakfast and lunch items. Dont forget while your in Maine to have a Lobster Roll breakfast ##### Teresa C. Stayed 4 nights in Aug 2024 ### 10/10 Excellent #### Glenn R., Alexandria Aug 9, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely Views Perfect location for a peaceful Maine vacation. House is wonderfully equipped and comfortable. Great views of Harpswell Sound. Loved Glen’s Lobsters. $8 a pound and sweet as could be. Would highly recommend Bailey Island and this house! ##### Glenn R. Stayed 7 nights in Jul 2023 ### 10/10 Excellent #### Craig I., Waterbury Vermont Sep 8, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Clean and comfortable with great location Very nice spot on the island private with nice landscaping and clean property and house. The porch was spectacular as we spent most of our time there. Dogs loved it and we had a mishap with the freezer being literally frozen but that was addressed promptly by the manager, Sheri. She was very professional and courteous. We would stay here again! ##### Craig I. Stayed 4 nights in Sep 2023 ### 10/10 Excellent #### Theresa G. Jul 30, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Outstanding! This house is beautiful and spacious - inside and out. Meticulously clean, lights and kitchen cabinets labeled, and key necesseties provided, Our property manager, Sheri, was always extremely responsive and super friendly when we had questions. We love Bailey Island- we will be back and would love to rent this house again! ##### Theresa G. Stayed 12 nights in Jul 2023 ### 10/10 Excellent #### Henry and Karen S. Oct 29, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fall Trip This Bailey Island home’s kitchen was well stocked and the space provided us a safe haven with amazing views for the two of us and our 4 year old goldendoodle. We were able to make several day trips that were so worthwhile - Kennebunkport, Booth Harbor, Bar Harbor, and Portland. The communication with Sheri was outstanding! Recommend a few bottles of water to be added to the complimentary wine. ##### Henry and Karen S. Stayed 5 nights in Oct 2024 ### 10/10 Excellent #### June & Deak D. Jul 9, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Island life What a sweet neighborhood!! The house is airy, light and was perfectly configured for our family. The kitchen was very well supplied with spices and condiments and was a joy to cook in. I woke up early each morning to the lobster boats heading out. We used the wraparound deck a lot! The beds were very comfortable. The only downside was the distinctly doggy smell of the sofa. ##### June & Deak D. Stayed 6 nights in Jun 2024 ### 8/10 Good #### Nicole N. Aug 20, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great vacation spot!!! This property was very nice. Comfortable setup and plenty of room for the family- great outdoor deck to enjoy morning coffee or meals. Well stocked kitchen and clean. The house is quite close to the street - really only noticed the street noise in the middle of the night in the upstairs bedroom when cars were passing. Loft was super cute - might be an issue for people with light sleeping kids but our kiddo was exhausted at the end of each day from all the hiking so the noise didn’t bother her at all with us downstairs. Overall great location and wonderful time here!! ##### Nicole N. Stayed 7 nights in Aug 2023 ### 10/10 Excellent #### Martha A. Jul 24, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Modern and tasteful. Great Island Vibe. Lovely Owner. The covered deck is outstanding for enjoying meals alfresco rain or shine. Quiet mornings and beautiful evenings at sunset. Everything you need for kitchen equipment and basics for making great family meals. Fabulous layout for a family including a lovely master suite. Very comfortable. The owner took care of a few small things immediately and he and the property manager were delightful to deal with. Worth noting, as the pictures don’t show, it is right on the main road - but it has great screening and you don’t hear it at all, akd still plenty of property on the sides and back for walking a dog around - just can’t let little kids or pets out of sight outside. Overall, we found it a perfect home for a family vacation. ##### Martha A. Stayed 7 nights in Jul 2022 ### 10/10 Excellent #### Kerry A. Jun 9, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Kerry A. 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