THE BEST Bailey Island Accommodation
Bailey Island Accommodation
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Popular hotels in Bailey Island right now
4 properties in Bailey Island
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- Best ValueProperties ranked using exclusive Tripadvisor data, including traveller ratings, confirmed availability from our partners, prices, booking popularity and location, as well as personal user preferences and recently viewed hotels.
- Traveller RankedHighest rated hotels on Tripadvisor, based on traveller reviews.
- Distance to city centreSee properties located closest to the centre first with confirmed availability for your dates from our partners
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Motel
Melissa
@melissawW5965OC
Reviewed on 8 Aug 2021
Tranquility and Relaxation
"Mindy and Jeff were amazing hosts, clean grounds, the room was nicely decorated, super clean and came with a nice treat basket and coffee maker."
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#1 Best Value of 4 places to stay in Bailey Island
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Bed and Breakfast
Neil
@Passport45511302979
Reviewed on 7 Oct 2022
A fabulous place to stay
"The York room clean,neat and so comfortable."
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#2 Best Value of 4 places to stay in Bailey Island
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Cottage
John B
@John B
Reviewed on 14 Aug 2023
A great way to spend a summer Sunday afternoon
"Visiting Bailey Island we took advantage of the 2 hour sail aboard the Schooner Alert. It was likely the high point of our New England vacation. Bethany, Perry, and their two daughters made up an outstanding crew..."
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#3 Best Value of 4 places to stay in Bailey Island
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Inn
Mary S
@W6688MLmarys
Reviewed on 4 Sept 2023
Stunning views with basic accommodations.
"Stunning views. Porches with lovely rocking chairs. Wonderful saltwater pool. I used their kayak for a rough but amazing launch off their beach at High tide. Rooms are basic with no frills but you fall asleep to..."
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#4 Best Value of 4 places to stay in Bailey Island
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Inn
#1 Best Value of 3 places to stay in Harpswell
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Bed and Breakfast
KikiLotta
@KikiLotta
Reviewed on 5 Sept 2022
Best place to stay in Maine!
"We were greeted by Jane immediately upon our arrival and she made us feel right at home. The two bedroom “Great Island” apartment was very spacious and quaint. The beds and couch were very comfortable. The views..."
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#2 Best Value of 3 places to stay in Harpswell
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Inn
pvbrooks
@pvbrooks
Reviewed on 14 June 2023
A relaxing island getaway
"Room overlooking the bay is a must."
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#1 Best Value of 1 place to stay in Chebeague Island
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Bed and Breakfast
bukitlanding
@bukitlanding
Reviewed on 6 Oct 2016
Fantastic Service
"We stayed for 3 nights in September and thoroughly enjoyed our stay. Donna was a wonderful host, nothing was too much trouble. The breakfasts were very tasty and plentiful, the room spacious, clean and bed..."
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#3 Best Value of 3 places to stay in Harpswell
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Inn
FLwalker
@FLwalker
Reviewed on 18 Sept 2014
Lovely Maine Vacation
"Location is everything. Rock Gardens sits at the end of a point overlooking Casco Bay. There are plenty of well-placed chairs and benches to enjoy the views. The gracious owners directed us to several interesting..."
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#2 Best Value of 2 places to stay in Phippsburg
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Resort
Jennifer F
@jenniferfH3781UY
Reviewed on 18 Oct 2023
Wonderful Family Resort
"The large family room with bunkbeds and two additional beds fit our family of four very easily."
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#1 Best Value of 1 place to stay in Phippsburg
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Camping/Caravan site
winefan2016
@winefan2016
Reviewed on 15 May 2023
Nice campground/farm
"Second camping trip with our Luna Rover “ teardrop “.
Actually tent camped here a few years back… always seems like they are adding to the campground features
And of course the active farm . 20 minutes from..."
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#1 Best Value of 3 places to stay in Freeport
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Bed and Breakfast
#1 Best Value of 2 places to stay in South Freeport
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Bed and Breakfast
Stephen F
@itsatribunal
Reviewed on 14 June 2009
Great memories...
"Okay, I am a little behind the curve but I wanted to put in my 2 cents. I was in college in the 90's and Jenny, Becky and I had a free weekend. We put destinations in a hat and drew "Maine." Pretty vague but we set..."
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#2 Best Value of 2 places to stay in South Freeport
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Bed and Breakfast
Blue-Eyes-Fam
@Blue-Eyes-Fam
Reviewed on 25 June 2021
The location, the owner, and the experience, are all true treasures.
"It had been years since we stayed at a "real" B&B. A large and growing family had moved us into self catering house rentals, and AirBnBs in recent years. When we decided to come to Maine to visit family we decided..."
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#2 Best Value of 4 places to stay in Brunswick
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Guesthouse
Anthony J
@X6191SWanthonyj
Reviewed on 8 Oct 2023
Porter's Landing Sets a New Standard for Accommodations
"Porter's Landing has ruined all other hotels, guesthouses, B&Bs, and accommodations for us by setting the bar so high. Our family of three (me, my wife, and our 9 year old son) were so comfortble in the Merchant's..."
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#6 Best Value of 8 places to stay in Freeport
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Inn
mainemountainbear
@mainemountainbear
Reviewed on 10 Dec 2010
A romantic, cozy, quiet, and charming Maine island inn
"The host-owner's service was excellent from arrival thru departure. A courtesy van aided guests in getting bags to and from the island ferry. Local tourist literature in public spaces helped orient us to island..."
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#1 Best Value of 1 place to stay in Long Island
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Motel
Eric- Indiana
@Labsrit
Reviewed on 10 July 2021
NO better place
"The room was clean, the Casco bay Inn was welcoming and just all around a great place to stay."
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#1 Best Value of 11 places to stay in Freeport
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#8 Best Value of 11 places to stay in Freeport
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Happy Traveler
@funtimes20192
Reviewed on 7 Oct 2023
Comfortable beds, clean, non smoking, quiet
"QUIET, comfortable beds, great pillows, large room, nice big bathroom and large countertop."
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#5 Best Value of 11 places to stay in Freeport
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Speciality Hotel
AlaskaJuju
@AlaskaJuju
Reviewed on 20 Dec 2010
A really nice little dive!
"It's a bit run-down and neglected looking, but for the price, $50, and the fact they're pet-friendly (we could bring our two big dogs inside with us!), this place can't be beat! Our little cottage was old, but..."
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#3 Best Value of 3 places to stay in Freeport
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Motel
Jennifer H
@741JenniferH
Reviewed on 2 Oct 2021
Basic and clean
"The Econo Lodge was available and reasonably priced for our weekend away. It was basic and clean. It had all we needed including a refrigerator. The Freeport brewery is next door and a lovely breakfast cafe, the..."
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#10 Best Value of 11 places to stay in Freeport
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#11 Best Value of 11 places to stay in Freeport
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Motel
figment79
@figment79
Reviewed on 13 Mar 2022
Great price for a comfortable stay, but SO many details overlooked that could make this hotel AMAZING.
"The room was nicely appointed with a Keurig, fridge and microwave, nice hardwood furniture, and Paul Mitchell shampoo and conditioner (my wife’s favorite), so bonus points for those."
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#6 Best Value of 11 places to stay in Freeport
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dkeith
@dkeith
Reviewed on 10 Oct 2023
Perfectly fine
"This is typical Hampton Inn which is a good thing - clean, comfortable room of reasonable size with all the expected amenities."
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#4 Best Value of 11 places to stay in Freeport
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Ron R
@RonR696
Reviewed on 4 Nov 2022
Excellent — Clean and Modern with a Great Location
"I loved my stay here — light and airy lobby, great breakfast menu, plenty of free parking, easy walk to L.L. Bean and other shopping and dining options, and clean and comfortable room."
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#3 Best Value of 11 places to stay in Freeport
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Bed and Breakfast
Michelle M
@F8950PDmichellem
Reviewed on 21 Oct 2023
Lovely Bed and Breakfast
"We stayed here twice in October, 2023. We flew into Boston and stayed here prior to driving up to Acadia NP. We stayed here for a night, drove up to Acadia and stayed there for 3 nights, then came back down to..."
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#5 Best Value of 8 places to stay in Freeport
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Inn
Christopher P
@christopherpS9578OX
Reviewed on 5 Nov 2019
Amazing Time in Maine
"Frist time in Maine. Friends suggested we stay at Applewood Inn, located in Freeport. This is an amazing Inn. Jay, the owner, was amazing and made sure to make our stay memorable. The room I was in (10) was..."
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#7 Best Value of 8 places to stay in Freeport
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Bed and Breakfast
Escape37640356898
@Escape37640356898
Reviewed on 19 Feb 2023
Very homey B&B
"It was a nice, comfortable room that had 4 windows to enjoy the sunshine and a nice sitting chair with ottoman perfect for reading and relaxing."
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#2 Best Value of 8 places to stay in Freeport
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Pete N
@PeteN338
Reviewed on 11 Sept 2021
Anyone can buy an inn and rent rooms……
"The inn is terrific and we enjoyed a lovely pet friendly room with our two setters in the carriage house (you’d never know it was a pet friendly room), but the people, every last one of them made this a stay to re..."
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#2 Best Value of 11 places to stay in Freeport
Bailey Island Accommodations Information
Accommodations in Bailey Island | 4 |
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Accommodations Reviews | 454 |
Accommodations Photos | 382 |
Not sure when to visit?
Price trends, weather and things to do can help you make a decision.
Season
Avg. price/night
Avg. temperature
Avg. precipitation
Dec - Feb
Avg. price/night
-
Avg. temperature
-2ºC
COLDEST
Avg. precipitation
103mm
75 mm159 mm
Mar - May
Avg. price/night
-
Avg. temperature
6ºC
Avg. precipitation
100mm
75 mm159 mm
Jun - Aug
Avg. price/night
-
Avg. temperature
-
Avg. precipitation
97mm
DRIEST
75 mm159 mm
Sep - Nov
Avg. price/night
-
Avg. temperature
10ºC
WARMEST
Avg. precipitation
112mm
WETTEST
75 mm159 mm
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Bailey Island. Select dates and complete search for nightly totals inclusive of taxes and fees.
Hotels near the sights
- Bailey Island Bridge (Cribstone Bridge)Bridge connecting Bailey and Orrs islands.Read more
- Giant's Stairs TrailRead more
- Lands End Gift ShopLands End Gift Shop is situated at the end of beautiful Bailey Island Maine. Sit on the rocky coastline to enjoy beautiful views while the cool, ocean breeze refreshes your senses with the smell of salty air. The shop features over 7000 square feet of unique items. This third generation family business; currently woman owned and operated, has been supporting other Maine businesses since 1959. We currently have many Maine made crafters to choose from as well as many Made in the USA merchandise. Keeping prices as reasonable as possible is a top priority.Read more
- Seaside CreationsMaine Made Gift Shop with something for everyone. A great place with unique gifts for friends, family...and yourself!Read more
- Tevake Sailing ChartersFull day, Half day, Two Hour DAY SAILS for up to six people. Call for details (207)841-9125. Join your Captains Bethany & Perry, at the end of Garrison Cove Road on Bailey Island, Maine.You can help set the sails or sit back and relax as we coast through the sparkling green waters of Casco Bay.Make our 1970 Mariner 31 your home for the day. We take care of the details.Read more
- West Wind Lobster ToursLet's go lobstering on a real 30' Maine Lobster Boat! Watch while licensed Captain and Registered Maine Guide Jay McGowen hauls traps and see firsthand what we catch. We'll talk about the history of lobstering while the traps are baited and reset. Learn how lobsters live, grow, and eat. On the way we will watch for seals, porpoises and a variety of sea birds. Private or semi-private charters.Read more
Frequently Asked Questions about Bailey Island hotels
- Casco Bay Inn, Bailey Island Motel, and Sebasco Harbor Resort are some of the most popular hotels for travellers looking to stay near Giant's Stairs Trail. See the full list: Hotels near Giant's Stairs Trail.
- Popular hotels close to Bailey Island Bridge (Cribstone Bridge) include Casco Bay Inn, The Harraseeket Inn and Event House, and Hilton Garden Inn Freeport Downtown. See the full list: Hotels near Bailey Island Bridge (Cribstone Bridge).
- Popular hotels close to Portland Intl Jetport include Embassy Suites by Hilton Portland Maine, Hilton Garden Inn Portland Airport, and Comfort Inn Portland Airport By The Maine Mall. See the full list: Hotels near Portland Intl Jetport.