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Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

9.6 out of 10, Exceptional, (75)
"Fantastic location, owners were nearby and easy to communicate with for any questions. Perfect views and cozy apartment for our family of 3. Would definitely stay here again!"
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (108)
"Unit was very clean"
The price is HK$1,546
HK$2,439 total
includes taxes & fees
1 Sept - 2 Sept
Adorable Portland getaway on the Eastern Promenade

Island View House BnB Self Check-In # 4 / Free Off-Street Parking

10.0 out of 10, Exceptional, (8)
"This was the perfect spot to stay for me and my husband! We were able to walk everywhere we wanted while avoiding staying in the more touristy areas. We felt like locals and we would definitely stay here again! "
The price is HK$1,766
HK$3,619 total
includes taxes & fees
20 Aug - 21 Aug
Island View House BnB Self Check-In # 4 / Free Off-Street Parking

Walkable near downtown 1 Bedroom

The price is HK$1,236
HK$1,877 total
includes taxes & fees
11 Aug - 12 Aug
Walkable near downtown 1 Bedroom

Knock on Wood | Airy Charm in Heart of Downtown

9.2 out of 10, Wonderful, (18)
"This apartment is so well situated to walk to parks, restaurants and shopping. It’s a very large space and quite comfortable. "
The price is HK$2,120
HK$3,868 total
includes taxes & fees
8 Sept - 9 Sept
Knock on Wood | Airy Charm in Heart of Downtown

Beautiful Studio in downtown Boothbay Harbor

9.0 out of 10, Wonderful, (8)
"Very cozy comfortable and convenient. Every thing we needed. "
Beautiful Studio in downtown Boothbay Harbor

Beautiful NEW apt on top of Munjoy Hill with private deck and private parking.

2.0 star property
10.0 out of 10, Exceptional, (17)
"Great location and the coffee shop bakery next store is awesome Wonderful hosts and a comfortable, cute apartment "
Beautiful NEW apt on top of Munjoy Hill with private deck and private parking.

The Portland Getaway

9.6 out of 10, Exceptional, (27)
"Stayed with family during my father’s surgery at Maine Medical Center. The apartment location was very convenient, allowing us to walk back and forth for hospital visits without needing to drive. The apartment had everything we needed for a comfortable stay. Easy check in and excellent communication with owner. "
The Portland Getaway

Private Entrance Residential Portland

8.0 out of 10, Very good, (1)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
The price is HK$1,236
HK$1,877 total
includes taxes & fees
17 Aug - 18 Aug
Private Entrance Residential Portland

Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist

10.0 out of 10, Exceptional, (47)
"This was a great property and even better host. We had a great time staying in downtown Portland. The apartment has great finishes. I will definitely plan to stay here again."
Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist

Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

9.6 out of 10, Exceptional, (30)
"The cabin was very clean and a nice quiet location. Had everything we needed for a comfortable stay."
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

Gardens Aglow DISCOUNTS @ Ocean Point OCEANFRONT with private rugged BEACH

10.0 out of 10, Exceptional, (93)
"Everything was perfect!"
Gardens Aglow DISCOUNTS @ Ocean Point OCEANFRONT with private rugged BEACH

East end. Walk to food, beer and downtown fun.

9.8 out of 10, Exceptional, (26)
"Great spot in Portland. Close to dozens of food options, breweries, and sites. Clean, comfortable, and spacious."
The price is HK$1,374
HK$2,481 total
includes taxes & fees
26 Aug - 27 Aug
East end. Walk to food, beer and downtown fun.

West End's Diamond in the Rough 2-bedroom Apartment with Parking & WiFi

10.0 out of 10, Exceptional, (7)
West End's Diamond in the Rough 2-bedroom Apartment with Parking & WiFi

Driftwood Studio Beachfront cottage right in the Dunes

9.6 out of 10, Exceptional, (34)
"Than you very much for an awesome vacation "
Driftwood Studio Beachfront cottage right in the Dunes

Chic One Bedroom Apartment In Portland's Arts District

10.0 out of 10, Exceptional, (212)
"Great place to stay, friendly host. Great location, would stay there again if ever back in town."
Chic One Bedroom Apartment In Portland's Arts District

Harbor View Apartment, Boothbay Center, Walk to Shops, Restaurants, Footbridge

9.4 out of 10, Exceptional, (15)
"We had a great stay at our condo in Boothbay and hope to return again next year! It’s a great location and the host is great!"
The price is HK$2,381
HK$3,844 total
includes taxes & fees
14 Aug - 15 Aug
Harbor View Apartment, Boothbay Center, Walk to Shops, Restaurants, Footbridge

Elegant home with veranda & water view, walk to downtown Boothbay Harbor

2.0 star property
9.6 out of 10, Exceptional, (8)
"We absolutely loved everything about this beautiful property. We especially enjoyed the cozy deck, lovely decor and the walkability. So many wonderful things to see and do within walking distance. We would love to return again someday. Thank you very much!"
Elegant home with veranda & water view, walk to downtown Boothbay Harbor

Ocean Harbor Apartment

9.0 out of 10, Wonderful, (4)
"The art work was very nice. Parking was a little hairy up on a cliff."
Ocean Harbor Apartment

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (2)
"GoodLocation, very clean. Would stay again "
The price is HK$2,314
HK$4,551 total
includes taxes & fees
3 Sept - 4 Sept
Luxury on Back Cove - Three Gables
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bailey Island Hotel Reviews

Frequently asked questions

What's it like to stay at an apartment in Bailey Island?
You can choose from 5 apartments in Bailey Island for your stay.
How do you know if an apartment is the right choice for you?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families wanting the conveniences of home.
What's the top apartment for my stay in Bailey Island?
Below are some of the more popular apartments in the area: Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers: Located in Boothbay Harbor , 19.9 mi/32 km from the heart of Bailey Island. Includes a washer/dryer, free WiFi and a sofa bed . Access to on-site laundry facilities is available on site . Adorable Portland getaway on the Eastern Promenade: Located 13.5 mi/21.8 km away in Portland . Free WiFi, a patio and a Smart TV are included . Private Entrance Residential Portland: Located in Portland , 15.3 mi/24.7 km away. Includes a balcony . Access to on-site laundry facilities is available on site . Walkable near downtown 1 Bedroom: 14.5 mi/23.3 km away in Portland . Studio Unit Walkable Everywhere: It's situated in Portland , 14.5 mi/23.4 km from Bailey Island.
How many apartments are there in Bailey Island?
Expedia has 5 apartments to book in Bailey Island.
What will the weather be like in Bailey Island?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Bailey Island. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Bailey Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.
What are the must-see places to visit in Bailey Island?
Ragged Island and Mackerel Cove are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Land's End Gift Shop. Bailey Island Bridge and Cobwork Bridge are other places to visit while you're in town.
What's the best way to get to and around Bailey Island?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Portland, ME (PWM-Portland Intl. Jetport), which is located 17 mi (27.3 km) away. Otherwise, look for flights into Wiscasset, ME (ISS), which is 21.1 mi (33.9 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.