Hotels with Pool & Resorts in Bailey Island from AU$250

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Bailey Island Hotels with Pool

Best Bailey Island Hotels with Pool

Smuggler's Cove Inn
Outdoor pool, open 7:30 AM to 8 PM, pool umbrellas, pool loungers

Smuggler's Cove Inn

2.5 star property
9.0 out of 10, Wonderful, (398)
"Excellent family run location, friendly, attentive, clean, GREAT restaurant, try the Maple Mustard salad and Mussels, definitely a go-backer..."
The price is AU$387
includes taxes & fees
7 Sept - 8 Sept
Smuggler's Cove Inn
Bluebird Ocean Point Inn
Oceanfront Deluxe King w/ porch | Beach/ocean view

Bluebird Ocean Point Inn

3.0 star property
8.8 out of 10, Excellent, (482)
"Quaint old style hotel. Perfect amenities wonderful staff extremely clean. We’ll stay here again!"
The price is AU$324
includes taxes & fees
7 Sept - 8 Sept
Bluebird Ocean Point Inn
Linekin Bay Resort
Outdoor pool, open 8:00 AM to 8:00 PM, pool loungers

Linekin Bay Resort

3.0 star property
9.2 out of 10, Wonderful, (189)
"This is a beautiful resort and location. Dinner at on-site restaurant was very good. "
The price is AU$501
includes taxes & fees
7 Sept - 8 Sept
Linekin Bay Resort
Spruce Point Inn
Outdoor pool, pool umbrellas, pool loungers

Spruce Point Inn

3.5 star property
8.8 out of 10, Excellent, (368)
"We enjoyed our stay at Spruce Point. The amenities were great, the food was delicious, staff were kind and courteous.Housekeeping was awesome, we received service daily which some hotels do not do anymore."
The price is AU$744
includes taxes & fees
19 Aug - 20 Aug
Spruce Point Inn
Harbour Towne Inn on the Waterfront
Front of property

Harbour Towne Inn on the Waterfront

3.0 star property
9.6 out of 10, Exceptional, (68)
"Very nice bed and breakfast, close to shopping."
The price is AU$512
includes taxes & fees
19 Aug - 20 Aug
Harbour Towne Inn on the Waterfront
Flagship Inn and Suites
Daily buffet breakfast (USD 10 per person)

Flagship Inn and Suites

2.5 star property
8.2 out of 10, Very good, (1002)
"We had a great stay, would definitely stay here when visiting again "
The price is AU$250
includes taxes & fees
1 Sept - 2 Sept
Flagship Inn and Suites
Superior Double Room - 2 Double Bed
A heated pool

Superior Double Room - 2 Double Bed

4.0 out of 10, (2)
"Room smelled strongly of old cooked food (Indian?). Windows were already left open to air the room out when we arrived. Luckily, we arrived early enough to run the fan for a couple of hours prior to going to bed. Room should not have been rented that day. Am continental buffet was good. Coffee was pretty good."
The price is AU$321
includes taxes & fees
1 Sept - 2 Sept
Superior Double Room - 2 Double Bed
Superior King Room - 1 King Bed
A heated pool

Superior King Room - 1 King Bed

2.0 out of 10, (1)
"I will never go back there. I have rented many times thru VRBO for longer vacations and never had a problem. I decided to go thru VRBO to rent a 2 night stay in Maine and paid top dollar. There was so many add on charges for a room at $149. dollars, that this budget motel ended up costing a little over $630. dollars for the 2 night stay."
The price is AU$319
includes taxes & fees
16 Sept - 17 Sept
Superior King Room - 1 King Bed
Premium Family Suite - 2 Double Beds, 1 King Bed
A heated pool

Premium Family Suite - 2 Double Beds, 1 King Bed

5.0 out of 10, (2)
"Location is close to what we wanted (botanical gardens and Boothbay Harbor shops). The plusses were free breakfast, nice trails connected to property, icecream across the street. The minuses were the pool/hot tub not open as expected,our room was not deep cleaned."
The price is AU$742
includes taxes & fees
1 Sept - 2 Sept
Premium Family Suite - 2 Double Beds, 1 King Bed
Newagen Seaside Inn
Aerial view

Newagen Seaside Inn

3.5 star property
9.4 out of 10, Exceptional, (313)
"Food was good at hotel bed was good. Beautiful view of the Ocean and everything was clean. "
The price is AU$489
includes taxes & fees
21 Aug - 22 Aug
Newagen Seaside Inn
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.

Top Bailey Island Hotel Reviews

Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

10/10 Excellent
"Close to 95 great Mexican restaurant near by close to airport and 15 minute drive to Portland."
Terry 1-night trip
Posted 15 hours ago
Ramada Plaza by Wyndham Portland

Frequently asked questions

What are some accommodation options with pools in Bailey Island?
Days Inn by Wyndham Airport/Maine Mall: Hotel, 8-minute walk from Maine Mall. Features daily, an indoor pool and free self parking. Germaine Inn South Portland: Hotel located near Maine Mall. Offers an indoor pool, an outdoor pool and daily. Ramada Plaza by Wyndham Portland: Hotel located near Thompson's Point. Provides 2 hot tubs, an indoor pool and free self parking. Comfort Inn Airport: Hotel, 11-minute walk from Thompson's Point. Offers free self parking, a pool and complimentary wireless Internet access. Clarion Hotel Portland: Hotel located near Thompson's Point. Offers daily, a seasonal outdoor pool and complimentary wireless Internet access.
What is there to see and do in Bailey Island?
Make a point to visit attractions such as Ragged Island and Land's End Gift Shop. Discover sights such as Bailey Island Bridge, Cobwork Bridge and Mackerel Cove during your stay.
When is the best time to book a hotel with a pool in Bailey Island?
Taking the local weather in Bailey Island into account can help you maximise your time at the pool during your trip. 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.