A coastal landscape with a white house, a large tree, and a rocky outcrop in the distance.

Monhegan Island Hotel with Pool

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Check availability on Monhegan Island Hotel with Pool

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Monhegan Island hotels with a pool

A large, two-story house with a prominent turret and multiple windows, surrounded by lush greenery.
A wooden deck with wicker chairs and a table, overlooking a body of water with houses in the background.
A lakeside house with a dock extending over the water, surrounded by lush greenery and flowering plants.
A wooden deck with wicker chairs and hanging flower baskets.

1. Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront
Boothbay Harbor
  • Harbourside inn offers a refreshing outdoor pool experience steps from coastal adventures.
HK$2,014
HK$2,196 total
includes taxes & fees
23 Oct - 24 Oct
Harbour Towne Inn on the Waterfront
A wooden bridge leading to a building with a sign that reads "CAROUSEL MUSIC THEATER".
A hotel room with two beds, a TV, a microwave, a coffee maker, and a chair.
A buffet setup with various food items and beverages, including a fruit bowl, yogurt containers, and a juice dispenser.
Three white Adirondack chairs in a grassy field with trees in the background.

2. Flagship Inn and Suites

Flagship Inn and Suites
Boothbay Harbor
  • Splash into summer at this Maine coastal retreat with a seasonal outdoor pool, terraced garden, and convenient in-town location.
HK$1,009
HK$1,413 total
includes taxes & fees
26 Oct - 27 Oct
Flagship Inn and Suites
A swimming pool with lounge chairs and a small deck area.
A motel with a covered porch, outdoor seating, and a flag.
A hotel room with a bed, a nightstand, a lamp, a painting, a microwave, and a small cabinet.
A building with a sign reading "FLAGSHIP INN" and a blue awning labeled "OFFICE".

3. Premium Family Suite - 2 Double Beds, 1 King Bed

Premium Family Suite - 2 Double Beds, 1 King Bed
Boothway Harbor
HK$2,788
HK$4,037 total
includes taxes & fees
15 Nov - 16 Nov
Premium Family Suite - 2 Double Beds, 1 King Bed
A swimming pool with lounge chairs and a small deck area.
A motel with a covered porch, outdoor seating, and a flag.
A building with a sign reading "FLAGSHIP INN" and a blue awning labeled "OFFICE".
A breakfast plate with pancakes, eggs, sausage, and a variety of fruits and a muffin.

4. Superior Double Room - 2 Double Bed

Superior Double Room - 2 Double Bed
Boothway Harbor
HK$859
HK$1,343 total
includes taxes & fees
26 Oct - 27 Oct
Superior Double Room - 2 Double Bed
A swimming pool with lounge chairs and a small deck area.
A breakfast plate with pancakes, eggs, sausage, and a variety of fruits and a muffin.
A motel with a covered porch, outdoor seating, and a flag.
A building with a sign reading "FLAGSHIP INN" and a blue awning labeled "OFFICE".

5. Superior King Room - 1 King Bed

Superior King Room - 1 King Bed
Boothway Harbor
HK$859
HK$1,343 total
includes taxes & fees
26 Oct - 27 Oct
Superior King Room - 1 King Bed
View all properties

Choose what matters most at hotels with a pool in Monhegan Island

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Monhegan Island Hotel Reviews

Spruce Point Inn

Spruce Point Inn

10/10 Excellent
"This is a beautiful and charming property with large guest rooms and all necessary amenities. The location is prime with great views. After check-in we learned that the on property restaurant was closing for the season the day we left. So, it was no problem for us, but would have been an inconvenience if we had planned our trip for a later date."
VANCE 1-night trip
Posted 7 hours ago
Spruce Point Inn
Flagship Inn and Suites

Flagship Inn and Suites

10/10 Excellent
"Everyone was so friendly!"
Trevor 3-night trip
Posted 22 hours ago
Flagship Inn and Suites
Linekin Bay Resort

Linekin Bay Resort

10/10 Excellent
"The location is incredible - secluded wooded property with gorgeous landscaping, on the bay, less than 10 minutes to busy Boothbay Harbor. This is our second visit and we look forward to returning. The food is excellent in the dining room and for the included breakfast. We especially like the large wood burning fireplace next to the dining area. Perfect place to unwind and enjoy a glass of wine or spirits! This property is a hidden treasure."
Marsha 3-night trip
Posted 1 day ago
Linekin Bay Resort
Ocean Gate Inn

Ocean Gate Inn

10/10 Excellent
"Recommend!"
Lisa 1-night trip
Posted 2 days ago
Ocean Gate Inn
Smuggler's Cove Inn

Smuggler's Cove Inn

10/10 Excellent
"The property was great as was the room The breakfast was very very good. The front desk made many good suggestions on things that we still could do being it off season."
bill 2-night trip
Posted 3 days ago
Smuggler's Cove Inn

Frequently asked questions

What are some accommodation options with pools in Monhegan Island?
Monhegan Island Retreat - Spacious with 4 bedrooms and gorgeous ocean views.: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Sunsets Galore Peace & Quiet Beautiful 3-bedroom home on Monhegan Island.: Features buffet, a seasonal outdoor pool and flat-screen televisions. Flagship Inn and Suites: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Ocean Gate Inn: Provides a private beach, an outdoor pool and a snack bar/deli. Bluebird Ocean Point Inn: Offers buffet, a seasonal outdoor pool and free self parking.
What is there to see and do in Monhegan Island?
Enjoy a stroll along the shore at Pemaquid Beach Park and Grimes Cove Beach. Discover sights such as Fish Beach, Lupine Gallery and Monhegan Museum of Art & History during your stay.
When is the best time to book a hotel with a pool in Monhegan Island?
Taking the local weather in Monhegan 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 -2°C. The snowiest months in Monhegan Island are January, March, December and February, with each month seeing an average of 16 cm of snowfall.

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