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

Search Chalets in Monhegan Island from CA $207

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14
No exact matches found, but these alternatives could be just right

Recommended hotels in Monhegan Island

A covered porch with a sofa and chairs, a patterned rug, and a view of a house and a boat in the background.

1. Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is CA $427
CA $957 total
includes taxes & fees
Nov 15 - Nov 16
Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
A bedroom with a bed, a nightstand, a chair, a window with a view, and a bookshelf.

2. Five Gables Inn

Five Gables Inn
3.0 star property
East Boothbay
10.0 out of 10, Exceptional, (21 reviews)
"Highly recommend this stay, gorgeous location and breakfast was fantastic."
United States
Maja
Five Gables Inn
A hotel with a sign advertising a special offer for gardens.

3. Flagship Inn and Suites

Flagship Inn and Suites
2.5 star property
Boothbay Harbor
8.0 out of 10, Very good, (1,008 reviews)
"Good location, decent breakfast and rooms were average"
United States
Tamara
The price is CA $141
CA $207 total
includes taxes & fees
Oct 25 - Oct 26
Flagship Inn and Suites
A waterfront patio with wicker furniture, a red umbrella, and a view of boats and a pier.

4. Tugboat Inn

Tugboat Inn
3.0 star property
Boothbay Harbor
9.0 out of 10, Wonderful, (1,005 reviews)
"Super location, great scenery."
United States
Mike
The price is CA $238
CA $259 total
includes taxes & fees
Nov 22 - Nov 23
Tugboat Inn
A building with a window display of colorful flowers and a sign indicating an office vacancy.

5. Mid-Town Motel

Mid-Town Motel
2.0 star property
Boothbay Harbor
8.4 out of 10, Very good, (316 reviews)
"Clean and comfy room and parking was good and close to the rooms as well...👍"
United States
Benjamin
The price is CA $183
CA $220 total
includes taxes & fees
Oct 25 - Oct 26
Mid-Town Motel
A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

6. Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (241 reviews)
"This little place was excellent! Great views, very convenient to walk everywhere. The morning breakfasts were delicious! Would definitely stay again!"
United States
Michele
The price is CA $263
CA $287 total
includes taxes & fees
Nov 11 - Nov 12
Harborage Inn on the Oceanfront
A house with a porch, a front door, and a garden with plants and a gravel path.

7. Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (63 reviews)
"Tucked away in a wooded lot, quick drive to Boothbay Harbor. Side by side units are great for friends or families traveling together."
United States
Carly C.
The price is CA $339
CA $771 total
includes taxes & fees
Oct 25 - Oct 26
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
A large, two-story house with a prominent turret and multiple windows, surrounded by lush greenery.

8. Harbour Towne Inn on the Waterfront

Harbour Towne Inn on the Waterfront
3.0 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (83 reviews)
"It was just perfect for our visit to boothbay. Easy to walk downtown for food and shopping. Breakfast was incredible."
United States
Floyd
Harbour Towne Inn on the Waterfront
A wooden deck with two white chairs and a table, overlooking a parking area and a building with a white facade.

9. Greenleaf Inn

Greenleaf Inn
2.0 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (53 reviews)
"We had an amazing 4 days here. The place is impeccably clean, beautiful grounds, Jersey went above and beyond to help with anything we needed! Would absolutely recommend this Inn to ever and would love to stay here again if we are ever in Maine!"
United States
amy
The price is CA $300
CA $348 total
includes taxes & fees
Nov 24 - Nov 25
Greenleaf Inn
A bathroom with a white toilet, a sink with a mirror above it, and a window with a view of houses outside.

10. The Thistle Inn

The Thistle Inn
2.0 star property
Boothbay Harbor
7.4 out of 10, Good, (105 reviews)
"The only criticism is the bed was not comfortable…as if the soft topper was missing. We’ve stayed in a different room (American Eagle) and the bed was so much better. (Luxurious). We will stay again, but if the bed is as we experienced on our latest visit, we wouldn’t book again. Everything else was exceptional"
United States
Kristin
The price is CA $233
CA $254 total
includes taxes & fees
Oct 25 - Oct 26
The Thistle Inn
A building with a sign reading "FLAGSHIP INN" and a blue awning labeled "OFFICE".

11. Superior Double Room - 2 Double Bed

Superior Double Room - 2 Double Bed
Boothway Harbor
6.0 out of 10, (3 reviews)
"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."
United States
Leslie D.
The price is CA $153
CA $240 total
includes taxes & fees
Oct 29 - Oct 30
Superior Double Room - 2 Double Bed
A serene lakeside setting with two rocking chairs, a fire pit, and a view of boats on the water.

12. The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor

The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (6 reviews)
"Our host, Jersey, was awesome. He goes out of his way to satisfy his customers. Can't say enough good things about the property!"
United States
Robert
The price is CA $300
CA $374 total
includes taxes & fees
Oct 25 - Oct 26
The Snug: Cozy Ground-Floor Queen at Admiral's Quarters, Boothbay Harbor
A lakeside view with two rocking chairs facing a fire pit, surrounded by greenery and overlooking a calm body of water with boats.

13. Admirals Quarters Inn

Admirals Quarters Inn
2.0 star property
Boothbay Harbor
9.4 out of 10, Exceptional, (45 reviews)
"Jersey is the best!!!"
United States
Tracey
The price is CA $326
CA $419 total
includes taxes & fees
Oct 29 - Oct 30
Admirals Quarters Inn
A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

14. Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
Boothbay Harbor
8.0 out of 10, Very good, (2 reviews)
"Ok Beautiful location price was on the high side but very clean and state of the art."
United States
Steve R.
The price is CA $441
CA $1,021 total
includes taxes & fees
Oct 30 - Oct 31
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
A wooden deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

15. Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor

Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (2 reviews)
"Jearsy was great! Will stay again."
United States
Sara S.
The price is CA $326
CA $408 total
includes taxes & fees
Oct 25 - Oct 26
Tugboats at the Window: Direct Harbor-View King, Greenleaf Inn, Boothbay Harbor
A breakfast table with pancakes, bacon, and coffee on a balcony overlooking a marina.

16. Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor

Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor
Boothbay Harbor
10.0 out of 10, Exceptional, (2 reviews)
"Jersey gave us a tour of the property, got us a reservation for dinner and made us feel right at home! 10/10 we will absolutely be here booking again. Clean room, comfy bed, couldn’t ask for a better stay."
United States
Kaitlyn H.
The price is CA $354
CA $441 total
includes taxes & fees
Oct 25 - Oct 26
Ground-Level King with a Harbor-View Deck, Greenleaf Inn, Boothbay Harbor
A building with a sign reading "FLAGSHIP INN" and a blue awning labeled "OFFICE".

17. Superior King Room - 1 King Bed

Superior King Room - 1 King Bed
Boothway Harbor
2.0 out of 10, (2 reviews)
"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."
United States
Marie P.
The price is CA $153
CA $240 total
includes taxes & fees
Oct 25 - Oct 26
Superior King Room - 1 King Bed
A deck with three chairs and a table, overlooking a marina with boats and a lighthouse.

18. Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay

Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay
Boothbay Harbor
8.0 out of 10, Very good, (1 review)
"Friendly"
United States
Amy
The price is CA $375
CA $441 total
includes taxes & fees
Oct 29 - Oct 30
Second-Floor King Suite with a Deck Toward the Harbor, Greenleaf Inn, Boothbay
A large white house with multiple balconies, a porch, and a garage.

19. Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay

Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay
Boothbay Harbor
9.4 out of 10, Exceptional, (3 reviews)
"What a beautiful place! We loved staying here and will definitely be back."
United States
Anonymous traveller
The price is CA $492
CA $606 total
includes taxes & fees
Oct 29 - Oct 30
Room to Breathe: 800 sq ft Harbor-View King Suite, Admiral's Quarters, Boothbay
A lakeside deck with four blue Adirondack chairs, a canoe, and a paddleboard.

20. Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law

Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
Boothbay Harbor
10.0 out of 10, Exceptional, (128 reviews)
"This place was the definition of relaxation! The access to West Harbor "Pond" (it's huge -- more like a lake!) was unbeatable! We were able to use the provided kayaks to explore the little islands in the water and to come really close to a pair of loons!"
United States
Melinda M.
The price is CA $280
CA $481 total
includes taxes & fees
Nov 10 - Nov 11
Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
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 Monhegan Island Hotel Reviews

Topside Inn

Topside Inn

10/10 Excellent
"Great location, conscientious owner. Loved the hospitality"
Jason 1-night trip
Posted 5 hours ago
Topside Inn

Find out more about Monhegan Island

Monhegan Island Chalets information

Number of reviews
2,044
Accommodation
2 Chalets
Lowest Price
CA $207
Highest Price
CA $1,021

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