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

Holiday Homes in Monhegan Island

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Monhegan Island holiday homes

A wooden deck with two blue Adirondack chairs, surrounded by white flowers and trees.

1. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is €575
includes taxes & fees
30 Sept - 1 Oct
Luxury Yurt at Seaside Farm in Friendship
A wooden staircase leading to a stone entrance of a building surrounded by trees.

2. Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
The price is €487
includes taxes & fees
1 Oct - 2 Oct
Fully Renovated "Saltbox" Home in Boothbay
A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

3. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (31 reviews)
"Location, location, location! We stayed for 4 days and didn't have to drive ONCE. David was easy to communicate with and very helpful. House was clean and comfortable. Would definitely stay again!"
United States
Justin T.
The price is €313
includes taxes & fees
19 Oct - 20 Oct
Boothbay Harbor, 2-Story Cottage, downtown
A beach with people relaxing under umbrellas, a wooden fence in the foreground, and a forested area in the background.

4. Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (5 reviews)
"The place was beautiful, with charming and had perfect design choices. Check in was so convenient, and the hosts were quite responsive to any needs. We all felt so comfortable there. It felt private, yet was conveniently located to Damariscotta. I would absolutely rent here again."
United States
Tera P.
The price is €654
includes taxes & fees
30 Sept - 1 Oct
Pemaquid Escape | Curated Comfort + Hot Tub
A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

5. Boothbay Harbor, The Francis Greene House, downtown

Boothbay Harbor, The Francis Greene House, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (52 reviews)
"Great space for our family and walking distance to everything by the harbor"
United States
Geoff R.
The price is €647
includes taxes & fees
11 Oct - 12 Oct
Boothbay Harbor, The Francis Greene House, downtown
A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

6. 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
6.0 out of 10, (1 review)
"Ok Beautiful location price was on the high side but very clean and state of the art."
United States
Steve R.
The price is €675
includes taxes & fees
24 Oct - 25 Oct
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
A modern kitchen with stainless steel appliances, wooden bar stools, and a large window providing natural light.

7. Ambleside in Boothbay Harbor Maine- perfect for your Maine coastal vacation!

Ambleside in Boothbay Harbor Maine- perfect for your Maine coastal vacation!
Boothbay Harbor
10.0 out of 10, Exceptional, (13 reviews)
"The house is incredible! We loved our stay here. It was the perfect location to explore Boothbay. They had ALL needed amenities, even firewood. The beds were super comfortable and the house is very spacious. We would definitely stay here again."
United States
Allison W.
The price is €1,079
includes taxes & fees
30 Oct - 31 Oct
Ambleside in Boothbay Harbor Maine- perfect for your Maine coastal vacation!
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

8/10 Good
"All the staff were very attentive and the breakfast was excellent. The property location and the view of Boothbay harbor were beautiful! The only reason for not giving the Inn an Excellent rating was, we had a room in the Inn and at around 5 a.m. we were woken up by the kitchen staff banging around starting to prepare breakfast."
Thomas 1-night trip
Posted 14 hours ago
Topside Inn

Find out more about Monhegan Island

Monhegan Island Holiday Homes information

Number of reviews
102
Accommodation
383 Holiday Homes
Lowest Price
€313
Highest Price
€1,079