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

Monhegan Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Monhegan Island vacation rentals

A compact kitchen with a dining table, two chairs, a sofa, a lamp, and a refrigerator.

1. Across the road from Pemaquid Beach — quiet wooded king-bed cabin

Across the road from Pemaquid Beach — quiet wooded king-bed cabin
Pemaquid Beach
9.2 out of 10, Wonderful, (5 reviews)
"Loved our stay"
United States
Jeanne
The price is ￥17,414
￥37,445 total
includes taxes & fees
Oct 13 - Oct 14
Across the road from Pemaquid Beach — quiet wooded king-bed cabin
A coastal area with a beach, forested land, and a few buildings.

2. Across the road from Pemaquid Beach — wooded king-bed cabin for couples

Across the road from Pemaquid Beach — wooded king-bed cabin for couples
Pemaquid Beach
10.0 out of 10, Exceptional, (22 reviews)
"The cabin was perfect; the location even better, and the hosts were everything you could wish for."
United States
Mia
The price is ￥17,414
￥37,445 total
includes taxes & fees
Oct 13 - Oct 14
Across the road from Pemaquid Beach — wooded king-bed cabin for couples
A coastal landscape with a beach, forested area, and a small cluster of buildings.

3. Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage

Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage
Pemaquid Beach
9.8 out of 10, Exceptional, (7 reviews)
"Perfect location! Family friendly and a comfortable 3 night stay for the first part of our Mid-Coast Maine adventure! Love this area. Such a gem."
United States
Janelle H.
The price is ￥20,026
￥44,607 total
includes taxes & fees
Oct 13 - Oct 14
Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage
A coastal area with a beach, forested land, and a few buildings.

4. Across the road from Pemaquid Beach — wooded king-bed cabin

Across the road from Pemaquid Beach — wooded king-bed cabin
Pemaquid Beach
10.0 out of 10, Exceptional, (21 reviews)
"Very quiet, clean, and comfortable accomodations. We enjoyed our stay very much!"
United States
Liz B.
The price is ￥17,414
￥37,445 total
includes taxes & fees
Oct 14 - Oct 15
Across the road from Pemaquid Beach — wooded king-bed cabin
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

5. Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.8 out of 10, Good, (16 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is ￥63,261
￥84,829 total
includes taxes & fees
Oct 13 - Oct 14
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
A spacious living room with a beige sectional sofa, a round coffee table, and a teal armchair. Large windows with white curtains allow natural light to fill the room.

6. 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 ￥52,242
￥104,570 total
includes taxes & fees
Oct 15 - Oct 16
Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
A fenced garden area with a wooden gate, surrounded by greenery and trees.

7. Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Boothbay
6.0 out of 10, (5 reviews)
"It had a very homey feel, was nice to stay at for the night and wasn’t far from town."
United States
Audreyana P.
The price is ￥70,290
￥92,837 total
includes taxes & fees
Oct 15 - Oct 16
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

8. 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 ￥28,812
￥58,152 total
includes taxes & fees
Oct 19 - Oct 20
Boothbay Harbor, 2-Story Cottage, downtown
A wooden staircase leading to a stone entrance of a building surrounded by trees.

9. Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
The price is ￥25,488
￥84,036 total
includes taxes & fees
Oct 13 - Oct 14
Fully Renovated "Saltbox" Home in Boothbay
A lakeside deck with four blue Adirondack chairs, a canoe, and a paddleboard.

10. 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, (126 reviews)
"A delightful, restful place to come home to after our daytime adventures. Wendy was great to work with"
United States
jennifer r.
The price is ￥31,662
￥54,356 total
includes taxes & fees
Nov 1 - Nov 2
Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
A modern kitchen with a central island, bar stools, and a dining area with a view of trees.

11. 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 ￥38,327
￥86,642 total
includes taxes & fees
Oct 17 - Oct 18
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

12. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very good, (10 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is ￥70,290
￥93,527 total
includes taxes & fees
Oct 19 - Oct 20
Newly Renovated Cozy Cove Cabin at White Anchor Inn
A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

13. 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 ￥49,868
￥115,442 total
includes taxes & fees
Oct 30 - Oct 31
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

14. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
7.0 out of 10, Good, (4 reviews)
"Communication with Property Owner was excellent. This cute little cottage has been renovated and has a nice feel indoors. There is a beautiful porch on the back with a lovely view. The unit includes a mini fridge and mini microwave along with a little table and two chairs. If you have long hair, water pressure could be a concern. My shower worked great but the sink water pressure was not strong. The bed was comfortable and the decor was nice. The air conditioning works fine."
United States
Abra H.
The price is ￥27,704
￥41,414 total
includes taxes & fees
Oct 19 - Oct 20
Renovated The Driftwood Cabin at White Anchor Inn
A modern kitchen with stainless steel appliances, wooden bar stools, and a large window providing natural light.

15. Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!

Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
Boothbay Harbor
10.0 out of 10, Exceptional, (14 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 ￥126,648
￥187,225 total
includes taxes & fees
Oct 18 - Oct 19
Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
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

Flagship Inn and Suites

Flagship Inn and Suites

10/10 Excellent
"The room was updated and everything worked. Decent room."
Laura 1-night trip
Posted 2 hours ago
Flagship Inn and Suites

Find out more about Monhegan Island

Search for holiday rentals in Monhegan Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Monhegan Island using one of the methods below:

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Look no further and take a look at our great range of rental properties in Monhegan Island!

Frequently asked questions

Are there vacation rentals in Monhegan Island?

Yes, we give you a choice of vacation rentals close to popular local attractions in Monhegan Island, or you can choose a secluded option if you'd like a relaxing place to stay. Monhegan Island is known for its art.

What are some of the best vacation home rentals that Monhegan Island has to offer?

Monhegan Island Retreat - Spacious with 4 bedrooms and gorgeous ocean views.
: This highly rated vacation home rental in Monhegan Island offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a private yard and a library.

How many vacation rentals are there in Monhegan Island?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Monhegan Island stay.

What’s there to see and do in Monhegan Island?

Fish Beach and Cathedral Woods are a couple of scenic spots to enjoy the outdoors, whereas Lupine Gallery is one of the cultural attractions. Other places in town to visit include Monhegan Museum of Art & History and White Head Trail.

What’s a vacation rental in Monhegan Island like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Monhegan Island. Vacation rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips.