Monhegan Island Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Monhegan Island vacation rentals

A modern kitchen with a central island, stainless steel appliances, and a window providing natural light.

1. Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (41 reviews)
"The property was quiet and beautiful. It had everything we needed for a three night stay."
United States
Jordana S.
The price is ￥42,365
￥87,377 total
includes taxes & fees
Nov 29 - Nov 30
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
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.

2. Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920

Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is ￥48,034
￥103,513 total
includes taxes & fees
Nov 15 - Nov 16
Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920
A modern kitchen with a central island, bar stools, and a dining area with a view of trees.

3. 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, (64 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 ￥38,128
￥82,072 total
includes taxes & fees
Nov 7 - Nov 8
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
A lakeside deck with a fire pit, docked boats, and a wooden railing.

4. 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, (129 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 ￥28,348
￥49,954 total
includes taxes & fees
Nov 10 - Nov 11
Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
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
7.4 out of 10, Good, (19 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is ￥62,933
￥79,755 total
includes taxes & fees
Nov 7 - Nov 8
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
A fenced garden area with a wooden gate, surrounded by greenery and trees.

6. 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 ￥69,926
￥88,064 total
includes taxes & fees
Nov 7 - Nov 8
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

7. 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 ￥49,609
￥109,006 total
includes taxes & fees
Nov 20 - Nov 21
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.

8. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.0 out of 10, Very good, (11 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is ￥69,926
￥88,407 total
includes taxes & fees
Nov 13 - Nov 14
Newly Renovated Cozy Cove Cabin at White Anchor Inn
A modern kitchen with stainless steel appliances, wooden bar stools, and a large window providing natural light.

9. 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 ￥125,992
￥176,986 total
includes taxes & fees
Nov 8 - Nov 9
Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

10. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
6.4 out of 10, (5 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 ￥27,561
￥39,140 total
includes taxes & fees
Nov 13 - Nov 14
Renovated The Driftwood Cabin at White Anchor 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.
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Find vacation rentals that suit your style

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Top Monhegan Island Hotel Reviews

A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.
Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
Boothbay Harbor

10/10 Excellent

Excellent property, clean, friendly staff, beautiful views, and an amazing breakfast.
United States
George
Reviewed October 5, 2022
Harborage Inn on the Oceanfront

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:

  • View our selection of featured holiday rentals in Monhegan Island
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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.