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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Our top choices for Monhegan Island vacation rentals

1. Bee Hive Cottage, Romantic Maine Waterfront Cottag

Bee Hive Cottage, Romantic Maine Waterfront Cottag
2.0 star property
Cushing
The price is CA $769
CA $1,111 total
includes taxes & fees
Aug 8 - Aug 9
Bee Hive Cottage, Romantic Maine Waterfront Cottag

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 CA $270
CA $477 total
includes taxes & fees
Aug 6 - Aug 7
Across the road from Pemaquid Beach — wooded king-bed cabin for couples

3. 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 CA $355
CA $580 total
includes taxes & fees
Aug 30 - Aug 31
Across the road from Pemaquid Beach — quiet wooded king-bed cabin

4. Unique ISLAND Living off the grid -Waterfront cottage

Unique ISLAND Living off the grid -Waterfront cottage
Friendship
10.0 out of 10, Exceptional, (29 reviews)
"We love coming here and once again we had a wonderful week! The outside world melts away when you’re on Friendship Long Island."
United States
Cheryl C.
The price is CA $386
CA $696 total
includes taxes & fees
Aug 5 - Aug 6
Unique ISLAND Living off the grid -Waterfront cottage

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, (10 reviews)
"This was perfect for our one night stay to visit the botanical gardens, it was only minutes away. Also very close to quite a few dinner and shopping options. "
United States
Nichole W.
The price is CA $182
CA $278 total
includes taxes & fees
Aug 4 - Aug 5
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

6. 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)
"Great beach cottage !"
United States
Gwen M.
The price is CA $394
CA $663 total
includes taxes & fees
Aug 25 - Aug 26
Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage

7. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is CA $636
CA $1,287 total
includes taxes & fees
Aug 14 - Aug 15
Luxury Yurt at Seaside Farm in Friendship

8. 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, (19 reviews)
"Great little place. Loved the area."
United States
Rob S.
The price is CA $386
CA $615 total
includes taxes & fees
Aug 24 - Aug 25
Across the road from Pemaquid Beach — wooded king-bed cabin

9. Bee Hive Cottage, romantic Maine waterfront cottag

Bee Hive Cottage, romantic Maine waterfront cottag
Cushing
10.0 out of 10, Exceptional, (1 review)
"we enjoyed sipping coffee in the morning watching the lobster boats go to/from the working harbor next door."
United States
Karen L.
The price is CA $592
CA $1,050 total
includes taxes & fees
Aug 8 - Aug 9
Bee Hive Cottage, romantic Maine waterfront cottag

10. 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, (30 reviews)
"Close enough to BoothBay Harbour and Botanical Gardens but private and quiet get away. Very comfortable! Spacious, good appliances and bedding. I would guess very new. Loved it!"
United States
Judith
The price is CA $411
CA $861 total
includes taxes & fees
Aug 3 - Aug 4
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

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, (51 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is CA $411
CA $861 total
includes taxes & fees
Aug 3 - Aug 4
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

12. 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 CA $225
CA $329 total
includes taxes & fees
Aug 2 - Aug 3
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

13. 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, (6 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is CA $202
CA $303 total
includes taxes & fees
Aug 6 - Aug 7
Newly Renovated Cozy Cove Cabin at White Anchor Inn

14. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
8.0 out of 10, Very good, (2 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 CA $195
CA $303 total
includes taxes & fees
Aug 6 - Aug 7
Renovated The Driftwood Cabin at White Anchor Inn

15. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed the place, great location. "
United States
Erik P.
The price is CA $337
CA $594 total
includes taxes & fees
Aug 5 - Aug 6
Boothbay Harbor, 2-Story Cottage, downtown

16. All Aboard Cottage

All Aboard Cottage
Ocean Point
10.0 out of 10, Exceptional, (6 reviews)
"This home is a wonderful place to stay! Amazing location, comfortable space, and great host! A minute's walk to the water, lots of nature and scenery to explore, quiet location, and quick access to Boothbay Harbor area. Great place for a getaway with family, friends, or spouse!"
United States
Trace P.
The price is CA $727
CA $1,269 total
includes taxes & fees
Aug 24 - Aug 25
All Aboard Cottage

17. Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (4 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 CA $1,005
CA $1,690 total
includes taxes & fees
Aug 19 - Aug 20
Pemaquid Escape | Curated Comfort + Hot Tub

18. Boothbay Harbor, The Francis Greene House, downtown

Boothbay Harbor, The Francis Greene House, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (46 reviews)
"We spent three nights at this location, which is just a short walk from the commercial area of Boothbay Harbor. In addition to restaurants in town it is only minutes away from Robinson's Wharf, which had some of the best food we experienced in 14 days of travel - definitely the best lobster. The house was as advertised and suited our needs well."
United States
Terry F.
The price is CA $684
CA $1,200 total
includes taxes & fees
Aug 10 - Aug 11
Boothbay Harbor, The Francis Greene House, downtown

19. Harold Room 8 | 2 Queens + Gable Windows

Harold Room 8 | 2 Queens + Gable Windows
Boothbay Harbor
The price is CA $667
CA $813 total
includes taxes & fees
Aug 30 - Aug 31
Harold Room 8 | 2 Queens + Gable Windows

20. Pelican Cottage | 2 BR + Waterfront Porch

Pelican Cottage | 2 BR + Waterfront Porch
Boothbay Harbor
The price is CA $1,141
CA $1,396 total
includes taxes & fees
Aug 5 - Aug 6
Pelican Cottage | 2 BR + Waterfront Porch
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

Find out more about Monhegan Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Monhegan Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.