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. 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)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is CA $139
CA $228 total
includes taxes & fees
Aug 12 - Aug 13
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

2. 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, (32 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 $383
CA $822 total
includes taxes & fees
Sep 5 - Sep 6
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

3. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is CA $445
CA $1,045 total
includes taxes & fees
Sep 8 - Sep 9
Luxury Yurt at Seaside Farm in Friendship

4. 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, (56 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is CA $408
CA $852 total
includes taxes & fees
Aug 24 - Aug 25
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

5. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.6 out of 10, Excellent, (8 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is CA $208
CA $307 total
includes taxes & fees
Aug 18 - Aug 19
Newly Renovated Cozy Cove Cabin at White Anchor Inn

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 CA $188
CA $283 total
includes taxes & fees
Sep 1 - Sep 2
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

7. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
8.8 out of 10, Excellent, (3 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 $222
CA $331 total
includes taxes & fees
Aug 18 - Aug 19
Renovated The Driftwood Cabin at White Anchor Inn

8. 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 $268
CA $503 total
includes taxes & fees
Aug 18 - Aug 19
Boothbay Harbor, 2-Story Cottage, downtown

9. Modern Cape -3 Bedroom- Boothbay Harbor - Near Ocean -Golf-Botanical Gardens

Modern Cape -3 Bedroom- Boothbay Harbor - Near Ocean -Golf-Botanical Gardens
Boothbay Harbor
10.0 out of 10, Exceptional, (4 reviews)
"The house was very charming, very clean & perfectly located to trails, botanical gardens, train museum & harbor! The house had everything that you could possibly need & we especially enjoyed the fire pit multiple nights!"
United States
Sharon H.
The price is CA $431
CA $875 total
includes taxes & fees
Sep 1 - Sep 2
Modern Cape -3 Bedroom- Boothbay Harbor - Near Ocean -Golf-Botanical Gardens

10. 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.
Pemaquid Escape | Curated Comfort + Hot Tub

11. Boothbay Harbor, The Francis Greene House, downtown

Boothbay Harbor, The Francis Greene House, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (48 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 $530
CA $983 total
includes taxes & fees
Sep 10 - Sep 11
Boothbay Harbor, The Francis Greene House, downtown

12. Harold Room 8 | 2 Queens + Gable Windows

Harold Room 8 | 2 Queens + Gable Windows
Boothbay Harbor
The price is CA $595
CA $719 total
includes taxes & fees
Sep 9 - Sep 10
Harold Room 8 | 2 Queens + Gable Windows

13. Pelican Cottage | 2 BR + Waterfront Porch

Pelican Cottage | 2 BR + Waterfront Porch
Boothbay Harbor
The price is CA $1,027
CA $1,247 total
includes taxes & fees
Sep 7 - Sep 8
Pelican Cottage | 2 BR + Waterfront Porch

14. Oriole Suite | Stone Fireplace + Woodland

Oriole Suite | Stone Fireplace + Woodland
Boothbay Harbor
The price is CA $878
CA $1,067 total
includes taxes & fees
Sep 7 - Sep 8
Oriole Suite | Stone Fireplace + Woodland

15. 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 CA $796
CA $1,459 total
includes taxes & fees
Sep 4 - Sep 5
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

16. Druce Room 1 | Ocean Deck + French Doors

Druce Room 1 | Ocean Deck + French Doors
Boothbay Harbor
The price is CA $811
CA $978 total
includes taxes & fees
Sep 1 - Sep 2
Druce Room 1 | Ocean Deck + French Doors

17. Crow's Nest | Panoramic Ocean Views - Queen

Crow's Nest | Panoramic Ocean Views - Queen
Boothbay Harbor
The price is CA $762
CA $927 total
includes taxes & fees
Sep 7 - Sep 8
Crow's Nest | Panoramic Ocean Views - Queen

18. Sunset A | Oceanfront King + Gas Fireplace

Sunset A | Oceanfront King + Gas Fireplace
Boothbay Harbor
The price is CA $1,243
CA $1,510 total
includes taxes & fees
Sep 1 - Sep 2
Sunset A | Oceanfront King + Gas Fireplace

19. Sunset B | Oceanfront King Suite + Fireplace

Sunset B | Oceanfront King Suite + Fireplace
Boothbay Harbor
The price is CA $978
CA $1,188 total
includes taxes & fees
Sep 2 - Sep 3
Sunset B | Oceanfront King Suite + Fireplace

20. Admiral's Quarters | Harbor Views + Private Deck

Admiral's Quarters | Harbor Views + Private Deck
Boothbay Harbor
The price is CA $979
CA $1,188 total
includes taxes & fees
Sep 2 - Sep 3
Admiral's Quarters | Harbor Views + Private Deck
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.