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. 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 AED 661
AED 1,169 total
includes taxes & fees
16 Nov - 17 Nov
Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law

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 AED 1,120
AED 2,402 total
includes taxes & fees
15 Dec - 16 Dec
Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920

3. 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 AED 643
AED 913 total
includes taxes & fees
22 Nov - 23 Nov
Renovated The Driftwood Cabin at White Anchor Inn

4. 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)
"Very nice! We enjoyed our stay!"
United States
Annette N.
The price is AED 889
AED 1,914 total
includes taxes & fees
29 Nov - 30 Nov
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

5. 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)
"Clean, comfortable and quiet property. Enjoyed our stay."
United States
Becky S.
The price is AED 889
AED 1,922 total
includes taxes & fees
16 Nov - 17 Nov
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

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 AED 1,631
AED 2,050 total
includes taxes & fees
19 Nov - 20 Nov
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

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 AED 1,157
AED 2,542 total
includes taxes & fees
20 Nov - 21 Nov
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

8. 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 AED 3,122
AED 4,348 total
includes taxes & fees
29 Nov - 30 Nov
Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!

9. 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)
"Nice place. Enjoyed our weekend"
United States
David M.
The price is AED 1,468
AED 1,860 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

10. 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 AED 1,631
AED 2,062 total
includes taxes & fees
22 Nov - 23 Nov
Newly Renovated Cozy Cove 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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Top Monhegan Island Hotel Reviews

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.