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Monhegan Island Vacation Rentals

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Dec 27 - Dec 28
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Jan 2 - Jan 4
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Jan 9 - Jan 11

Our top choices for Monhegan Island vacation rentals

Terrace/patio
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cabin in Boothbay

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
7.8 out of 10, Good, (7)
"Affordable and quiet location that felt safe and is conveniently close to Boothbay Harbor & surrounding attractions. "
United States
Melanie L.
$184 nightly
The price is $200
Dec 28 - Dec 29
Total with taxes and fees
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Terrace/patio
Laughton House @ Pemaquid Beach

Vacation Home in Pemaquid Beach

Laughton House @ Pemaquid Beach
10.0 out of 10, Exceptional, (8)
"This house is in a great location. We could walk to the beach, or to Fort Henry to let my grandsons run around. The house is lovely and had everything we needed. We have come to this area of Maine since 2017, and this had been our favorite place to stay! "
United States
Dawn W.
$561 nightly
The price is $611
Dec 28 - Dec 29
Total with taxes and fees
Laughton House @ Pemaquid Beach
Property grounds
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.

Apartment in Boothbay

Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
10.0 out of 10, Exceptional, (1)
"This efficiency apartment was nicely furnished with everything needed and conveniently located on the main road into Boothbay Harbor. The host was generous and accommodating. The region is fun to visit!"
United States
Mary D.
$256 nightly
The price is $279
Dec 29 - Dec 30
Total with taxes and fees
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
1 bedroom, iron/ironing board, free WiFi
Solitude @ The Offshore House

Condo in Boothbay

Solitude @ The Offshore House
9.8 out of 10, Exceptional, (7)
"Managers were very responsive and helpful. Condo was very clean and comfortable and close to the town of Boothbay Harbor and Ocean Point and the Botanic Gardens. "
United States
Linda O.
$284 nightly
The price is $301
Dec 28 - Dec 29
Total with taxes and fees
Solitude @ The Offshore House
Outdoor dining
Seabed @ The Offshore House

Condo in Boothbay

Seabed @ The Offshore House
9.8 out of 10, Exceptional, (14)
"Our room was excellent!!! Everything was clean and organized and looked beautiful. Location was just far enough from all the attractions to make it very comfortable. Will definitely return next time we are in the area. "
United States
Steve G.
$284 nightly
The price is $301
Dec 28 - Dec 29
Total with taxes and fees
Seabed @ The Offshore House
Smart TV
Shipwright @ The Offshore House

Condo in Boothbay

Shipwright @ The Offshore House
9.6 out of 10, Exceptional, (14)
"Great location. Easy location to town and Dunkin Donuts accros street. "
United States
Steven
$284 nightly
The price is $301
Dec 28 - Dec 29
Total with taxes and fees
Shipwright @ The Offshore House
Outdoor dining
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Apartment in East Boothbay

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
10.0 out of 10, Exceptional, (22)
"Beautiful place, had everything we needed!"
United States
Kathy H.
$459 nightly
The price is $500
Dec 28 - Dec 29
Total with taxes and fees
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
Outdoor dining
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Apartment in East Boothbay

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
10.0 out of 10, Exceptional, (46)
"Quiet and peaceful. Location was close to everything we had on our agenda. We highly recommend this as great place to stay!"
United States
Malinda E.
$459 nightly
The price is $500
Dec 28 - Dec 29
Total with taxes and fees
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
Outdoor dining
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Vacation Home in South Bristol

Maine Coast House with Spectacular Ocean Views and Beach for Swimming
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
$406 nightly
The price is $442
Jan 4 - Jan 5, 2026
Total with taxes and fees
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Fridge, microwave, oven, stovetop
Firstmate by Rocky Coast Rentals

Apartment in Boothbay Harbor

Firstmate by Rocky Coast Rentals
10.0 out of 10, Exceptional, (4)
"The house was perfect and the floor fans were great for sleepers that need white noise. "
United States
Josh L.
$491 nightly
The price is $512
Dec 28 - Dec 29
Total with taxes and fees
Firstmate by Rocky Coast Rentals
Property grounds
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Cabin in Boothbay

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
2.0 star property
6.0 out of 10, (5)
"It had a very homey feel, was nice to stay at for the night and wasn’t far from town."
United States
Audreyana P.
$410 nightly
The price is $447
Dec 28 - Dec 29
Total with taxes and fees
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Terrace/patio
Renovated The Driftwood Cabin at White Anchor Inn

Cabin in Boothbay

Renovated The Driftwood Cabin at White Anchor Inn
8.0 out of 10, Very Good, (2)
"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.
$417 nightly
The price is $455
Jan 3 - Jan 4, 2026
Total with taxes and fees
Renovated The Driftwood Cabin at White Anchor Inn
Exterior
Captain' s Quarters by Rocky Coast Rentals

Apartment in Boothbay Harbor

Captain' s Quarters by Rocky Coast Rentals
2.0 star property
10.0 out of 10, Exceptional, (7)
"We came for only days, house was cute and quaint. Everything we needed was there, close to walk into town and the owners were great. Would recommend "
United States
sarah p.
$646 nightly
The price is $682
Dec 28 - Dec 29
Total with taxes and fees
Captain' s Quarters by Rocky Coast Rentals
Beach
Pemaquid Escape | Curated Comfort + Hot Tub

Vacation Home in Walpole

Pemaquid Escape | Curated Comfort + Hot Tub
10.0 out of 10, Exceptional, (2)
"This was a last minute booking for our family as we had a basketball tournament, there were 8 of us including 3 children. This was the most kid friendly house we have stayed in! It was so well stocked for the entire family. The house was meticulously cleaned and the hosts were very responsive to any questions! "
United States
Melissa L.
$671 nightly
The price is $732
Dec 28 - Dec 29
Total with taxes and fees
Pemaquid Escape | Curated Comfort + Hot Tub
Terrace/patio
Newly Renovated Cozy Cove Cabin at White Anchor Inn

Cabin in Boothbay

Newly Renovated Cozy Cove Cabin at White Anchor Inn
8.4 out of 10, Very Good, (6)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
$411 nightly
The price is $448
Jan 3 - Jan 4, 2026
Total with taxes and fees
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Smart TV, books
Ambleside in Boothbay Harbor Maine! Perfect for a warm and cozy Gardens Aglow!

Vacation Home in Boothbay Harbor

Ambleside in Boothbay Harbor Maine! Perfect for a warm and cozy Gardens Aglow!
10.0 out of 10, Exceptional, (9)
"The property is beautiful and within walking distance to the main town area. The house has plenty of space for my family of 10 and the host went above and beyond with amenities."
United States
Leang C.
$848 nightly
The price is $924
Dec 29 - Dec 30
Total with taxes and fees
Ambleside in Boothbay Harbor Maine! Perfect for a warm and cozy Gardens Aglow!
Exterior
2-story apartment steps from the harbor & downtown

Apartment in Boothbay Harbor

2-story apartment steps from the harbor & downtown
$710 nightly
The price is $774
Jan 4 - Jan 5, 2026
Total with taxes and fees
2-story apartment steps from the harbor & downtown
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

Tugboat Inn

Tugboat Inn

10/10 Excellent
"The cleanliness "
Heidi A 1-night trip
Posted 6 days ago
Tugboat Inn

Find out more about Monhegan Island

Everything you need to know about Monhegan Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Monhegan Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monhegan Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monhegan Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monhegan Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Monhegan Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $301 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Monhegan Island rentals

At Expedia, we put the best Monhegan Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Monhegan Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monhegan Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monhegan Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

8mn to Gardens Aglow! Peaceful Lake! Automatic Generator! Full Kitchen! Heat! : This vacation home rental outside of Monhegan Island is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.