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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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Monhegan Island vacation rentals

A cozy living room with a dark blue sofa, a wooden coffee table, and a patterned rug. There is a bookshelf with various items and a window with a view of trees.

1. Sunsets Galore Peace & Quiet Beautiful 3-bedroom home on Monhegan Island.

Sunsets Galore Peace & Quiet Beautiful 3-bedroom home on Monhegan Island.
Monhegan Island
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful place! Spectacular views and sunsets!"
United States
Jackie R.
Sunsets Galore Peace & Quiet Beautiful 3-bedroom home on Monhegan Island.
A modern kitchen with a central island, stainless steel appliances, and a window providing natural light.

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, (35 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
$502 nightly
The price is $547
Sep 6 - Sep 7
Total with taxes and fees
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
A wooden deck with two blue Adirondack chairs, surrounded by white flowers and trees.

3. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
$606 nightly
The price is $661
Sep 6 - Sep 7
Total with taxes and fees
Luxury Yurt at Seaside Farm in Friendship
A spacious room with a dining table, chairs, and a sofa. There are large windows offering a view of the outdoors.

4. Bee Hive Cottage, Romantic Maine Waterfront Cottag

Bee Hive Cottage, Romantic Maine Waterfront Cottag
2.0 star property
Cushing
$636 nightly
The price is $693
Sep 20 - Sep 21
Total with taxes and fees
Bee Hive Cottage, Romantic Maine Waterfront Cottag
A modern kitchen with dark cabinets, a central island with bar stools, and a dining area with a round table and chairs.

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, (61 reviews)
"Cute place with lots of ambiance. Close to Bay and Coastal Botanical Gardens. Very quiet and clean."
United States
Elaine G.
$502 nightly
The price is $547
Sep 6 - Sep 7
Total with taxes and fees
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
A spacious room with a dining table, chairs, and a sofa. There are large windows offering a view of the outdoors.

6. 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.
$603 nightly
The price is $657
Sep 20 - Sep 21
Total with taxes and fees
Bee Hive Cottage, romantic Maine waterfront cottag
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

7. Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
8.0 out of 10, Very Good, (12 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
$150 nightly
The price is $163
Sep 6 - Sep 7
Total with taxes and fees
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
A fenced garden area with a wooden gate, surrounded by greenery and trees.

8. 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.
$189 nightly
The price is $206
Sep 5 - Sep 6
Total with taxes and fees
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

9. 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.
$341 nightly
The price is $372
Oct 2 - Oct 3
Total with taxes and fees
Boothbay Harbor, 2-Story Cottage, downtown
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

10. Holland Room 2 | Lighthouse View + Ocean Deck

Holland Room 2 | Lighthouse View + Ocean Deck
Boothbay Harbor
$409 nightly
The price is $446
Sep 22 - Sep 23
Total with taxes and fees
Holland Room 2 | Lighthouse View + Ocean Deck
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

11. Pelican Cottage | 2 BR + Waterfront Porch

Pelican Cottage | 2 BR + Waterfront Porch
Boothbay Harbor
$761 nightly
The price is $829
Sep 7 - Sep 8
Total with taxes and fees
Pelican Cottage | 2 BR + Waterfront Porch
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

12. 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.
$240 nightly
The price is $262
Sep 11 - Sep 12
Total with taxes and fees
Renovated The Driftwood Cabin at White Anchor Inn
A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

13. Boothbay Harbor, The Francis Greene House, downtown

Boothbay Harbor, The Francis Greene House, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (49 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.
$662 nightly
The price is $722
Sep 10 - Sep 11
Total with taxes and fees
Boothbay Harbor, The Francis Greene House, downtown
A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

14. 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.
$795 nightly
The price is $867
Sep 11 - Sep 12
Total with taxes and fees
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.

15. 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, (9 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
$212 nightly
The price is $231
Sep 11 - Sep 12
Total with taxes and fees
Newly Renovated Cozy Cove Cabin at White Anchor Inn
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

16. Oriole Suite | Stone Fireplace + Woodland

Oriole Suite | Stone Fireplace + Woodland
Boothbay Harbor
$693 nightly
The price is $755
Sep 7 - Sep 8
Total with taxes and fees
Oriole Suite | Stone Fireplace + Woodland
A beach with people relaxing under umbrellas, a wooden fence in the foreground, and a forested area in the background.

17. Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (5 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.
$876 nightly
The price is $955
Sep 7 - Sep 8
Total with taxes and fees
Pemaquid Escape | Curated Comfort + Hot Tub
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

18. Harold Room 8 | 2 Queens + Gable Windows

Harold Room 8 | 2 Queens + Gable Windows
Boothbay Harbor
$409 nightly
The price is $446
Sep 17 - Sep 18
Total with taxes and fees
Harold Room 8 | 2 Queens + Gable Windows
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

19. Druce Room 1 | Ocean Deck + French Doors

Druce Room 1 | Ocean Deck + French Doors
Boothbay Harbor
$543 nightly
The price is $592
Sep 13 - Sep 14
Total with taxes and fees
Druce Room 1 | Ocean Deck + French Doors
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

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

Crow's Nest | Panoramic Ocean Views - Queen
Boothbay Harbor
$543 nightly
The price is $592
Sep 7 - Sep 8
Total with taxes and fees
Crow's Nest | Panoramic Ocean Views - Queen
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

Ocean Gate Inn

Ocean Gate Inn

8/10 Good
"Balcony needs some updating and repair.bathrooms need updated and repairs"
Tami 1-night trip
Posted 3 hours ago
Ocean Gate 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 $163 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?

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. Our travelers also rate Sunsets Galore Peace & Quiet Beautiful 3-bedroom home on Monhegan Island. as a favorite home for rent in Monhegan Island.

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.