Photo by Jeffrey Offermann

Monhegan Island Holiday Rentals

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Holiday Rentals in Monhegan Island

Peace in Pemaquid - Ocean Sunsets & Stargazing
Terrace/patio

Peace in Pemaquid - Ocean Sunsets & Stargazing

10.0 out of 10, Exceptional, (14)
"Stay"
Peace in Pemaquid - Ocean Sunsets & Stargazing
East Boothbay Waterfront One room Condo.Waterview from in side this room
Terrace/patio

East Boothbay Waterfront One room Condo.Waterview from in side this room

9.8 out of 10, Exceptional, (127)
"perfect love to be back next year"
East Boothbay Waterfront One room Condo.Waterview from in side this room
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Fridge, microwave, oven, stovetop

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

10.0 out of 10, Exceptional, (17)
"This property was amazing! Abby was in contact anytime i needed anything. Will definitely contact again if we choose to go back to visit!!"
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

9.2 out of 10, Wonderful, (80)
"If you like eclectic you'll love this place. Quite rustic. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
TV, fireplace, books, stereo

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

9.4 out of 10, Exceptional, (30)
"This house was amazing. It was way better than we expected after looking through the pictures online. The outdoor space and the house itself are beautiful and the pictures do it zero justice. We were worried at first about the lack of AC, but the house cooled right down once we opened the windows let the air in. I highly recommend this place if you’re looking to visit Boothbay. It was so close to the main area, but you couldn’t even tell- it felt like you were immersed in nature."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Beach

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

9.8 out of 10, Exceptional, (38)
"I had an excellent visit. The kitchen was well stocked with utensils and small appliances. Everything was super clean; magazines and books were available (as well as good WiFi). I never turned the tv on as the view was spectacular. I wasn’t able to have an outdoor fire due to weather but everything was great. I hope to return. I look forward to doing more exploring as the area is beautiful. Also, very responsive with owners live next door. Thanks for offering up this quant little cabin for...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
Fridge, microwave, oven, stovetop

Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina

9.4 out of 10, Exceptional, (51)
"There were four of us so we each had a bedroom. We have been friends since 1955!!! It was a wonderful getaway! "
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Outdoor dining

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

8.8 out of 10, Excellent, (35)
"Our party of 8 enjoyed our stay. The house is well equipped and stocked to get you started. Conveniently located to town and the Botanical Gardens. Plenty of outside space for kids to run around and play. It has a beautiful view of the cove but is very rocky. This didn't stop us from hunting hermit crabs and catching fish. The house is old but that gives it the Maine charm. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access
Terrace/patio

Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access

9.6 out of 10, Exceptional, (65)
"Our stay was amazing and everything was just as we expected, and more! Highly recommend this log cabin in the woods in quiet Maine"
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access
Olde post office
Fitness facility

Olde post office

9.6 out of 10, Exceptional, (133)
"It looks straight out of a storybook with great amenities and lovely grounds. We were able to have a fire in the fire pit which was so much fun and being close to the lighthouse was a huge perk. The host was kind and accessible. I would definitely composer staying at this property again. "
Olde post office
Stunning oceanfront cottage w/ private deck and Atlantic views
TV, DVD player, books, video library

Stunning oceanfront cottage w/ private deck and Atlantic views

9.2 out of 10, Wonderful, (50)
"They thought of everything, including binoculars. We watched seabirds and lobstermen working and didn't leave the house until late in the day for the Botanical Gardens. They only communicate through Vacasa,email, and text. Good communication, though. Final payment is through Vacasa. "
Stunning oceanfront cottage w/ private deck and Atlantic views
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
TV, books, streaming services

Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

9.0 out of 10, Wonderful, (17)
"For a small cottage it was spacious, had modern amenities. The listing says harbor view but you have to look thru power lines, power poles and a lobster processing plant. The side stone steps are overgrown with vegetation making it hard to maneuver. All in all a good experience."
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Fridge, microwave, oven, stovetop

Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

9.8 out of 10, Exceptional, (58)
"Had an amazing stay at this charmer on the coast! Very clean, comfortable, and well cared for. Spent many hours just watching the ducks and birds enjoying the treats that come and go as the tides change. Great jumping off point to enjoy the beautiful coast of Maine! The only drawback is that the road is incredibly close to the house and the traffic noise is impossible to drown out, especially when trying to sleep in the second bedroom. Not ideal, but we would definitely return! "
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Interior

Slow Down & Go Back in Time-Relax Completely in Our Maine Home

9.6 out of 10, Exceptional, (65)
"Excellent property and location! Couldn't be happier with the location and proximity to amazing places!"
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Fridge, microwave, oven, stovetop

Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

9.8 out of 10, Exceptional, (24)
"It was just as advertised. Nice ,clean and very comfortable! I would love to stay here again !"
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Terrace/patio

‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore

9.6 out of 10, Exceptional, (40)
"Everything was as expected or better. Great directions made it easy to find. Place was well stocked, super clean, very comfortable. Neighborhood is great. And when I needed something, the property manager jumped to help at record speed. Will definitely go back. :-)"
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Outdoor dining

Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location

9.4 out of 10, Exceptional, (13)
"Staying at the Carousel Marina is like no other VASCA experience for vacation. First, anyone renting should realize they will be staying at the actual marina and will be witness to all the activities that occur there – boats arriving, departing, people coming and going on the docks and the influx of people coming each night to enjoy cocktails, dinner and live music at the attached restaurant either inside or outside on the patio by the firepit. If you are fortunate enough to stay for an extended...
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Multi-unit with oar & boat house with private dock & kayaks
Outdoor dining

Multi-unit with oar & boat house with private dock & kayaks

9.0 out of 10, Wonderful, (22)
"Stayed for a week. You can’t beat the location! Fabulous spot with a dock and deck right on the Harbor. 5 min walk into town. The property is a great set up if you’ve got a large party. We were 10 and it was perfect. There are a few things that need some work… Only one bathroom had a bathmat and the 2nd floor shower in the main house is difficult to navigate without drenching the floor with its multitude of curtains and no shelf or hanging caddy to put soap and shampoo. The bedrooms, including...
Multi-unit with oar & boat house with private dock & kayaks
Historic Boothbay Harbor cottage with antique decor, washer/dryer & deck
TV, fireplace, Netflix, Hulu

Historic Boothbay Harbor cottage with antique decor, washer/dryer & deck

9.2 out of 10, Wonderful, (86)
"Great place, quiet despite being close to two businesses. Could not ask for a better location for Boothbay Harbor exploration. Well appointed, cozy and clean. Bathroom and kitchen could use an upgrade. Nothing technically wrong, very clean, just old."
Historic Boothbay Harbor cottage with antique decor, washer/dryer & deck
Coastal cabin with WiFi, furnished deck, & private beach
Outdoor dining

Coastal cabin with WiFi, furnished deck, & private beach

8.8 out of 10, Excellent, (23)
"Great location. Very old camp that was pretty clean despite the age...except for the carpeting. Walkway into the camp just an uphill, rocky path. Quite hazardous, especially if wet. Also challenging to get luggage up, especially for older adults or anyone with mobility issues Needs improvement"
Coastal cabin with WiFi, furnished deck, & private beach
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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Other types of properties in Monhegan Island you may be interested in

Tugboat Inn
Exterior

Tugboat Inn

3.0 star property
9.0 out of 10, Wonderful, (1043)
"It’s the perfect location to explore Boothbay Harbor! Loved the beautiful deck 😍"
The price is HK$1,090
HK$1,188 total
includes taxes & fees
26 Nov - 27 Nov
Tugboat Inn
Flagship Inn and Suites
Reception

Flagship Inn and Suites

2.5 star property
8.4 out of 10, Very good, (1032)
"This was a great place to launch our trip to Ogunquit, Maine. The property manager was exceptional and went out of her way to help us. The rooms were tidy and the environment safe. Plenty of parking and friendly staff. Very eco-friendly. I would recommend this to anyone wanting great value and quality."
The price is HK$1,837
HK$2,002 total
includes taxes & fees
27 Nov - 28 Nov
Flagship Inn and Suites
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Beach

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

9.8 out of 10, Exceptional, (38)
"I had an excellent visit. The kitchen was well stocked with utensils and small appliances. Everything was super clean; magazines and books were available (as well as good WiFi). I never turned the tv on as the view was spectacular. I wasn’t able to have an outdoor fire due to weather but everything was great. I hope to return. I look forward to doing more exploring as the area is beautiful. Also, very responsive with owners live next door. Thanks for offering up this quant little cabin for...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Are there holiday rentals in Monhegan Island?

Yes, there are holiday rentals close to the most popular sights in Monhegan Island, or you can select a more secluded option if you're looking for a relaxing stay. Monhegan Island is known for its art.

What are some of the best holiday rentals that Monhegan Island has to offer?

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!: This holiday home rental outside of Monhegan Island is equipped with a selection of books, laundry facilities and WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Monhegan Island?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Monhegan Island stay.

What’s there to see and do in Monhegan Island?

Cultural attractions include Lupine Gallery, whereas Fish Beach is a spot to enjoy nature. In the wider area, you’ll find Pemaquid Point Lighthouse Park and Marshall Point Lighthouse.

What’s a holiday rental in Monhegan Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monhegan Island. Holiday rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.