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Monhegan Island Holiday Rentals

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Holiday Rentals in Monhegan Island

Cozy Cottage with spectacular salt water view / 3 Kayaks available/
9.8 out of 10, Exceptional, (29)
"Cottage is rustic but clean in an amazing location. The view out to the boats moored in the water is one of a kind. We cooked all our meals in the kitchen and it worked well for us -- good sharp knives was a plus. Being able to walk down the dock and get the freshest lobsters possible for an excellent price was the highlight of our stay. Free access to kayaks was another nice amenity -- lots of coast to explore. The house is a little quirky (uneven floors and bathroom door is really a curtain),...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
East Boothbay Waterfront One room Condo.Waterview from in side this room
10.0 out of 10, Exceptional, (106)
"EXCELLENT AND ENJOYABLE"
East Boothbay Waterfront One room Condo.Waterview from in side this room
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
8.0 out of 10, Very good, (32)
"We really enjoyed our stay at this cabin. Authentic vintage experience! Off course, if your are looking for a neet and sophisticate lodding, it might not be the place for you… but it was perfect for us! Very well located, near a private beach with 2 kayaks and chairs for our convinience. Also very near to the action of Boothbay Harbor that was a nice discorery! The cabin is very confortable, with everything we needed to prepare a nice meal and relax at anytime of the day. The only thing that...
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
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Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
9.8 out of 10, Exceptional, (55)
"Perfect for my husband and I. Great view on the water."
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
The Coal Shack: Pet-Friendly Harborfront Studio in Downtown Boothbay
10.0 out of 10, Exceptional, (138)
"Cozy & convenient!"
The Coal Shack: Pet-Friendly Harborfront Studio in Downtown Boothbay
Quaint Coastal Cottage w/ Deck, Gas Grill, & High-Speed WiFi - Walk to Town
8.6 out of 10, Excellent, (17)
"Wonderful stay!"
Quaint Coastal Cottage w/ Deck, Gas Grill, & High-Speed WiFi - Walk to Town
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
10.0 out of 10, Exceptional, (13)
"My husband and I stayed two nights, arriving late in the afternoon. We had no difficulty finding or getting into the property. The place was clean and the bed was comfortable. We were out doing things in the area most of the time, but did enjoy a slow, quiet morning and loved being able to walk to the nearby park and enjoy the view. We were also in the apartment early one evening because of light rain, just reading and checking emails, etc., and missed the basics for preparing our own food....
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
9.0 out of 10, Wonderful, (34)
"First time in Maine and the cabin at its location made the stay even so much nicer. Watching the sunrise at 5am , relaxing nights on the deck. The cabin was rustic but functional, spacious enough but still gave that cozy felling. We will be back. Thank you for your hospitality."
The price is NZ$460
includes taxes & fees
13 Jun - 14 Jun
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, (23)
"Beautiful home that is a great proximity to Boothbay Harbor downtown. The pond is very nice but the water level was very low during our stay in March and there were no boats available as described in the listing. It is unclear whether this is something to note for all offseason travelers"
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
8.6 out of 10, Excellent, (29)
"The title and description are spot on, this is a vintage home with every amenity we needed for a long weekend exploring Damariscotta and Boothbay Harbor. We only needed 3 bedrooms, so did not use the bunk beds tucked into the first floor alcove, and planned to spend most of our time out & about. It was a perfect location for us."
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
10.0 out of 10, Exceptional, (10)
"We had a wonderful stay at The Perch! It’s a beautiful spot and had everything we needed for us and our doggo:) Beautiful finishing touches - they did a great job building this spot, I would absolutely come back!"
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
8.8 out of 10, Excellent, (13)
"We were mesmerized by the view and the fabulous layout of this palacial home!! Gorgeous!! We are hoping to return in the fall!!"
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
8.2 out of 10, Very good, (13)
"The house was big and private and in a great area close to everything in Boothbay."
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
Dog-friendly forest cottage with HOA beach on Linekin Bay, walk to dining/spa
9.0 out of 10, Wonderful, (2)
"A terrific cozy cabin for a getaway with our dogs. The property was in a good location, close to town, with ample yard to explore wiwith the pups. The cabin was cozy and comfortable."
Dog-friendly forest cottage with HOA beach on Linekin Bay, walk to dining/spa
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
9.8 out of 10, Exceptional, (7)
"Had the good old field of what we always called a "camp." Kitchen was well stocked with utensils and glassware, etc. The lobster processing facility made for a bit of noise and a pretty steady stream of traffic. A lot of trucks, from pickups to semis coming in and out. Didn't really bother us a whole lot but it might bother other people. Overall the view of the water was pretty nice except for the power lines and there's not much that can be done about that. Have to have electricity after all."
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
8.6 out of 10, Excellent, (14)
"This is the perfect Maine camp! Clean, comfortable and cute."
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
Peacefull house on the water
9.6 out of 10, Exceptional, (22)
"My family of three so enjoyed our stay at Jonathan's cottage nestled in the wood with a lovely view of the St. George River. We hosted lobster dinner (fresh off the boat in Friendship!) for our Maine relatives on the covered porch. The house was so very well stocked with everything we needed to cook and make cocktails. If you want quiet, this is the place! Nothing but the sound of the sea birds and the lobsterman checking their traps. Great location for visiting the Camden area. I recommend the...
Peacefull house on the water
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
9.4 out of 10, Exceptional, (71)
"We enjoyed the tranquility of the cottage and we appreciated the antiques connecting the cottage to the past/ history of the area. No issues with our stay. Location was good; the drive to daily activities not tremendous. Loved the village, and the people were so friendly. Great escape from every day life."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Adorable Lakefront Cottage with Free WiFi, Full Kitchen, Gas Grill, & Dock
9.4 out of 10, Exceptional, (12)
"This was a cozy place to stay, as we discovered Maine."
Adorable Lakefront Cottage with Free WiFi, Full Kitchen, Gas Grill, & Dock
Spacious & tranquil waterfront hideaway on Muscongus Sound
7.6 out of 10, Good, (21)
"This is a great place especially if you have dogs. The only advice I would give the management company is to leave directions to the transfer station or better yet take the trash for your guests at the end of their stay. Putting smelly trash in our car wasn’t great. All in all though, it was a great place for a family with dogs!"
Spacious & tranquil waterfront hideaway on Muscongus Sound
Don't see what you're looking for?
See all available properties in Monhegan Island
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.

Other types of properties in Monhegan Island you may be interested in

Tugboat Inn
3.0 star property
9.0 out of 10, Wonderful, (837)
"Love this hotel. But you pay a price for being in a room on a pier. Like the water pressure in the shower is laughable. But who cares. The place is fun and the staff in the restaurant are amazing. "
The price is NZ$281
includes taxes & fees
9 Jun - 10 Jun
Tugboat Inn
Boothbay Harbor Inn
2.5 star property
8.2 out of 10, Very good, (753)
"👌"
The price is NZ$229
includes taxes & fees
10 Jun - 11 Jun
Boothbay Harbor Inn
Flagship Inn and Suites
2.5 star property
8.4 out of 10, Very good, (1003)
"The staff appeared to be well intended but there were a couple of “concerns “. After registration, the desk staff informed me there was a “ modified “ breakfast. They’d had a fire and needed to just have cold items temporarily. I understand the situation but I think there should have been a small refund or had it on their web page. The TV had 2 remotes and we needed written instructions to help us use it. There were none so we had to get staff to help us. The beds were very comfortable and the...
The price is NZ$228
includes taxes & fees
9 Jun - 10 Jun
Flagship Inn and Suites
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Monhegan Island holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Monhegan Island. 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 Monhegan Island. 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 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 holiday 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 Monhegan Island short-term rentals, that won’t be hard to do.

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?

Boothbay Harbor Maine, Beautiful private Apartment : This holiday home rental outside of Monhegan Island is located by the ocean, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave.

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.

Recent reviews of Monhegan Island properties
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