Monhegan Island vacation rentals

4.91 out of 5 average rating, 85 reviews

Cottage in Windham

Tranquil waterfront cottage

Jo-AnnRating, 5 stars6 months ago

This Lakeside Retreat was a perfect weekend escape for two couples. In late September, we seemed to have the pond to ourselves and enjoyed sharing time around the firepit overlooking the lake. The Bathroom was spacious and one level up from the bedrooms downstairs. The kitchen had everything needed to prepare an excellent meal. I would highly recommend this cabin to a a small group of friends or family looking for a great location near Portland and Lake area attractions.Our host Bobbi was very responsive.

4.89 out of 5 average rating, 204 reviews

Condo in Kennebunk

Over 1000 Five Star Reviews! Walk to Dock Square !

AshleyRating, 5 stars2 weeks ago

I had a wonderful stay at this cozy Airbnb. The location was perfect, right in the heart of downtown, so it was super convenient to walk to shops, restaurants, and everything else we wanted to see. We also loved that it was dog friendly, which made our trip even better. The place was clean, comfortable, and exactly as described. The host was friendly and responsive, making check-in a breeze. Highly recommend!

4.98 out of 5 average rating, 330 reviews

A wooden dock extends over vibrant green marshland, leading to a serene body of water. Lush trees and rolling grass create a peaceful backdrop, emphasizing the natural beauty of the surroundings.

Apartment in Arundel

Cape Arundel Cottage 1 mile to downtown KPT

WarrenRating, 5 stars3 weeks ago

Hillary's place was a wonderful place to stay for a cozy weekend getaway. It felt very homey with personal touches. We were here during a little snowstorm so we didn't spend any time outside but the yard and private deck were really nice. We had some troubles with the hot water but Hillary was very responsive and helpful! We would definitely stay here again.

Apartment in Southwest Harbor

The restored building is positioned near the water's edge, featuring a weathered wooden facade. Large windows reflect the blue sky and provide a view of the surrounding rocks and marina. The tranquil harbor is visible in the foreground, enhancing the peaceful setting.

4.91 out of 5 average rating, 149 reviews

On the water. Walk to Southwest Harbor

AlisonRating, 5 stars6 months ago

Will Definitely Stay Again on Next Trip! What an amazing stay right at a working marina where you have water views on 2 sides and can enjoy watching the inner workings of the life on the many lobster boats leaving every morning and returning at evening. The location was perfect for great restaurants, local shopping, and as a home base for all the hiking destinations. Arcadia Sailing is right there also; our sunset sail was picture perfect. The AirBnB was everything we had read about and hoped for. Parking was great, access convenient, the views of the harbor amazing. As met as a family from NC, TX and OH to cheer my daughter on in the MDI half-marathon. The living area was warm and comfortable, the kitchen well appointed, the bedrooms roomy with great beds and bathroom access. Everything was clean and tidy. Having a washer and dryer was a nice amenity. Molly was available to answer questions and make recommendations. The only negative was that our collective stay was too short!

4.85 out of 5 average rating, 114 reviews

An outdoor deck offers a view of the river surrounded by trees. Sunlight casts gentle shadows on the wooden deck, highlighting its natural grain. Calm water reflects the greenery, creating a serene atmosphere. A paved area is visible nearby, providing additional outdoor space.

Guesthouse in Ellsworth

Large adorable 1 bedroom loft with ocean frontage

CindyRating, 5 stars2 days ago

This was a beautiful apartment to stay in, the view to the Union river, and evergreen trees was absolutely gorgeous. The apartment was clean and well designed and had lots of space. A short walk to Josie‘s country store & Café every morning for breakfast was perfect. A quick drive into downtown Ellsworth, where there are lots of restaurants, shops and pubs, then a bit further to Acadia national park, roughly a half hour drive, in April. We loved hiking in Acadia on Bar Harbor Island. What a great visit to Maine!

5 out of 5 average rating, 163 reviews

A clear view of the waterfront is presented, featuring smooth stones lining the shore. Gentle waves caress the edge, while a wooden staircase leads from the grassy area to the water's edge. Tall trees provide shade alongside the rocky path.

Apartment in Tremont

Duck Cove Apartment

JenniferRating, 5 stars5 months ago

We enjoyed our stay at the Duck Cove Apartment. The Apartment was warm and comfortable and the location was peaceful and picturesque. It was a good base for our hikes at Acadia National Park. Nancy welcomed us when we arrived and was a responsive and friendly host. We enjoyed beautiful sunrises and moonlight on the water from the living room. It was a nice place to stay!

4.83 out of 5 average rating, 184 reviews

The covered porch features a wooden deck and views of the snowy landscaped yard, framed by evergreen trees and autumn foliage. Colorful buoys hang from the ceiling, adding a decorative touch to the serene outdoor space.

Home in Tremont

Acadia Escape @ Acadia National Park, A/Seafood

PamelaRating, 5 stars2 months ago

This is my third booking with Dwayne and it was, as always, a great experience. The rooms are large and well furnished. The kitchen is spotless and has everything one might hope for. It is a very comfortable stay! Thank you!

Apartment in Kennebunkport

A wooden dining table is surrounded by six matching chairs on a spacious deck. A small vase filled with colorful flowers sits at the center of the table. Beyond the deck, trees provide a lush backdrop, with green views extending toward the distant golf course.

4.93 out of 5 average rating, 29 reviews

Charming Kennebunkport

EmilyRating, 5 stars7 months ago

My husband and I stayed at Kristen’s apartment for 2 weeks at the end of August and had the most amazing time! This was our 3rd time to KPT and most definitely our favorite thanks to this gorgeous Airbnb and Kristen’s hospitality. The apartment was perfect for us — was exactly as described, better than the photos with amazing windows and views, speedy WiFi perfect for working remotely. It’s a quick 4 minute drive into town, and such a beautiful area to walk around. Kristen was so responsive and helpful — there’s a super extensive list of local reccs in the apartment, and a beach pass that you can use during your stay. We loved this home away from home, and can’t wait to come back soon!

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Popular amenities for Monhegan Island vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Monhegan Island

4.93 out of 5 average rating, 58 reviews

A modern kitchen is highlighted with sleek white cabinets and a polished granite countertop. High-end stainless steel appliances, including a gas range, are featured. The open layout connects to a bright living area, where natural light fills the space through large windows.

Home in Scarborough

Gorgeous 4 BR home with HOT TUB

Elizabeth AnnRating, 5 stars1 week ago

The home was beautiful and matched the photos online. Clean and inviting! Gregory was responsive while booking and during our stay. Very kind and would stay here again for another girls weekend get away!

5 out of 5 average rating, 103 reviews

An outdoor seating area is presented with a spacious sectional sofa made of dark wicker, positioned under a covered patio. The lawn extends towards the private sandy beach and dock by the lake, with a view of kayaks and trees in the background.

Cottage in Belgrade

Lakefront Home, Sandy Beach, Belgrade Lakes Maine

SarahRating, 5 stars5 months ago

This property was awesome we were all very happy with the location, amenities, price and host. Hillary was polite and very helpful. This trip almost didn’t happen as our previous reservation was canceled 12 hours before check in from a different host. Luckily Hillary saved the week with her quick response time and answering questions about sleeping situations etc. would stay here again in a heart beat highly recommend!

4.91 out of 5 average rating, 32 reviews

Home in Newcastle

Spring into the season eating lobsters w/friends

MarceloRating, 5 stars7 months ago

Very nice place to stay big nice and clean recommended this place to everyone looking for a good place big and clean this the right place

4.97 out of 5 average rating, 63 reviews

Home in Gray

cozy 3 bedroom ranch with deck and screen porch

MichaelRating, 5 stars3 months ago

The house is lovely and, if it’s not new, it sure feels that way. In a very quiet area with tons of outdoor space yet just a mile or two from more main roads. Had a lovely white Christmas/Hanukkah with fresh snow on the 24th. Diana was a great host, always answering questions promptly and rolling with some last minute travel issues. Would love to stay here in warmer months to take advantage of the outdoors and the lovely sun porch.

4.95 out of 5 average rating, 151 reviews

A colorful Welcome to Kennebunkport sign stands prominently at the bridge entrance. Below, a charming red building on stilts is seen, featuring a conical rooftop. Surrounding structures showcase classic New England architecture, enhancing the coastal charm of the area.

Home in Kennebunk

Quiet cozy cottage close to restaurants, beach

MikeRating, 5 stars6 months ago

Lori’s place was very cozy and a great screened in back porch. Perfect for morning coffee while taking in the scenery. Easily walkable to downtown and restaurants and right down the street from the beach. Nicely located for all things. We rented a car on our stay and travelled to Portland, Portsmouth NH and then close by towns to Kennebunk. All under an hours drive. We enjoyed our stay at Lori’s place.

4.95 out of 5 average rating, 43 reviews

A deck overlooking a serene lake is presented, featuring a green hammock suspended between two posts. The wooden boards reflect a rustic charm, while surrounding trees provide a natural backdrop. The expansive water glimmers under a partly cloudy sky.

Home in Otis

Lakeside Landing

NupurRating, 5 stars6 months ago

My husband and I spent our babymoon at Jennifer’s place, and waking up to the stunning lake view each day was just what I needed to unwind. I asked Jennifer if there was cooking oil available, and her mom kindly brought us a bottle of olive oil before our arrival—such a thoughtful gesture! We will definitely stay here again if we're ever in the area.

5 out of 5 average rating, 101 reviews

Two black Adirondack chairs are positioned around a stone fire pit on a stone patio. In the background, a serene view of Winnegance Creek is visible, framed by trees and a cloudy sky.

Home in Bath

Waterfront Farmhouse with Modern Flair!

Tony & KellyRating, 5 stars2 months ago

The home was very welcoming and accommodating for our family of 5. The views were spectacular at sunrise, sunset and during the snowstorm. Bald Eagles and hawks would land in the trees right in front of the house. Also, there was a skating pond down the street my family love to visit almost each evening. There was an alarm going off as soon as we arrived, Debbi was incredibly fast responding and sending someone to check it out clear it up. On the plus someone came and plowed the driveway after the snowstorm it was great. She left a basket of local food and my family ate it up. We are so thankful for our relaxing week and would love to return.