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Monhegan Island Holiday Rentals

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Holiday Rentals in Monhegan Island

Laughton House @ Pemaquid Beach

10.0 out of 10, Exceptional, (6)
"Wonderful, spacious home that has been beautifully decorated and maintained. Francine and Greg were great hosts. Will definitely be back."
The price is AU$1,206
includes taxes & fees
14 July - 15 July
Laughton House @ Pemaquid Beach

New! Pemaquid Escape | Curated Comfort + Hot Tub

10.0 out of 10, Exceptional, (1)
"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! "
The price is AU$1,276
includes taxes & fees
15 July - 16 July
New! Pemaquid Escape | Curated Comfort + Hot Tub

Downtown Boothbay Harbor, 2-Story Cottage

9.4 out of 10, Exceptional, (17)
"Loved how walkable this property is! "
The price is AU$475
includes taxes & fees
10 Aug - 11 Aug
Downtown Boothbay Harbor, 2-Story Cottage

Downtown Boothbay Harbor, The Francis Greene House

9.4 out of 10, Exceptional, (41)
"We had a blast, home was just the local place we needed for our weekend! Home was beautiful and nice and clean! Would love to stay again!"
The price is AU$1,116
includes taxes & fees
20 July - 21 July
Downtown Boothbay Harbor, The Francis Greene House

Greenleaf Inn Room 4 – Gorgeously Renovated Corner King w/ Harbor & Island Views!

2.5 star property
10.0 out of 10, Exceptional, (2)
"As soon as we got there we felt welcome. John was amazing, showing us around the whole property & explaining all that was offered. We got there late & had not had a chance to eat so we asked him if there was any suggestions. He immediately got on the phone & got us a reservation for the Thistle Inn. He was amazing & could not do enough for us, including bringing us pastries every morning & having campfires at night so that we could get to know the other guests staying at the inn.The room was...
The price is AU$456
includes taxes & fees
13 July - 14 July
Greenleaf Inn Room 4 – Gorgeously Renovated Corner King w/ Harbor & Island Views!

Greenleaf Inn 3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Our host did a tremendous job making us feel welcome. "
The price is AU$530
includes taxes & fees
17 July - 18 July
Greenleaf Inn 3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

Boothbay Harbor King Suite - Room 1 at Greenleaf Inn - Balcony, Harbor Views!

8.0 out of 10, Very good, (2)
"The property was on a great location and the service was excellent! We will definitely stay here again!"
The price is AU$519
includes taxes & fees
21 July - 22 July
Boothbay Harbor King Suite - Room 1 at Greenleaf Inn - Balcony, Harbor Views!

Greenleaf Inn 5 - Alyson's Room - Main House King, Ocean views, Large Bath!

2.5 star property
10.0 out of 10, Exceptional, (1)
"This was one of our very favorite places we have visited. The Greenleaf Inn was perfect and we lacked for nothing. Make sure you relax on the roof top deck with a coffee or glass of wine!"
The price is AU$611
includes taxes & fees
19 July - 20 July
Greenleaf Inn 5 - Alyson's Room - Main House King, Ocean views, Large Bath!

Greenleaf Inn Room 6 | Private Entry Executive King Suite, Large Balcony, Harbor Views!

10.0 out of 10, Exceptional, (3)
"Greenleaf Inn was a great place to stay. Staff was friendly and checked on needs of the people staying. We had room 6 which had a good view of the harbor. It overlooked Tugboat Restaurant and was a short walk to the stores downtown and the harbor. Food was delicious anywhere we went. Recommended.Thanks"
The price is AU$595
includes taxes & fees
22 July - 23 July
Greenleaf Inn Room 6 | Private Entry Executive King Suite, Large Balcony, Harbor Views!

Greenleaf Inn Penthouse King w/ Panoramic Ocean views off Rooftop Deck

10.0 out of 10, Exceptional, (2)
"Great room. Friendly staff. Ocean views. Had a fantastic weekend!"
The price is AU$810
includes taxes & fees
5 Aug - 6 Aug
Greenleaf Inn Penthouse King w/ Panoramic Ocean views off Rooftop Deck

Boothbay Harbor 2 Room King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views, Fireplace

The price is AU$736
includes taxes & fees
7 Aug - 8 Aug
Boothbay Harbor 2 Room King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views, Fireplace

The legendary Admirals Suite! Boothbay Harbor 2-Room King Suite w/ Bedroom and study

10.0 out of 10, Exceptional, (1)
"The property was beautiful with a great location. Very inviting."
The price is AU$534
includes taxes & fees
17 July - 18 July
The legendary Admirals Suite! Boothbay Harbor 2-Room King Suite w/ Bedroom and study

Room 14 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

10.0 out of 10, Exceptional, (2)
"Great location. Very nice room. Jersey (manager) was very helpful. "
The price is AU$605
includes taxes & fees
13 July - 14 July
Room 14 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

10.0 out of 10, Exceptional, (3)
"We loved being in the heart of the bay. Jersey was a fabulous host who served me a delicious breakfast in the solarium overlooking the bay. The full kitchen with snacks on hand was nice. We enjoyed relaxing at the end of the day by the fire pit. We're so glad that we found this gem in Boothbay Harbor. "
The price is AU$598
includes taxes & fees
19 July - 20 July
Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

10.0 out of 10, Exceptional, (2)
"We loved this property. The views from the premium suites were unbelievable. Property also has shared space that includes a well-stocked, full kitchen (with breakfast food and coffee/nespresso provided), sun room, and outdoor patio. We would definitely stay here again."
The price is AU$627
includes taxes & fees
27 July - 28 July
Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio

10.0 out of 10, Exceptional, (1)
"The location of the property was awesome, with beautiful Harbor views. The room we stayed in was very clean and a very comfortable size with once again great views. The amenities on the property were much better than we've experienced elsewhere. Kitchen/ eating area and the solarium were large and well stocked.As per most of the reviews you cant leave out "Jersey", who checks you in and runs the place basically. Super nice guy and very accommodating. Great sense of humor and makes everyone feel...
The price is AU$652
includes taxes & fees
25 July - 26 July
Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio

Boothbay Harbors Garden Suite - Admiral's Quarters Room 9 - Fireplace & Stunning Harbor Views!

10.0 out of 10, Exceptional, (1)
"The greenleaf/admirals quarters was fantasic! John, was an unbelievable host. He made sure to give us a tour of the whole property, as well as made us feel welcome with an abundance of complementary items to include food and drink, as well as a bonfire at dusk with s’mores. All around fantastic experience. The room was extremely clean and comfortable and the whole place seems to have had brand new renovation. 100% recommend."
The price is AU$539
includes taxes & fees
21 July - 22 July
Boothbay Harbors Garden Suite - Admiral's Quarters Room 9 - Fireplace & Stunning Harbor Views!

2-Story Harbor View Suite King and Queen w/ 3 Balconies | Admiral's Quarters Inn Room 12

9.2 out of 10, Wonderful, (7)
"We had a wonderful time at Admiral’s Quarters and wish we’d had one more night to spend in Boothbay Harbor. Our room was cozy and the two levels made it perfect for our family of four. The location was fantastic and John always had great recommendations for things to do or places to eat. "
The price is AU$770
includes taxes & fees
7 Aug - 8 Aug
2-Story Harbor View Suite King and Queen w/ 3 Balconies | Admiral's Quarters Inn Room 12

Premium Family Suite - 2 Double Beds, 1 King Bed

5.0 out of 10, (2)
"Location is close to what we wanted (botanical gardens and Boothbay Harbor shops). The plusses were free breakfast, nice trails connected to property, icecream across the street. The minuses were the pool/hot tub not open as expected,our room was not deep cleaned."
The price is AU$886
includes taxes & fees
17 July - 18 July
Premium Family Suite - 2 Double Beds, 1 King Bed

More then a Motel With Garden , Renovated Rooms at heart of Boothbay

2.0 star property
8.0 out of 10, Very good, (2)
"clean, affordable accomadations. Manager helpful and responsive"
The price is AU$694
includes taxes & fees
14 July - 15 July
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
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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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?

Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun: This holiday home rental outside of Monhegan Island is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

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?

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 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.