Orrs Island Holiday Rentals from €143: Search Short-Term Rentals

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Holiday Rentals in Orrs Island

"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!"

includes taxes & fees

20 Jul - 21 Jul

"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...

includes taxes & fees

13 Jul - 14 Jul

"Our host did a tremendous job making us feel welcome. "

includes taxes & fees

17 Jul - 18 Jul

"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!"

includes taxes & fees

20 Jul - 21 Jul

1 bedroom, iron/ironing board, free WiFi, bed sheets

"The property was on a great location and the service was excellent! We will definitely stay here again!"

includes taxes & fees

13 Jul - 14 Jul

"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"

includes taxes & fees

22 Jul - 23 Jul

"Great room. Friendly staff. Ocean views. Had a fantastic weekend!"

includes taxes & fees

28 Jul - 29 Jul

includes taxes & fees

27 Jul - 28 Jul

"Great location. Very nice room. Jersey (manager) was very helpful. "

includes taxes & fees

13 Jul - 14 Jul

"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...

includes taxes & fees

25 Jul - 26 Jul

"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."

includes taxes & fees

27 Jul - 28 Jul

"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. "

includes taxes & fees

15 Jul - 16 Jul

"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."

includes taxes & fees

21 Jul - 22 Jul

"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. "

includes taxes & fees

7 Aug - 8 Aug

"The property was beautiful with a great location. Very inviting."

includes taxes & fees

13 Jul - 14 Jul

"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."

includes taxes & fees

13 Jul - 14 Jul

"clean, affordable accomadations. Manager helpful and responsive"

includes taxes & fees

11 Jul - 12 Jul

includes taxes & fees

16 Jul - 17 Jul

"We stayed in October when the trees were gorgeous and the dome house is nestled in a wooded area. So pretty! Lots of room for everyone. Wish we could have stayed longer."

includes taxes & fees

7 Aug - 8 Aug

"Great location, clean, great commutation. Bonus: Lots of toys my 4 year old loved to play with during our stay. 😆"

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Find out more about Orrs Island

Everything you need to know about Orrs Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orrs Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Orrs Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orrs Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orrs Island. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orrs Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orrs Island holiday rentals we have selected for you start as low as €143 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Orrs Island rentals

At Expedia, we put the best Orrs Island holiday 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 Orrs 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 Orrs Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orrs 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.

Recent reviews of Orrs Island properties

5/5 Excellent

"The morning breakfast was wonderful. The staff was friendly and helpful. Area is safe and walkable. The property is so lovely and quaint. We would definitely stay again."

A verified traveller from Dayville stayed at Inn at St John Portland In-Town

Posted 18 hours ago

5/5 Excellent

"We stopped by the area on the way from boston to Maine and arrived late in the night, and the front desk staff was really friendly and helped us figure out the check in process outside of normal hours. The room was clean and spacious. We didn’t get to explore the area very much but felt very safe. Would definitely recommend to those making a stop here!"

A verified traveller stayed at Casco Bay Inn

Posted 1 day ago

5/5 Excellent

"We got here a little early about 11:49am) and asked to use the restroom, then we would come back later. I did explain that we did have a room booked. The lady just said no, barhroom was being cleaned. I could see the bathroom and it was not being cleaned. I think she should have asked for my i.d. , and once confirmed reservation, we use restroom. This was disappointing. However, when we did check in, it was a different staff person and she was amazing. Polite, respectful, charming. I will say this: Iwent down for coffee at 3:15ish and bathroom was being cleaned. So, does this mean the receptionist just did not want to be bothered earlier when we asked to use restroom? We were staying here "

A verified traveller stayed at Comfort Inn Airport

Posted 2 days ago

5/5 Excellent

Fabulous hotel in an Excellent location

"An absolutely fabulous hotel, with friendly helpful staff from check-in to housekeeping. Our room was clean and spacious, the toiletries were good quality and there was plenty of thick towels. The bed was huge and incredibly comfortable. The location was perfect for all the tours we had booked, (trolley, boat cruise and several walking tours) and were all within a 10 minute walk from the hotel. Bars, restaurants and shops were all close by. This was our first time in Portland and we had a great time. I would 100% recommend this hotel for anyone visiting Portland."

A verified traveller stayed at Portland Regency Hotel & Spa

Posted 3 days ago

5/5 Excellent

"We loved everything about this hotel. We now know the place to stay next time we are in Portland longer then one night. The pool looked amazing, just didn't have time to enjoy after our touring around the town. Everything is right there in town near the hotel to enjoy yourself. "

A verified traveller stayed at Holiday Inn Portland-By the Bay by IHG

Posted 3 days ago

Frequently asked questions

Can I find holiday rentals in Orrs Island?

Yes, there are holiday rentals in Orrs Island close to Paddleworks, or you can select a more secluded option if you're looking for a relaxing stay. Orrs Island is known for its ski areas and mountain views. Make sure you have time to check out the seafood restaurants while you're in the area.

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

Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun: This holiday home rental outside of Orrs 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 will I find in Orrs Island?

Expedia has 17 holiday rentals for your stay in Orrs Island.

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

Enjoy the area's cultural attractions such as Brunswick Naval Aviation Museum, or get outdoors into nature at a spot like Casco Bay. In the wider area, you’ll find Paddleworks and Bailey Island Bridge.

What’s a holiday rental in Orrs Island like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orrs Island. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.

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Holiday Rentals in Orrs Island

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Holiday Rentals in Orrs Island

Downtown Boothbay Harbor, The Francis Greene House

Greenleaf Inn Room 4 – King Room with Harbor & Island Views in Boothbay

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

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

Greenleaf Inn - Mary's Room! First Floor King Suite, w/ Balcony, Harbor Views!

Greenleaf Inn Room 6 | Private Entry, Balcony, and Harbor Views

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

Greenleaf Inn Room 2: Cozy King Room With Harbor Views

Room 14 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

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

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

Admiral's Quarters Jersey's Room - Garden Level w/ Gas Stove & Stunning Harbor Views

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

Admiral's Quarter Room 10 - Accessible 2 Room King Suite w/ Bedroom and study

Premium Family Suite - 2 Double Beds, 1 King Bed

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

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

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Cozy home on Georgetown Island off the coast of Maine

Find out more about Orrs Island

Recent reviews of Orrs Island properties

Inn at St John Portland In-Town

Casco Bay Inn

Comfort Inn Airport

Hilton Garden Inn Portland Downtown Waterfront

AC Hotel Portland Downtown/Waterfront, ME

Portland Regency Hotel & Spa

Holiday Inn Portland-By the Bay by IHG

Clarion Hotel Portland

La Quinta Inn & Suites by Wyndham Portland

Frequently asked questions