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Holiday Rentals in Orrs Island

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Holiday Rentals in Orrs Island

Cottage in Orr's Island

9.8 out of 10, Exceptional, (37)
"Great place! Very private and quiet. Really well done renovated cottage. Loved it"
United States
Tim T.
Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views!

Aparthotel in Downtown Portland

4.5 star property
9.8 out of 10, Exceptional, (87)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is €186
includes taxes & fees
4 Dec - 5 Dec
The Weldon Hotel

Holiday Home in Bailey Island

10.0 out of 10, Exceptional, (233)
"Tremendous stay, great property and host."
United States
Curtis G.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Holiday Home in Boothbay Harbor

10.0 out of 10, Exceptional, (20)
"We loved our stay in Boothbay. The cottage was clean and comfortable, location was ideal, easy walk into town and to the park. Everything was fantastic, would highly recommend. "
United States
Emma D.
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Apartment in West Bayside

5.8 out of 10, (7)
"We didn't stay there at all. Canceled reservation "
United States
Dianne
The price is €139
includes taxes & fees
30 Nov - 1 Dec
Studio Unit Walkable Everywhere

Holiday Home in Munjoy Hill

9.8 out of 10, Exceptional, (6)
"Clean, comfortable. "
United States
Nick P.
The price is €719
includes taxes & fees
24 Dec - 25 Dec
Spacious 4-bedroom house located in the heart of Portland, ME.

Apartment in Deering Center

9.2 out of 10, Wonderful, (5)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
United States
Michelle S.
Private Entrance Residential Portland

Apartment in West Bayside

8.6 out of 10, Excellent, (16)
"Host was very accommodating. Apartment worked well for. Description accurate. Would stay again."
United Kingdom
Martha F.
The price is €139
includes taxes & fees
1 Dec - 2 Dec
In-town no frills 2 bedroom apt

Holiday Home in Harpswell

9.4 out of 10, Exceptional, (23)
"We loved our stay! Gorgeous view, lots of thoughtful little amenities. The home was extremely clean and the host was just lovely. "
United States
Catherine O.
Beautiful Oceanfront House- Stunning Water Views

Cottage in Long Island

10.0 out of 10, Exceptional, (7)
"Great island house! Loved how stocked the kitchen was, we had comfortable beds and even beach chairs and cooler. We would definitely stay here again. "
United States
Serra C.
Updated Long Island Maine Cottage

Apartment in Harpswell

9.6 out of 10, Exceptional, (170)
"Very clean beautiful view we definitely enjoyed ourselves "
United States
Ilona F.
1 room luxury ocean front studio cottage

Holiday Home in Falmouth

8.8 out of 10, Excellent, (6)
"We had a wonderful stay. Nice comfortable camp. We enjoyed swimming in the lake. "
United States
Darcie B.
Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Holiday Home in Georgetown

9.8 out of 10, Exceptional, (43)
"Amazing property and location - just exactly what we were looking for - walking or driving to the beach every day - listening to the ocean and walking on the rocks and through the woods - truly magical. "
United States
Holly H.
Oceanfront Cabin-Castle in Maine Woods

Cabin in Boothbay

7.8 out of 10, Good, (7)
"Affordable and quiet location that felt safe and is conveniently close to Boothbay Harbor & surrounding attractions. "
United States
Melanie L.
The price is €178
includes taxes & fees
10 Dec - 11 Dec
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Holiday Home in Munjoy Hill

10.0 out of 10, Exceptional, (92)
"Beautiful house in great area."
United States
Amber W.
The Globe House on Munjoy Hill - Walk to Breweries

Holiday Home in East Deering

10.0 out of 10, Exceptional, (65)
"Nice stay. Good amenities. "
United States
Laura H.
The price is €953
includes taxes & fees
1 Dec - 2 Dec
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Apartment in Parkside

8.8 out of 10, Excellent, (25)
"Clean and comfortable in a great location. Walking distance to the Portland Farmer’s Market on Saturdays. Easy to access and very handy off street parking. Team was very easy to work with. "
United States
Natalie R.
The price is €266
includes taxes & fees
1 Dec - 2 Dec
Knock on Wood | Airy Charm in Heart of Downtown

Condo in Munjoy Hill

9.8 out of 10, Exceptional, (52)
"Excellent stay and location"
United States
David M.
Cozy, Elegant and Bright 2 bed in the East End

Apartment in Parkside

9.0 out of 10, Wonderful, (26)
"My brother in law and I stayed here while my husband was hospitalized at the Maine Med and it was a lovely property. Everything was clean and organized, check in was easy and the hosts were responsive and kind. I would stay here again!"
United States
Lillian L.
The price is €141
includes taxes & fees
16 Dec - 17 Dec
Beautiful 1st Floor Apartment & Amazing Shower

Holiday Home in Back Cove

9.2 out of 10, Wonderful, (19)
"Wonderful view, great park, spacious home, well-appointed... all the things you wish for in a Maine vacation!"
United States
Ben M.
Beautiful, single story ranch. Next to city park with ocean view!
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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Top Orrs Island Hotel Reviews

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 €139 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. 

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?

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This holiday home rental outside of Orrs Island is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Orrs Island?

Expedia has 18 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.