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Orrs Island Vacation Rentals

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Nov 26 - Nov 27
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Nov 27 - Nov 28
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in Orrs Island

Fridge, microwave, oven, stovetop
Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views!

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!
Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library
The Weldon Hotel

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
$238 nightly
The price is $253
Dec 3 - Dec 4
Total with taxes and fees
The Weldon Hotel
On the beach
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Vacation 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
Outdoor dining
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Vacation 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.
1 bedroom, bed sheets
Studio Unit Walkable Everywhere

Apartment in West Bayside

5.8 out of 10, (7)
"We didn't stay there at all. Canceled reservation "
United States
Dianne
$154 nightly
The price is $156
Nov 30 - Dec 1
Total with taxes and fees
Studio Unit Walkable Everywhere
Interior
Spacious 4-bedroom house located in the heart of Portland, ME.

Vacation Home in Munjoy Hill

9.8 out of 10, Exceptional, (6)
"Clean, comfortable. "
United States
Nick P.
$743 nightly
The price is $810
Dec 25 - Dec 26
Total with taxes and fees
Spacious 4-bedroom house located in the heart of Portland, ME.
Fridge, microwave, oven, stovetop
Private Entrance Residential Portland

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
TV
In-town no frills 2 bedroom apt

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.
$154 nightly
The price is $156
Dec 1 - Dec 2
Total with taxes and fees
In-town no frills 2 bedroom apt
Exterior
Beautiful Oceanfront House- Stunning Water Views

Vacation 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
Fridge, oven, stovetop, coffee/tea maker
Updated Long Island Maine Cottage

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
Fridge, microwave, oven, stovetop
1 room luxury ocean front studio 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
Property grounds
Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Vacation 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
Interior
Oceanfront Cabin-Castle in Maine Woods

Vacation Home in Georgetown

9.8 out of 10, Exceptional, (43)
"Amazing views and good location "
United States
Adriana R.
Oceanfront Cabin-Castle in Maine Woods
Terrace/patio
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

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.
$184 nightly
The price is $200
Dec 1 - Dec 2
Total with taxes and fees
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Fridge, microwave, oven, stovetop
The Globe House on Munjoy Hill - Walk to Breweries

Vacation 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
Fridge, microwave, oven, stovetop
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Vacation Home in East Deering

10.0 out of 10, Exceptional, (65)
"Nice stay. Good amenities. "
United States
Laura H.
$986 nightly
The price is $1,074
Dec 1 - Dec 2
Total with taxes and fees
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Outdoor dining
Knock on Wood | Airy Charm in Heart of Downtown

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.
$275 nightly
The price is $299
Dec 1 - Dec 2
Total with taxes and fees
Knock on Wood | Airy Charm in Heart of Downtown
Exterior
Cozy, Elegant and Bright 2 bed in the East End

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
Smart TV
Beautiful 1st Floor Apartment & Amazing Shower

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.
$144 nightly
The price is $157
Nov 30 - Dec 1
Total with taxes and fees
Beautiful 1st Floor Apartment & Amazing Shower
3 bedrooms, iron/ironing board, WiFi, bed sheets
Beautiful, single story ranch. Next to city park with ocean view!

Vacation 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

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

10/10 Excellent
"Nice room, convenient to shops, restaurants. Parking for airport."
Nathan 1-night trip
Posted 2 days ago
Comfort Inn South Portland Airport

Find out more about Orrs Island

Everything you need to know about Orrs Island vacation rentals

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

Orrs Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Orrs Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $156 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Orrs Island rentals

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

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Orrs Island?

Yes, there are vacation rentals in Orrs Island close to Paddleworks, or you can go with a more secluded option if you want 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 vacation home rentals that Orrs Island has to offer?

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This vacation home rental outside of Orrs Island is located on the beach and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Orrs Island?

Expedia has 18 vacation 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 larger area, you’ll find Paddleworks and Bailey Island Bridge.

What’s a vacation rental in Orrs Island like?

Vacation rentals are private properties you can book for a few days or a quick weekend in Orrs Island. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family trips.