An aerial view of a river with a series of floating docks and a small island with trees.

Orrs Island Vacation Rentals

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Orrs Island vacation rentals

A lakeside property with a deck, picnic table, and barbecue grill.

1. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (65 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
$337 nightly
The price is $367
Aug 30 - Aug 31
Total with taxes and fees
Camp Forever cottage
A wooden deck with a view of a lake, surrounded by trees and shrubs.

2. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (69 reviews)
"Incredible home in a beautiful location!"
United States
Catherine G.
$421 nightly
The price is $459
Sep 1 - Sep 2
Total with taxes and fees
Centerview cottage
A wooden deck with outdoor seating and string lights.

3. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (68 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
$341 nightly
The price is $371
Sep 22 - Sep 23
Total with taxes and fees
Full sized home
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

4. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (12 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
$446 nightly
The price is $451
Sep 16 - Sep 17
Total with taxes and fees
Orchid Harbor, Bailey Island 3BR
A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

5. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (8 reviews)
$947 nightly
The price is $1,032
Sep 1 - Sep 2
Total with taxes and fees
Three bedroom in United States of America, Freeport

6. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"Lovely location "
United States
Michelle S.
$547 nightly
The price is $553
Sep 3 - Sep 4
Total with taxes and fees
Mere Point Sunrise Views at Eastern Shore!
A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

7. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.8 out of 10, Exceptional, (17 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
$415 nightly
The price is $419
Sep 1 - Sep 2
Total with taxes and fees
Fantastic Waterfront Views
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

8. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (7 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
$267 nightly
The price is $284
Sep 1 - Sep 2
Total with taxes and fees
Mid Coast Getaway w/ water views
A two-story house with a covered porch, a garage, and a front yard with potted plants.

9. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (165 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
$143 nightly
The price is $155
Sep 2 - Sep 3
Total with taxes and fees
Large suite/private bath/private entrance on quiet street near Thomas Bay
A cabin with two chairs facing a fire pit, surrounded by trees.

10. Modern cabin w/ full bath & kitchenette - 03

Modern cabin w/ full bath & kitchenette - 03
Freeport
10.0 out of 10, Exceptional, (8 reviews)
"Easy check in process. More than clean, it looked brand new. Overall a great stay. Kitchen was well stocked with plates, utensils, and cookware. "
United States
Michael H.
$303 nightly
The price is $330
Sep 8 - Sep 9
Total with taxes and fees
Modern cabin w/ full bath & kitchenette - 03
A hallway with a large, rustic mirror leaning against the wall, a potted plant in the foreground, and a glimpse of a bed with a yellow blanket in the background.

11. Lush Coastal Downtown Home - Beaches & Shopping

Lush Coastal Downtown Home - Beaches & Shopping
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"This was the perfect house for our quick trip to Maine! The house was in great condition and very clean. The host was very friendly, thorough and quick to answer any questions. We were even able to check in a couple hours early! We would absolutely come here again!"
United States
Haley T.
$562 nightly
The price is $613
Aug 30 - Aug 31
Total with taxes and fees
Lush Coastal Downtown Home - Beaches & Shopping
A modern kitchen with dark blue cabinets, a stainless steel stove, and marble backsplash.

12. Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (13 reviews)
"The house matches exactly what was described online. It's clean and cozy in a quite neighborhood. I'd rate it a five star and highly recommend!"
United States
Shisheng
$706 nightly
The price is $770
Aug 31 - Sep 1
Total with taxes and fees
Award Winning Luxury Carriage House a short stroll from town!
A wooden house with a deck and a stone pathway leading to a grassy area.

13. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
10.0 out of 10, Exceptional, (17 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
$365 nightly
The price is $391
Sep 20 - Sep 21
Total with taxes and fees
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
A rocking chair and a small table with a decorative plate, both placed on a wooden deck in front of a red building with a white door.

14. Captain's 2BR. Authenticity. Value, Near everything. Yard. Treehouse. No fees.

Captain's 2BR. Authenticity. Value, Near everything. Yard. Treehouse. No fees.
Bath
8.8 out of 10, Excellent, (23 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
$222 nightly
The price is $242
Aug 30 - Aug 31
Total with taxes and fees
Captain's 2BR. Authenticity. Value, Near everything. Yard. Treehouse. No fees.
A wooden staircase with a wooden railing, surrounded by green foliage.

15. Captain's 1BR Suite. Authenticity. Value. Near everything. Large yard. No fees.

Captain's 1BR Suite. Authenticity. Value. Near everything. Large yard. No fees.
Bath
8.0 out of 10, Very Good, (18 reviews)
"Cute but aging small space, Near attractions"
United States
michael
$155 nightly
The price is $169
Aug 30 - Aug 31
Total with taxes and fees
Captain's 1BR Suite. Authenticity. Value. Near everything. Large yard. No fees.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a granite countertop.

16. Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Freeport
10.0 out of 10, Exceptional, (10 reviews)
"Our whole family was impressed by this house!"
United States
Gary B.
$676 nightly
The price is $707
Aug 31 - Sep 1
Total with taxes and fees
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
A spacious living room with a blue sofa, a white chair, a tufted ottoman, and a wooden coffee table.

17. Beautiful Delightful 3BR Downtown Brunswick All King Beds

Beautiful Delightful 3BR Downtown Brunswick All King Beds
Brunswick
10.0 out of 10, Exceptional, (25 reviews)
"This was just what we needed and close to everything we were doing!"
United States
Darryl T.
$590 nightly
The price is $643
Sep 8 - Sep 9
Total with taxes and fees
Beautiful Delightful 3BR Downtown Brunswick All King Beds
A cabin with a large wooden barrel-shaped structure attached to the main building, featuring a warm interior light.

18. Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Georgetown
$514 nightly
The price is $550
Aug 30 - Aug 31
Total with taxes and fees
Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
A yurt with a bed, a desk, and a view of the outdoors.

19. Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
$427 nightly
The price is $466
Sep 7 - Sep 8
Total with taxes and fees
Fortland Island Campground
A beach with a wooden chair and a small building in the background.

20. Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (70 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
$600 nightly
The price is $654
Aug 30 - Aug 31
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
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

Best Western Merry Manor Inn

Best Western Merry Manor Inn

10/10 Excellent
"We have stayed many times we love all the amenities. Great breakfast. We love the pool. The fire pit area is great."
Robert 1-night trip
Posted 5 hours ago
Best Western Merry Manor Inn

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 $163 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 close to the most popular points of interest in Orrs Island, or you can select a more remote 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 vacation home rentals that Orrs Island has to offer?

Spacious 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?

Explore the area and family-friendly sights such as Maine Maritime Museum, or get out into nature at a spot like Casco Bay. In the larger area, you’ll find Bailey Island Bridge and Wolfe's Neck Woods State Park.

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.