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

Orrs Island Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Orrs Island holiday rentals

A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

1. 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.
Orchid Harbor, Bailey Island 3BR
A lakeside property with a deck, picnic table, and barbecue grill.

2. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (68 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AU$518
includes taxes & fees
3 Oct - 4 Oct
Camp Forever cottage
A wooden deck with outdoor seating and string lights.

3. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (69 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is AU$515
includes taxes & fees
5 Oct - 6 Oct
Full sized home
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

4. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (10 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is AU$288
includes taxes & fees
30 Sept - 1 Oct
Mid Coast Getaway w/ water views
A spacious living room with large windows, a sofa, a chair, and a small table.

5. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (12 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
The price is AU$399
includes taxes & fees
20 Oct - 21 Oct
1 Mi to Maine Street! MCM-Style Home in Brunswick
A spacious living room with large windows, a sofa, a chair, and a small table.

6. 1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
1 Mi to Maine Street! Mcm-style Home in Brunswick
A treehouse with a wooden staircase and a small building with a colorful mural.

7. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.0 out of 10, Very good, (30 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is AU$254
includes taxes & fees
26 Sept - 27 Sept
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A wooden deck with a view of a lake, surrounded by trees and shrubs.

8. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (73 reviews)
"Incredible home in a beautiful location!"
United States
Catherine G.
The price is AU$667
includes taxes & fees
30 Sept - 1 Oct
Centerview cottage
A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

9. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (20 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is AU$298
includes taxes & fees
30 Sept - 1 Oct
Fantastic Waterfront Views
A two-story house with a covered porch, a garage, and a front yard with potted plants.

10. 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, (172 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is AU$235
includes taxes & fees
28 Sept - 29 Sept
Large suite/private bath/private entrance on quiet street near Thomas Bay
A covered porch with a view of a lake and trees.

11. 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.
The price is AU$604
includes taxes & fees
14 Oct - 15 Oct
Mere Point Sunrise Views at Eastern Shore!
A wooden staircase with a wooden railing, surrounded by green foliage.

12. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is AU$263
includes taxes & fees
28 Sept - 29 Sept
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A modern kitchen with white cabinets, a wooden dining table, and a vase with green leaves.

13. King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.6 out of 10, Exceptional, (18 reviews)
"Perfect for a my husband and I. Close to everything!"
United States
Tabcline S.
The price is AU$367
includes taxes & fees
8 Oct - 9 Oct
King Size Sun Rise Midcoast Lovely Stay
A narrow hallway with a window on the right, leading to a room with a visible door.

14. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (13 reviews)
"Great location! We spent very little time in the room, but it was a great place to come back and crash! "
United States
Kristina M.
The price is AU$324
includes taxes & fees
28 Sept - 29 Sept
Modern style in historic building in downtown Bath
A spacious kitchen with a large island, bar stools, and a dining area with a sofa.

15. King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer

King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
Topsham
9.4 out of 10, Exceptional, (6 reviews)
"Perfect place and location for visiting Bowdoin."
United States
Kristen S.
The price is AU$455
includes taxes & fees
30 Sept - 1 Oct
King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
A cabin with two chairs facing a fire pit, surrounded by trees.

16. 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.
The price is AU$440
includes taxes & fees
30 Sept - 1 Oct
Modern cabin w/ full bath & kitchenette - 03
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.

17. 2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
Bath
9.0 out of 10, Wonderful, (27 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is AU$341
includes taxes & fees
28 Sept - 29 Sept
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

18. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (11 reviews)
The price is AU$1,474
includes taxes & fees
28 Sept - 29 Sept
Three bedroom in United States of America, Freeport
A modern kitchen with white cabinetry, a central island with stools, a refrigerator, and a microwave.

19. Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Brunswick
9.6 out of 10, Exceptional, (34 reviews)
"Perfect for what we needed for the week. All that was missing was some oven mitts and maybe a pair of scissors but we made it work!! Great little spot - thank you!! "
United States
Britta M.
The price is AU$598
includes taxes & fees
5 Oct - 6 Oct
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

20. Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (5 reviews)
"Great location"
United States
Ashley W.
The price is AU$1,036
includes taxes & fees
8 Oct - 9 Oct
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
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

Inn at St John Portland In-Town

Inn at St John Portland In-Town

8/10 Good
"Everything was good."
Robert 1-night trip
Posted 1 hour ago
Inn at St John Portland In-Town

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, 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 favourite 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 depend 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 AU$232 per night. Entering your travel dates in the search wizard might find you 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 close to the most popular sights in Orrs Island, 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?

Charming 110-year former Inn 10' from the Ocean!: This holiday home rental outside of Orrs Island is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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?

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 wider area, you’ll find Bailey Island Bridge and Wolfe's Neck Woods State Park.

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.