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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Orrs Island holiday rentals

A wooden deck with outdoor seating and string lights.

1. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (71 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is HK$1,589
HK$2,895 total
includes taxes & fees
20 Oct - 21 Oct
Full sized home
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, (70 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is HK$1,648
HK$2,848 total
includes taxes & fees
7 Oct - 8 Oct
Camp Forever cottage
A wooden deck with a view of a lake, surrounded by trees and shrubs.

3. 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 HK$2,315
HK$3,712 total
includes taxes & fees
9 Oct - 10 Oct
Centerview cottage
A two-story house with a covered porch, a garage, and a front yard with potted plants.

4. 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 HK$745
HK$984 total
includes taxes & fees
3 Nov - 4 Nov
Large suite/private bath/private entrance on quiet street near Thomas Bay
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

5. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is HK$1,295
HK$1,466 total
includes taxes & fees
7 Oct - 8 Oct
Captains Watch: A Coastal Escape
A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

6. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (12 reviews)
The price is HK$3,483
HK$7,757 total
includes taxes & fees
5 Nov - 6 Nov
Three bedroom in United States of America, Freeport
A multi-story building with a stone facade, large windows, and a corner entrance.

7. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (14 reviews)
"This is a very nice hotel in a great location. It’s new and wonderfully appointed. Everything about it is first class."
United States
Rick
The price is HK$2,707
HK$4,128 total
includes taxes & fees
3 Nov - 4 Nov
Evalina Hotel
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

8. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (123 reviews)
"Really nice room and location"
United States
Victoria
The price is HK$1,610
HK$2,343 total
includes taxes & fees
2 Nov - 3 Nov
The Weldon Hotel
A covered porch with a view of a lake and trees.

9. 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 HK$1,377
HK$3,383 total
includes taxes & fees
13 Oct - 14 Oct
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.

10. 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 HK$1,442
HK$1,656 total
includes taxes & fees
25 Oct - 26 Oct
Fantastic Waterfront Views
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

11. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (12 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 HK$824
HK$1,683 total
includes taxes & fees
1 Nov - 2 Nov
Mid Coast Getaway w/ water views
A spacious room with a wooden floor, a dining area with chairs and a table, a sofa, a TV, and a balcony with a view of the sea.

12. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (5 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is HK$989
HK$1,854 total
includes taxes & fees
5 Nov - 6 Nov
2 bedroom w/ expansive water views
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, (18 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
The price is HK$826
HK$1,767 total
includes taxes & fees
20 Oct - 21 Oct
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
A spacious living room with large windows, a sofa, a chair, and a small table.

14. 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
The price is HK$1,177
HK$2,539 total
includes taxes & fees
20 Oct - 21 Oct
1 Mi to Maine Street! Mcm-style Home in Brunswick
A modern kitchen with white cabinets, a wooden dining table, and a vase with green leaves.

15. 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 HK$981
HK$2,013 total
includes taxes & fees
7 Oct - 8 Oct
King Size Sun Rise Midcoast Lovely Stay
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 HK$1,893
HK$3,055 total
includes taxes & fees
8 Oct - 9 Oct
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.

17. Lush Coastal Downtown Home - Beaches & Shopping

Lush Coastal Downtown Home - Beaches & Shopping
Freeport
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was very comfortable and easy to navigate. The host was very communicative. We had everything we needed and more. It was nice to be in walking distance from downtown Freeport. Although the price was higher than we wanted, our family of four (2 teens) enjoyed having a clean, comfortable and seamless stay."
United States
Alana K.
Lush Coastal Downtown Home - Beaches & Shopping
A modern kitchen with white cabinetry, a central island with stools, a refrigerator, and a microwave.

18. 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 HK$1,412
HK$3,207 total
includes taxes & fees
2 Nov - 3 Nov
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
A geodesic dome structure in a forest setting with a visible interior space.

19. Modern dome w/ full bath + spa access - 04

Modern dome w/ full bath + spa access - 04
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"Pet friendly and the experience is just amazing. Thank you for having us! "
United States
Rene B.
The price is HK$2,076
HK$3,375 total
includes taxes & fees
20 Oct - 21 Oct
Modern dome w/ full bath + spa access - 04
A treehouse with a wooden staircase and a small building with a colorful mural.

20. 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, (31 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 HK$876
HK$1,391 total
includes taxes & fees
7 Oct - 8 Oct
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

8/10 Good
"did not like the size of the rooms. kind of small. there was only one chair in the room. loved the location to down town and old port. our room was 3rd floor on the street side there was VERY LOUD partying going on until 1:30 AM seemed like it was right outside our window!!"
Jill 2-night trip
Posted less than an hour ago
Portland Regency Hotel & Spa

Find out more about Orrs Island

Search for holiday rentals in Orrs Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Orrs Island using one of the methods below:

  • View our selection of featured holiday rentals in Orrs Island
  • Use the map to find apartments and other holiday homes in the Orrs Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Orrs Island while they last

Look no further and take a look at our great range of rental properties in Orrs Island!

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.