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

Orrs Island Vacation 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 vacation rentals

A wooden deck with outdoor seating and string lights.

1. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (72 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is AED 744
AED 1,355 total
includes taxes & fees
14 Oct - 15 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, (71 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AED 771
AED 1,341 total
includes taxes & fees
18 Oct - 19 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 AED 1,084
AED 1,738 total
includes taxes & fees
11 Oct - 12 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, (174 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is AED 349
AED 460 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 AED 707
AED 787 total
includes taxes & fees
19 Oct - 20 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, (13 reviews)
The price is AED 1,507
AED 3,477 total
includes taxes & fees
9 Nov - 10 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 AED 1,173
AED 1,830 total
includes taxes & fees
10 Nov - 11 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, (125 reviews)
"Really nice room and location"
United States
Victoria
The price is AED 737
AED 1,079 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 AED 544
AED 1,467 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 AED 675
AED 779 total
includes taxes & fees
28 Oct - 29 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 AED 386
AED 788 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 AED 463
AED 868 total
includes taxes & fees
1 Nov - 2 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 AED 789
AED 1,333 total
includes taxes & fees
25 Oct - 26 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 AED 551
AED 1,188 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, (19 reviews)
"Perfect for a my husband and I. Close to everything!"
United States
Tabcline S.
The price is AED 496
AED 991 total
includes taxes & fees
2 Nov - 3 Nov
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, (9 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 AED 1,003
AED 1,561 total
includes taxes & fees
28 Oct - 29 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.
The price is AED 1,256
AED 2,238 total
includes taxes & fees
12 Oct - 13 Oct
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 AED 735
AED 1,581 total
includes taxes & fees
20 Oct - 21 Oct
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 AED 972
AED 1,580 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 AED 410
AED 651 total
includes taxes & fees
11 Oct - 12 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

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Outstanding in the very respect. Clean and spacious room. Lovely and efficient gym, excellent breakfast and happy hour. Wonderful staff!!"
Cynthia 2-night trip
Posted 1 hour ago
Embassy Suites by Hilton Portland Maine

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?

Charming 110-year former Inn 10' from the Ocean!: This vacation home rental outside of Orrs Island is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Orrs Island?

Expedia has 17 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.