Orrs Island Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Orrs Island holiday rentals

A rocky shoreline at sunset with calm water and distant land.

1. Sunset Hideaway on Bailey Island

Sunset Hideaway on Bailey Island
Harpswell
9.0 out of 10, Wonderful, (8 reviews)
"The views from the home were amazing! The home was cozy and had everything we needed for our stay. The host was great with communication and quick to reply. We were very happy with our stay and are grateful for the ability to stay here."
United States
Elizabeth M.
The price is AU$278
includes taxes & fees
16 Nov - 17 Nov
Sunset Hideaway on Bailey Island
A modern kitchen with a large island, dark cabinetry, and a view of a lake.

2. Bird Watching Paradise @ Waterfront Harpswell with Private Deck

Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Harpswell
10.0 out of 10, Exceptional, (3 reviews)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
United States
Kate K.
The price is AU$464
includes taxes & fees
15 Nov - 16 Nov
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
A rocky shoreline at sunset with calm water and distant land.

3. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
The price is AU$586
includes taxes & fees
16 Nov - 17 Nov
Orchid Harbor, Bailey Island 3BR
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, (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 AU$300
includes taxes & fees
18 Nov - 19 Nov
Mid Coast Getaway w/ water views
A wooden deck with outdoor seating and string lights.

5. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (80 reviews)
"Great house! Enjoyed our stay very much. Comfortable, clean, and many nice extra touches i.e. games, books."
United States
Jill J.
The price is AU$489
includes taxes & fees
30 Nov - 1 Dec
Full sized home
A house with a stone pathway leading to the front door, surrounded by lush greenery and a lake view.

6. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"This little spot was an ideal getaway for our family’s summer trip to Maine. We very much enjoyed the porch with a view of the water and felt right at home here."
United States
James C.
The price is AU$502
includes taxes & fees
16 Nov - 17 Nov
Mere Point Sunrise Views at Eastern Shore!
Two Adirondack chairs by a lake with trees and a clear sky.

7. Classic New England Waterfront House Big Lawn Beautiful Sunrise

Classic New England Waterfront House Big Lawn Beautiful Sunrise
Harpswell
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! "
United States
Ashma B.
The price is AU$2,289
includes taxes & fees
2 Dec - 3 Dec
Classic New England Waterfront House Big Lawn Beautiful Sunrise
A deck with red cushions, overlooking a body of water and buildings.

8. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
9.8 out of 10, Exceptional, (7 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 AU$342
includes taxes & fees
18 Nov - 19 Nov
2 bedroom w/ expansive water views
A modern interior with a dining area, a living room, and a kitchen.

9. Studio Apartment in Freeport

Studio Apartment in Freeport
Freeport
10.0 out of 10, Exceptional, (4 reviews)
"The bed was the most comfortable I have ever slept on! Lovely large warm open room. I appreciated the coffee/tea options, and the condiments in the fridge. There was a white noise machine in the room though we did not use it."
United States
Susan S.
The price is AU$218
includes taxes & fees
10 Dec - 11 Dec
Studio Apartment in Freeport
A hallway with a wooden floor, a chair, a ladder, and a table with a lamp.

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, (176 reviews)
"This is a really lovely place to stay. Clean and very comfortable with lovely hosts."
United Kingdom
Lucinda
The price is AU$172
includes taxes & fees
6 Dec - 7 Dec
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.

11. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
8.8 out of 10, Excellent, (3 reviews)
"Such a beautiful stay!! My whole group wished we could have stayed longer. We plan to come back"
United States
Holly G.
The price is AU$396
includes taxes & fees
18 Nov - 19 Nov
Captains Watch: A Coastal Escape
A wooden deck with white railings overlooking a body of water with boats and a distant island.

12. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.4 out of 10, Exceptional, (24 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is AU$401
includes taxes & fees
18 Nov - 19 Nov
Fantastic Waterfront Views
A spacious living room with a large window overlooking a lake, a flat-screen TV mounted on the wall, and a round wooden coffee table.

13. Casco Bay Oceanfront Retreat by Everrow

Casco Bay Oceanfront Retreat by Everrow
Freeport
10.0 out of 10, Exceptional, (13 reviews)
"The house was amazing. We would recommend this property to anyone. The view, stars at night and accessibility to where we wanted to visit, was perfect."
United States
Vanessa K.
The price is AU$1,231
includes taxes & fees
30 Nov - 1 Dec
Casco Bay Oceanfront Retreat by Everrow
A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

14. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is AU$494
includes taxes & fees
26 Nov - 27 Nov
Quiet Spot in lovely Freeport neighborhood
A modern kitchen with white cabinets, a microwave, and a stove. There is a dining table with a chair and a plant.

15. King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.6 out of 10, Exceptional, (19 reviews)
"The place was clean, bright, and exactly as shown in the pictures. There were fresh towels (4), toiletries, dishsoap/dishwasher tablets, and an in window AC. The table and bed are both lovely and roomy for two people. Plenty of places to plug in devices. The Seadog brewery was walking distance and would recommend for dinner and a pint. Also enjoyed Dutchman's bagels and Baked on Main (marginally longer walk). We were really happy with our stay!"
United States
Stefanie M.
The price is AU$314
includes taxes & fees
15 Nov - 16 Nov
King Size Sun Rise Midcoast Lovely Stay
A kitchen with a dishwasher, a sink, and a window. There is a dining area with a table and chairs.

16. 1st FL Downtown Grand Brunswick

1st FL Downtown Grand Brunswick
Brunswick
10.0 out of 10, Exceptional, (2 reviews)
"Great location, one block off main street, 4 or 5 blocks from grocery store."
United States
william h.
The price is AU$392
includes taxes & fees
18 Nov - 19 Nov
1st FL Downtown Grand Brunswick
A spacious living room with a wooden staircase, a dining area with chairs, and a cozy seating area with a plaid sofa.

17. Sweet comfy cottage on Small Point Road

Sweet comfy cottage on Small Point Road
Small Point
9.6 out of 10, Exceptional, (4 reviews)
"Lovely home with plenty of space and seating. Not the most comfortable of beds but we enjoyed the space. Perfect location and would love to stay again. "
United States
Liz J.
The price is AU$756
includes taxes & fees
22 Nov - 23 Nov
Sweet comfy cottage on Small Point Road
A spacious kitchen with a large island, bar stools, and a dining area with a sofa.

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

King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
Topsham
9.6 out of 10, Exceptional, (8 reviews)
"Perfect place and location for visiting Bowdoin."
United States
Kristen S.
The price is AU$348
includes taxes & fees
16 Nov - 17 Nov
King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer
A cabin with two chairs facing a fire pit, surrounded by trees.

19. Cabin w/ bath + kitchenette | Hot tub add-on - 03

Cabin w/ bath + kitchenette | Hot tub add-on - 03
Freeport
9.8 out of 10, Exceptional, (10 reviews)
"A lovely glamping facility with several different types of structure in a quiet, wooded area just a couple miles from downtown Freeport. They've built a beautiful spa with sauna, cold plunge, hot tub, and soaking pool, the unit we stayed in was bright and airy, had an outdoor fire pit. We stayed three nights, will definitely stop here again!"
United States
Kirt v.
The price is AU$482
includes taxes & fees
17 Nov - 18 Nov
Cabin w/ bath + kitchenette | Hot tub add-on - 03
A narrow hallway with a window on the right, leading to a room with a visible door.

20. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (14 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$311
includes taxes & fees
15 Nov - 16 Nov
Modern style in historic building in downtown Bath
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

A spacious living area with a curved staircase, a round glass coffee table, and a seating arrangement.
The Federal

The Federal

The Federal
Brunswick

10/10 Excellent

Nice hotel, not far from town.
Australia
Jeff
Reviewed June 22, 2023
The Federal

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$171 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.