Orrs Island Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Orrs Island holiday rentals

Interior

East end. Walk to food, beer and downtown fun.

East end. Walk to food, beer and downtown fun.
Munjoy Hill
9.8 out of 10, Exceptional, (32 reviews)
"Our rental was perfect in every way and walking distance to everything! Very comfortable beds too and certainly enjoyed the coffee station! Thank you and was my very first trip to Portland and will never forget this place!! "
United States
Harriett C.
The price is HK$1,799
HK$2,852 total
includes taxes & fees
18 Jan - 19 Jan
East end. Walk to food, beer and downtown fun.
Interior

Historic Home in the West End. Private Parking.

Historic Home in the West End. Private Parking.
West End
10.0 out of 10, Exceptional, (50 reviews)
"Great location and beautifully decorated! Old Port restaurants and shopping all within walking distance. Will definitely stay here again if we’re ever back in the area. "
United States
Jeff P.
The price is HK$1,115
HK$2,116 total
includes taxes & fees
25 Jan - 26 Jan
Historic Home in the West End. Private Parking.
Exterior

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52 reviews)
"Great location and cozy."
United States
Heather G.
The price is HK$968
HK$2,135 total
includes taxes & fees
21 Jan - 22 Jan
Cozy, Elegant and Bright 2 bed in the East End
Interior

Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (8 reviews)
"Such a great location! We could easily walk all over the cute downtown."
United States
Keisha C.
The price is HK$780
HK$1,725 total
includes taxes & fees
18 Jan - 19 Jan
Modern style in historic building in downtown Bath
Property grounds

Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.

Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
Boothbay
10.0 out of 10, Exceptional, (1 review)
"This efficiency apartment was nicely furnished with everything needed and conveniently located on the main road into Boothbay Harbor. The host was generous and accommodating. The region is fun to visit!"
United States
Mary D.
The price is HK$772
HK$2,167 total
includes taxes & fees
21 Jan - 22 Jan
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
Terrace/patio

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.8 out of 10, Good, (7 reviews)
"This was perfect for our one night stay to visit the botanical gardens, it was only minutes away. Also very close to quite a few dinner and shopping options. "
United States
Nichole W.
The price is HK$1,018
HK$1,560 total
includes taxes & fees
18 Jan - 19 Jan
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (50 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is HK$1,403
HK$2,626 total
includes taxes & fees
27 Jan - 28 Jan
Full sized home
Exterior

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick
10.0 out of 10, Exceptional, (145 reviews)
"Great location to access the area especially route 1 n and s. Room totally met our needs and Susan and Jeff were super nice. This place will make our trip most memorable!"
United States
Don E.
The price is HK$702
HK$935 total
includes taxes & fees
19 Jan - 20 Jan
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Exterior detail

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (128 reviews)
"Tidy place in a great location! "
United States
Mary M.
The price is HK$729
HK$1,432 total
includes taxes & fees
18 Jan - 19 Jan
Adorable Portland getaway on the Eastern Promenade
Dining

Downtown Penthouse Suite - Stunning Harbor Views

Downtown Penthouse Suite - Stunning Harbor Views
Downtown Portland
10.0 out of 10, Exceptional, (225 reviews)
"Beautiful penthouse! Close to the harbor and all the shopping and restaurants. "
United States
Jessi F.
The price is HK$2,518
HK$4,538 total
includes taxes & fees
18 Jan - 19 Jan
Downtown Penthouse Suite - Stunning Harbor Views
Beach

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (123 reviews)
"Great location for an our trip; laundry in basement "
United States
maria h.
The price is HK$1,123
HK$2,337 total
includes taxes & fees
18 Jan - 19 Jan
City Amenities, Casco Bay Sunrises and Natural Beauty
Flat-screen TV, Netflix, books, streaming services

Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (79 reviews)
"Great location. Nice and clean!"
United States
Anonymous traveller
The price is HK$851
HK$2,118 total
includes taxes & fees
19 Jan - 20 Jan
Walk to Old Port ♦ West End Condo ♦ Parking
Exterior detail

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (172 reviews)
"Great location for our visit to Portland. Very nice, very clean apartment. "
United States
Charles C.
The price is HK$815
HK$1,798 total
includes taxes & fees
19 Jan - 20 Jan
Glorious getaway on Portland's Eastern Promenade.
Property grounds

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (37 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is HK$1,037
HK$3,536 total
includes taxes & fees
19 Jan - 20 Jan
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Property grounds

Waterfront Private Apartment, minutes from LLBean!

Waterfront Private Apartment, minutes from LLBean!
Freeport
10.0 out of 10, Exceptional, (16 reviews)
"We had a lovely stay at this property. Comfortable bed, beautiful view, enjoyed using the sauna, would stay again."
United States
Emily Jeanne B.
The price is HK$554
HK$1,326 total
includes taxes & fees
19 Jan - 20 Jan
Waterfront Private Apartment, minutes from LLBean!
Private kitchen

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (91 reviews)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is HK$1,280
HK$1,981 total
includes taxes & fees
24 Jan - 25 Jan
The Weldon Hotel
Interior

Skyline 138: Charming West End Mansard Penthouse

Skyline 138: Charming West End Mansard Penthouse
Parkside
9.2 out of 10, Wonderful, (24 reviews)
"Nice easy process, clean place, cute decor, easy to walk and uber to hot spots we wanted to see"
United States
Faith E.
The price is HK$1,213
HK$2,953 total
includes taxes & fees
3 Feb - 4 Feb
Skyline 138: Charming West End Mansard Penthouse
Interior

Spacious Country Home Freeport, Only 5 min to LL Bean!

Spacious Country Home Freeport, Only 5 min to LL Bean!
Freeport
9.8 out of 10, Exceptional, (16 reviews)
"It was a very relaxing house to stay in. Everything was provided in the kitchen, bathroom and bedrooms. Lots of room for all of us to mingle. "
United States
Carla S.
Spacious Country Home Freeport, Only 5 min to LL Bean!
Smart TV

Beautiful Delightful 3BR Downtown Brunswick All King Beds

Beautiful Delightful 3BR Downtown Brunswick All King Beds
Brunswick
10.0 out of 10, Exceptional, (19 reviews)
"We only stayed 2 nights but really loved the central location. Very easy :) "
United States
Elizabeth A.
The price is HK$1,053
HK$2,482 total
includes taxes & fees
18 Jan - 19 Jan
Beautiful Delightful 3BR Downtown Brunswick All King Beds
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (11 reviews)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is HK$877
HK$1,653 total
includes taxes & fees
18 Jan - 19 Jan
Charming Studio apartment with WiFi, AC in welcoming Portland
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Orrs Island Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"The room was clean, the staff was nice, and the downstairs bar Happy Hour food AND drink were a pleasantly good surprise! We didn't get to try upstairs but that also looked busy."
Meghan 2-night trip
Posted 1 day 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 in Orrs Island close to Paddleworks, 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?

8mn to Gardens Aglow! Peaceful Lake! Automatic Generator! Full Kitchen! Heat! : This holiday home rental outside of Orrs Island is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Orrs Island?

Expedia has 20 holiday rentals for your stay in Orrs Island.

What’s there to see and do in Orrs Island?

Enjoy the area's cultural attractions such as Brunswick Naval Aviation Museum, or get outdoors into nature at a spot like Casco Bay. In the wider area, you’ll find Paddleworks and Bailey Island Bridge.

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.