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Orrs Island Holiday Rentals

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Holiday Rentals in Orrs Island

Lowell's Getaway. Enjoy kayaking, beaches, and dining from this water view home.
Fridge, microwave, oven, stovetop
Lowell's Getaway. Enjoy kayaking, beaches, and dining from this water view home.
9.6 out of 10, Exceptional, (26)
"Our family and two small dogs enjoyed this nice spot near the water! The home was clean and well-supplied. We appreciated the nice extra amenities like a tea selection, well stocked paper products, and disposable plates. The porch is awesome - you can sit out and look right at the water."
Lowell's Getaway. Enjoy kayaking, beaches, and dining from this water view home.
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
TV, fireplace
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.6 out of 10, Excellent, (34)
"Great views. House pretty clean & supplies were fine except only 3 coffee cups for 6 adults. VACasa said they would get more cups. They failed, never received. Some lights didn't work & lots of dead bugs in light fixtures."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Quaint one-bedroom suite
1 bedroom, WiFi
Quaint one-bedroom suite
9.8 out of 10, Exceptional, (40)
"Super convenient in a quiet riverfront neighbor. Easy to connect with owner, check in and out. Private. Good for quiet couple enjoying a restful evening!"
The price is NZ$325
per night
26 Jun - 27 Jun
Quaint one-bedroom suite
Full sized home
Fridge, microwave, oven, stovetop
Full sized home
9.6 out of 10, Exceptional, (4)
"Great place to stay. Host was helpful and responsive."
The price is NZ$559
per night
23 Jun - 24 Jun
Full sized home
Unique oceanfront home with a deck, tons of natural light, & amazing views
Interior
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.8 out of 10, Excellent, (43)
"We needed a quiet place to visit with elderly aunt and uncle. This was a great place with all the living space on the same floor with spacious area to visit."
Unique oceanfront home with a deck, tons of natural light, & amazing views
Walk Everywhere! Entire Downtown Apt - "La Maison"
Property grounds
Walk Everywhere! Entire Downtown Apt - "La Maison"
10.0 out of 10, Exceptional, (7)
"Good location for walking to Portland destinatons. Parking was a bit challenging. Nice apartment for 4 people. Clean, comfortable beds."
The price is NZ$649
per night
27 Jun - 28 Jun
Walk Everywhere! Entire Downtown Apt - "La Maison"
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Smart TV, books
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
9.8 out of 10, Exceptional, (27)
"We spent our 19th wedding anniversary here. It was the perfect romantic getaway. The views are stunning and the location is tranquil. Just a short drive to the general store for necessities, and Uber Eats delivers. We didn’t want to leave. Would 100% stay here again."
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Popham Beach Direct Oceanfront Cottage Steps to the sand
View from property
Popham Beach Direct Oceanfront Cottage Steps to the sand
10.0 out of 10, Exceptional, (47)
"Beautiful place. Everything just as listed. Thank you."
Popham Beach Direct Oceanfront Cottage Steps to the sand
Elegant condo - walk to Portland's best restaurants & Old Port
Private kitchen
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (47)
"My two sisters and I loved everything about the place especially the kitchen and the temperature control via AC or heat. The only concern about the place is that it took 1-3 tries each time we had to unlock the front door by code. There was supposed to be music to help but couldn't really hear anything. May need some attention but have to admit we never alerted anyone at the time thinking it was related to our ineptitude! I tried to do this review on the Vacasa site but the page never came up...
The price is NZ$833
per night
8 Jul - 9 Jul
Elegant condo - walk to Portland's best restaurants & Old Port
East Boothbay Waterfront One room Condo.Waterview from in side this room
On the beach, beach towels
East Boothbay Waterfront One room Condo.Waterview from in side this room
10.0 out of 10, Exceptional, (109)
"It was a great place to headquarter as we took in the sites in Maine. It was quiet and peaceful."
East Boothbay Waterfront One room Condo.Waterview from in side this room
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
Property grounds
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
10.0 out of 10, Exceptional, (20)
"This apartment is fantastic! Great location, perfectly appointed, and Dena was awesome with her communications. The roof deck is a great bonus."
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
Property grounds
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
8.0 out of 10, Very good, (32)
"We really enjoyed our stay at this cabin. Authentic vintage experience! Off course, if your are looking for a neet and sophisticate lodding, it might not be the place for you… but it was perfect for us! Very well located, near a private beach with 2 kayaks and chairs for our convinience. Also very near to the action of Boothbay Harbor that was a nice discorery! The cabin is very confortable, with everything we needed to prepare a nice meal and relax at anytime of the day. The only thing that...
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
Ocean view Victorian
Aerial view
Ocean view Victorian
9.8 out of 10, Exceptional, (74)
"We thoroughly enjoyed our stay here in Portland. Dan was a very gracious host and was very responsive to all of our needs. The home is directly across the street from Fort Allen Park and if you walk down to the base of the hill there are walking trails where many people are biking and running. This trail leads to the center of town which is a walkable distance to the many restaurants. We did a ferry tour and highly recommend it. We had a wonderful time in Portland and definitely would consider...
Ocean view Victorian
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Fridge, microwave, oven, stovetop
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
8.8 out of 10, Excellent, (20)
"Clean and easy to access, nice property for a short stay. Easy communication."
The price is NZ$711
per night
1 Jul - 2 Jul
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Private kitchen
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
9.8 out of 10, Exceptional, (89)
"Six of us stayed for our daughter's graduation. Nicely appointed property! We were able to walk to dinner, and it was a short drive to our other activities. Highly recommend!"
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Cozy, Elegant and Bright 2 bed in the East End
Fridge, microwave, oven, stovetop
Cozy, Elegant and Bright 2 bed in the East End
10.0 out of 10, Exceptional, (27)
"I had an unexpected death in the family. Unfortunately could not make the trip.. John was a great communicator.. hopefully we can try again another time.. I would try with John again.."
Cozy, Elegant and Bright 2 bed in the East End
Luxe Bayfront Cabin w/ Stunning Views & Shared Dock- Ideal for Hunting & Fishing
Fridge, microwave, oven, stovetop
Luxe Bayfront Cabin w/ Stunning Views & Shared Dock- Ideal for Hunting & Fishing
9.4 out of 10, Exceptional, (74)
"A simple yet comfortable cabin with beautiful view of tidal river."
Luxe Bayfront Cabin w/ Stunning Views & Shared Dock- Ideal for Hunting & Fishing
Completely remodeled 2 bedroom apartment in Portland's West End
Exterior
Completely remodeled 2 bedroom apartment in Portland's West End
10.0 out of 10, Exceptional, (36)
"This home is at such a great location. It was so easy to walk to great restaurants, shops, and other points of interest. The building is a charming townhouse on a pretty street and the interior is well- appointed, neat and clean. All the essentials plus some extras were supplied, from coffee to personal care items. Having dedicated parking was key. We very much appreciated how responsive the hosts were. They promptly answered questions and made sure we had everything we needed for a great stay."
The price is NZ$1,052
per night
14 Jul - 15 Jul
Completely remodeled 2 bedroom apartment in Portland's West End
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Fridge, microwave, oven, stovetop
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
10.0 out of 10, Exceptional, (13)
"My husband and I stayed two nights, arriving late in the afternoon. We had no difficulty finding or getting into the property. The place was clean and the bed was comfortable. We were out doing things in the area most of the time, but did enjoy a slow, quiet morning and loved being able to walk to the nearby park and enjoy the view. We were also in the apartment early one evening because of light rain, just reading and checking emails, etc., and missed the basics for preparing our own food....
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
TV, fireplace, books, stereo
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, (24)
"What a great stay. Our first time in Maine, and New England and so glad we had this location. Booth bay is the “just right” costal town to stay in. 5 minutes from the harbor, so much to do locally, and the home was great. The property stole the show, though. The water, deck, dock, fire pit, grill, the trees! All so great. The house is large and well equipped, but could use some updating, better humidity control, and AC. Highly recommend."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
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See all available properties in Orrs Island
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.

Other types of properties in Orrs Island you may be interested in

The Westin Portland Harborview
Water view
The Westin Portland Harborview
4.0 star property
8.6 out of 10, Excellent, (1043)
"All the staff were so helpful and kind."
The price is NZ$463
per night
23 Jun - 24 Jun
The Westin Portland Harborview
Portland Harbor Hotel
Honeymoon Suite, 1 King Bed
Portland Harbor Hotel
4.0 star property
9.0 out of 10, Wonderful, (1203)
"Restful night sleep, loved all the amenities."
The price is NZ$524
per night
2 Jul - 3 Jul
Portland Harbor Hotel
Canopy by Hilton Portland Waterfront
Bar (on property)
Canopy by Hilton Portland Waterfront
4.0 star property
9.4 out of 10, Exceptional, (673)
"We loved the people and the decor/layout of the hotel, and its rooms. The location was perfect for us. We enjoyed both the rooftop bar and downstairs restuarant/coffee area. The only negative for us was the $40 parking fee per night. Service by the valets was excellent, however."
The price is NZ$660
per night
23 Jun - 24 Jun
Canopy by Hilton Portland Waterfront
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Orrs Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Orrs Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Orrs Island. Seeing all the best attractions is bound to make you fall in love with Orrs Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Orrs Island short-term rentals, that won’t be hard to do.

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?

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces: 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 dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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?

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.

Recent reviews of Orrs Island properties
Expedia verified reviews

Comfort Inn Airport

Comfort Inn Airport

5/5 Excellent
"It is close to the aportland jetport, and was easy to get to from Intersate 95."
A verified traveller stayed at Comfort Inn Airport
Posted 1 day ago
Comfort Inn Airport