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Orrs Island Vacation Rentals

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Vacation Rentals in Orrs Island

Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
9.6 out of 10, Exceptional, (31)
"Thoroughly enjoyed this house.Home had a Great layout . Clean . Beds comfortable . Would stay here again!"
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (53)
"Cute little spot near oxbow. Short drive to downtown. Great kitchen if you cook. Neighborhood seems Soso during the day and strangely decent at night. Pretty ideal. Best deal the weekend we stayed even over all the hotels. Worked out great. "
The price is CA $220
CA $570 total
includes taxes & fees
Sep 29 - Sep 30
Elegant condo - walk to Portland's best restaurants & Old Port
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.6 out of 10, Excellent, (49)
"Beautiful property. Saw seals from living room catching fish. Front door did not lock but it’s a safe neighborhood but a bit isolated. Kitchen is well equipped for cooking. Laundry facilities were a great help! Gorgeous views of the water and excellent service and communication."
Unique oceanfront home with a deck, tons of natural light, & amazing views
Adorable Portland getaway on the Eastern Promenade
9.8 out of 10, Exceptional, (80)
"The apartment felt like home from the moment we arrived. The location was fantastic, everything we wanted to do was about 5 minutes away. The stairs up to the 3rd floor are narrow, but structurally sound. We had a great time and would recommend this location to anyone wanting to visit Portland Maine!"
The price is CA $238
CA $389 total
includes taxes & fees
Sep 30 - Oct 1
Adorable Portland getaway on the Eastern Promenade
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.6 out of 10, Exceptional, (27)
"This house was amazing. It was way better than we expected after looking through the pictures online. The outdoor space and the house itself are beautiful and the pictures do it zero justice. We were worried at first about the lack of AC, but the house cooled right down once we opened the windows let the air in. I highly recommend this place if you’re looking to visit Boothbay. It was so close to the main area, but you couldn’t even tell- it felt like you were immersed in nature."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (108)
"We really enjoyed our two weeks stay on Willard Beach. It was wonderful to fall asleep and to awaken to the sound of the ocean. John's place is very special. The beds and the couches and the porch seating are all very comfortable. The shower is wonderful. "
Charming 110-year former Inn 10' from the Ocean!
Walk to Old Port ♦ West End Condo ♦ Parking
9.8 out of 10, Exceptional, (71)
"For the money we were happy with the Accommodations. The host was very helpful, a lot of towels were provided which was nice. Easy access and parking, quiet neighborhood."
The price is CA $246
CA $489 total
includes taxes & fees
Oct 29 - Oct 30
Walk to Old Port ♦ West End Condo ♦ Parking
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.2 out of 10, Wonderful, (29)
"Had a great stay! "
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
East Boothbay Waterfront One room Condo.Waterview from in side this room
9.8 out of 10, Exceptional, (126)
"This has been our 2nd stay at this location. Everything was great ( very clean & quiet) and April was very accommodating. Would stay here again. "
East Boothbay Waterfront One room Condo.Waterview from in side this room
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
10.0 out of 10, Exceptional, (31)
"Amazing apartment in perfect location. We parked our car at check in and never took it out until we left. The property manager was extremely receptive and helpful. "
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
9.8 out of 10, Exceptional, (94)
"Super location. So close and easy to get to many places. Plenty of space for everyone to spread out a little. Paying for driveway parking was so worth it especially when coming home after a long day of sight seeing. Nick is so responsive to all inquiries. All around great stay. "
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.4 out of 10, Very good, (40)
"GORGEOUS house and view! Very spacious and accommodating. Things you should know before booking is that it is about an hour away from anything and everything. House could use some more TV's if you're going with children, pinball machines did not work and neither did "workout equipment" which was an elliptical and treadmill. One of the showers did not work and some of the fans that were provided did not either. I think its a tad over priced for its distance to do things but the views from...
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
10.0 out of 10, Exceptional, (21)
"It was just as advertised. Nice ,clean and very comfortable! I would love to stay here again !"
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Lakefront House
10.0 out of 10, Exceptional, (20)
"Amazing property. Lakeside view and quiet neighborhood, except for a few loons! Beautiful and comfortably appointed for a weekend away. Hot tub was a big hit and nights by the fires were just what we needed at the end of each day. "
The price is CA $619
CA $1,484 total
includes taxes & fees
Oct 1 - Oct 2
Lakefront House
Rent a room in the gorgeous Holt House
8.2 out of 10, Very good, (22)
"We loved staying at the Holt House. It's a truly beautiful building. It's like staying in a hotel from another era. The room was beautifully decorated with victorian decor and we loved it. It was also handy to have access to a full kitchen on the first floor where we washed some of our dishes. Overall, it was a cozy and quiet place to stay."
Rent a room in the gorgeous Holt House
Popham Beach Direct Oceanfront Cottage Steps to the sand
10.0 out of 10, Exceptional, (48)
"Beautiful place. Everything just as listed. Thank you."
Popham Beach Direct Oceanfront Cottage Steps to the sand
Glorious getaway on Portland's Eastern Promenade.
10.0 out of 10, Exceptional, (136)
"Cute house, apartment is the whole first floor. We enjoyed our stay, near downtown and the eastern promenade. Would recommend."
The price is CA $374
CA $598 total
includes taxes & fees
Oct 29 - Oct 30
Glorious getaway on Portland's Eastern Promenade.
Beautiful oceanside Castle with private beach and seasonal swimming pool
10.0 out of 10, Exceptional, (35)
"It was a wonderful home for a birthday celebration with friends that wanted to experience Maine. The grounds were expansive with lovely water views. The host were very responsive."
Beautiful oceanside Castle with private beach and seasonal swimming pool
Full sized home
9.6 out of 10, Exceptional, (19)
"We were attending a wedding at Live Well Farm just down the road. This was a perfect location to be close to the venue. Cute and cozy! "
The price is CA $337
CA $546 total
includes taxes & fees
Oct 1 - Oct 2
Full sized home
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
8.2 out of 10, Very good, (39)
"We enjoyed our stay here very much. Loved how we could easily walk to Boothbay. Access to the kayaks was a huge plus too. If there was one bit of advice I could offer, it would be to reduce the amount of furniture in the cabin. I believe there were 15 chairs within."
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
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Other types of properties in Orrs Island you may be interested in

Ramada Plaza by Wyndham Portland
3.0 star property
7.6 out of 10, Good, (1022)
"Enjoyed my stay here. Staff is very helpful and friendly. The location is very convenient. "
The price is CA $133
CA $147 total
includes taxes & fees
Oct 27 - Oct 28
Ramada Plaza by Wyndham Portland
Portland Harbor Hotel
4.0 star property
9.2 out of 10, Wonderful, (1352)
"Very comfortable and large rooms. Staff were all very friendly Location - in the centre of the old town of Portland is perfect as is access to the wonderful restaurants nearby."
The price is CA $339
CA $427 total
includes taxes & fees
Oct 27 - Oct 28
Portland Harbor Hotel
Clarion Hotel Portland
2.5 star property
7.6 out of 10, Good, (1006)
"Great breakfast!"
The price is CA $161
CA $177 total
includes taxes & fees
Oct 21 - Oct 22
Clarion Hotel 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.

Frequently asked questions

Can I find vacation rentals in Orrs Island?

Yes, there are vacation rentals in Orrs Island close to Paddleworks, or you can go with a more secluded option if you want 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?

Elegant condo - walk to Portland's best restaurants & Old Port: This vacation home rental outside of Orrs Island is in the city center and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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?

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 larger area, you’ll find Paddleworks and Bailey Island Bridge.

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.