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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Our top choices for Orrs Island vacation rentals

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

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.6 out of 10, Good, (9 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 CA $198
CA $296 total
includes taxes & fees
Jul 1 - Jul 2
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Captain's Guest Room. Authenticity. Value. Near everything. No fees.

Captain's Guest Room. Authenticity. Value. Near everything. No fees.
Bath
8.2 out of 10, Very good, (22 reviews)
"Great location and a beautiful property. Great walking/driving distance from town and the waterfront, we had a great stay and would do it again! "
United States
Nina P.
The price is CA $175
CA $222 total
includes taxes & fees
Jul 12 - Jul 13
Captain's Guest Room. Authenticity. Value. Near everything. No fees.

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, (153 reviews)
"The place was lovely, communications with the host were helpful and friendly. Dinner restaurant recommendations were great as well. "
United States
Jane T.
The price is CA $160
CA $206 total
includes taxes & fees
Jul 2 - Jul 3
Large suite/private bath/private entrance on quiet street near Thomas Bay

1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.4 out of 10, Exceptional, (10 reviews)
"There were a number of great details, snacks, art, pottery and the story of the house and owner (worth reading)."
United States
Seraphina E.
The price is CA $136
CA $444 total
includes taxes & fees
Jul 16 - Jul 17
1 Mi to Maine Street! MCM-Style Home in Brunswick

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 CA $192
CA $436 total
includes taxes & fees
Jul 16 - Jul 17
1 Mi to Maine Street! Mcm-style Home in Brunswick

King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
10.0 out of 10, Exceptional, (15 reviews)
"Great location surroundings a little unkept but tis the spring cleanup season. Excellent accommodation and located near town shopping but quiet neighborhood"
United States
Douglas H.
The price is CA $334
CA $590 total
includes taxes & fees
Jul 2 - Jul 3
King Size Sun Rise Midcoast Lovely Stay

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.4 out of 10, Exceptional, (6 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is CA $209
CA $382 total
includes taxes & fees
Jul 2 - Jul 3
Mid Coast Getaway w/ water views

Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (10 reviews)
"Clean comfortable and right downtown"
United States
stephen e.
The price is CA $172
CA $354 total
includes taxes & fees
Jul 2 - Jul 3
Modern style in historic building in downtown Bath

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (59 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is CA $298
CA $520 total
includes taxes & fees
Jul 2 - Jul 3
Camp Forever cottage

Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.4 out of 10, Very good, (7 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is CA $186
CA $293 total
includes taxes & fees
Jul 1 - Jul 2
Private Entrance Residential Portland

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (27 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is CA $365
CA $569 total
includes taxes & fees
Jul 6 - Jul 7
Sunny Spot with Private Parking.

•Tranquil 2BR Summer Home•Steps to Private Beach•

•Tranquil 2BR Summer Home•Steps to Private Beach•
Harpswell
The price is CA $267
CA $776 total
includes taxes & fees
Jul 14 - Jul 15
•Tranquil 2BR Summer Home•Steps to Private Beach•

Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
9.8 out of 10, Exceptional, (6 reviews)
"Very nice and very quiet "
United States
justin s.
The price is CA $294
CA $628 total
includes taxes & fees
Jul 1 - Jul 2
Tiny A-Frame Romantic Getaway

Downtown Brunswick New Look Old Charm Next to Bowdoin

Downtown Brunswick New Look Old Charm Next to Bowdoin
Brunswick
9.8 out of 10, Exceptional, (21 reviews)
"We really enjoyed our visit with family and friends and the location was perfect for what we needed. "
United States
Eliza
The price is CA $234
CA $503 total
includes taxes & fees
Jul 1 - Jul 2
Downtown Brunswick New Look Old Charm Next to Bowdoin

Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
The price is CA $584
CA $637 total
includes taxes & fees
Jul 2 - Jul 3
Fortland Island Campground

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (53 reviews)
"Wonderful stay!"
United States
Erika T.
The price is CA $287
CA $527 total
includes taxes & fees
Jul 6 - Jul 7
Full sized home

First Floor Little Cozy Studio with King Size Bed Downtown

First Floor Little Cozy Studio with King Size Bed Downtown
Brunswick
8.8 out of 10, Excellent, (6 reviews)
"We loved the simplicity of the residence as well as location "
United States
Joel
The price is CA $206
CA $610 total
includes taxes & fees
Jul 19 - Jul 20
First Floor Little Cozy Studio with King Size Bed Downtown

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, (38 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is CA $198
CA $652 total
includes taxes & fees
Jul 1 - Jul 2
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very good, (6 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is CA $220
CA $325 total
includes taxes & fees
Jul 7 - Jul 8
Newly Renovated Cozy Cove Cabin at White Anchor Inn

Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.6 out of 10, Excellent, (8 reviews)
"Maine Oyster Company was a highlight of the trip! "
United Kingdom
Tyler P.
The price is CA $201
CA $314 total
includes taxes & fees
Jul 6 - Jul 7
Studio Apartment near downtown Walkable!
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

Find out more about Orrs Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen”: This vacation home rental outside of Orrs Island is located on the beach and offers a fireplace, air-conditioning, and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and an electric kettle.

How many vacation rentals will I find in Orrs Island?

Expedia has 18 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.