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Compare 26 B&B in Orrs Island with updated reviews, rates, and availability.

Inn at St John Portland In-Town
Front of property - evening/night
Inn at St John Portland In-Town
2.5 star property
8.8 out of 10, Excellent, (1067)
"The staff was wonderful. The rooms were adequate but not elaborate by any means. The neighborhood was somewhat seedy. Many dispensaries.A hospital nearby but nothing for a tourist."
The price is AED 364
AED 396 total
includes taxes & fees
1 Oct - 2 Oct
Inn at St John Portland In-Town
Blind Tiger Portland - Danforth Street.
Lobby sitting area
Blind Tiger Portland - Danforth Street.
3.5 star property
9.6 out of 10, Exceptional, (125)
"This is a wonderful converted mansion. Knowing that helps set your expectations for something closer to a B&B than a hotel. The staff was very helpful and pleasant. The breakfast was a light buffet so not quite typical in comparison to most B&B’s I’ve stayed at. The room was a fun design and color scheme and well appointed for comfort. It felt a little like we were staying at a friend’s house and told to help ourselves. It’s unique and something we’d would come back for. The area is fine, but...
The price is AED 856
AED 933 total
includes taxes & fees
27 Oct - 28 Oct
Blind Tiger Portland - Danforth Street.
Candlebay Inn
Porch
Candlebay Inn
3.0 star property
9.6 out of 10, Exceptional, (406)
"Connie was a fantastic hostess. Great breakfast. Would love to return!"
The price is AED 713
AED 777 total
includes taxes & fees
30 Sep - 1 Oct
Candlebay Inn
The Orchard House & Cafe
Front of property
The Orchard House & Cafe
3.0 star property
9.6 out of 10, Exceptional, (135)
"Our room was spacious and nicely decorated. Comfortable bed and great shower. Breakfast was fine- fruit yogurt and hardboiled eggs. No decaf There is no sound proofing if that’s a problem for you. We would have appreciated new towels for second day. Also we were cold one day when ac was on and it was quite cool outside. "
The price is AED 806
AED 879 total
includes taxes & fees
29 Sep - 30 Sep
The Orchard House & Cafe
Harborage Inn on the Oceanfront
Water view
Harborage Inn on the Oceanfront
3.5 star property
9.4 out of 10, Exceptional, (195)
"Great inn"
The price is AED 696
AED 758 total
includes taxes & fees
29 Oct - 30 Oct
Harborage Inn on the Oceanfront
Blind Tiger Portland – Carleton Street
Reception
Blind Tiger Portland – Carleton Street
3.5 star property
9.8 out of 10, Exceptional, (102)
"Love staying in old B&B houses that have been tastefully modernized inside. Staff was very helpful with accommodations."
The price is AED 1,102
AED 1,202 total
includes taxes & fees
27 Oct - 28 Oct
Blind Tiger Portland – Carleton Street
Fleetwood House Bed & Breakfast
Property entrance
Fleetwood House Bed & Breakfast
3.0 star property
8.8 out of 10, Excellent, (108)
"A lovely home in a handy location, with great service!"
The price is AED 804
AED 877 total
includes taxes & fees
29 Sep - 30 Sep
Fleetwood House Bed & Breakfast
Harbour Towne Inn on the Waterfront
Front of property
Harbour Towne Inn on the Waterfront
3.0 star property
9.6 out of 10, Exceptional, (58)
"Very nice, would definitely return. "
The price is AED 975
AED 1,063 total
includes taxes & fees
20 Oct - 21 Oct
Harbour Towne Inn on the Waterfront
West End Inn
Breakfast area
West End Inn
3.0 star property
9.6 out of 10, Exceptional, (83)
"Lovely place in a cool neighborhood and a short drive away from the harbor/downtown area. Excellent breakfast!"
The price is AED 951
AED 1,037 total
includes taxes & fees
28 Oct - 29 Oct
West End Inn
Coveside Bed & Breakfast
Front of property - evening/night
Coveside Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (30)
"THE WHOLE EXPERIENCE WAS LOVELY. WE LOVED SITTING ON OUR PRIVATE PORCH AND WATCHING THE TIDE COME IN AND GO OUT. WATCHING THE LOBSTER FISHERMEN COME IN FOR THE BAIT, SEEING WILD LIFE, DEER AN EAGLE AND A CHIPPY. BOB MADE THE MOST DELICIOUS BREAKFAST. THE SUNSETS WERE BEAUTIFUL. WE HOPE TO GO BACK NEXT YEAR AND STAY LONGER."
The price is AED 1,355
AED 1,477 total
includes taxes & fees
3 Oct - 4 Oct
Coveside Bed & Breakfast
Benjamin F. Packard House
Front of property
Benjamin F. Packard House
3.0 star property
10.0 out of 10, Exceptional, (87)
"Host was lovely and welcoming!"
The price is AED 878
AED 957 total
includes taxes & fees
20 Oct - 21 Oct
Benjamin F. Packard House
Captain Sawyer's Bed & Breakfast
Front of property
Captain Sawyer's Bed & Breakfast
3.0 star property
9.2 out of 10, Wonderful, (113)
"Our hosts were wonderful and prepared delicious breakfasts before we set out to explore for the day. Just be aware the property dates back to 1877."
Captain Sawyer's Bed & Breakfast
The James Place Inn B&B
Front of property
The James Place Inn B&B
3.5 star property
10.0 out of 10, Exceptional, (171)
"This B and B was outstanding for attention to detail, immaculate condition and cleanliness. Their breakfast was delicious with a start of fresh fruit and scones, and a great breakfast burrito that day. A short walk to LLBean, it’s near all the attractions in Freeport. The hosts were very friendly and accommodating. It was a real pleasure to stay there!"
The price is AED 914
AED 996 total
includes taxes & fees
27 Oct - 28 Oct
The James Place Inn B&B
Brewster House Bed & Breakfast
Exterior
Brewster House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (109)
"Great place to stay on the edge of Freeport so you can walk to everything. Friendly and helpful family runs the house, too."
The price is AED 1,095
AED 1,193 total
includes taxes & fees
6 Oct - 7 Oct
Brewster House Bed & Breakfast
The Chadwick Bed & Breakfast
View from room
The Chadwick Bed & Breakfast
3.5 star property
9.8 out of 10, Exceptional, (44)
"We had a wonderful time staying here. Rooms lovely and clean, with an outstanding breakfast every morning. Highlight (sorry humans!) was the 3 dogs who were so friendly and loved getting attention. You are around 20/30 minute walk from the promenade or an easy car ride away. "
The Chadwick Bed & Breakfast
"SABINO" 1 Bdrm Suite
"Sabino Suite" King Bed, Sitting Area, South westerly exposure, water view
"SABINO" 1 Bdrm Suite
10.0 out of 10, Exceptional, (12)
"Charming old place. Close to beaches and great shopping. "
"SABINO" 1 Bdrm Suite
Kennebec Room - King Bed, Private Bath
Room
Kennebec Room - King Bed, Private Bath
7.4 out of 10, Good, (3)
"The house is very beautiful and lovingly maintained. It is set on a peninsula with views of the water looking both ways. The owner/manger was wonderful. Breakfast was great and we sat and talked over breakfast with her and her husband for almost four hours one day. We have never done that before. Great people. Great place. By far the best stay we have ever had at a B and B."
Kennebec Room - King Bed, Private Bath
Harpswell Inn
Exterior
Harpswell Inn
2.0 star property
10.0 out of 10, Exceptional, (3)
"Nice country inn, beautiful views. best wishes for the new ownwers."
Harpswell Inn
Lake View Suite - Large King, Ensuite Bath
Master Suite with 4 poster King Size bed and comfortable seating & ensuite bath
Lake View Suite - Large King, Ensuite Bath
8.0 out of 10, Very Good, (1)
"Clean and enjoyable"
Lake View Suite - Large King, Ensuite Bath
Kendall Tavern Inn
Exterior
Kendall Tavern Inn
3.5 star property
9.8 out of 10, Exceptional, (121)
"What a fantastic stay!"
Kendall Tavern Inn
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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.
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Other property types in Orrs Island

Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
Lowell's Cove Home facing the ocean
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
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 AED 599
AED 1,550 total
includes taxes & fees
29 Sep - 30 Sep
Elegant condo - walk to Portland's best restaurants & Old Port
Unique oceanfront home with a deck, tons of natural light, & amazing views
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
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

Searching for B&Bs in Orrs Island?
If you want to find an accommodation with fewer rooms than a hotel and a cozy environment, a B&B might be the perfect option for your trip to Orrs Island. When you want to explore some of the destination’s attractions, Paddleworks is worth a visit.
Why would you choose B&Bs instead of traditional hotels?
B&Bs all have a unique charm. Whether it’s a picturesque garden or a sunlit breakfast nook, the quaint details are what make bed and breakfasts a fun place to get away.
What are the best bed and breakfasts in Orrs Island?
Here are some B&Bs in the surrounding area: Inn at St John Portland In-Town: 17.6 mi (28.3 km) from the heart of Orrs Island.Fleetwood House Bed & Breakfast: 3 rooms. 18.2 mi (29.2 km) from the downtown core. Enjoy the free full breakfast and unique décor. Blind Tiger Portland - Danforth Street.: 9 rooms. Situated 17 mi (27.4 km) from the heart of Orrs Island. Harborage Inn on the Oceanfront: 11 rooms. 17.9 mi (28.8 km) from the heart of downtown. Enjoy the free cooked breakfast and designer toiletries. Candlebay Inn: 6 rooms. Located 9 mi (14.5 km) from the core of Orrs Island. Enjoy the free full breakfast and in-room dining.
When should I book my B&B in Orrs Island?
When you’re planning your getaway to Orrs Island, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Orrs Island is 46 inches.
What is there to do in Orrs Island?
If you want to check out some popular attractions in Orrs Island, you might enjoy a visit to Paddleworks. You might also consider a trip to sites like Bailey Island Bridge or Casco Bay if you have time to see more of the area.
How can I get to and around Orrs Island?
You can map out your trip in and around Orrs Island ahead of time with these transportation options. Fly into Wiscasset, ME (ISS), which is located 18.3 mi (29.5 km) from the heart of the city. You can also search for flights into Portland Intl. Jetport Airport (PWM), which is 19.2 mi (30.9 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.