Find a Bed and Breakfast in Five Islands from CA $242

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Check prices for these dates

Next weekend
Jan 24 - Jan 26
In two weeks
Jan 31 - Feb 2
In one month
Feb 14 - Feb 16
In two months
Mar 14 - Mar 16

Browse Select Five Islands B&B

Benjamin F. Packard House
Exterior

Benjamin F. Packard House

3.0 star property
10.0 out of 10, Exceptional, (94)
"Beautiful inn! Very comfortable and clean. The innkeepers Amy and Mark were super nice. Breakfast was absolutely delicious. We will definitely be back! "
The price is CA $332
CA $361 total
includes taxes & fees
Feb 14 - Feb 15
Benjamin F. Packard House
Harborage Inn on the Oceanfront
Deluxe Room, 1 King Bed, Harbour View, Oceanfront | Water view

Harborage Inn on the Oceanfront

3.5 star property
9.4 out of 10, Exceptional, (203)
" Great location to walk into town . Very quiet . Would stay again . "
The price is CA $300
CA $327 total
includes taxes & fees
Jan 22 - Jan 23
Harborage Inn on the Oceanfront
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, (63)
"Last minute find for us to spend the night. The breakfast was wonderful. Beautiful view of the harbor. Enjoyed sitting in the chairs down on the dock in the morning."
Harbour Towne Inn on the Waterfront
The Orchard House & Cafe
Front of property - evening/night

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (142)
"It was a delightful experience "
The price is CA $242
CA $263 total
includes taxes & fees
Jan 20 - Jan 21
The Orchard House & Cafe
Captain Sawyer's Bed & Breakfast
Heritage Room

Captain Sawyer's Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (115)
"The inn keepers were very very nice and accommodating. Nice old historic bed and breakfast right in downtown Boothbay. Everything about this stay was excellent. "
Captain Sawyer's Bed & Breakfast
"SABINO" 1 Bdrm Suite
Pet-friendly

"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
Pet-friendly

Kennebec Room - King Bed, Private Bath

8.4 out of 10, Very good, (5)
"We had a very pleasant stay for two nights at the Stonehouse Manor late season at Popham Beach. Our room had a beautiful view of the mouth of the Kennebunk River. In the morning we lay in bed watching the sun rise on the autumn colored hillside by Fort Popham through the large bay window. It was quiet. We strolled the expansive grounds with our coffee admiring the botanical variation particularly the huge old copper beech in front of the manor. A homemade breakfast of Rachels blueberry...
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
Pet-friendly

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
Blue Heron Seaside Inn
Front of property

Blue Heron Seaside Inn

3.0 star property
9.8 out of 10, Exceptional, (25)
"This property was beautiful, comfortable and clean, centrally located but out of the main street crowds. Everything we wanted to do was within walking distance so it worked out well. We would go back in a minute!! Carol is the ultimate hostess, and serves an amazing breakfast!!!!"
Blue Heron Seaside Inn
Christmas Cove Inn
Front of property

Christmas Cove Inn

2.0 star property
10.0 out of 10, Exceptional, (3)
"Lovely roomy inn in South Bristol, Maine on Christmas cove. The hosts Alex a nd Freddy were very friendly and welcoming. My room was spacious with a private full bath. There is a tower you can go up to via several staircases to an amazing view overlooking the water and pine trees. The made to order breakfasts were delicious. Lots of beverages available at anytime. We had some nice conversations. They are still remodeling and redecorating some areas from their new owership a year ago. "
The price is CA $268
CA $292 total
includes taxes & fees
Jan 23 - Jan 24
Christmas Cove Inn
Stonehouse Manor - B&B at Popham Beach - Pond Island Room
Interior

Stonehouse Manor - B&B at Popham Beach - Pond Island Room

Stonehouse Manor - B&B at Popham Beach - Pond Island Room
Newcastle Inn
Front of property

Newcastle Inn

3.5 star property
9.8 out of 10, Exceptional, (6)
"We enjoyed our stay at the Newcastle Inn. Our innkeeper, Julie, was friendly and helpful. She made an excellent recommendation for dinner and served a delicious breakfast of scrambled eggs and bacon. We had never spent time in the Newcastle area. We will definitely visit the Inn again. "
Newcastle Inn
The Greenleaf Inn
View from property

The Greenleaf Inn

3.0 star property
9.8 out of 10, Exceptional, (27)
"The Inn was great. It is located near the shopping and the docks. The staff was very friendly and breakfast was good. I hope to go back in the future. I would recommend to my family and friends. "
The Greenleaf Inn
Atlantic Ark Inn
Garden

Atlantic Ark Inn

3.5 star property
9.0 out of 10, Wonderful, (56)
"We stayed in the small cottage behind the main house from which we could see the harbor through her lovely little flower garden. We only made it to one breakfast but that one was delicious. she was always friendly and helpful."
Atlantic Ark Inn
Harbor House Inn
View from property

Harbor House Inn

3.0 star property
9.0 out of 10, Wonderful, (43)
"Beautiful house. Amazing views. Great location Wonderful hospitality "
Harbor House Inn
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 Five Islands

1 room luxury ocean front studio cottage
Miscellaneous

1 room luxury ocean front studio cottage

9.6 out of 10, Exceptional, (149)
"Very clean, amazinv views, perfect weekend!!!! "
1 room luxury ocean front studio cottage
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Terrace/patio

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (99)
"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
East Boothbay Waterfront One room Condo.Waterview from in side this room
Terrace/patio

East Boothbay Waterfront One room Condo.Waterview from in side this room

9.8 out of 10, Exceptional, (127)
"perfect love to be back next year"
East Boothbay Waterfront One room Condo.Waterview from in side this room
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 Five Islands?
If you’re looking for something a little different than your standard hotel, a bed and breakfast might be the perfect option for your trip.
How do you know if a B&B is the right choice for your stay?
Every B&B has its own unique feel. Whether it’s a cozy reading space or a beautiful breakfast room, the little details are what make bed and breakfasts a fun place to get away.
What are the top B&Bs in Five Islands?
Here are some B&Bs in the surrounding area: Benjamin F. Packard House: 4 rooms. 8.5 mi (13.7 km) from the heart of Five Islands. Enjoy the free full breakfast and unique décor. Harborage Inn on the Oceanfront: 11 rooms. 4.7 mi (7.6 km) from the downtown core. Enjoy the free cooked breakfast and designer toiletries. Christmas Cove Inn: 6 rooms. 7.9 mi (12.8 km) from the heart of downtown. Enjoy the free full breakfast and patio area. Captain Sawyer’s Bed & Breakfast: 9 rooms. Located 4.5 mi (7.2 km) from the core of Five Islands. Enjoy the free full breakfast and patio area.
When is the best time to stay at a B&B in Five Islands?
When you’re planning your escape to Five Islands, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Five Islands are January, March, December, and February, with each month seeing an average of 6 inches of snowfall.
What is there to do in Five Islands?
Spend some time exploring Acadia National Park and Reid State Park if you’re hoping to see some of the area’s natural features. You might put Coastal Maine Botanical Gardens and Barrett Park on your list if you want to see more of the area.
How can I get to and around Five Islands?
You can map out your trip in and around Five Islands ahead of time with these transportation options. Fly into Wiscasset, ME (ISS), which is located 9.7 mi (15.5 km) away from the city center. You can also search for flights into Augusta, ME (AUG-Augusta State), which is 34.4 mi (55.3 km) away. If you’d like to explore around the area, you may want a rental car for your journey.