Search B&B in Chebeague Island

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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 27 B&B in Chebeague 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, (1004)
"Nice place, could be stairs to your room"
The price is AED 327
AED 356 total
includes taxes & fees
27 Apr - 28 Apr
Inn at St John Portland In-Town
Old Orchard Beach Inn
Exterior

Old Orchard Beach Inn

2.5 star property
8.4 out of 10, Very Good, (1000)
"Amazing location, so much beauty and charm at this inn. Have stayed twice and can’t wait to return!"
The price is AED 364
AED 396 total
includes taxes & fees
27 Apr - 28 Apr
Old Orchard Beach Inn
Blind Tiger Portland - Danforth Street.
Baxter | Premium bedding, individually decorated, individually furnished

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (144)
"Love The Blind Tiger. Fantastic accommodations, lovely staff. Can't wait to go back!"
The price is AED 915
AED 997 total
includes taxes & fees
27 Apr - 28 Apr
Blind Tiger Portland - Danforth Street.
Blind Tiger Portland – Carleton Street
Stovall | Living area | Fireplace

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (111)
"We loved our stay at Blind Tiger! So many thoughtful touches."
The price is AED 824
AED 898 total
includes taxes & fees
30 Apr - 1 May
Blind Tiger Portland – Carleton Street
And. N B&B
Front of property

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (58)
"Nice place, cute little town"
The price is AED 640
AED 698 total
includes taxes & fees
9 May - 10 May
And. N B&B
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 AED 613
AED 668 total
includes taxes & fees
27 Apr - 28 Apr
The Orchard House & Cafe
West End Inn
Classic Room, 1 King Bed, City View | Individually decorated, individually furnished, iron/ironing board

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (89)
"Beautiful building, great location and the breakfast was amazing!! "
The price is AED 694
AED 757 total
includes taxes & fees
27 Apr - 28 Apr
West End Inn
The Kendall Inn
Exterior

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (123)
"This bed and breakfast was absolutely charming. The common space was well equipped with all types of entertainment, puzzles, games, tea/coffee, and a self service honor system minibar. The full breakfast was delicious with plenty of options and the hosts seem to really enjoy sharing their home. The bedroom and bathroom were spotless and comfortable. We will definitely recommend this bed and breakfast."
The Kendall Inn
Candlebay Inn
Porch

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (421)
"Our hostess was a lovely and cheerful lady, always ready to help and to advise good spots to visit."
The price is AED 566
AED 617 total
includes taxes & fees
27 Apr - 28 Apr
Candlebay Inn
Benjamin F. Packard House
Exterior

Benjamin F. Packard House

3.0 star property
10.0 out of 10, Exceptional, (95)
"Great!"
The price is AED 841
AED 917 total
includes taxes & fees
27 Apr - 28 Apr
Benjamin F. Packard House
Fleetwood House Bed & Breakfast
Property entrance

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (114)
"It was a really great place to stay! Everyone was very friendly and parking was super easy! I would stay again! "
The price is AED 841
AED 917 total
includes taxes & fees
27 Apr - 28 Apr
Fleetwood House Bed & Breakfast
The James Place Inn B&B
Outdoor dining

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 959
AED 1,045 total
includes taxes & fees
27 Apr - 28 Apr
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, (110)
"Nice inn - a bit noisy as it's on a main street and I had a front facing room. "
The price is AED 804
AED 877 total
includes taxes & fees
28 Apr - 29 Apr
Brewster House Bed & Breakfast
PineCrest Inn
Street view

PineCrest Inn

4.0 star property
9.8 out of 10, Exceptional, (102)
"Lovely home, great breakfast. Kathy is a very gracious hostess and really helped us to thoroughly enjoy the Portland area."
PineCrest Inn
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
The Chadwick Bed & Breakfast
Exterior

The Chadwick Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (48)
"The Innkeepers were friendly and wonderful communicators. Breakfast was DELICIOUS! The rooms were cozy and the area was easy to commute on foot"
The Chadwick 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
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
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
Inn at Park Spring
Exterior

Inn at Park Spring

3.5 star property
10.0 out of 10, Exceptional, (48)
"Absolutely wonderful place! Room was spacious and comfortable. Breakfast was delicious. Everything was so clean. Buddy and Debbie were lovely hosts! Cannot wait to stay again! "
Inn at Park Spring
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 Chebeague Island

The Weldon Hotel
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (54)
"Great hotel"
The price is AED 717
AED 1,056 total
includes taxes & fees
11 May - 12 May
The Weldon Hotel
Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (104)
"This property worked well for us. Ocean view was fantastic, beds were comfy, garage was handy for our car. Good in shoulder season, would like to come back and try it in the summer."
Gorgeous ocean-front home with stunning beach views
Oceanfront Condo! Spectacular Views From Private Large Balcony
On the beach

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (122)
"Great location! If you are looking for quiet time during the evening hours this isn’t the place for you as The Brunswick restaurant is directly below. If you like music and a great view, it’s an amazing spot! "
The price is AED 551
AED 1,117 total
includes taxes & fees
30 Apr - 1 May
Oceanfront Condo! Spectacular Views From Private Large Balcony
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 Chebeague Island?
If you’re looking for something a little different than your standard hotel, a bed and breakfast could be the perfect alternative for your trip.
Why would you choose a B&B over a traditional hotel room?
With attentive service, an atmosphere suited to mingling with other guests, and top-rated breakfasts, B&Bs all have a truly one-of-a-kind environment.
What are the best B&Bs in Chebeague Island?
Here are some well-liked B&Bs in the surrounding area: Inn at St John Portland In-Town: 10.5 mi (16.9 km) from the heart of Chebeague Island.Blind Tiger Portland - Danforth Street.: 9 rooms. Situated 10 mi (16.1 km) from the heart of Chebeague Island. Fleetwood House Bed & Breakfast: 3 rooms. 10.9 mi (17.6 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. West End Inn: 6 rooms. Located 10.4 mi (16.7 km) from the core of Chebeague Island. Enjoy the local cuisine breakfast and deli.
When should I stay at a B&B in Chebeague Island?
When you’re dreaming of a escape to Chebeague 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. The snowiest months in Chebeague Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.
What is there to do in Chebeague Island?
When you want to spend some time in the great outdoors, Wolfe’s Neck Woods State Park and Casco Bay are some notable spots. You might put Sand Beach and East End Beach on your list if you want to see more of the area.
How can I get to and around Chebeague Island?
Planning your excursions in and around Chebeague Island is easier with these transportation options. Fly into Portland Intl. Jetport Airport (PWM), which is located 12.1 mi (19.4 km) away from the city center. You can also search for flights into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 23 mi (37.1 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.