Photo by Robbie Martin

Book Great Diamond Island Bed & Breakfast

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

B&B in Great Diamond Island

Front of property - evening/night
Inn at St John Portland In-Town

Inn at St John Portland In-Town

2.5 star property
Valley Street
8.8 out of 10, Excellent, (1130)
"Great place to stay. Would highly recommend "
United States
Benjamin
$80 nightly
The price is $87
Dec 1 - Dec 2
Total with taxes and fees
Inn at St John Portland In-Town
Exterior
Old Orchard Beach Inn

Old Orchard Beach Inn

2.5 star property
Old Orchard Beach
8.2 out of 10, Very Good, (1000)
"My family had a cozy and memorable stay. The staff was incredibly helpful and my daughter enjoyed the historical look and feel to the Inn."
United States
Christopher
$95 nightly
The price is $104
Nov 22 - Nov 23
Total with taxes and fees
Old Orchard Beach Inn
Front of property - evening/night
The Orchard House & Cafe

The Orchard House & Cafe

3.0 star property
Freeport
9.6 out of 10, Exceptional, (161)
"Lovely home outside the congestion of Freeport but close for easy visit. Breakfast was perfect. "
United States
M. Karen
$167 nightly
The price is $182
Nov 9 - Nov 10
Total with taxes and fees
The Orchard House & Cafe
Outdoor dining
The James Place Inn B&B

The James Place Inn B&B

3.5 star property
Freeport
10.0 out of 10, Exceptional, (182)
"Wish we could have stayed longer. It has the ambiance of an older inn but the rooms are very clean and well maintained. "
United States
Melissa
$218 nightly
The price is $238
Dec 1 - Dec 2
Total with taxes and fees
The James Place Inn B&B
Exterior
The Kendall Inn

The Kendall Inn

3.5 star property
Freeport
9.8 out of 10, Exceptional, (144)
"Quaint stay. Enjoyed our stay. "
United States
Linda
$189 nightly
The price is $206
Nov 11 - Nov 12
Total with taxes and fees
The Kendall Inn
Porch
Candlebay Inn

Candlebay Inn

3.0 star property
Freeport
9.6 out of 10, Exceptional, (456)
"The Inn was great and the staff was very hospitable "
United States
Timothy
$154 nightly
The price is $168
Nov 9 - Nov 10
Total with taxes and fees
Candlebay Inn
Property entrance
Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast

3.0 star property
Rosemont
9.0 out of 10, Wonderful, (132)
"This was a beautiful old house in excellent condition. The hosts were very nice. The breakfast was excellent. "
United States
Linda
$229 nightly
The price is $250
Nov 8 - Nov 9
Total with taxes and fees
Fleetwood House Bed & Breakfast
Garden
Brewster House Bed & Breakfast

Brewster House Bed & Breakfast

4.0 star property
Freeport
9.8 out of 10, Exceptional, (114)
"Nice inn - a bit noisy as it's on a main street and I had a front facing room. "
United States
lorna
$379 nightly
The price is $413
Dec 3 - Dec 4
Total with taxes and fees
Brewster House Bed & Breakfast
Baxter | 1 bedroom, premium bedding, individually decorated
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 star property
West End
9.6 out of 10, Exceptional, (160)
" Beautiful historic building. The common areas and our room were stunning! Breakfast in the morning was great. Make sure to go to the widow’s walk in the evening for a view. "
United States
John
$241 nightly
The price is $263
Nov 9 - Nov 10
Total with taxes and fees
Blind Tiger Portland - Danforth Street.
Stovall | Living area
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 star property
West End
9.6 out of 10, Exceptional, (118)
"Great location and such an amazing day! The interiors are inspiring! "
United States
Riddhi
$222 nightly
The price is $242
Nov 17 - Nov 18
Total with taxes and fees
Blind Tiger Portland – Carleton Street
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Great Diamond Island Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Great service "
argiro 2-night trip
Posted 1 day ago
Portland Harbor Hotel

Find out more about Great Diamond Island

Great Diamond Island B&B information

Number of reviews
Accommodation
 B&B
Lowest Price
Highest Price

Frequently asked questions

What is the nightly rate for a B&B in Great Diamond Island?
Prices for B&Bs in Great Diamond Island often vary, but you can find a great deal with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Great Diamond Island B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Great Diamond Island B&B and a hotel?
Every Great Diamond Island B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Great Diamond Island B&Bs.

Explore a world of travel with Expedia