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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for Great Diamond Island holiday homes

TV

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is HK$738
HK$1,578 total
includes taxes & fees
23 Feb - 24 Feb
2 bedroom w/ expansive water views
3 bedrooms, WiFi

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (15 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is HK$903
HK$1,854 total
includes taxes & fees
22 Feb - 23 Feb
Fantastic Waterfront Views
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is HK$1,407
HK$2,640 total
includes taxes & fees
23 Feb - 24 Feb
Full sized home
Interior

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is HK$1,563
HK$3,016 total
includes taxes & fees
23 Feb - 24 Feb
Modern Getaway by the Sea
Outdoor dining

Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is HK$1,242
HK$2,478 total
includes taxes & fees
22 Feb - 23 Feb
Modern & Sunny House Steps from the Promenade. Private Parking!
3 bedrooms, desk, iron/ironing board, travel cot

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Old Orchard Beach
10.0 out of 10, Exceptional, (6 reviews)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
United States
Terry
The price is HK$852
HK$2,785 total
includes taxes & fees
23 Feb - 24 Feb
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
TV, fireplace, books

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

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
10.0 out of 10, Exceptional, (2 reviews)
"Good communication with host. Beautifully decorated. Well appointed kitchen and bath. Great wooded views. Quiet but close to restaurants and shopping."
United States
Lecia M.
The price is HK$516
HK$2,120 total
includes taxes & fees
24 Feb - 25 Feb
1 Mi to Maine Street! MCM-Style Home in Brunswick
Exterior

A historic treasure in Southern Maine, very unique and spacious

A historic treasure in Southern Maine, very unique and spacious
Biddeford
10.0 out of 10, Exceptional, (44 reviews)
"Loved this house. Perfect for a getting ready spot for family before a wedding. Plently of rooms and space for parking "
United States
Jeanne C.
The price is HK$4,023
HK$7,877 total
includes taxes & fees
22 Feb - 23 Feb
A historic treasure in Southern Maine, very unique and spacious
Interior

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very good, (58 reviews)
"Nice place. Good location."
United States
Rob M.
The price is HK$1,099
HK$2,365 total
includes taxes & fees
22 Feb - 23 Feb
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Beach nearby

Charming Victorian beach house 5 bedrooms. 50 steps to the beach

Charming Victorian beach house 5 bedrooms. 50 steps to the beach
Old Orchard Beach
9.6 out of 10, Exceptional, (18 reviews)
"We had a great time and it’s an awesome place. Can’t wait to rebook for next year. "
United States
Robert D.
The price is HK$3,509
HK$7,291 total
includes taxes & fees
22 Feb - 23 Feb
Charming Victorian beach house 5 bedrooms. 50 steps to the beach
1 bedroom, Internet, bed sheets

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
The price is HK$1,368
HK$2,163 total
includes taxes & fees
22 Feb - 23 Feb
Charming 1-bedroom ADU in wonderful Portland neighborhood
TV, offices

Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts
Windham
The price is HK$1,110
HK$5,136 total
includes taxes & fees
23 Feb - 24 Feb
Windham Lakefront: Fire Pit and Modern Comforts
Interior

Spacious Country Home Freeport, Only 5 min to LL Bean!

Spacious Country Home Freeport, Only 5 min to LL Bean!
Freeport
9.8 out of 10, Exceptional, (16 reviews)
"It was a very relaxing house to stay in. Everything was provided in the kitchen, bathroom and bedrooms. Lots of room for all of us to mingle. "
United States
Carla S.
Spacious Country Home Freeport, Only 5 min to LL Bean!
Property grounds

Modern Cottage with Peeks of Ocean Views

Modern Cottage with Peeks of Ocean Views
Cape Elizabeth
10.0 out of 10, Exceptional, (1 review)
"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "
United States
Christina S.
The price is HK$2,227
HK$3,332 total
includes taxes & fees
4 Mar - 5 Mar
Modern Cottage with Peeks of Ocean Views
Beach nearby, sun-loungers, beach towels

Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean
Old Orchard Beach
10.0 out of 10, Exceptional, (56 reviews)
"House was very nice, plenty of room, and accommodating."
United States
Joey S.
The price is HK$1,108
HK$3,771 total
includes taxes & fees
22 Feb - 23 Feb
Beach House ∆ Prime Location ∆ Steps to the Ocean
Exterior detail

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (67 reviews)
"Yes, the host was very welcoming. Just a great place overall!"
United States
Anonymous traveller
The price is HK$5,451
HK$8,249 total
includes taxes & fees
24 Feb - 25 Feb
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Exterior

Huge Historic Downtown Townhome

Huge Historic Downtown Townhome
West End
9.8 out of 10, Exceptional, (8 reviews)
"The house is so charming and in an excellent location! It is walking distance to many options, on a quiet, beautiful street with comfortable beds and a well appointed kitchen. Easy booking and communication throughout! "
United States
Siobhain C.
The price is HK$1,047
HK$3,159 total
includes taxes & fees
22 Feb - 23 Feb
Huge Historic Downtown Townhome
Beach nearby

On Par for the Beach

On Par for the Beach
Old Orchard Beach
10.0 out of 10, Exceptional, (7 reviews)
"We visited with grandparents-toddlers and had a great stay. Walkable to the golfcourse/restaurant and only 5-10 minute drive to the beach and downtown boardwalk. Beautiful home and bedrooms, very clean and well kept. Easy process and will definitely stay again!"
United States
Rachel C.
The price is HK$2,596
HK$10,792 total
includes taxes & fees
28 Feb - 1 Mar
On Par for the Beach
Interior

Spacious 5BR Family Dream with Private Beach Access

Spacious 5BR Family Dream with Private Beach Access
Old Orchard Beach
9.0 out of 10, Wonderful, (4 reviews)
"Had a great stay. Plenty of amenities that made it nice since it's the winter months. "
United States
Bradford P.
Spacious 5BR Family Dream with Private Beach Access
On the beach

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Sensational Beachfront Property Old Orchard Beach, with indoor elevator
Old Orchard Beach
9.6 out of 10, Exceptional, (68 reviews)
"Great location, clean and the perfect beach front property!! "
United States
Alanna M.
The price is HK$4,681
HK$9,719 total
includes taxes & fees
24 Feb - 25 Feb
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
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 Great Diamond Island Hotel Reviews

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent
"The hotel looks just like the Instagram pictures, amazing! All the staff were very courteous and welcoming. The rooms are spacious and spotless. "
Tawanda 1-night trip
Posted 1 day ago
Cambria Hotel Portland Downtown-Old Port

Find out more about Great Diamond Island

Great Diamond Island Vacation Homes information

Number of reviews
455
Accommodation
559 Vacation Homes
Lowest Price
HK$1,854
Highest Price
HK$10,792

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