Great Diamond Island Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Great Diamond Island vacation rentals

House (2 Bedrooms) | Interior

1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is ￥11,279
￥35,472 total
includes taxes & fees
Feb 24 - Feb 25
1 Mi to Maine Street! Mcm-style Home in Brunswick
Living area

Escape to Positive Outlook

Escape to Positive Outlook
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 ￥16,090
￥32,873 total
includes taxes & fees
Feb 25 - Feb 26
Escape to Positive Outlook
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 ￥20,279
￥41,260 total
includes taxes & fees
Mar 11 - Mar 12
Fantastic Waterfront Views
Property grounds

Modern, Luxurious Cabin in the Woods - 03

Modern, Luxurious Cabin in the Woods - 03
Freeport
10.0 out of 10, Exceptional, (6 reviews)
"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "
United States
Chris B.
The price is ￥31,211
￥50,020 total
includes taxes & fees
Feb 22 - Feb 23
Modern, Luxurious Cabin in the Woods - 03
Exterior detail

Clean cozy cottage 1 mile from beach.

Clean cozy cottage 1 mile from beach.
Old Orchard Beach
8.0 out of 10, Very Good, (11 reviews)
"This house met all of our needs. It was updated and clean and has a nice little quiet enclosed back yard with a fire pit, grill and dining area. "
United States
Alyssa F.
The price is ￥19,768
￥60,298 total
includes taxes & fees
Feb 25 - Feb 26
Clean cozy cottage 1 mile from beach.
Smart TV

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (26 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is ￥15,171
￥34,242 total
includes taxes & fees
Feb 25 - Feb 26
Pine Point Beach private, quaint, charming studio.
Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (7 reviews)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
The price is ￥15,142
￥33,178 total
includes taxes & fees
Feb 17 - Feb 18
Peaceful & minutes from the Old Port with private parking
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (50 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is ￥27,583
￥51,279 total
includes taxes & fees
Feb 25 - Feb 26
Full sized home
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (11 reviews)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is ￥17,382
￥33,094 total
includes taxes & fees
Feb 16 - Feb 17
Charming Studio apartment with WiFi, AC in welcoming Portland
Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (25 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is ￥14,864
￥30,901 total
includes taxes & fees
Feb 25 - Feb 26
Sunny Spot with Private Parking.
Exterior detail

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (129 reviews)
"Tidy place in a great location! "
United States
Mary M.
The price is ￥16,856
￥30,900 total
includes taxes & fees
Mar 15 - Mar 16
Adorable Portland getaway on the Eastern Promenade
Fridge, oven, stovetop, dishwasher

3BR Cottage Parking A Peaceful Oasis on Munjoy Hill

3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (2 reviews)
"This is the best VRBO we have stayed at in the last three years of using this service. Everything was as advertised, our host was super helpful and Portland was delightful because of our great location."
United States
Greg F.
The price is ￥23,331
￥50,819 total
includes taxes & fees
Feb 25 - Feb 26
3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
Property grounds

Welcome to our BoHo Treehouse!

Welcome to our BoHo Treehouse!
Downtown Saco
10.0 out of 10, Exceptional, (8 reviews)
"The property was as advertised and very charming for myself and my partner. Checkin and checkout was smooth and easy, and the host was kind enough to let us check out a little later than advertised. Would stay here again."
United States
Benjamin A.
The price is ￥19,921
￥43,261 total
includes taxes & fees
Feb 25 - Feb 26
Welcome to our BoHo Treehouse!
Beach

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (124 reviews)
"Great location for an our trip; laundry in basement "
United States
maria h.
The price is ￥19,308
￥42,927 total
includes taxes & fees
Feb 25 - Feb 26
City Amenities, Casco Bay Sunrises and Natural Beauty
Beach nearby, sun loungers, beach towels

Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!

Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!
Pine Point
9.4 out of 10, Exceptional, (32 reviews)
"Cute place; clean and inviting. Would happily stay again!"
United States
Kelly M.
The price is ￥16,409
￥49,043 total
includes taxes & fees
Feb 18 - Feb 19
Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!
3 bedrooms, desk, iron/ironing board, travel crib

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

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Downtown Saco
10.0 out of 10, Exceptional, (20 reviews)
"Great place to stay while in town for a family graduation. Great location and great communication with the hosts! All the provided extras (coffee bar, laundry supplies and tons of towels) made our stay very enjoyable! "
United States
Alison S.
The price is ￥20,604
￥49,573 total
includes taxes & fees
Feb 17 - Feb 18
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
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 ￥30,648
￥59,312 total
includes taxes & fees
Feb 25 - Feb 26
Modern Getaway by the Sea
1 bedroom, desk, free WiFi, bed sheets

Spacious Studio Near Sebago Lake

Spacious Studio Near Sebago Lake
Windham
10.0 out of 10, Exceptional, (4 reviews)
"Host was very welcoming and check in was simple "
United States
Michael C.
The price is ￥20,687
￥25,889 total
includes taxes & fees
Feb 25 - Feb 26
Spacious Studio Near Sebago Lake
Deluxe Suite, 1 King Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (91 reviews)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is ￥25,532
￥27,830 total
includes taxes & fees
Mar 2 - Mar 3
The Weldon Hotel
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

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"Good locarion with fruendly staff and ckeab, comfortable room"
susan kay 3-night trip
Posted 1 day ago
Hampton Inn Portland Downtown - Waterfront

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