Photo by Robbie Martin

Historic Hotels & Resorts in Great Diamond Island from NZ$635

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Great Diamond Island Historic Hotels

This weekend
Next weekend

Best Great Diamond Island Historic Hotels

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

10.0 out of 10, Exceptional, (23)
" Very spacious, clean and beautiful."
The price is NZ$871
includes taxes & fees
26 Aug - 27 Aug
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Portland Regency Hotel & Spa

3.5 star property
9.4 out of 10, Exceptional, (1369)
"Great place to stay. Very walkable with lots of good restaurants "
Portland Regency Hotel & Spa

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

8.8 out of 10, Excellent, (31)
"Great place, a little difficulty controlling temperature."
The price is NZ$668
includes taxes & fees
5 Aug - 6 Aug
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Oceanside escape 🌊 perfect family getaway!

9.6 out of 10, Exceptional, (13)
"Great location for proximity to Portland. Very clean and spacious."
The price is NZ$862
includes taxes & fees
20 Aug - 21 Aug
Oceanside escape 🌊 perfect family getaway!

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (106)
"Lovely place in the top floor of a multi property house. Everything you need in a cozy space. It is a walk up so pack up light. Clean, charming and comfy. Highly recommend. "
The price is NZ$635
includes taxes & fees
12 Aug - 13 Aug
Adorable Portland getaway on the Eastern Promenade

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (62)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
The price is NZ$752
includes taxes & fees
10 Aug - 11 Aug
Elegant condo - walk to Portland's best restaurants & Old Port

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (112)
"While minutes away from the Old Port, our stay on Casco Bay allowed us to relax and unwind."
The price is NZ$749
includes taxes & fees
13 Aug - 14 Aug
City Amenities, Casco Bay Sunrises and Natural Beauty

Garden Gem ★ 5 Min to Old Port ★ Spacious + New

9.6 out of 10, Exceptional, (19)
"We had a great stay!"
The price is NZ$987
includes taxes & fees
6 Aug - 7 Aug
Garden Gem ★ 5 Min to Old Port ★ Spacious + New

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (155)
"Gorgeous, cozy VRBO stocked with everything we needed. Hosts were so kind and accommodating. One of the best rental home experiences I’ve had. Definitely recommend!"
The price is NZ$822
includes taxes & fees
28 Aug - 29 Aug
Glorious getaway on Portland's Eastern Promenade.

Penthouse Two Master Waterfront Suite with Rooftop

10.0 out of 10, Exceptional, (248)
"Enjoyed our 2nd stay..great location "
The price is NZ$2,527
includes taxes & fees
4 Aug - 5 Aug
Penthouse Two Master Waterfront Suite with Rooftop
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.

Top Great Diamond Island Hotel Reviews