Historic Island Retreat on Great Diamond Island with resort like amenities! | House in Portland

New |   Pet Friendly   2 Bedrooms  2 Bathrooms  5 Guests
Portland House | Historic Island Retreat on Great Diamond Island with resort like amenities!

2 Bedroom House in Portland

Stay in the original Surgeon’s Quarters on Great Diamond Island! This 2BR/2BA historic brick home blends charming details with modern updates. Enjoy wooded views from the screened porch and full access to Diamond Cove amenities: pool, fitness center, basketball court, bowling alley, 3 beaches, and more. Just a scenic ferry or water taxi ride from Downtown Portland—your perfect island escape awaits!
Portland Short Term Rental License: STHR-007126-2025
Available starting April 24th, 2026
Welcome to 171 Diamond, a rare opportunity to stay in the original Surgeon’s Quarters at Fort McKinley on Great Diamond Island. This beautiful 2-bedroom, 2-bath freestanding brick home blends historic details with thoughtful modern upgrades—tin ceilings, original fireplace, a gas stove, custom window treatments, and hardwood floors.
Enjoy peace and privacy from your screened-in back porch with serene wooded views. You’ll also have access to a grill and picnic table perfect for BBQs/ Inside, the home is fully furnished with tasteful decor and a fully equipped kitchen, making it perfect for a cozy week away or extended getaway.
As a guest, you’ll have full access to all the Diamond Cove Homeowners Association amenities, including:
RA van service to and from house from Ferry/dock
Heated outdoor pool
Fitness center
Indoor basketball court
Tennis & Pickleball Courts
Duckpin Bowling Alley and Game Room
Six private beaches
A playground
On-island restaurants - Diamonds Edge and Crown Jewel (seasonal)
Just 2 miles from Portland in Casco Bay, a scenic ferry ride transports you to a peaceful, car-free island with rich history, coastal charm, and natural beauty. Whether you're collecting shells at the beach, relaxing poolside, or exploring island trails, 171 Diamond offers the perfect island escape!

Historic Island Retreat on Great Diamond Island with resort like amenities! is located in Portland. Historic Island Retreat on Great Diamond Island with resort like amenities! provides accommodation, featuring Air Conditioner, View, Oceanfront, among other amenities. This House features Air Conditioner, View, Oceanfront, to make your stay a comfortable one.

Historic Island Retreat on Great Diamond Island with resort like amenities! has 2 Bedrooms , 2 Bathrooms, and max occupancy of 5 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Portland has interesting places to visit. If you want to learn more about the House in Portland, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Pet Friendly
Pool
TV
View
Ocean View
Oceanfront
Security/Safety
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Toilet paper
  • Hair dryer
  • Soap
  • Towels provided
  • 2 bathrooms
  • Bathtub or shower
Bedroom
  • 2 bedrooms
  • Bed sheets provided
Kitchen
  • Dishwasher
  • Oven
  • Microwave
  • Stovetop
Laundry
  • Laundry facilities
  • Washing machine and dryer
Ocean view
  • Near the beach
Pet Friendly
  • Welcoming dogs only
  • Pet friendly
  • 1 total (up to 50 lbs per pet)
Accessibility
  • Smoke-free property
Activities
  • Fitness center
Entertainment
  • TV
General
  • English
  • Near the sea
Internet
  • WiFi available
Outdoors
  • Barbecue grill
Security/Safety
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
Spa
  • Pool

Policies

Check-in
Check-in time starts at 2:00 pm minimum check-in age: 21
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
1 total (up to 50 lbs per pet) note from host: our insurance does not allow bully breeds pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking is not permitted

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property long-term renters welcome onsite parties or group events are strictly prohibited property registration number sthr-007126-2025 special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

License number: STHR-007126-2025
Check House Availability
Nightly rates from:
USD347
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