112+ Rental Villas and Private Getaways in Five Islands |
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  2. Maine
  3. Boothbay Harbor
  4. Five Islands

Five Islands Vacation Rentals & One Degree Stays Homes

About Five Islands Vacation Rentals

There are more than 112 vacation rentals that are available in Five Islands. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Five Islands.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Five Islands, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Five Islands. Places to stay near Five Islands are 909.13 ft² on average, with prices averaging US $530 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Five Islands with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Five Islands

Type Count
Vacation Homes 65
Cottages 35
Holiday Apartments 2

Use these Quick Filters to Find a Vacation Rental in Five Islands

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Five Islands.

Weather in Five Islands, ME

View the weather forecast for Five Islands before booking your Five Islands Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Five Islands, ME

OneDegreeStays offers a large selection of top attractions around Five Islands. Research things to do on your vacation before you visit Five Islands.


Acadia National Park
Pemaquid Point Lighthouse Park
Popham Beach State Park
Popham Beach
Bowdoin College
Casco Bay
Coastal Maine Botanical Gardens
Maine Street
Boothbay Harbor Marina
Maine Maritime Museum
Boothbay Railway Village
Maine State Music Theater
Reid State Park
Bath Visitor Information Center
Mast Landing Sanctuary
Bailey Island Bridge
Brunswick Golf Course
Monkey C Monkey Do
Chocolate Church
Opera House at Boothbay Harbor

Frequently Asked Questions About Five Islands?

What are the top vacation rentals in Five Islands?

There are a lot of options in Five Islands. If you plan on staying in the Five Islands area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Five Islands:

Which vacation homes in Five Islands are best for families?

If you are looking for a family-friendly vacation home in Five Islands, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Five Islands:

How many onedegreestays vacation rentals are available in Five Islands?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 112 in the Five Islands area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Five Islands. 


People Also Ask

There are 112 Five Islands, ME Vacation Rentals

Recently Booked Vacation Rentals in Five Islands