Pirate Cove Cottages - Vacation Rentals in Portland Arts District

Historic Island Cottage, 5BR From US $401
         

9.8 (14 Reviews)
Cottage
  • Pet Friendly
  • View
  • Ocean View
The Woodbury Cottage: An Oceanfront Maine Island Escape From US $705
         

10.0 (22 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • View
Wonderful Summer Cottage on Great Diamond Island From US $654
         

10.0 (4 Reviews)
Cottage
  • Pet Friendly
  • View
  • Ocean View
Magical Rambling 5 Bedroom Cottage Built 1904 By John Calvin Stevens From US $575
         

4.9 (11 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

Luxury Places to Stay in Portland Arts District

Over 151+ Luxury Places to Stay in or Near Portland Arts District
Entire Privately Owned Island Estate From US $6,800
         

House Island Luxury Residence - BellMoor From US $3,585
         

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New
House
  • Air Conditioner
  • View
  • Ocean View
House Island Private Residence - WatchHouse From US $3,171
         

Sweet Seaside Cottage! From US $942
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxurious island home on the water, 30 minute ferry ride from Portland Maine From US $802
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Portland Arts District

Over 52+ Top-Rated Vacation Rentals with a Pool in or Near Portland Arts District
AC Hotel Portland Downtown/Waterfront, ME From US $114
         

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9.2 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Inn at Diamond Cove From US $463
         

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8.8 (195 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med From US $99
         

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8.6 (2295 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Inn at Diamond Cove From US $302
         

8.1 (26 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • View

Pet-Friendly Vacation Rentals in Portland Arts District

Over 42+ Pet-Friendly Vacation Rentals in or Near Portland Arts District
Aloft Portland Downtown Waterfront ME From US $368
         

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8.5 (618 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Weldon Hotel From US $189
         

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9.8 (99 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 3 BR in Portland's Libbytown! From US $407
         

9.6 (45 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Coveside Island Retreat From US $320
         

New
House
  • Pet Friendly
  • Security/Safety
  • Bedding/Linens
Refurbished Brick, Waterfront Home on Cushing's Island. From US $677
         

Coastal retreat walk to 2 beaches, restaurants, shops & 5-7 min to Portland. From US $170
         

Large Vacation Homes & Villas in Portland Arts District

Over 17+ Large Vacation Homes & Villas in or Near Portland Arts District
Charming Home minutes to Old Port & Thompson Point From US $444
         

Wheelchair Accessible Vacation Homes in Portland Arts District

Over 59+ Wheelchair Accessible Vacation Homes in or Near Portland Arts District
Downtown Portland Stay | 1 Unit | Near Commercial Street From US $308
         

La Quinta Inn & Suites by Wyndham Portland DT Maine Med From US $253
         

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7.9 (2069 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The McKernan Inn From US $207
         

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9.2 (93 Reviews)
Hotel
  • Parking
  • View
  • Wheelchair Accessible
Peaceful Stay | Minutes from Downtown Excitement From US $284
         

6.0 (2 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Portland Arts District Vacation Rentals and Airbnb Places to Stay Under $200

Over 18+ Portland Arts District Vacation Rentals and Airbnb Places to Stay Under $200
Aloft Portland Downtown Waterfront ME From US $112
         

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8.8 (1015 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Beautifully Spacious with Charm From US $179
         

9.4 (96 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Walking Distance to Old Port | Sleeps 4 From US $168
         

4.7 (11 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Bedding/Linens
Eclectic & Unique 2 Bedroom Apt on Morning Street From US $142
         

New
Apartment
  • Security/Safety
  • Bedding/Linens
  • Child Friendly
Eclectic & Unique 1 Bedroom Apt on Morning Street From US $82
         

Instantly Bookable Vacation Homes in Portland Arts District

Over 57+ Instantly Bookable Vacation Homes in or Near Portland Arts District
Ocean View East End Studio in a Historic Victorian From US $366
         

9.8 (101 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Adorable, Bright and By the Bay! From US $457
         

9.2 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Modern Waterfront Apt with Bay Views From US $487
         

New
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Falmouth Flats Ocean Escape From US $405
         

New
House
  • Air Conditioner
  • Parking
  • TV

About Portland Arts District Vacation Rentals

With more than 4 Portland Arts District vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Piratecovecottages 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 a rental property in Portland Arts District.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Piratecovecottages Portland Arts District, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner 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, and other popular Airbnb-style properties in Portland Arts District. Places to stay near Portland Arts District are 1350 ft² on average, with prices averaging $584 a night.

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

Top Rental Accommodation Types in Portland Arts District

Type Count
Cottages 4

Use these Quick Filters to Find a Vacation Rental in Portland Arts District

Pro Tip: Piratecovecottages makes it easy to compare the best listings on Piratecovecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Piratecovecottages 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 Portland Arts District.

Weather in Portland Arts District

View the weather forecast for Portland Arts District before booking your Portland Arts District 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

Portland Arts District Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Portland Arts District?

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

How many vacation rentals are available in Portland Arts District?

Currently, the total number of properties listed in 2026 is over 4 in the Portland Arts District area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Portland Arts District.