522+ Rental Villas and Private Getaways in Portland |
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Portland Vacation Rentals & Execstays Homes

About Portland Vacation Rentals

There are more than 522 vacation rentals that are available in Portland. These rentals, including vacation rentals, Execstays Homes (Execstays) 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 Execstays property in Portland.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Execstays Portland, you have the flexibility of comparing different options of various deals with a single click. Looking for an Execstays 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 Execstays, and other popular Airbnb-style properties in Portland. Places to stay near Portland are 557.24 ft² on average, with prices averaging $302 a night.

Execstays makes it easy and safe to find and compare vacation rentals in Portland 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 Portland

Type Count
Vacation Homes 211
Holiday Apartments 98
Villas 72
Cottages 13

Use these Quick Filters to Find a Vacation Rental in Portland

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

Top Attractions Around Portland, JM

ExecStays offers a large selection of top attractions around Portland. Research things to do on your vacation before you visit Portland.


Blue and John Crow Mountains National Park
Trident Castle
Blue Mountain Peak
Winnifred Beach
Frenchman's Cove Beach
Reach Falls
Somerset Falls
Port Antonio Square
Rio Grande
Holywell Park
Errol Flynn Marina
Portland Parish Church
Musgrave Market
Folly Ruins
Bikini Beach
Fort George
Sharshy Beach
Anglican Church
Jamaica Beaches
Blue Lagoon
Boston Bay Beach
San San Beach
Long Bay Beach
Hardwar Gap

Other Places to Stay in Portland, JM


Surrey County 2,044 Properties
Port Antonio 306 Properties
Titchfield Peninsula 221 Properties
Orange Bay 141 Properties
Fairy Hill 134 Properties
Boston Bay 71 Properties
Manchioneal 56 Properties
Snow Hill 53 Properties
Long Bay 45 Properties
Buff Bay 30 Properties
Moore Town 26 Properties
Drapers 24 Properties

Frequently Asked Questions About Portland?

What are the top hotels and resorts Portland?

There are a lot of options in Portland. If you plan on staying in the Portland 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:

How many vacation rentals have private pools in Portland?

There are 22 vacation rentals with private pools near Portland. Top-rated Execstays homes that have access to a swimming pool include:

Which vacation homes in Portland are best for families?

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

How many Execstays vacation rentals are available in Portland?

Currently, the total number of properties listed by Execstays in 2025 is over 522 in the Portland area, and still counting. By aggregating listings from multiple websites, Execstays offers an immense amount of choice of the best Execstays properties in Portland. 


People Also Ask

There are 522 Portland, JM Vacation Rentals

Recently Booked Vacation Rentals in Portland