528+ Vacation Rentals in Portland |
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  2. Portland

Top Rated Activities & Tours in Portland

Rio Grande Bamboo Rafting Tour from Port Antonio
Rio Grande Bamboo Rafting Tour from Port Antonio
10
Excellent
16 Reviews
5 star rating Recommendation
From
US $188 Per Person
Reserve
Rio Grande Bamboo Rafting Tour from Port Antonio
Rio Grande Bamboo Rafting Tour from Port Antonio
10
Excellent
1 Reviews
5 star rating Recommendation
From
US $300 Per Person
Reserve
Reach Falls Adventure Tour from Port Antonio
Reach Falls Adventure Tour from Port Antonio
10
Excellent
1 Reviews
5 star rating Recommendation
From
US $140 Per Person
Reserve
See More Activities & Tours in Portland

Portland Vacation Rentals, Hotels, & Places to Stay

About Portland Vacation Rentals

There are more than 528 places to stay that are available in Portland. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Portland.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Portland, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Portland. Places to stay near Portland are 629.19 ft² on average, with prices averaging US $320 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Portland. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in Portland

Type Count
Vacation Homes 203
Holiday Apartments 116
Villas 83
Cottages 15

Use these Quick Filters to Find a Vacation Rental in Portland

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Portland today.

Top Attractions Around Portland, JM

Varoom 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 1,697 Properties
Moore Town 366 Properties
Port Antonio 252 Properties
Drapers 224 Properties
Titchfield Peninsula 174 Properties
Fairy Hill 132 Properties
Orange Bay 119 Properties
Boston Bay 70 Properties
Snow Hill 58 Properties
Hope Bay 58 Properties
Long Bay 42 Properties
Buff Bay 26 Properties

Complexes around Portland, JM


Frenchman Cove Resort The 7 Properties
Bay Country Club 6 Properties
Comfort Jamaica Enjoy Of White Sand Beach Villa 4 Properties
Point Village 4 Properties
Buckingham Villa 3 Properties
Hideaway At Royalton Negril An Autograph Resort Adults 3 Properties
The Palms Resort Adults All 3 Properties
Tranquility Villa Port Antonio 1 Properties

Frequently Asked Questions About Portland?

What are the top vacation rentals in Portland?

We have scoured the web to find you options in Portland. If you plan on staying near or in the Portland area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Portland:

How many vacation rentals have private pools in Portland?

We have found 20 places to stay that feature a private swimming pool in or near Portland. Some of the best places to stay that feature or have access to a swimming pool are:

Which vacation homes in Portland are best for families?

If you are looking for a place to stay that is family-friendly in Portland, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Portland:

How many Varoom vacation rentals are available in Portland?

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 528 in the Portland area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Portland. 


People Also Ask

There are 528 Portland, JM Vacation Rentals

Recently Booked Vacation Rentals in Portland