Vacation Rentals in Portland

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Top Cities in Portland

Top Vacation Rentals in Portland

Kai's Place @ Tim Pappies 3rd Floor luxury villa

Port Antonio
10.0 out of 10, Exceptional, (1)
"Totally recommend to stay at this accomodation!!!! The place was spectacular, looked exactly as the images provided!!! It is explained truthfully from the information provided.The ambiance of the place is so peaceful and relaxing!!! Double thumbs up to the hosts for being fantastic and welcoming!!!!"
United Kingdom
Shanice M.
$124 nightly
The price is $124
Nov 17 - Nov 18
Total with taxes and fees
Kai's Place @ Tim Pappies 3rd Floor luxury villa

Eco-Rustic Museum House & Art Stage between two beaches

Port Antonio
7.0 out of 10, Good, (2)
"Host was extremely Helpful and Kind. If you need a ride somewhere just ask. Walking distance to Beach and great places to eat. Its I nice Town with Friendly People. "
United States
Andrew
$70 nightly
The price is $78
Nov 16 - Nov 17
Total with taxes and fees
Eco-Rustic Museum House & Art Stage between two beaches

DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon

Fairy Hill
8.0 out of 10, Very Good, (1)
"The host was very welcoming, and miss Mariana was very kimd and friendly. Great place to stay "
United States
Suzette
$125 nightly
The price is $132
Nov 16 - Nov 17
Total with taxes and fees
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon

Port Antonio East Side Villa

Port Antonio
$145 nightly
The price is $145
Nov 16 - Nov 17
Total with taxes and fees
Port Antonio East Side Villa

Jamaica House - The Blue Mountain Wilderness Retreat

Bangor Ridge
$87 nightly
The price is $87
Nov 16 - Nov 17
Total with taxes and fees
Jamaica House - The Blue Mountain Wilderness Retreat

Cocosan Villa

4.0 star property
Port Antonio
Cocosan Villa

Teejay's rustic retreat

Port Antonio
9.0 out of 10, Wonderful, (2)
"Best ever home the host Brenon was amazing. Brennon made sure me and my family was comfortable and felt at home. Beautiful home, parking was safe and good. Hot water, air conditioner comfort all around"
United States
Andrea W.
$245 nightly
The price is $245
Nov 16 - Nov 17
Total with taxes and fees
Teejay's rustic retreat

Upstairs Room with Terrace at RobinHood guesthouse

Port Antonio
$71 nightly
The price is $71
Nov 16 - Nov 17
Total with taxes and fees
Upstairs Room with Terrace at RobinHood guesthouse

Jeff's Downstairs Room at Robin Hood guesthouse

Port Antonio
$71 nightly
The price is $71
Nov 16 - Nov 17
Total with taxes and fees
Jeff's Downstairs Room at Robin Hood guesthouse

Blue Balcony Room at Robin Hood guest house

Port Antonio
$71 nightly
The price is $71
Nov 16 - Nov 17
Total with taxes and fees
Blue Balcony Room at Robin Hood guest house

Downstairs Bedroom at Robin Hood guesthouse

Port Antonio
$71 nightly
The price is $71
Nov 16 - Nov 17
Total with taxes and fees
Downstairs Bedroom at Robin Hood guesthouse

Ahh! (Pool/Ocean View Room w/ Private Bath)

Boston Bay
$153 nightly
The price is $153
Nov 16 - Nov 17
Total with taxes and fees
Ahh! (Pool/Ocean View Room w/ Private Bath)

Cosy and quiet retreat, overlooking the blue lagoon. Enjoy the clean crisp air.

Port Antonio
8.0 out of 10, Very Good, (1)
"Stay was wonderful! Love the privacy! "
Canada
Vinola C.
$229 nightly
The price is $229
Dec 3 - Dec 4
Total with taxes and fees
Cosy and quiet retreat, overlooking the blue lagoon. Enjoy the clean crisp air.

Bright Country Apartment at Robin Hood guesthouse

Port Antonio
$116 nightly
The price is $116
Nov 16 - Nov 17
Total with taxes and fees
Bright Country Apartment at Robin Hood guesthouse

Horse Shoe Villa Port Antonio air conditioned close to it all family friendly

Port Antonio
$130 nightly
The price is $135
Nov 16 - Nov 17
Total with taxes and fees
Horse Shoe Villa Port Antonio air conditioned close to it all family friendly

Private Oasis - Portland’s Coastal Gated Hideaway

Fair Prospect
$90 nightly
The price is $90
Nov 17 - Nov 18
Total with taxes and fees
Private Oasis - Portland’s Coastal Gated Hideaway

The atrium of the Paradise Room of Ioannis 3

Port Antonio
$65 nightly
The price is $65
Nov 16 - Nov 17
Total with taxes and fees
The atrium of the Paradise Room of Ioannis 3

The Ocean View Villa

Portland
$87 nightly
The price is $87
Nov 18 - Nov 19
Total with taxes and fees
The Ocean View Villa

Charming 1-bedroom apartment with WiFi and AC in beautiful Port Antonio

2.0 star property
Port Antonio
$155 nightly
The price is $155
Nov 16 - Nov 17
Total with taxes and fees
Charming 1-bedroom apartment with WiFi and AC in beautiful Port Antonio

Ocean View Suite with Rooftop Lounge – Portland, Jamaica

Snow Hill
$154 nightly
The price is $177
Nov 16 - Nov 17
Total with taxes and fees
Ocean View Suite with Rooftop Lounge – Portland, Jamaica
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

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Discover your perfect Portland vacation rental with Expedia

How many vacation rentals are available in Portland?


Expedia has plenty of vacation rentals to choose from in and around  Portland, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Portland?


The selection of Portland vacation rentals we have selected for you start as low as $93 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Portland?


Vacation rentals in Portland come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Portland vacation rentals to suit everyone. 


Why should I choose a vacation rental in Portland?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Portland vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Portland?


Find vacation rentals in Portland by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Portland.  


What amenities are available in a vacation rental in Portland?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Portland vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Portland?   


Everytime is a great time to head to Portland! Staying in a Portland vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Portland. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Portland vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Portland, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Portland vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.