Title: Portland Vacation Rentals from CA $139: Short-Term Rentals for 2026 | Expedia.ca

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![#lifeatexpedia That blue, it just doesn’t stop! ](https://images.trvl-media.com/place/319626250106701481/3a4fc553-fc35-4cdc-9aaf-279302394926.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Kristi Miller

![](https://images.trvl-media.com/place/319626250106701481/3a4fc553-fc35-4cdc-9aaf-279302394926.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Top Cities in Portland

![Winnifred Beach featuring general coastal views as well as a small group of people](https://images.trvl-media.com/place/6278028/5398e9a3-5bef-4b7e-a274-dc7fd7bc6a78.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Port Antonio

[](https://expedia.ca/Port-Antonio-Vacation-Rentals.d2855.Travel-Guide-VacationRentals)

![Beautiful tropical caribbean lonely lagoon, turquoise blue water, empty sand beach, strong surf waves - Port Antonio, Jamaica](https://images.trvl-media.com/place/6237109/97580915-9b71-407d-872b-880a5c4b8c72.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Long Bay

[](https://expedia.ca/Long-Bay-Vacation-Rentals.d6237109.Travel-Guide-VacationRentals)

## Our top choices for Portland vacation rentals

![Deluxe Double Room, Garden View](https://images.trvl-media.com/lodging/128000000/127260000/127255300/127255261/26571be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127260000/127255300/127255261/c43fc214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/128000000/127260000/127255300/127255261/33738819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room | Interior](https://images.trvl-media.com/lodging/128000000/127260000/127255300/127255261/55183109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windbreak Villa 

[](https://www.expedia.ca/Buff-Bay-Hotels-Windbreak-Villa.h127255261.Hotel-Information)

Buff Bay

CA $111

CA $130 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Buff-Bay-Hotels-Windbreak-Villa.h127255261.Hotel-Information)

![House | Dock](https://images.trvl-media.com/lodging/47000000/46310000/46304700/46304640/086a9a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/47000000/46310000/46304700/46304640/5b6c323a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/47000000/46310000/46304700/46304640/e3837001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Balcony](https://images.trvl-media.com/lodging/47000000/46310000/46304700/46304640/6709d3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chantal House Sleeps 8 With Garden

[](https://www.expedia.ca/4-Bedroom-House-Portland.h46304640.Hotel-Information)

Windsor Castle

CA $265

CA $293 total

includes taxes & fees

Apr 20 - Apr 21

[](https://www.expedia.ca/4-Bedroom-House-Portland.h46304640.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102170000/102161900/102161881/fbe4e978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102170000/102161900/102161881/8f0f5ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102170000/102161900/102161881/e2463751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102170000/102161900/102161881/372a31f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Port-Antonio-Hotels-Kais-Place-Tim-Pappies-3rd-Floor-Luxury-Villa.h102161881.Hotel-Information)

Port Antonio

10/10

Exceptional

(1 review)

"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](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Shanice M.

CA $115

CA $170 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Port-Antonio-Hotels-Kais-Place-Tim-Pappies-3rd-Floor-Luxury-Villa.h102161881.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120300000/120298600/120298548/0caeff90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120300000/120298600/120298548/9e021eec_edited_597e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120300000/120298600/120298548/6af0c9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, toilet paper](https://images.trvl-media.com/lodging/121000000/120300000/120298600/120298548/a0aa726d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure

[](https://www.expedia.ca/Port-Antonio-Hotels-Charming-New-2-BR.h120298548.Hotel-Information)

Snow District

CA $310

CA $399 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Port-Antonio-Hotels-Charming-New-2-BR.h120298548.Hotel-Information)

![2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114580000/114577900/114577850/d6611bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/115000000/114580000/114577900/114577850/20865325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114580000/114577900/114577850/dcb78545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114580000/114577900/114577850/67de322c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/DreamEscape-In-Fairy-Hill-Po-Your-Getaway-Near-Frenchman-Cove.h114577850.Hotel-Information)

Fairy Hill

8.0/10

Very good

(1 review)

"The host was very welcoming, and miss Mariana was very kimd and friendly. Great place to stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Suzette

CA $138

CA $182 total

includes taxes & fees

Apr 2 - Apr 3

[](https://www.expedia.ca/DreamEscape-In-Fairy-Hill-Po-Your-Getaway-Near-Frenchman-Cove.h114577850.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/46000000/45680000/45676200/45676142/ae1a5323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45680000/45676200/45676142/87128253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/46000000/45680000/45676200/45676142/46ce66ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45680000/45676200/45676142/f306e46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire Luxury Apartment with contemporary decor

[](https://www.expedia.ca/Bouvet-Island-Hotels-Entire-Luxury-Apartment-With-Contemporary-Decor.h45676142.Hotel-Information)

Port Antonio

CA $186

CA $358 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Bouvet-Island-Hotels-Entire-Luxury-Apartment-With-Contemporary-Decor.h45676142.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/39000000/38120000/38118900/38118878/a8fa68bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38120000/38118900/38118878/5dee4c22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38120000/38118900/38118878/dcdb9d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/39000000/38120000/38118900/38118878/c18cf033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eco-Rustic Museum House & Art Stage between two beaches

[](https://www.expedia.ca/Port-Antonio-Hotels-Eco-Rustic-House-Between-Two-Beaches.h38118878.Hotel-Information)

Port Antonio

7.0/10

Good

(2 reviews)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrew

CA $69

CA $107 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Port-Antonio-Hotels-Eco-Rustic-House-Between-Two-Beaches.h38118878.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/77000000/76870000/76860100/76860023/52a06b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76870000/76860100/76860023/9f31baaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76870000/76860100/76860023/09933ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/77000000/76870000/76860100/76860023/88cecf1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hope Bay-Peaceful getaway w/ pool and steps to natural beach

[](https://www.expedia.ca/Hope-Bay-Hotels-Hope-Bay-Peaceful-Getaway-W-Pool-And-Steps-To-Natural-Beach.h76860023.Hotel-Information)

Hope Bay

8.0/10

Very good

(6 reviews)

"Good place to stay"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Fiona L.

CA $160

CA $206 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Hope-Bay-Hotels-Hope-Bay-Peaceful-Getaway-W-Pool-And-Steps-To-Natural-Beach.h76860023.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/68000000/67670000/67661100/67661042/f9e81320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/68000000/67670000/67661100/67661042/14b92440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/68000000/67670000/67661100/67661042/24429473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/68000000/67670000/67661100/67661042/b77ec204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Port Antonio East Side Villa

[](https://www.expedia.ca/Port-Antonio-Hotels-Port-Antonio-East-Side-Villa.h67661042.Hotel-Information)

Port Antonio

CA $138

CA $200 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Port-Antonio-Hotels-Port-Antonio-East-Side-Villa.h67661042.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/92000000/91310000/91304900/91304895/eaf23896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91310000/91304900/91304895/f110f52b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/92000000/91310000/91304900/91304895/89c4137e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91310000/91304900/91304895/97a02fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large home in Portland Parrish

[](https://www.expedia.ca/Large-Home-In-Portland-Parrish.h91304895.Hotel-Information)

Black Hill

CA $344

CA $389 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Large-Home-In-Portland-Parrish.h91304895.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100440000/100430800/100430769/82201c4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100440000/100430800/100430769/7247e762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/101000000/100440000/100430800/100430769/8f22b9c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100440000/100430800/100430769/aafaa0c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright Country Apartment at Robin Hood guesthouse

[](https://www.expedia.ca/Port-Antonio-Hotels-Bright-Country-Apartment.h100430769.Hotel-Information)

Port Antonio

CA $132

CA $160 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Port-Antonio-Hotels-Bright-Country-Apartment.h100430769.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/92000000/91160000/91155900/91155804/b3b09d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91160000/91155900/91155804/6b3f2811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/92000000/91160000/91155900/91155804/bb31d634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91160000/91155900/91155804/82d3ce86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Boston-Bay-Hotels-Ahh-Boston-Beach.h91155804.Hotel-Information)

Boston Bay

CA $109

CA $216 total

includes taxes & fees

Apr 25 - Apr 26

[](https://www.expedia.ca/Boston-Bay-Hotels-Ahh-Boston-Beach.h91155804.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100510000/100507700/100507639/f8b29b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/101000000/100510000/100507700/100507639/411250db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100510000/100507700/100507639/7dfff875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100510000/100507700/100507639/1c8f3922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upstairs Room with Terrace at RobinHood guesthouse

[](https://www.expedia.ca/Port-Antonio-Hotels-Upstairs-Room-With-Terrace-Robin-Hood-Guesthouse.h100507639.Hotel-Information)

Port Antonio

CA $62

CA $98 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Port-Antonio-Hotels-Upstairs-Room-With-Terrace-Robin-Hood-Guesthouse.h100507639.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/101000000/100510000/100505400/100505333/59cd4c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100510000/100505400/100505333/c98ae4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100505400/100505333/8c92bc46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100510000/100505400/100505333/c646bb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jeff's Downstairs Room at Robin Hood guesthouse

[](https://www.expedia.ca/Port-Antonio-Hotels-Jeffs-Downstairs-Room-Robin-Hood-Guesthouse.h100505333.Hotel-Information)

Port Antonio

CA $62

CA $98 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Port-Antonio-Hotels-Jeffs-Downstairs-Room-Robin-Hood-Guesthouse.h100505333.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100506300/100506245/94b156a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100510000/100506300/100506245/c33136ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100510000/100506300/100506245/f36b10c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/101000000/100510000/100506300/100506245/57cb5399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Balcony Room at Robin Hood guest house

[](https://www.expedia.ca/Port-Antonio-Hotels-Blue-Balcony-Room-At-Robin-Hood-Guest-House.h100506245.Hotel-Information)

Port Antonio

CA $62

CA $98 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Port-Antonio-Hotels-Blue-Balcony-Room-At-Robin-Hood-Guest-House.h100506245.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100507200/100507101/024aedf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100510000/100507200/100507101/17955e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/101000000/100510000/100507200/100507101/268c32a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100510000/100507200/100507101/d1c89ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downstairs Bedroom at Robin Hood guesthouse

[](https://www.expedia.ca/Port-Antonio-Hotels-Our-Downstairs-Bedroom-In-Sherwood-Forest.h100507101.Hotel-Information)

Port Antonio

CA $62

CA $98 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Port-Antonio-Hotels-Our-Downstairs-Bedroom-In-Sherwood-Forest.h100507101.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119580000/119570200/119570190/22a5ff9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119580000/119570200/119570190/w2389h1284x194y0-219cbcce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/120000000/119580000/119570200/119570190/c3b19964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/120000000/119580000/119570200/119570190/736abc10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean View Suite with Rooftop Lounge – Portland, Jamaica

[](https://www.expedia.ca/Port-Antonio-Hotels-Ocean-View-Suite-With-Rooftop-Lounge-Portland.h119570190.Hotel-Information)

Snow Hill

CA $185

CA $243 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Port-Antonio-Hotels-Ocean-View-Suite-With-Rooftop-Lounge-Portland.h119570190.Hotel-Information)

![Beach towels](https://images.trvl-media.com/lodging/115000000/114910000/114905200/114905102/e600332b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114910000/114905200/114905102/98192260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114910000/114905200/114905102/adf8315b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114910000/114905200/114905102/1180d13e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland

[](https://www.expedia.ca/Port-Antonio-Hotels-Charming-2-Bedroom-House-With-AC.h114905102.Hotel-Information)

Port Antonio

CA $111

CA $194 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Port-Antonio-Hotels-Charming-2-Bedroom-House-With-AC.h114905102.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113600000/113594000/113593916/0543c153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven, stovetop](https://images.trvl-media.com/lodging/114000000/113600000/113594000/113593916/59f0500a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/114000000/113600000/113594000/113593916/c4a6b584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113600000/113594000/113593916/1792e003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC

[](https://www.expedia.ca/Port-Antonio-Hotels-Charming-3-Bedroom-House-In-Enchanting-Fairy-Hill-With-WiFi.h113593916.Hotel-Information)

Fairy Hill

10/10

Exceptional

(2 reviews)

"I spent the weekend with my family for my brothers birthday and it was a lovely experience , the ambiance was great and the rooms were spacious and beautiful! I would definitely come back ! Big up !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sheneker R.

CA $406

CA $462 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Port-Antonio-Hotels-Charming-3-Bedroom-House-In-Enchanting-Fairy-Hill-With-WiFi.h113593916.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/38000000/37620000/37610800/37610736/7c5d1b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/38000000/37620000/37610800/37610736/5eead10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37620000/37610800/37610736/f748650e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37620000/37610800/37610736/f0dd2a8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ocean View Villa

[](https://www.expedia.ca/The-Ocean-View-Villa.h37610736.Hotel-Information)

Portland

CA $92

CA $122 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/The-Ocean-View-Villa.h37610736.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-09&endDate=2026-04-10&regionId=6159622&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Villas

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Cabins

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Cottages

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Private vacation homes

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Apartments

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Aparthotels

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Condos

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Residences

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Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Portland%2C+Jamaica&regionId=6159622&latLong=18.176361%2C-76.445929&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=CHALET)

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## Top Portland Hotel Reviews

![S Hotel Kingston](https://images.trvl-media.com/lodging/3000000/2460000/2450100/2450088/648b9290_y.jpg)

### S Hotel Kingston

6/10 Okay

"Breakfast nice , but we got our room a half hour later than check in time . It wasnt ready on time for check in ."

[](https://expedia.ca/Kingston-Hotels-The-Spanish-Court-Hotel.h2450088.Hotel-Information)

![Sea Cliff Resort](https://images.trvl-media.com/lodging/17000000/16020000/16015600/16015510/f2b7d283_y.jpg)

### Sea Cliff Resort

6/10 Okay

"Yes the view was amazing."

[](https://expedia.ca/Port-Antonio-Hotels-Sea-Cliff-Resort.h16015510.Hotel-Information)

![Polish Princess Guest House](https://images.trvl-media.com/lodging/8000000/7790000/7785100/7785049/66c50843_y.jpg)

### Polish Princess Guest House

10/10 Excellent

"Barbara was an excellent host, the property and surrounding area are quite peaceful, while only being a short drive from the main road. Winifred Beach (perhaps one of the best beaches in the island, keep it public) is about a 7 minute drive down a (pretty bad) side road a couple blocks over. The room was great for what I needed, a place to relax and sleep after a long day of driving. There wasn't an AC but it was cool enough that the fan was more than sufficient. The area is quite lush so the occasional bug should be expected. Bed was comfortable enough, the shower was great. The breakfast was good, I opted for a light breakfast of fresh fruit and toast with tea and OJ - the other option was eggs Benedict, which is great but I'm not a fan of runny eggs and didn't want to cause any extra work, though I have no doubt they would have been glad to oblige. "Breakfast included" is literally the best amenity haha. Great place, will stay again without a doubt, especially given the proximity to be the beach."

[](https://expedia.ca/Port-Antonio-Hotels-Polish-Princess-Guest-House.h7785049.Hotel-Information)

![Tropical Lagoon Resort](https://images.trvl-media.com/lodging/5000000/4890000/4889300/4889218/46e9a039_y.jpg)

### Tropical Lagoon Resort

8/10 Good

"We booked for two nights. Two couples. Don, the General Manager was fantastic. Very impressed with his quick responses to questions, before arrival and during our stay Although the property is being upgraded, hence we had a few little hiccups. But overall, loved the ambiance. The positioning is close to Winnifred beach and Boston bay/Jerk. Worth a visit."

[](https://expedia.ca/Port-Antonio-Hotels-Tropical-Lagoon-Resort.h4889218.Hotel-Information)

![Match Resort Hotel](https://images.trvl-media.com/lodging/12000000/11740000/11731200/11731183/0075b812_y.jpg)

### Match Resort Hotel

8/10 Good

"Clean hotel, bar was shut but drinks were available to buy at reception."

[](https://expedia.ca/Port-Antonio-Hotels-Match-Resort-Hotel.h11731183.Hotel-Information)

![Sky's Villa Resort](https://images.trvl-media.com/lodging/106000000/105570000/105561100/105561044/fd60f3ac_y.jpg)

### Sky's Villa Resort

10/10 Excellent

"I enjoyed my stay. The staff was very friendly and helpful. The place was very clean, I felt comfortable and most importantly I felt secure. I am sorry that i did not get a chance to enjoyed the pool, however I was able to have a poolside breakfast which was lovely. Thanks again to the staff and owner of Sky Villa Resort"

[](https://expedia.ca/Buff-Bay-Hotels-Skys-Villa-Resort.h105561044.Hotel-Information)

![Inn The Town](https://images.trvl-media.com/lodging/47000000/46100000/46092800/46092758/d9b3bbd4_y.jpg)

### Inn The Town

8/10 Good

"Good"

[](https://expedia.ca/Port-Antonio-Hotels-Inn-The-Town.h46092758.Hotel-Information)

![Paradise Inn](https://images.trvl-media.com/lodging/10000000/9740000/9736100/9736038/b3f59279_y.jpg)

### Paradise Inn

2/10 Terrible

"The room had a musky smell I had to asked for a air freshener.,the bathroom needs a detox cleaning there are built up grease that build up from over time usage of the bathroom that hadn’t been cleaned popularly from the beginning,the hot water was effectively because when hot water pipe is turned on for the shower the water pressure is in the lower pipe and not the shower head for you to get a good shower,the stuff tired their best to help the best way they could, but it’s the management who has to do better,the air conditioning was good though "

[](https://expedia.ca/Port-Antonio-Hotels-Paradise-Inn.h9736038.Hotel-Information)

![LF Jungle Retreat](https://images.trvl-media.com/lodging/108000000/107480000/107471600/107471589/247bff4c_y.jpg)

### LF Jungle Retreat

8/10 Good

"Enjoyable stay at LF Jungle Retreat. Staff are incredibly friendly and helpful. Rooms have good air conditioning and are spacious. Grounds are lovely and the pool great. The bar is a wonderful place to enjoy a sundowner overlooking the sea and countryside. A great base for exploring the area - but you definitely need a car!"

[](https://expedia.ca/Port-Antonio-Hotels-LF-Jungle-Retreat.h107471589.Hotel-Information)

## Find out more about Portland

**Everything you need to know about** **Portland** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Portland vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Portland vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Portland. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. 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. The selection of Portland vacation rentals we have selected for you start as low as CA $139 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Portland rentals**

At Expedia, we put the best Portland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

- Popular Portland Cities

- [Port Antonio Vacation Rentals ](https://expedia.ca/Port-Antonio-Vacation-Rentals.d2855.Travel-Guide-VacationRentals)
- [Long Bay Vacation Rentals ](https://expedia.ca/Long-Bay-Vacation-Rentals.d6237109.Travel-Guide-VacationRentals)