A clear turquoise sea, a small island with dense green foliage, and a clear blue sky.

Cottages in Portland

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Portland cottages

Property grounds

1. A Private Cottage with a Lovely Pool, Lush Gardens & Breathtaking Views

A Private Cottage with a Lovely Pool, Lush Gardens & Breathtaking Views
Port Antonio
A Private Cottage with a Lovely Pool, Lush Gardens & Breathtaking Views
Exterior

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

Cosy and quiet retreat, overlooking the blue lagoon. Enjoy the clean crisp air.
Port Antonio
9.2 out of 10, Wonderful, (5 reviews)
"Excellent choice for a small family getaway. Conveniently located near major attractions, with clean, spacious accommodations that made our stay very comfortable. The pool was well maintained, and the view overlooking the Blue Lagoon was absolutely gorgeous."
United States
Nerisha
Cosy and quiet retreat, overlooking the blue lagoon. Enjoy the clean crisp air.
View from property

3. Ridge Bay Chateau

Ridge Bay Chateau
3.0 star property
Port Antonio
The price is AED 1,199
AED 1,690 total
includes taxes & fees
12 Aug - 13 Aug
Ridge Bay Chateau
Property grounds

4. Patch and Porch

Patch and Porch
Port Antonio
Patch and Porch
Exterior detail

5. Welcome to Whispering Waters Nature Cottage. Just 15 minutes away from Kingston

Welcome to Whispering Waters Nature Cottage. Just 15 minutes away from Kingston
St. Andrew Parish
Welcome to Whispering Waters Nature Cottage. Just 15 minutes away from Kingston
Property grounds

6. Blue Mountains Jamaican Vacation

Blue Mountains Jamaican Vacation
St Peters
The price is AED 588
AED 825 total
includes taxes & fees
13 Aug - 14 Aug
Blue Mountains Jamaican Vacation
Exterior

7. Hassle Free Getaway Beach Front Property, family friendly

Hassle Free Getaway Beach Front Property, family friendly
St Mary
The price is AED 367
AED 624 total
includes taxes & fees
12 Aug - 13 Aug
Hassle Free Getaway Beach Front Property, family friendly
Outdoor dining

8. Low, Low Rate, Very Affordable Cottage on Private White Sand Beach

Low, Low Rate, Very Affordable Cottage on Private White Sand Beach
St. Mary
The price is AED 588
AED 915 total
includes taxes & fees
12 Aug - 13 Aug
Low, Low Rate, Very Affordable Cottage on Private White Sand Beach
Exterior

9. Tropical Tranquility and "Secluded Bliss: Dream Maker Hideaway"

Tropical Tranquility and "Secluded Bliss: Dream Maker Hideaway"
Robins Bay
The price is AED 698
AED 1,061 total
includes taxes & fees
12 Aug - 13 Aug
Tropical Tranquility and "Secluded Bliss: Dream Maker Hideaway"
Property grounds

10. Cozy 2-bedroom cottage in the peaceful hills of Kingston with AC

Cozy 2-bedroom cottage in the peaceful hills of Kingston with AC
Kingston
Cozy 2-bedroom cottage in the peaceful hills of Kingston with AC
Front of property

11. The Cottage

The Cottage
2.5 star property
Jack's Hill
The Cottage
Exterior

12. Magical Romantic Getaway For 2, Lovers Paradise On Private White Sand Beach Cove

Magical Romantic Getaway For 2, Lovers Paradise On Private White Sand Beach Cove
St Mary
The price is AED 698
AED 1,061 total
includes taxes & fees
12 Aug - 13 Aug
Magical Romantic Getaway For 2, Lovers Paradise On Private White Sand Beach Cove
Exterior

13. Standard Dorm Style Cottage Ocean View Affordable Accommodation Living 4 persons

Standard Dorm Style Cottage Ocean View Affordable Accommodation Living 4 persons
St. Mary
The price is AED 294
AED 536 total
includes taxes & fees
16 Aug - 17 Aug
Standard Dorm Style Cottage Ocean View Affordable Accommodation Living 4 persons
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

R Hotel Kingston

R Hotel Kingston

10/10 Excellent
"My BEST stay! I love the R Hotel. This is my go-to hotel when visiting Kingston. This trip felt even more like home when after a delayed flight, Vennice at the front desk went above and beyond to ensure my check-in process was smooth and hassle free. Vennice was very welcoming and extremely professional - the type of customer service experience that’s memorable and adds so much more value to your trip. Nakia from the breakfast team is always so welcoming. I love when she’s there when I go for breakfast. She’s a true gem and makes you feel so welcomed. Anthony and Glenville from the bar team were very nice as well as the restaurant manager. Housekeeping team responds promptly and I love how they take their time to ensure the rooms are properly cleaned. I truly enjoyed my stay and will certainly be back. P.S There’s a lot of breakfast options to enjoy - and that’s always appreciated. Special thanks to Vennice for contributing to my wonderful stay. She truly made my trip so much more relaxing!"
Talisha 6-night trip
Posted less than an hour ago
R Hotel Kingston

Frequently asked questions

Why book your cottage in Portland with Expedia?
We think that vacations should be easy, so if you're seeking cottages in Portland at a nice price, Expedia has you covered. Save cash and stay in a wallet-friendly option surrounded by nature, or splurge on a luxury cottage to spoil the ones you love most.
How can I find cheap cottages in Portland?
Expedia is here to help you easily source cheap cottages in Portland. To find a fantastic stay in a few clicks, use the filter tool to tailor your search results by budget, star rating and amenities.

Explore a world of travel with Expedia