Boston Bay

Travel Guide

Private Oasis - Portland’s Coastal Gated Hideaway

Private Oasis - Portland’s Coastal Gated Hideaway

Fair Prospect Portland Parish
$102 nightly
The price is $102 total per night from Oct 28 to Oct 29
$102 total
Oct 28 - Oct 29
Total with taxes and fees
Stay at this apartment in Boston Bay. Enjoy laundry facilities, balconies, and air conditioning. Popular attractions Long Bay Beach and Boston Bay Beach are ...
10/10 Exceptional! (1 review)
"The listing didn’t really represent this quant hideaway. I grew up in this community so it was great visiting and have this place to decompress and chill. Very cute spot, the host was super, asked if I needed anything at the store and he was very available to assist as needed, I had my ex to assist ..."

Reviewed on Jul 21, 2026

Private Oasis - Portland’s Coastal Gated Hideaway
Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig Long Bay Portland
$113 nightly
The price is $124 total per night from Oct 31 to Nov 1
$124 total
Oct 31 - Nov 1
Total with taxes and fees
Stay at this hotel in Long Bay. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Long Bay Beach and Reach Falls are located ...
8/10 Very Good! (241 reviews)
"Enjoyed"

Reviewed on Sep 27, 2026

Sea Cliff Resort
Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
Williamsfield Port Antonio Portland
$184 nightly
The price is $204 total per night from Oct 2 to Oct 3
$204 total
Oct 2 - Oct 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Port Antonio. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
8.2/10 Very Good! (363 reviews)
"Beautiful serene place with nostalgic rooms! Gorgeous grounds with a beautiful sea view on one side!"

Reviewed on Sep 29, 2026

Jamaica Palace Hotel
See all 273 properties in Boston Bay
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.
Private Oasis - Portland’s Coastal Gated Hideaway

Private Oasis - Portland’s Coastal Gated Hideaway

Fair Prospect Portland Parish
Stay at this apartment in Boston Bay. Enjoy laundry facilities, balconies, and air conditioning. Popular attractions Long Bay Beach and Boston Bay Beach are ...
10/10 Exceptional! (1 review)
"The listing didn’t really represent this quant hideaway. I grew up in this community so it was great visiting and have this place to decompress and chill. Very cute spot, the host was super, asked if I needed anything at the store and he was very available to assist as needed, I had my ex to assist ..."

Reviewed on Jul 21, 2026

Private Oasis - Portland’s Coastal Gated Hideaway
Ahh! (Ocean View Studio with Private Bath)

Ahh! (Ocean View Studio with Private Bath)

Boston Bay Portland Parish
Stay at this apartment in Boston Bay. Enjoy laundry facilities and air conditioning. Popular attractions Boston Bay Beach and Long Bay Beach are located ...
10/10 Exceptional! (2 reviews)
Clean, Great View
"Not the easiest drive up to the place, but the view is magnificent. The place is clean, and the hosts are friendly and helpful. If you're looking for an inexpensive decent studio in Portland with air conditioning, hot water, and a terrific view, consider this place."

Reviewed on Nov 9, 2023

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

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

Boston Bay Portland Parish
Stay at this apartment in Boston Bay. Enjoy laundry facilities, patios, and air conditioning. Popular attractions Blue Lagoon and Boston Bay Beach are located ...
Ahh! (Pool/Ocean View Room w/ Private Bath)
See all properties in Boston Bay
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.

Frequently asked questions

When is the best time to visit Boston Bay?
The best time to visit Boston Bay is from December through April, when the climate is most favorable for enjoying the destination. For fewer crowds and better value, the quieter months of June through September are a good bet, offering a different experience during the warmer season.
Can I book a refundable hotel in Boston Bay?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Boston Bay by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Boston Bay with Expedia?
Expedia makes it easier to plan your Boston Bay trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Boston Bay?
The best choice depends on your travel style. Hotels in Boston Bay can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Boston Bay trip on Expedia?
Once you've booked your Boston Bay trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Boston Bay trip?
Expedia offers customer support before, during, and after your Boston Bay trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Boston Bay?
If it's your first trip to Boston Bay, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Boston Bay hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Boston Bay hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Boston Bay

A beach with clear turquoise water, a rocky coastline, and a small structure on a cliff.

Port Antonio

A tropical beach with clear blue waters, sandy shore, and lush greenery.

Long Bay

Explore a world of travel with Expedia