Boston Bay Vacation Rentals from $60: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Boston Bay vacation rentals

Private Oasis - Portland’s Coastal Gated Hideaway

Fair Prospect

$95 nightly

May 11 - May 12

Total with taxes and fees

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

Boston Bay

$192 nightly

May 7 - May 8

Total with taxes and fees

Boston Bay, Portland Cozy Corner

Boston Bay

$389 nightly

May 7 - May 8

Total with taxes and fees

House - Sleeps 4 - Patio - Parking

Port Morant

$157 nightly

May 12 - May 13

Total with taxes and fees

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

Snow District

$251 nightly

May 7 - May 8

Total with taxes and fees

Romantic 2 bedroom, 4 Guest+, holiday rental in Port Morant, St Thomas, Jamaica

Port Morant

$101 nightly

May 9 - May 10

Total with taxes and fees

1 bedroom, iron/ironing board, free WiFi, bed sheets

Views from every angle - 2nd floor cozy villa

Port Antonio

$155 nightly

May 7 - May 8

Total with taxes and fees

Entire Luxury Apartment with contemporary decor

Port Antonio

$257 nightly

May 7 - May 8

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cabins

Villas

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Boston Bay Hotel Reviews

Inn The Town

8/10 Good

"Clean, comfortable slightly lacking in style "

LF Jungle Retreat

8/10 Good

"Overall, we had a pleasant stay. The hotel offers a beautiful view over the bay and has a great boutique feel, with the hotel, restaurant, and bar all seamlessly integrated in one place. The atmosphere is lively yet relaxed, and the staff were consistently friendly and welcoming. The main downside was the room, which did not quite match our expectations. While it was very spacious, it featured a mezzanine floor with steep steps that felt unsafe for our baby—something that wasn’t apparent from the photos. In addition, the large wall of windows had no curtains, so we were woken up early each morning by daylight. Lastly, there seemed to be an issue with the hot water, which fluctuated between very cold and very hot."

Jamaica Colors Eco-Retreat Hotel and Spa

8/10 Good

"Check in was non-traditional which was a welcome change from going to a hotel reception desk. The staff were very friendly and welcoming. The room was clean, however limited amenities so do travel with your own. Great location and overall cozy atmosphere. Will visit again!"

Frenchman's Cove Resort

4/10 Poor

"The beach at French Man Cove us beautiful, and can visited by purchasing a pass for the day. I'd highly recommend this rather than staying at the hotel. The hotel is old, dilapidated in places and very dark at night. The kettle in the room produced very dirty water on first use, so was not used again. The AC unit outside is noisy, and leaks water onto the balcony. There is wooden block stick provided to secure the balcony door, as I assume locks don't work. The beds within the rooms are very small, particularly length wise. Returning from the beach after sunset is a very dark walk, with very few lights leading to the rooms. Security staff and the lifeguards were helpful, however beach bar staff (which is the only place to access food on site as the kitchen is unavailable due to renovations) were slow to assist and rarely ventured onto the beach to take orders/assist. Guests of the hotel are required to pay for beach chairs, the same as visitors to the beach."

Find out more about Boston Bay

Everything you need to know about Boston Bay 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 Boston Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Boston Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boston Bay vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $60 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Boston Bay rentals

At Expedia, we put the best Boston Bay 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 Boston Bay 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 Boston Bay 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 Boston Bay. 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

Frequently asked questions

Can I find vacation rentals in Boston Bay?

Yes, we offer vacation rentals close to well known local attractions in Boston Bay, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Boston Bay?

RVGH 10 bedrooms, 260.00 US PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.: This vacation home rental near Boston Bay is located in the mountains and has a balcony, a hot tub, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Boston Bay?

While you're exploring the area, Boston Bay Beach and Blue Lagoon are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Frenchman's Cove Beach and Trident Castle.

What are vacation rentals like in Boston Bay?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Boston Bay. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family gatherings.

Boston Bay Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Boston Bay vacation rentals

Private Oasis - Portland’s Coastal Gated Hideaway

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

Boston Bay, Portland Cozy Corner

House - Sleeps 4 - Patio - Parking

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

Romantic 2 bedroom, 4 Guest+, holiday rental in Port Morant, St Thomas, Jamaica

Views from every angle - 2nd floor cozy villa

Entire Luxury Apartment with contemporary decor

Large home in Portland Parrish

Eco-Rustic Museum House & Art Stage between two beaches

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

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

Port Antonio East Side Villa

Family Reunions Holiday 4 Bedrooms, 5 Beds Rentals in St Thomas,jamaica

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

One Bedroom Sea View Villa, Frenchman's Cove Resort

House Sleeps 2 with Garden and Parking

Bright Country Apartment at Robin Hood guesthouse

holiday stay, 2 bed 1 bathroom

Charming 1-bedroom jacuzzi suite in fabulous Amity Hal with AC, WiFi

Find vacation rentals that suit your style

Top Boston Bay Hotel Reviews

Inn The Town

Find out more about Boston Bay

Explore a world of travel with Expedia

Trending destinations on Expedia.com

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app