Boston Bay Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Boston Bay holiday rentals

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

Ahh! (Pool/Ocean View Room w/ Private Bath)
Boston Bay
The price is NZ$329
includes taxes & fees
24 May - 25 May
Ahh! (Pool/Ocean View Room w/ Private Bath)

Boston Bay, Portland Cozy Corner

Boston Bay, Portland Cozy Corner
Boston Bay
The price is NZ$652
includes taxes & fees
20 May - 21 May
Boston Bay, Portland Cozy Corner

Perfect View - Entire House

Perfect View - Entire House
2.0 star property
Drapers
The price is NZ$177
includes taxes & fees
19 May - 20 May
Perfect View - Entire House

House - Sleeps 4 - Patio - Parking

House - Sleeps 4 - Patio - Parking
Port Morant
The price is NZ$265
includes taxes & fees
20 May - 21 May
House - Sleeps 4 - Patio - Parking

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

Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure
Snow District
The price is NZ$491
includes taxes & fees
19 May - 20 May
Charming new 2 BR, 2 BR ocean view villa in Snow District, AC, private/secure

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

DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
Fairy Hill
8.0 out of 10, Very good, (1 review)
"The host was very welcoming, and miss Mariana was very kimd and friendly. Great place to stay "
United States
Suzette
The price is NZ$226
includes taxes & fees
19 May - 20 May
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon

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

Romantic 2 bedroom, 4 Guest+, holiday rental in Port Morant, St Thomas, Jamaica
Port Morant
The price is NZ$171
includes taxes & fees
19 May - 20 May
Romantic 2 bedroom, 4 Guest+, holiday rental in Port Morant, St Thomas, Jamaica

Entire Luxury Apartment with contemporary decor

Entire Luxury Apartment with contemporary decor
Port Antonio
The price is NZ$444
includes taxes & fees
19 May - 20 May
Entire Luxury Apartment with contemporary decor

Family Reunions holiday 4 bedrooms, 5 beds Rentals in St Thomas,Jamaica

Family Reunions holiday 4 bedrooms, 5 beds Rentals in St Thomas,Jamaica
Port Morant
8.0 out of 10, Very good, (1 review)
"It was a Wonderful week at this facility, my family was comfortable, its freedom, it’s a quiet place/area. It’s close to a lot of places, the stores, beaches etc, the care taker for the house comes by everyday to check on the family ohh, what a blessing. Yes I would recommend others to stay. Fr:The ANDERSON’S ❤️."
United States
Brenda
The price is NZ$260
includes taxes & fees
19 May - 20 May
Family Reunions holiday 4 bedrooms, 5 beds Rentals in St Thomas,Jamaica

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

Kai's Place @ Tim Pappies 3rd Floor luxury villa
Port Antonio
10.0 out of 10, Exceptional, (3 reviews)
"Even though there were some mixup with the booking thru VRBO, and spotty gps, which caused some initial inconveniences. The beautiful settings, comfortable room and Sangela's attentiveness, made it a very pleasant stay!"
Canada
rohan k r.
The price is NZ$212
includes taxes & fees
21 May - 22 May
Kai's Place @ Tim Pappies 3rd Floor luxury villa

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

Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
Fairy Hill
10.0 out of 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
Sheneker R.
The price is NZ$562
includes taxes & fees
19 May - 20 May
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC

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

Hope Bay-Peaceful getaway w/ pool and steps to natural beach
Hope Bay
8.0 out of 10, Very good, (6 reviews)
"Good place to stay"
Canada
Fiona L.
The price is NZ$257
includes taxes & fees
19 May - 20 May
Hope Bay-Peaceful getaway w/ pool and steps to natural beach

Eco-Rustic Museum House & Art Stage between two beaches

Eco-Rustic Museum House & Art Stage between two beaches
Port Antonio
7.0 out of 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
Andrew
The price is NZ$133
includes taxes & fees
19 May - 20 May
Eco-Rustic Museum House & Art Stage between two beaches

One Bedroom Sea View Villa, Frenchman's Cove Resort

One Bedroom Sea View Villa, Frenchman's Cove Resort
Drapers
The price is NZ$652
includes taxes & fees
19 May - 20 May
One Bedroom Sea View Villa, Frenchman's Cove Resort

Port Antonio East Side Villa

Port Antonio East Side Villa
Port Antonio
The price is NZ$248
includes taxes & fees
19 May - 20 May
Port Antonio East Side Villa

Large home in Portland Parrish

Large home in Portland Parrish
Black Hill
The price is NZ$476
includes taxes & fees
19 May - 20 May
Large home in Portland Parrish

RVGH 10 bedrooms, 260.00 US PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.

RVGH 10 bedrooms, 260.00 US PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.
Port Antonio
10.0 out of 10, Exceptional, (1 review)
"Everything from the check-in to the stay and check-out was superb. Will be back for sure! Lovely home, with comfortable rooms and beds."
United States
tifevers@msn.com
The price is NZ$499
includes taxes & fees
19 May - 20 May
RVGH 10 bedrooms, 260.00 US PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.

House - Sleeps 6 - Patio - Parking

House - Sleeps 6 - Patio - Parking
3.0 star property
Port Morant
The price is NZ$272
includes taxes & fees
21 May - 22 May
House - Sleeps 6 - Patio - Parking

House Sleeps 2 with Garden and Parking

House Sleeps 2 with Garden and Parking
St Thomas
The price is NZ$228
includes taxes & fees
19 May - 20 May
House Sleeps 2 with Garden and Parking

holiday stay, 2 bed 1 bathroom

holiday stay, 2 bed 1 bathroom
Port Morant
The price is NZ$173
includes taxes & fees
19 May - 20 May
holiday stay, 2 bed 1 bathroom
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Boston Bay Hotel Reviews

Find out more about Boston Bay

Everything you need to know about Boston Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Boston Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Boston Bay holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Boston Bay holiday 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 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 Boston Bay holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Boston Bay holiday rentals we have selected for you start as low as NZ$100 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Boston Bay rentals

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

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. 

Frequently asked questions

Can I find holiday rentals in Boston Bay?

Yes, there are holiday rentals close to the most popular sights in Boston Bay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Boston Bay has to offer?

RVGH 10 bedrooms, 260.00 US PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.: This holiday home rental outside of Boston Bay is located in the mountains, and has a balcony, 1 hot tub and a BBQ 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 that 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 Winnifred Beach are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Blue Lagoon and Frenchman's Cove Beach.

What are holiday rentals like in Boston Bay?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Boston Bay. Holiday rentals offer extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for families.