A waterfall cascading into a turquoise pool surrounded by lush greenery.

Middlesex County Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Middlesex County holiday rentals

A balcony with a white umbrella, a wicker chair, and a view of the ocean.

1. Adorable 1Bed Cottage Walk to the Beach

Adorable 1Bed Cottage Walk to the Beach
2.0 star property
St. Ann's Bay
8.4 out of 10, Very good, (5 reviews)
"Love the convenience and it was very nice and comfortable. Will book again. Cute n friendly little dog on property as well"
United States
Marisa
The price is AU$150
includes taxes & fees
9 Nov - 10 Nov
Adorable 1Bed Cottage Walk to the Beach
A hotel with multiple floors, a swimming pool, and palm trees.

2. Fisherman's Point Resort

Fisherman's Point Resort
3.0 star property
Ocho Rios
6.0 out of 10, (629 reviews)
"Perfect location 👌"
United States
Shawnette
The price is AU$114
includes taxes & fees
1 Dec - 2 Dec
Fisherman's Point Resort
A two-story building with a swimming pool in the foreground.

3. Wave Crest Resort Race Course

Wave Crest Resort Race Course
2.5 star property
Oracabessa
10.0 out of 10, Exceptional, (1 review)
"The host came out to greet us. Very warm welcome. Large rooms. Clean. Friendly and very helpful staff. Would definitely stay here again !!"
United States
Beverly
The price is AU$225
includes taxes & fees
8 Nov - 9 Nov
Wave Crest Resort Race Course
A building with a balcony and a staircase.

4. Lovely 1-bed Cottage in St Catherine

Lovely 1-bed Cottage in St Catherine
3.0 star property
Ewarton
10.0 out of 10, Exceptional, (1 review)
"I enjoyed my stay at the cottage, hosts were very helpful and my stay was very quiet and peaceful. Will definitely stay here again in the future."
United States
DESMOND
The price is AU$42
includes taxes & fees
21 Nov - 22 Nov
Lovely 1-bed Cottage in St Catherine
A resort with multiple swimming pools, lounge chairs, and umbrellas.

5. North Star Villa

North Star Villa
3.5 star property
Mammee Bay Estates
7.0 out of 10, Good, (7 reviews)
"We enjoyed our time at North Star Villa. The place was well kept, and Miss Norma was great."
United States
PATRICIA
The price is AU$182
includes taxes & fees
27 Nov - 28 Nov
North Star Villa
A pool area with a gazebo, lounge chairs, and a view of the surrounding landscape.

6. Mountain Top Villa

Mountain Top Villa
3.5 star property
Mandeville
8.4 out of 10, Very good, (27 reviews)
"Hotal it self was beautiful , lay out great , room was a bit small but manageable. Overall a great stay I would highly recommend"
United Kingdom
Robert
The price is AU$135
includes taxes & fees
8 Nov - 9 Nov
Mountain Top Villa
A hot tub with lounge chairs, surrounded by a white fence and palm trees.

7. Spacious contemporary, relaxing apartment only 5 minutes walk to fabulous beach

Spacious contemporary, relaxing apartment only 5 minutes walk to fabulous beach
Mammee Bay Estates
8.8 out of 10, Excellent, (63 reviews)
"This property was unique close to the beach very clean host was very good love this place"
United States
Rose
The price is AU$130
includes taxes & fees
10 Nov - 11 Nov
Spacious contemporary, relaxing apartment only 5 minutes walk to fabulous beach
A balcony with a view of a pool and a building in the background.

8. Caldo Tours

Caldo Tours
2.5 star property
Ewarton
10.0 out of 10, Exceptional, (3 reviews)
"Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied "
United States
Stephen
The price is AU$187
includes taxes & fees
8 Nov - 9 Nov
Caldo Tours
A gated entrance with a central building and two smaller structures on either side.

9. DeJee Lodging

DeJee Lodging
3.5 star property
Ocho Rios
9.0 out of 10, Wonderful, (4 reviews)
"The facility is safe clean attractive and the rooms have everything you needed for ur comfort experience was wonderful 100/100👍"
United States
Winston
The price is AU$186
includes taxes & fees
18 Nov - 19 Nov
DeJee Lodging
A room with a door leading to a garden, a small table, and a bed.

10. Light escape mixes luxury with homey - 2 mins from the beach!

Light escape mixes luxury with homey - 2 mins from the beach!
Ocho Rios
9.6 out of 10, Exceptional, (61 reviews)
"Excellent location..bottom floor entrance with parking only a few steps away."
Canada
Osmond
The price is AU$186
includes taxes & fees
25 Nov - 26 Nov
Light escape mixes luxury with homey - 2 mins from the beach!
A sign for Turtle Beach Towers Condominiums with a landscaped area in front.

11. Cosy & Stylish Studio at Turtle Beach Towers - Pool, Beach & Town Nearby

Cosy & Stylish Studio at Turtle Beach Towers - Pool, Beach & Town Nearby
Ocho Rios
8.4 out of 10, Very good, (83 reviews)
"It was a very nice stay. The location was everything. I will be back"
United States
darlisa w.
The price is AU$171
includes taxes & fees
8 Nov - 9 Nov
Cosy & Stylish Studio at Turtle Beach Towers - Pool, Beach & Town Nearby
A living room with a flat-screen TV on a wooden cabinet, a sofa, and a door leading to an outdoor area.

12. Cozy 1bed Apartment in Priory Walk to the Beach

Cozy 1bed Apartment in Priory Walk to the Beach
2.0 star property
St. Ann's Bay
The price is AU$156
includes taxes & fees
23 Nov - 24 Nov
Cozy 1bed Apartment in Priory Walk to the Beach
A hot tub with lounge chairs, surrounded by a white fence and palm trees.

13. Spacious contemporary Studio Apartment with swimming pool 5 mins walk from beach

Spacious contemporary Studio Apartment with swimming pool 5 mins walk from beach
Mammee Bay Estates
9.0 out of 10, Wonderful, (26 reviews)
"Really enjoyed my stay, place was very clean, comfortable, quiet, it is close to the town and other attractions plus Mr Ludford, the property manager was very very kind, respectful and help...Will definitely return"
United States
DENISE
The price is AU$131
includes taxes & fees
10 Nov - 11 Nov
Spacious contemporary Studio Apartment with swimming pool 5 mins walk from beach
A kitchen with a central island, bar stools, wooden cabinets, a window with a view, and a microwave.

14. Coke's Guest House

Coke's Guest House
2.0 star property
Mandeville
The price is AU$143
includes taxes & fees
8 Nov - 9 Nov
Coke's Guest House
A swimming pool area with a building, palm trees, and a playground.

15. 2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi

2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
Ocho Rios
9.4 out of 10, Exceptional, (31 reviews)
"This was a nice and relaxed setting. Loved the gated community and quiet atmosphere. Would stay again, the home had everything we needed and was close enough to Ocho town."
United States
Martina
The price is AU$292
includes taxes & fees
9 Nov - 10 Nov
2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
A kitchen counter with a wooden phone, a bag of chips, a potted plant, and a roll of paper towels.

16. SOL Euphoria Ocho Rios walk to the beach

SOL Euphoria Ocho Rios walk to the beach
2.0 star property
Ocho Rios
The price is AU$375
includes taxes & fees
9 Nov - 10 Nov
SOL Euphoria Ocho Rios walk to the beach
A pool table, ceiling fans, and a pool area with seating.

17. 2BR The Crest - 15 mins Ocho Rios

2BR The Crest - 15 mins Ocho Rios
2.5 star property
St. Ann's Bay
The price is AU$354
includes taxes & fees
8 Nov - 9 Nov
2BR The Crest - 15 mins Ocho Rios
Swimming pool night view

18. A Suite Home entire pool home

A Suite Home entire pool home
Ocho Rios
7.2 out of 10, Good, (16 reviews)
"This spot is great. It is in the heart of everything in Ocho Rios. The beach, great restaurants, activities and events were minutes away. The apartment itself was nice, clean, homey and the host made everything seamless. Will book again."
United States
Shannon W.
The price is AU$196
includes taxes & fees
8 Nov - 9 Nov
A Suite Home entire pool home
A hotel room with a bed, a television mounted on the wall, and a kitchenette in the background.

19. Braeton Pointe

Braeton Pointe
3.0 star property
Portmore
The price is AU$98
includes taxes & fees
8 Dec - 9 Dec
Braeton Pointe
Two wicker lounge chairs with cushions, positioned on a tiled patio adjacent to a pool.

20. Comfy bedrooms minutes away from beach, free WIFI, spa hut, BBQ,24-hour security

Comfy bedrooms minutes away from beach, free WIFI, spa hut, BBQ,24-hour security
Ocho Rios
8.6 out of 10, Excellent, (28 reviews)
"Everything went smoothly at check in/out. The grounds were well kept and the pool and hot tub were clean. The beach is a short walk from the property which was perfect. I would stay there again."
United States
Summer D.
The price is AU$187
includes taxes & fees
18 Nov - 19 Nov
Comfy bedrooms minutes away from beach, free WIFI, spa hut, BBQ,24-hour security
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.
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Top Middlesex County Hotel Reviews

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only- Renovated 2026

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only- Renovated 2026

10/10 Excellent
"The property was very nice. I truly enjoyed myself. I just think it should have more activities for the time when it rains outside. Like karaoke and trivia. Also, the showtimes and the dinner reservations should not clash"
JOHN 4-night trip
Posted 6 hours ago
Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only- Renovated 2026

Find out more about Middlesex County

Everything you need to know about Middlesex County 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 Middlesex County 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 Middlesex County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Middlesex County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlesex County. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlesex County 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 Middlesex County holiday rentals we have selected for you start as low as AU$133 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Middlesex County rentals

At Expedia, we put the best Middlesex County 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 Middlesex County 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 Middlesex County 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 Middlesex County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.