Middlesex County Holiday Rentals from NZ$165: Search Short-Term Rentals

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Our top choices for Middlesex County holiday rentals

A hotel with multiple floors, a swimming pool, and palm trees.

1. Fisherman's Point Resort

Ocho Rios

Shawnette

includes taxes & fees

1 Dec - 2 Dec

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

2. Adorable 1Bed Cottage Walk to the Beach

St. Ann's Bay

Marisa

includes taxes & fees

16 Nov - 17 Nov

A two-story building with a swimming pool in the foreground.

3. Wave Crest Resort Race Course

Oracabessa

Beverly

includes taxes & fees

12 Nov - 13 Nov

A hot tub with lounge chairs, surrounded by a white fence and palm trees.

4. The Cottage very comfortable, relaxing also secure, 5 minutes walk from beach

Ocho Rios

Vanessa

includes taxes & fees

6 Dec - 7 Dec

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

Mammee Bay Estates

Rose

includes taxes & fees

15 Nov - 16 Nov

A room with a door leading to a garden, a small table, and a bed.

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

Ocho Rios

Osmond

includes taxes & fees

25 Nov - 26 Nov

A gated entrance with a central building and two smaller structures on either side.

7. DeJee Lodging

Ocho Rios

Winston

includes taxes & fees

23 Nov - 24 Nov

A pool area with a gazebo, lounge chairs, and a view of the surrounding landscape.

8. Mountain Top Villa

Mandeville

Robert

includes taxes & fees

1 Dec - 2 Dec

A building with a balcony and a staircase.

9. Lovely 1-bed Cottage in St Catherine

Ewarton

DESMOND

includes taxes & fees

21 Nov - 22 Nov

A resort with multiple swimming pools, lounge chairs, and umbrellas.

10. North Star Villa

Mammee Bay Estates

PATRICIA

includes taxes & fees

25 Nov - 26 Nov

A resort with multiple buildings, a swimming pool, and a pier extending into the ocean.

11. Luxe Beach Front Retreat

Ocho Rios

Jaimie

includes taxes & fees

12 Nov - 13 Nov

A sign for Turtle Beach Towers Condominiums with a landscaped area in front.

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

Ocho Rios

darlisa w.

includes taxes & fees

14 Nov - 15 Nov

A resort with a large pool, lush greenery, and a view of the ocean.

13. Sky Castles

Ocho Rios

Rose

includes taxes & fees

11 Dec - 12 Dec

A hotel room with wicker furniture, a dining area, and a view of the garden.

14. Tamaras Inn

Ocho Rios

William

includes taxes & fees

12 Nov - 13 Nov

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

Mammee Bay Estates

DENISE

includes taxes & fees

15 Nov - 16 Nov

A hotel room with two beds, a small table, a bathroom with a sink, and a window with curtains.

16. Adorable 1bed Cottage Too Walk to the Beach

St. Ann's Bay

includes taxes & fees

12 Nov - 13 Nov

A swimming pool with a slide, a building with a balcony, and a sign that reads "Restaurant".

17. Sandcastles Ocho Rios

Ocho Rios

Gregory

includes taxes & fees

6 Dec - 7 Dec

A balcony with a view of a pool and a building in the background.

18. Caldo Tours

Ewarton

Stephen

includes taxes & fees

18 Nov - 19 Nov

A kitchen with a central island, bar stools, wooden cabinets, a window with a view, and a microwave.

19. Coke's Guest House

Mandeville

includes taxes & fees

16 Nov - 17 Nov

A kitchen counter with a wooden phone, a bag of chips, a potted plant, and a roll of paper towels.

20. SOL Euphoria Ocho Rios walk to the beach

Ocho Rios

includes taxes & fees

15 Nov - 16 Nov

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Top Middlesex County Hotel Reviews

The Garden Hotel Mandeville

8/10 Good

"Wish there was more of a buffet style layout when it comes to breakfast"

Couples Tower Isle All Inclusive

10/10 Excellent

"We enjoyed it so much that we extended our stay and we are planning another visit in a few months. I highly recommend this resort. The staff was incredible. They were warm, welcoming and supportive. The view from our oceanfront balcony was glorious. I went scuba diving almost every day. The fact that it was included was incredible. The reefs were a short boat ride away. The staff was extremely helpful and safety conscious. The room was cleaned well. The resort is older. The signs of wear are evident, but it is very well maintained. The maintenance and cleaning is constant everywhere on the property. We had a few minor issues which were resolved very quickly. The private beach was cleaned daily and welcoming. The water was warm and clear. The waves are relatively calm except when the wind is blowing very hard. We experienced a few rain storms which was beautiful to watch. - the beach and pools are staffed to respond to your needs. We had breakfast in the Patio restaurant every morning and enjoyed the fantastic view and the constant sea breeze. The buffet meals offer a wide range of choices. There are several restaurants which offer different experiences. The food was good and the service was attentive and warm. The ocean and pool facing gym is a decent size and was well-equipped with fairly new equipment - machines and free weights with treadmills and ellipticals. The twice-a-day yoga classes are a great way to start the day. I rate it 4.8/5"

Blessings at Strawberry Fields

10/10 Excellent

"I wanted to write this review from the moment we checked in! Loly! After arriving later than expected, with a really late last-minute booking, the Host, Kwo(?) was there ready to meet us and got us set up with no hassle (at least for us). We got there at night so the beauty of the property wasn't fully evident until the morning and ohhhh the view is incredible! We stayed two nights in Pirates Den, which faces the water, so both mornings it was a joy to look thru the doors or windows and just absorb the view! It was my Daughter's Sweet Sixteen Birthday weekend celebration and she absolutely LOVED staying there and celebrating with her two friends and all said they loved it....two bedrooms (4 beds), two full bathrooms, spacious kitchen, a nice verandah, awesome decor thru and thru and WiFi that works all the time (a teenage girls life source, loly)......we'll definitely be back, God's willing."

Franklyn D. Resort & Spa

10/10 Excellent

"From the moment I exited the shuttle , each staff member made the time spent well . From Chef Damon , Chrisie , Jordan , Davion , Management & Everyone’s else name I cannot remember THANK YOU & I will return . Only issue is for the rooms to be maintained (sprayed) from those lil bugs that be all around the floors and sink . They crawl into your shoes & whatever you leave in their sight ."

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 favorite 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 depends 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 NZ$165 per night. Entering your travel dates in the search wizard you might find 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.

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Our top choices for Middlesex County holiday rentals

1. Fisherman's Point Resort

2. Adorable 1Bed Cottage Walk to the Beach

3. Wave Crest Resort Race Course

4. The Cottage very comfortable, relaxing also secure, 5 minutes walk from beach

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

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

7. DeJee Lodging

8. Mountain Top Villa

9. Lovely 1-bed Cottage in St Catherine

10. North Star Villa

11. Luxe Beach Front Retreat

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

13. Sky Castles

14. Tamaras Inn

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

16. Adorable 1bed Cottage Too Walk to the Beach

17. Sandcastles Ocho Rios

18. Caldo Tours

19. Coke's Guest House

20. SOL Euphoria Ocho Rios walk to the beach

Find holiday rentals that suit your style

Top Middlesex County Hotel Reviews

The Garden Hotel Mandeville

Couples Tower Isle All Inclusive

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

Tiamo Beach Resort and Spa

Blessings at Strawberry Fields

Franklyn D. Resort & Spa

GoldenEye

Serenity Cove Resorts

Villa Sonate

Find out more about Middlesex County

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