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Holiday Homes in Middlesex County

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Our top choices for Middlesex County holiday homes

Holiday Home in Portmore

Phoenix Park Villas Portmore
4.0 star property
10.0 out of 10, Exceptional, (4)
"I will definitely recommend that you stay here is so peaceful security are strictly on point with everything and the comfort of the home is great will be staying back for sure ."
United States
Kimoya
The price is NZ$529
includes taxes & fees
27 Jan - 28 Jan 2026
Phoenix Park Villas Portmore

Holiday Home in Old Harbour

Charming refuge at Colbeck Manor
10.0 out of 10, Exceptional, (2)
"Host Duwayne was excellent, very attentive, house was clean and comfy. Would stay again "
United States
chin
The price is NZ$306
includes taxes & fees
3 Jan - 4 Jan 2026
Charming refuge at Colbeck Manor

Holiday Home in Runaway Bay

Gorgeous Hideout
3.0 star property
10.0 out of 10, Exceptional, (1)
"Host was very on top on things great safe area "
United States
Kevin
Gorgeous Hideout

Holiday Home in Greater Portmore

Caribe Estate Guest Apartment I
3.0 star property
8.8 out of 10, Excellent, (6)
"Unable to check in. Nor picked up from airport. Forced to find other accommodations due to NO RESPONSE FROM PROPERTY OWNERS/MANAGEMENT. "
United States
Robin
The price is NZ$385
includes taxes & fees
3 Jan - 4 Jan 2026
Caribe Estate Guest Apartment I

Holiday Home in Ocho Rios

DeJean
3.0 star property
The price is NZ$413
includes taxes & fees
30 Jan - 31 Jan 2026
DeJean
10.0 out of 10, Exceptional, (7)
"Room was spotless, very caring host."
United Kingdom
Sophia
The price is NZ$189
includes taxes & fees
1 Jan - 2 Jan 2026
Charming 2-bedroom house in Portmore with WiFi, AC
10.0 out of 10, Exceptional, (1)
"Excellent property, quiet, peaceful beach is right in front of it well kept easy walking into the town what surprises me It’s the same thing that you see in the picture that’s what you’ll get. Price and quality of this place is awesome well worth it!!love it love it"
United States
Kadene
The price is NZ$215
includes taxes & fees
1 Jan - 2 Jan 2026
Charming 3-bedrooms house in lovely Port Maria with AC, and WiFi and hot water
10.0 out of 10, Exceptional, (1)
The price is NZ$241
includes taxes & fees
1 Jan - 2 Jan 2026
one bedroom cozy and quiet neighborhood 10min from ocho rios town

Holiday Home in Hellshire

Ac'ed 2 bedroom Beach House
9.2 out of 10, Wonderful, (13)
"Relaxing stay close to the beach. The host Robert was excellent he was very attentive and I would definitely stay there again."
United Kingdom
ANN-MARIE W.
The price is NZ$229
includes taxes & fees
13 Jan - 14 Jan 2026
Ac'ed 2 bedroom Beach House
10.0 out of 10, Exceptional, (1)
"Very nice clean and professional "
United States
Sarah I.
The price is NZ$181
includes taxes & fees
3 Jan - 4 Jan 2026
Cozy Jacuzzi 2bd - 5 minutes from the beach!

Holiday Home in Hatfield

Mckay's Home Away from Home
8.0 out of 10, Very good, (6)
"Words can't express our stay there. She went above and beyond to make our stay as comfortable as possible. "
Canada
sophia
The price is NZ$236
includes taxes & fees
3 Jan - 4 Jan 2026
Mckay's Home Away from Home

Holiday Home in Discovery Bay

Modern Gem w/free parking on premises
9.6 out of 10, Exceptional, (5)
"This is a very well kept house in a hated community. Definitely need a car to access. Otherwise very pleasant for a short stay"
United States
Gunjan
The price is NZ$308
includes taxes & fees
1 Jan - 2 Jan 2026
Modern Gem w/free parking on premises

Holiday Home in St. Ann's Bay

Soleil Sea Renity
3.0 star property
10.0 out of 10, Exceptional, (1)
"House was clean and comfy. Lots of tvs but was not able to watch them. I didn’t like the idea that a 3 bedroom was booked, but had to pay for each per beside the rental…. Hidden costs"
United States
Jo-Ann
The price is NZ$607
includes taxes & fees
1 Jan - 2 Jan 2026
Soleil Sea Renity
10.0 out of 10, Exceptional, (1)
"Our stay was excellent. The Hosts are very gracious and kind. The property is very clean and welcoming. We are very appreciative of all the complementary teas coffees, and other beverages left there for us to sample.We will be booking a return, hopefully sometime over the summer"
United States
Janea G.
The price is NZ$180
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy upstairs apartment for two with great views. Book your stay today.
10.0 out of 10, Exceptional, (1)
"Traveling for business, this property suited my needs fine. I appreciated the tight thorough security. Close to main toll road and gas."
United States
Robert S.
The price is NZ$232
includes taxes & fees
31 Dec - 1 Jan 2026
Tropical Oasis 2-Bedroom Home in Private Gated Community / WiFi & AC

Holiday Home in Bridgeport

Cute and Cozy Ez Home
9.2 out of 10, Wonderful, (5)
"Came back at the perfect time of the year, got to try some mangoes and they were absolutely delicious right from treee in the yard. Ms James and her family are amazing hosts! Me and my fiancé look forward to booking again!! Thank you! "
United States
shardae w.
The price is NZ$276
includes taxes & fees
31 Dec - 1 Jan 2026
Cute and Cozy Ez Home
10.0 out of 10, Exceptional, (1)
"We enjoyed the home! Absolutely beautiful inside and outside. The property is so safe close to the security gate to always walk. You will love everything in the home! So modern just like your own house. Make sure you take advantage of renting this gold mine!! The host always checked in on us to make sure we were okay.. Amazing Communication! Definitely a 10 stay….. "
United States
Danielle
The price is NZ$312
includes taxes & fees
5 Jan - 6 Jan 2026
Dell’s Exotic Haven 2 bedrooms, 2 baths, pool, gym

Holiday Home in Discovery Bay

Casa Blue
3.0 star property
The price is NZ$645
includes taxes & fees
3 Jan - 4 Jan 2026
Casa Blue

Holiday Home in Discovery Bay

Lux Sea View Camelot Village Discovery Bay
10.0 out of 10, Exceptional, (2)
"Exceptional stay! I thoroughly enjoyed my stay. Would highly recommend."
Canada
Roshane
The price is NZ$281
includes taxes & fees
10 Jan - 11 Jan 2026
Lux Sea View Camelot Village Discovery Bay
The price is NZ$257
includes taxes & fees
31 Dec - 1 Jan 2026
Relax and enjoy in this beautiful home in a quiet neighbourhood.
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

Find out more about Middlesex County

Middlesex County Holiday Homes information

Number of reviews
45
Accommodation
773 Holiday Homes
Lowest Price
NZ$180
Highest Price
NZ$645