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

Holiday Homes in Middlesex County

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Middlesex County holiday homes

Family House, Garden View | Private kitchen

Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
9.8 out of 10, Exceptional, (6 reviews)
"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$566
includes taxes & fees
5 July - 6 July
Phoenix Park Villas Portmore
Family House

3 Bedroom Cozy House in Drax Hall

3 Bedroom Cozy House in Drax Hall
3.5 star property
Ocho Rios
The price is NZ$649
includes taxes & fees
4 July - 5 July
3 Bedroom Cozy House in Drax Hall
House | Pool

Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
3.5 star property
Old Harbour
The price is NZ$359
includes taxes & fees
14 July - 15 July
Harbour Oasis Retreat - Charming 2 Bedroom House
Interior

Charming 2-bedroom house in Portmore with WiFi, AC

Charming 2-bedroom house in Portmore with WiFi, AC
Portmore
10.0 out of 10, Exceptional, (7 reviews)
"Room was spotless, very caring host."
United Kingdom
Sophia
The price is NZ$158
includes taxes & fees
8 July - 9 July
Charming 2-bedroom house in Portmore with WiFi, AC
Outdoor pool

Cute and Cozy Ez Home

Cute and Cozy Ez Home
Bridgeport
9.2 out of 10, Wonderful, (5 reviews)
"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$281
includes taxes & fees
4 July - 5 July
Cute and Cozy Ez Home
Interior

Charming refuge at Colbeck Manor

Charming refuge at Colbeck Manor
Old Harbour
10.0 out of 10, Exceptional, (2 reviews)
"Host Duwayne was excellent, very attentive, house was clean and comfy. Would stay again "
United States
chin
The price is NZ$294
includes taxes & fees
4 July - 5 July
Charming refuge at Colbeck Manor
Front of property

DeJee Lodging

DeJee Lodging
3.5 star property
Ocho Rios
8.0 out of 10, Very good, (2 reviews)
"Kids enjoyed the pool but could have been cleaner and have some seating around the pool. Small local shops around for food items. House had everything needed for the stay and very fast response from property manager when had any questions "
Canada
Erica
The price is NZ$391
includes taxes & fees
11 July - 12 July
DeJee Lodging
Pool

Charming 4-bedroom bungalow with WiFi, AC in lovely St. Ann Parish close to Ochi

Charming 4-bedroom bungalow with WiFi, AC in lovely St. Ann Parish close to Ochi
St. Ann Parish
The price is NZ$523
includes taxes & fees
5 July - 6 July
Charming 4-bedroom bungalow with WiFi, AC in lovely St. Ann Parish close to Ochi
Outdoor pool

A Georgian Style Home Set amid Farmlands on an Acre of Land ; Master Room

A Georgian Style Home Set amid Farmlands on an Acre of Land ; Master Room
Sandy Bay
The price is NZ$265
includes taxes & fees
4 July - 5 July
A Georgian Style Home Set amid Farmlands on an Acre of Land ; Master Room
Interior

Relax and enjoy in this beautiful home in a quiet neighbourhood.

Relax and enjoy in this beautiful home in a quiet neighbourhood.
Mineral Hieghts
The price is NZ$260
includes taxes & fees
16 July - 17 July
Relax and enjoy in this beautiful home in a quiet neighbourhood.
Exterior

Home in St. Catherine section 2

Home in St. Catherine section 2
Spanish Town
9.0 out of 10, Wonderful, (2 reviews)
"Have no complaints, my stay was a great stay "
United States
Icashea M.
The price is NZ$220
includes taxes & fees
4 July - 5 July
Home in St. Catherine section 2
Exterior detail

Cozy Jacuzzi 2bd - 5 minutes from the beach!

Cozy Jacuzzi 2bd - 5 minutes from the beach!
Hellshire
10.0 out of 10, Exceptional, (1 review)
"Very nice clean and professional "
United States
Sarah I.
The price is NZ$184
includes taxes & fees
14 July - 15 July
Cozy Jacuzzi 2bd - 5 minutes from the beach!
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Oceanview Villa in Gated Community

Oceanview Villa in Gated Community
Portmore
The price is NZ$644
includes taxes & fees
7 July - 8 July
Oceanview Villa in Gated Community
Exterior

Cozy upstairs apartment for two with great views. Book your stay today.

Cozy upstairs apartment for two with great views. Book your stay today.
Williamsfield
10.0 out of 10, Exceptional, (1 review)
"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$184
includes taxes & fees
4 July - 5 July
Cozy upstairs apartment for two with great views. Book your stay today.
Interior

Portmore Cozy Home Country Club

Portmore Cozy Home Country Club
Greater Portmore
The price is NZ$298
includes taxes & fees
4 July - 5 July
Portmore Cozy Home Country Club
Exterior

CASA 28 2BR 2.5BA Townhouse Gated 24HR Security

CASA 28 2BR 2.5BA Townhouse Gated 24HR Security
Greater Portmore
The price is NZ$325
includes taxes & fees
15 July - 16 July
CASA 28 2BR 2.5BA Townhouse Gated 24HR Security
House | Property grounds

Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms
3.0 star property
Sandy Bay
The price is NZ$847
includes taxes & fees
5 July - 6 July
Sandy Bay Paradise Retreat - 7 Bedrooms
Outdoor dining

one bedroom cozy and quiet neighborhood 10min from ocho rios town

one bedroom cozy and quiet neighborhood 10min from ocho rios town
St. Mary Parish
10.0 out of 10, Exceptional, (1 review)
The price is NZ$246
includes taxes & fees
12 July - 13 July
one bedroom cozy and quiet neighborhood 10min from ocho rios town
Smart TV

Modern Gem w/free parking on premises

Modern Gem w/free parking on premises
Discovery Bay
9.4 out of 10, Exceptional, (6 reviews)
"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$361
includes taxes & fees
6 July - 7 July
Modern Gem w/free parking on premises
Interior entrance

The Monet Place

The Monet Place
3.0 star property
Ocho Rios
2.0 out of 10, (1 review)
"Do not use this place, it's a scam to get the first nights payment from you. I came here for my father's funeral. I had no communication from owner. Managed to find the property despite it being wrong on the map from hotels.com. The gated security said my name was not on the list, tried to contact owner, wouldn't answer phone. Then had to find and pay for another hotel after landing from a 10hr flight. Thanks!"
United Kingdom
Devan
The price is NZ$470
includes taxes & fees
4 July - 5 July
The Monet Place
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 - All Inclusive

Bahia Principe Escape Runaway Bay - All Inclusive

10/10 Excellent
"The stay at the Bahia was excellent. The Staff were friendly and helpful. Any maintenance issues were taken care of right away. The food was varied and plentiful with more than enough on site restaurants. On site activities were fun and engaging with daytime activities around the pool and the private beach. Overall our group had a wonderful stay."
Danelle 4-night trip
Posted 1 hour ago
Bahia Principe Escape Runaway Bay - All Inclusive

Find out more about Middlesex County

Middlesex County Holiday Homes information

Number of reviews
27
Accommodation
532 Holiday Homes
Lowest Price
NZ$158
Highest Price
NZ$847