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

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Middlesex County holiday rentals

Exterior

1. 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 3.051.711 ₫
3.382.965 ₫ total
includes taxes & fees
25 Sept - 26 Sept
Caldo Tours
Cottage, 1 Bedroom, Patio, Beachside | Beach/ocean view

2. Adorable 1Bed Cottage Walk to the Beach

Adorable 1Bed Cottage Walk to the Beach
2.0 star property
St. Ann's Bay
8.0 out of 10, Very good, (4 reviews)
"A proper home from home just a wonderful place to stay "
United Kingdom
Peppa
The price is 1.331.202 ₫
2.862.084 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Adorable 1Bed Cottage Walk to the Beach
Family House, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop

3. 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 5.399.181 ₫
9.816.859 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Phoenix Park Villas Portmore
Luxury Apartment | 2 bedrooms, Tempur-Pedic beds, blackout curtains, soundproofing

4. Xpress Vacations Lifestyle

Xpress Vacations Lifestyle
4.0 star property
Ocho Rios
The price is 2.347.470 ₫
4.029.824 ₫ total
includes taxes & fees
26 Sept - 27 Sept
Xpress Vacations Lifestyle
Outdoor pool

5. 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 1.529.825 ₫
2.437.456 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Mountain Top Villa
Front of property

6. 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 3.030.442 ₫
4.816.211 ₫ total
includes taxes & fees
1 Sept - 2 Sept
DeJee Lodging
Terrace/patio

7. Serenity Oasis Apartment

Serenity Oasis Apartment
2.0 star property
Spanish Town
The price is 1.795.815 ₫
3.265.005 ₫ total
includes taxes & fees
25 Sept - 26 Sept
Serenity Oasis Apartment
House | Pool | Outdoor pool

8. Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
3.5 star property
Old Harbour
The price is 2.933.249 ₫
5.438.244 ₫ total
includes taxes & fees
25 Sept - 26 Sept
Harbour Oasis Retreat - Charming 2 Bedroom House
Children’s activities

9. Villa at The Palms

Villa at The Palms
3.5 star property
St. Ann's Bay
6.0 out of 10, (3 reviews)
"The villa was very family oriented . The pool area very clean and enjoyable. Surrounding very quiet and clean, location very nice."
United States
Michelle
The price is 3.602.075 ₫
7.809.979 ₫ total
includes taxes & fees
29 Aug - 30 Aug
Villa at The Palms
Private beach

10. Fisherman's Point Resort

Fisherman's Point Resort
3.0 star property
Ocho Rios
6.0 out of 10, (601 reviews)
"Staff was friendly,helpful and accommodating the beach view was beautiful as well"
United States
Desmond
The price is 2.255.212 ₫
2.906.718 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Fisherman's Point Resort
Family House | Free WiFi

11. 3 Bedroom Cozy House in Drax Hall

3 Bedroom Cozy House in Drax Hall
3.5 star property
Ocho Rios
4.0 out of 10, (1 review)
"Last minute while at airport I received an email to say that the place reserved was no longer available. After being on the phone for over an hour I was offered another place which was smaller. I had no choice but to take it or me and my kids would have been on the street. Upon entering the place, it was immediately noticed that it was not clean, no light bulbs, 1 tv in one of the bedrooms. Front door did not close properly. Cushions ripped up. I got the impression that the place was on the...
United States
Samantha
The price is 5.379.622 ₫
8.953.638 ₫ total
includes taxes & fees
29 Aug - 30 Aug
3 Bedroom Cozy House in Drax Hall
Terrace/patio

12. Tapioca Village Retreat

Tapioca Village Retreat
3.0 star property
Castleton
6.0 out of 10, (2 reviews)
"There is so much nature and friendliness! "
United States
Günter
The price is 2.086.640 ₫
2.425.719 ₫ total
includes taxes & fees
10 Sept - 11 Sept
Tapioca Village Retreat
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

Mandeview Hotel

Mandeview Hotel

8/10 Good
"The place is dated but comfortable. The staff is very helpful and kind. Mandeville is usually cool so no AC in room; may want to reconsider this."
Norman 1-night trip
Posted less than an hour ago
Mandeview Hotel