Book Guest Houses in Middlesex County

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Guest Houses in Middlesex County

Hillview at Mystic Ridge

Hillview at Mystic Ridge

3.5 out of 5
DaCosta Dr Ocho Rios
Free Cancellation
Reserve now, pay when you stay
Get rates
This guesthouse features an outdoor pool and a poolside bar. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Free self parking and a safe deposit box are also offered on site.
Pool
Spa
Villa Sonate

Villa Sonate

3 out of 5
18 MarySunley Crescent Runaway Bay Saint Ann
Free Cancellation
Reserve now, pay when you stay
Get rates
This guesthouse features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Guests will appreciate free perks like free self parking and WiFi in public areas.
Pool
Parking included
Morgans cliff

Morgans cliff

3.5 out of 5
14 Main St Boscobel St. Mary
$202 nightly
The price is $234 total per night
$234 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This smoke-free guesthouse features 2 outdoor pools, a restaurant, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
A taste of Jamaica Lavern place

A taste of Jamaica Lavern place

4 out of 5
Methven Rd Ocho Rios St. Ann Parish
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $99 total per night
$99 total
Dec 26 - Dec 27
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. Barbecue grills are provided for your convenience.
Pool
Parking included
Little Shaw Park Guest House

Little Shaw Park Guest House

2.5 out of 5
21 Shaw Park Road Ocho Rios St. Ann
Free Cancellation
Reserve now, pay when you stay
$50 nightly
The price is $58 total per night
$58 total
Dec 13 - Dec 14
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
Parking included
Free WiFi
Hunny Bay Resort

Hunny Bay Resort

2 out of 5
Priory St. Ann's Bay St. Ann
Get rates
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Parking included
Free WiFi
Silver Creek Resort

Silver Creek Resort

3.5 out of 5
Cardiff Hall Runaway Bay St. Ann
Get rates
An outdoor pool, free parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Pool
Parking included
Soleil de la Palms

Soleil de la Palms

3 out of 5
Hartland Estate St. Ann's Bay St. Ann Parish
Get rates
This guesthouse features a terrace, laundry facilities, and free self parking. A garden and barbecue grills are also provided.
Parking included
Free WiFi
Little Savoy Guest House

Little Savoy Guest House

3 out of 5
Ricketts Drive Runaway Bay St. Ann Parish
$58 nightly
The price is $68 total per night
$68 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
A restaurant and an outdoor pool are featured at this guesthouse. Enjoy the a rooftop terrace and perks like free self parking and free WiFi. A garden, a picnic area, and luggage storage are also on offer.
Pool
Parking included
Spectaculer View at Columbus Heights

Spectaculer View at Columbus Heights

3.5 out of 5
Columbus Heights Ocho Rios
Get rates
An outdoor pool is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace and a garden are also provided.
Pool
Parking included
Idilo Escape

Idilo Escape

2 out of 5
5 Marcliff Drive, Ocho Rios Ocho Rios St. Ann Parish
Get rates
A terrace is available at this guesthouse. Take advantage of the free self parking.
Parking included
Free WiFi
DSH holiday rooms & rental queen

DSH holiday rooms & rental queen

Mandeville
$90 nightly
The price is $102 total per night
$102 total
Dec 13 - Dec 14
Total with taxes and fees
A gym is featured at this guesthouse, along with free WiFi in public areas and laundry facilities. Barbecue grills are provided for your convenience.
Breakfast included
Free WiFi
Don't see what you're looking for?
See all available properties in Middlesex County
View all properties
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.

Top hotels in Middlesex County

Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

Tower Isle Tower Isle Saint Mary
Get rates
9.2/10 Wonderful! (1,000 reviews)

Middlesex County Guest Houses essential information

Accommodation
30 Guest Houses
Lowest Price
$58
Highest Price
$234
Popular accommodation
Hillview at Mystic Ridge, Villa Sonate, Morgans cliff, A taste of Jamaica Lavern place , Little Shaw Park Guest House, Hunny Bay Resort, Silver Creek Resort, Soleil de la Palms, Little Savoy Guest House, Spectaculer View at Columbus Heights, Idilo Escape, DSH holiday rooms & rental queen