Middlesex County Vacation Rentals

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Vacation Rentals in Middlesex County

2 outdoor pools, free cabanas, sun loungers
Whispering Seas

Whispering Seas

3.5 star property
Tower Isle
9.0 out of 10, Wonderful, (161)
"This property was amazing. Property was well maintained and beautiful. The host was exceptional. We will definitely be back "
United States
Kristy
Whispering Seas
Family Studio Suite, Mountain View | Living area | Printers
Thebreeze2022

Thebreeze2022

2.5 star property
May Pen
$51 nightly
The price is $60
Nov 16 - Nov 17
Total with taxes and fees
Thebreeze2022
Outdoor pool, pool umbrellas, sun loungers
Caldo Tours

Caldo Tours

2.5 star property
Ewarton
10.0 out of 10, Exceptional, (3)
"The hospitality was wonderful very friendly. Parking was good. What recommend. "
United States
jacklyn
$90 nightly
The price is $100
Nov 16 - Nov 17
Total with taxes and fees
Caldo Tours
On the beach, white sand
Pipers Cove - Runaway Bay

Pipers Cove - Runaway Bay

3.0 star property
Runaway Bay
8.4 out of 10, Very Good, (45)
"Always a great stay at Pipers. Thanks to the great team at Pipers for the accommodation and hospitality. Looking forward to my next visit. "
United States
BRUCE
$153 nightly
The price is $173
Nov 21 - Nov 22
Total with taxes and fees
Pipers Cove - Runaway Bay
Ecotours
Spring Palm Estate

Spring Palm Estate

3.0 star property
Tower Isle
6.2 out of 10, (11)
"I would stay here again"
Canada
Shagufta
$93 nightly
The price is $101
Nov 16 - Nov 17
Total with taxes and fees
Spring Palm Estate
Exterior
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)
"The host was amazing.theres several fruit trees on property which was a plus to have that added culture right in your yard. The property was very small smaller then the pictures showed over all nice and clean. They also charged a damage fee but there was nothing literally in the property to damage. limited silverware and pot options so cooking isnt something i would recommend. "
United States
shonntay
$94 nightly
The price is $110
Nov 19 - Nov 20
Total with taxes and fees
Adorable 1Bed Cottage Walk to the Beach
Family House, Garden View | Living area
Phoenix Park Villas Portmore

Phoenix Park Villas Portmore

4.0 star property
Portmore
10.0 out of 10, Exceptional, (3)
"Very clean,quiet neighborhood and great customer service "
United States
SHAWN
$157 nightly
The price is $182
Nov 16 - Nov 17
Total with taxes and fees
Phoenix Park Villas Portmore
Smart TV
Yahweh's house Spacious Town house gated community. Near gas station supermarket

Yahweh's house Spacious Town house gated community. Near gas station supermarket

Spanish Town
9.6 out of 10, Exceptional, (9)
"Best property ever I wish I had one like this. Definitely revisiting."
United States
Caswell
Yahweh's house Spacious Town house gated community. Near gas station supermarket
Electric kettle, blender, cookware/dishes/utensils, paper towels
Lapiz Lazuli at Serenity Palms

Lapiz Lazuli at Serenity Palms

3.0 star property
Runaway Bay
4.8 out of 10, (3)
"It was Beautiful and clean "
United States
Angelique
$179 nightly
The price is $202
Nov 16 - Nov 17
Total with taxes and fees
Lapiz Lazuli at Serenity Palms
Exterior
Apartment E6

Apartment E6

3.5 star property
Tower Isle
8.6 out of 10, Excellent, (34)
"Property was great, room was really cozy. We loved our stay and will be back again."
United States
Jhannel
$120 nightly
The price is $133
Nov 16 - Nov 17
Total with taxes and fees
Apartment E6
Exterior
Seapalms

Seapalms

3.0 star property
Tower Isle
6.0 out of 10, (2)
"Owner didn’t communicate to the housekeeper that a guest was coming so I had to wait for the housekeeper to come back from her house with the keys the room wasn’t clean so while I’m there the housekeeper was cleaning mopping I had leave so she could clean properly it’s like the owner controls the Ac I wake up in the night sweating and I can’t take the ac off auto for some reason if I take it off auto it still turns off "
United States
Dwayne
$143 nightly
The price is $165
Nov 17 - Nov 18
Total with taxes and fees
Seapalms
Outdoor pool
Mountain Top Villa

Mountain Top Villa

3.5 star property
Mandeville
8.4 out of 10, Very Good, (23)
"We enjoyed our stay at the villa, we stayed there for our honey moon, they even helped us take some really nice pics after our wedding"
United Kingdom
Daniel
$84 nightly
The price is $93
Nov 16 - Nov 17
Total with taxes and fees
Mountain Top Villa
Private beach nearby
Gorgeous Hideout

Gorgeous Hideout

3.0 star property
Runaway Bay
10.0 out of 10, Exceptional, (1)
"Host was very on top on things great safe area "
United States
Kevin
Gorgeous Hideout
Outdoor pool
Superb 2 Bedroom/2 Bath Beachfront Condo near Reggae Beach, Ocho Rios

Superb 2 Bedroom/2 Bath Beachfront Condo near Reggae Beach, Ocho Rios

Tower Isle
9.8 out of 10, Exceptional, (26)
"We enjoyed our stay at this property. The host was terrific and we had a chef on site. I would recommend this place to all my friends. "
United States
LaQuan L.
Superb 2 Bedroom/2 Bath Beachfront Condo near Reggae Beach, Ocho Rios
Pool
WatersEdge -B3

WatersEdge -B3

Tower Isle
10.0 out of 10, Exceptional, (6)
"Clean and comfortable "
United States
Anneka
$229 nightly
The price is $229
Nov 23 - Nov 24
Total with taxes and fees
WatersEdge -B3
Pool
Ocean Front Luxury 2/2 in Whispering Seas

Ocean Front Luxury 2/2 in Whispering Seas

Tower isles
10.0 out of 10, Exceptional, (7)
"This is the first property we’ve stayed at that looked even better in person than in the pictures! Everything was clean, the location was great, and there was also a small welcome basket with local snacks!"
United States
Nikola V.
Ocean Front Luxury 2/2 in Whispering Seas
Outdoor pool
Modern Oceanview Villa. All Bedrooms with Private Bathrooms. Private Pool

Modern Oceanview Villa. All Bedrooms with Private Bathrooms. Private Pool

St. Ann Parish
9.6 out of 10, Exceptional, (5)
"The environment was very tranquil and relaxing. It felt like home away from home. The decor was exquisite and tasteful with an open concept, which allowed all family members to feel as if we were in the same spaceWe enjoyed every moment "
United States
Kathleen B.
Modern Oceanview Villa. All Bedrooms with Private Bathrooms. Private Pool
Interior
Bamboo Breeze Inn Vacation Home Rental, 5 miles up the hill from coastal Priory

Bamboo Breeze Inn Vacation Home Rental, 5 miles up the hill from coastal Priory

St Ann’s Bay
6.0 out of 10, (2)
"The worst theres no kitchen they lied n said there was .. its not an apartment at all its more of a hostal someone lives downstairs... they ripped me off suggest no stay here this is a acam 100%"
Canada
Nerissa I.
$120 nightly
The price is $120
Nov 19 - Nov 20
Total with taxes and fees
Bamboo Breeze Inn Vacation Home Rental, 5 miles up the hill from coastal Priory
Cottage, 3 Bedrooms | 1 bedroom, iron/ironing board, bed sheets
Sunflower Villas

Sunflower Villas

2.5 star property
Runaway Bay
5.6 out of 10, (18)
"When we got off the plain it was an 1hr or so drive. The property was not noticeable once we were in the area we drove around another 45 minutes looking for the place when we finally arrived we could not enter someone finally let us in the property date where does the gated community then we waited another 3 hours to enter the property as the lady stated it was our fault no one was there for 3 hours once in the property it was not clean they had to send a cleaning crew the next morning all the...
United States
Angelique
$61 nightly
The price is $67
Nov 16 - Nov 17
Total with taxes and fees
Sunflower Villas
Fridge, microwave, oven, stovetop
Suite Dreamers Cottage

Suite Dreamers Cottage

2.0 star property
St. Mary Parish
10.0 out of 10, Exceptional, (2)
"The property and house were immaculate and very quaint. Everything was easy to use and clean. Neighbourhood was fantastic as all neighbours were very friendly and a few stopped to chat and check in with us. Would definitely book this place again!"
Canada
Glenda B.
Suite Dreamers Cottage
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 Grand Jamaica - All Inclusive

Bahia Principe Grand Jamaica - All Inclusive

10/10 Excellent
"Staff was awesome. The hotel itself was close to activities in ochi. Highly recommend "
Tori 5-night trip
Posted 1 day ago
Bahia Principe Grand Jamaica - All Inclusive

Find out more about Middlesex County

Everything you need to know about Middlesex County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middlesex County vacation 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 low season months. For more hustle and bustle, you may prefer to visit Middlesex County in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $60 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middlesex County rentals

At Expedia, we put the best Middlesex County vacation 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 vacation.

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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