Discover a selection of 1,000 vacation rentals in North Side, KY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $183 per night, and houses and condos are popular options for a stay in North Side. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — North Side
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Destination guide

Why people love visiting tranquil North Side

The island views and parks provide a pleasant backdrop to your vacation home in North Side. This relaxing city is known for its snorkeling, kayaking and coral reefs. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Things to do

Activities and attractions in and around North Side

Are you hoping to find attractions to visit during your stay? Venture out of your vacation home and experience everything that makes North Side a fun place to get away. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Cayman Crazy Golfing Mini Golf (11.4 mi / 18.3 km)
  • North Sound Golf Course (10.2 mi / 16.4 km)
  • Britannia Golf Course (11.2 mi / 18 km)
Natural features

Exploring the natural landscape of North Side

Travelers enjoy North Side for its island views and seaside. Whether you're an adventurous traveler or just want to appreciate the scenery, North Side is a great spot to appreciate mother nature. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Grand Cayman Beaches (2.5 mi / 4.1 km)
  • Rum Point Beach (4.4 mi / 7.1 km)
  • Starfish Beach (4.9 mi / 7.9 km)
  • Grand Cayman Blow Holes (6.6 mi / 10.6 km)
  • Governor's Beach (11.3 mi / 18.2 km)
  • Seven Mile Beach (11.4 mi / 18.3 km)
How to get there

How to get to and around North Side

The nearest airport is in Owen Roberts Intl. Airport (GCM), located 10.4 mi (16.8 km) from the city center.

What are the top vacation rentals in or near North Side?

Whether you want a cozy retreat for you and your boo or someplace roomy to fit all your friends, you'll find some top vacation rentals in and around North Side. Here are a couple to get you started:

  • Around 11 miles from the center of North Side, you'll want to keep coming back to "1st Floor Poolside With Ocean View". It has 2 bedrooms and a range of conveniences like a stereo and spa and beauty services.
  • Another top choice is "125+ 5 Star Reviews Of Oceanview Fully Renovated 2bedroom Condo. No Daily Resort Fees", which is around 11 miles from North Side. Offering 2 bedrooms, a dishwasher and beach towels, it has everything you need to make your stay comfortable.

For even more great options, use the search bar at the top of the page to find the perfect North Side vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near North Side?

If you've been busier than a hamster on a treadwheel, you deserve a break for a few days. Clock off early on Friday and head for one of these weekend getaways in or near North Side:

  • "Private Villa On The Water Away From The Crowd In This 3" is around 6 miles southeast of North Side and the perfect place to recharge your batteries. You'll like the useful amenities here, including a beach view and WiFi.
  • "Awesome Beach Condo On Perfect Seven Mile Beach Monthly Rates Available" is another top-rated option to consider. It's located around 11 miles to the west of North Side and features towels, a washing machine and more.

Can I find studio apartments for rent in and around North Side?

Yes, you can. If you're tracking down a simple yet stylish stay, you can't top a studio apartment. These compact properties ooze charm and are often conveniently located in the heart of town. Check out the following options in or near North Side:

  • After a fun-filled day of urban exploration, kick back and relax at "Castaway By The Sea - Cottage - "private" Beach Getaway". Internet services and a nearby laundromat are just two of the amenities on offer here.
  • Or, use "You've Arrived Breathtaking Luxury Beachfront Villa" as a base to explore the best sights around you. This comfy home away from home comes with a stovetop, WiFi and more.

Can I find short term rentals in or near North Side?

Whether you're chasing a studio apartment or a house to fit the whole family, you'll find the perfect place on Vrbo. Sneak in some downtime at one of these favorites in or near North Side:

  • For a memorable few nights away, settle in at "Castaway By The Sea - Cottage - "private" Beach Getaway". It's near the center of North Side, along with countless things to see and do.
  • Alternatively, book a couple of nights at "Beachfront Beauty And Panoramic Views". This centrally located property makes exploring the local sights easy.

What are the best romantic weekend getaways in or near North Side?

Nothing says "I love you" quite like a romantic weekend rendezvous. If you're longing to spend a couple of evenings away with your sweetie, we've got some romantic getaways in and around North Side that will set your heart aflutter:

  • Put on some soft music and chill together at "1st Floor Poolside With Ocean View". Around 11 miles from North Side, this property has everything you need for a couple's weekend away, including beauty services and air conditioning.
  • "125+ 5 Star Reviews Of Oceanview Fully Renovated 2bedroom Condo. No Daily Resort Fees" is another wonderful option that's bound to impress. It's around 11 miles from North Side and has a resort and beauty services.

What are the best large group vacation rentals in or near North Side?

Big groups mean enormous fun. They also mean finding someplace that'll comfortably fit your entire squad. Check out our large group vacation rentals in or around North Side and get everyone together under one roof:

  • A wealth of amenities including a firepit and a beach view make "Beachfront With Private Dock50 Ft Pooltheatre" a favorite with groups. This generous getaway has 5 bedrooms and sleeps up to 14 people. From the center of North Side, it's around 1 mile away to the northeast.
  • "Calypso Blue: Modern Beachfront Villa With Pool And Beautiful Sunsets" is another fantastic option. It's around 1 mile to the northeast of North Side, has 6 bedrooms and sleeps up to 12 guests. A beach view and an ocean view are among the things that'll help make your stay even more comfortable.

What are the best houses for rent with a pool in or near North Side?

Nothing says fun times like a pool does. Dig out your inflatable swan and check out these rental houses in or near North Side that come with this must-have amenity:

  • Get comfortable at "The Pink Beach House - Private House And Pool Directly On The Beach", where your highest priority will be pool time. Amenities such as a microwave oven and a toaster help make this retreat a guest favorite.
  • "S'kai Fall: Newly Renovated Beach House W" is the sort of place you go to leave the everyday behind and enjoy your surroundings, starting with its pool. Outdoor furniture and a porch are also on hand to make your stay as comfortable as possible.

North Side has a tropical savanna climate, with average summertime temperatures ranging from 85 ºF to 85 ºF. But there's no need to wait until summertime to visit. Take a look at the search bar at the top of the page and adjust the filters to find the ideal North Side vacation rental and organize your getaway for whenever you like.

What are the best large family vacation rentals in or near North Side?

You love your family dearly, but that doesn't mean you all have to pack together like sardines on your getaway. Take no chances and book a large family vacation rental in or around North Side where you can spread out and relax:

  • Suitable for up to 8 guests spread over 3 bedrooms, "Private Villa On The Water Away From The Crowd In This 3" is popular with large families. It comes with a microwave oven and cable/satellite TV services and is around 6 miles to the southeast of North Side.
  • Another lovely family getaway is "Ocean Front Paradise Seven Mile Beach Sunsets". Around 11 miles to the west of North Side, it comes with 3 bedrooms, space for up to 8 guests, a kitchen and a living room.

What are the best large houses to rent with indoor pools in or near North Side?

Take a dip anytime you like at one of our large rental houses with an indoor pool. Slip on your swimsuit and check out these homes in or near North Side that feature this head-turning perk:

  • With 4 bedrooms that can sleep up to 8 people, "Stunning 4 Bedroom Ocean Front Condo" is the ideal place to enjoy some downtime with the people that matter most. Take advantage of this getaway's many amenities, such as a swimming pool and a nearby waterfront.
  • Another enticing option is "Grand Lodge @ Peak 7, Spring Break". With 5 bedrooms accommodating up to 10 people, you can invite the whole crew to stay, hang out and swim. A kitchen and ski-in/ski-out facilities are other amenities your guests can enjoy here.

Like to see more options? Find your ideal stay by using the search bar at the top of the page. Simply adjust the filters to find the North Side vacation rental that's perfect for you.

Can I find two-bedroom vacation rentals in or near North Side?

You sure can! From swish apartments to cozy cabins, Vrbo offers a selection of rentals. Smaller groups will adore these two-bedroom options in or near North Side:

  • Heading up our list is "20 Steps To The Beach". This two-bedroom delight provides guests with amenities like a beach view and a swimming pool. You can easily explore North Side's exciting attractions from this homely base.
  • Another great option is "Fall Special Coco Sands - 2 Bed". With convenient amenities like an ocean view and a kitchen, you'll have no dramas making yourselves at home here. Choose your bed, unpack your suitcases and let the fun begin!