Cayman Vacation
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North Side

Escape to Grand Cayman's unspoiled northeastern coast, just 40 minutes from the airport.

Properties

The Mastic Chapel Cottage | 2BR w/ Private Pool on 11 Acre North Side Estate

North Side, Grand Cayman

The Mastic Chapel Cottage | 2BR w/ Private Pool on 11 Acre North Side Estate

$802for 2 nights•
5.0
2 bedrooms•2 baths
The Mastic Sunnyhill Cottage | 3BR North Side Retreat

North Side, Grand Cayman

The Mastic Sunnyhill Cottage | 3BR North Side Retreat

New
3 bedrooms•2.5 baths
The Mastic Cottage Collection | 7BR Estate on North Side

North Side, Grand Cayman

The Mastic Cottage Collection | 7BR Estate on North Side

New
7 bedrooms•6.5 baths
The Mastic Cana Cottage | 2BR w/ Private Pool on 11 Acre North Side Estate

North Side, Grand Cayman

The Mastic Cana Cottage | 2BR w/ Private Pool on 11 Acre North Side Estate

$694for 2 nights•
5.0
2 bedrooms•2 baths
Northern Lights #4 – 2BR/2.5BA Oceanfront Condo on North Side

Old Man Bay, East End

Northern Lights #4 – 2BR/2.5BA Oceanfront Condo on North Side

$738for 3 nights•
4.8
2 bedrooms•2.5 baths
Northern Lights 3 - 2BR/2.5BA Oceanfront Condo w/ Pool & Dock on Northside

North Side, North Side

Northern Lights 3 - 2BR/2.5BA Oceanfront Condo w/ Pool & Dock on Northside

$900for 4 nights•
5.0
2 bedrooms•2.5 baths
Northern Lights #6 – 2BR/2.5BA Oceanfront Condo on North Side

North Side, North Side

Northern Lights #6 – 2BR/2.5BA Oceanfront Condo on North Side

$994for 4 nights•
5.0
2 bedrooms•2.5 baths
Silver Reef #4 - 2 BR LUXE Oceanfront & Pool

North Side, North Side

Silver Reef #4 - 2 BR LUXE Oceanfront & Pool

$663for 3 nights•
4.3
2 bedrooms•2 baths
Silver Reef #2 - 2 BR LUXE Oceanfront & Pool

Old Man Bay, North Side

Silver Reef #2 - 2 BR LUXE Oceanfront & Pool

$1,080for 4 nights•
4.3
2 bedrooms•2 baths
Silver Reef #3 - 2 BR LUXE Oceanfront & Pool

North Side, North Side

Silver Reef #3 - 2 BR LUXE Oceanfront & Pool

$660for 3 nights•
5.0
2 bedrooms•2 baths
On the Bay #103 | Oceanfront 3BR Condo | Old Man Bay, North Side

North Side, North Side

On the Bay #103 | Oceanfront 3BR Condo | Old Man Bay, North Side

$1,104for 4 nights•
5.0
3 bedrooms•3 baths

A laid-back alternative to busier beaches, with world-class water sports and island charm.

Why Choose North Side

Snorkel, Dive, Kayak

Pristine Waters

Snorkel, Dive, Kayak

Rum Point & Beyond

Local Flavor

Rum Point & Beyond

Trails, Parks, Mangroves

Natural Beauty

Trails, Parks, Mangroves

What Guests Say

Loved by Travelers

4.9

601 reviews

“We loved the location, We love to walk and there where great restaurants in walking distant. Very close to shopping as well. The price was good. Very clean and we were impressed with the Vilas. The communication with the property was excellent. I would recommend it to my friends and would be my choice if I return.”

Lanette

Stayed in June 2026

“It was close to everything I needed”

Benjamin

Stayed in June 2026

“Direkt am Meer”

Esther

Stayed in May 2026

“Wszystko”

Tomasz

Stayed in May 2026

Direct booking benefits

Get more when you book direct

Lower prices, every time

Pay less than you would anywhere else. No middlemen or platform fees.

Direct line, real care

Book with the team that actually runs the property. Faster answers, better service, real accountability.

Not just a transaction

We go further for direct guests. We're building a relationship, not closing a booking.

Before You Book

Northside Questions Answered