Luxury Escapes, for Discerning Tastes

Choose where to host your next retreat from our collection of curated private estates & villas

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Moniker Property
Our properties

The Collection

Browse our curated selection of some of the most remarkable private estates and villas across North America & the Caribbean, thoughtfully chosen as the ideal locations to host your next leadership retreat.

Moniker Property
Moniker Property
Muskoka
Rosseau Lakefront Cabin
Canada
Rosseau Lakefront Cabin
2H 30MIN
8
Bedrooms
From
$3,000/nt
Moniker Property
Moniker Property
Palmetto
Stonegate Manor
USA
Stonegate Manor
40MIN
8
Bedrooms
From
$3,000/nt
Moniker Property
Moniker Property
Cashiers
Blackrock Lodge
USA
Blackrock Lodge
2H
6
Bedrooms
From
$3,000/nt
Moniker Property
Moniker Property
Hampton
Hamptons Estate
USA
Hamptons Estate
2H
8
Bedrooms
From
$3,000/nt
Moniker Property
Moniker Property
Whistler
Whistler Lodge
Canada
Whistler Lodge
2H 15MIN
10
Bedrooms
From
$3,000/nt
Moniker Property
Moniker Property
Cle Elum
Cascadia House
USA
Cascadia House
1H 45MIN
10
Bedrooms
From
$3,000/nt
No items found.
Canada
Muskoka
,
Ontario
,
Canada
Rosseau Lakefront Cabin
YYZ
2H 30MIN
8
From
US$4,990
/nt
Canada
Lakefront
No items found.
Palmetto
,
Georgia
,
USA
Stonegate Manor
ATL
40MIN
8
From
US$2,800
/nt
USA
No items found.
Cashiers
,
North Carolina
,
USA
Blackrock Lodge
GSP
2H
6
From
US$4,750
/nt
USA
Mountains
No items found.
Hampton
,
NY
,
USA
Hamptons Estate
JFK
2H
8
From
US$1,900
/nt
USA
No items found.
Mountains
Whistler
,
BC
,
Canada
Whistler Lodge
YVR
2H 15MIN
10
From
US$6,950
/nt
Canada
Mountains
No items found.
Exotic
Cle Elum
,
WA
,
USA
Cascadia House
SEA
1H 45MIN
10
From
US$3,000
/nt
USA
Mountains
No items found.
Exotic
Santa Teresa
,
CR-P
,
Costa Rica
Villa Por Dicha
ACO
45MIN
9
From
US$4,750
/nt
Sun & Sand
Exotic
No items found.
Exotic
Chicago
,
IL
,
USA
McHenry Farm
ORD
1H
14
From
US$11,060
/nt
USA
Lakefront
No items found.
Mountains
Whistler
,
BC
,
Canada
Forge Chalet
YVR
2H
7.5
From
US$6,000
/nt
Canada
Mountains
No items found.
Exotic
Hudson Valley
,
Upstate NY
,
USA
Cedar Grove Farm
NYC
2H 30 MIN
12
From
US$5,720
/nt
USA
No items found.
Exotic
Palm Springs
,
CA
,
USA
Indio Estate
PSP
35MIN
13
From
US$4,500
/nt
USA
No items found.
Lakefront
Kawartha Lakes
,
ON
,
Canada
Balsam Shore Estate
YYZ
1H 50MIN
8
From
US$2,500
/nt
Canada
Lakefront
No items found.
Sun & Sand
Tamarindo
,
Guanacaste
,
Costa Rica
Casa Tamarindo
LIR
1H 20MIN
8
From
US$2,850
/nt
Sun & Sand
Exotic
No items found.
Sun & Sand
Tamarindo
,
Guanacaste
,
Costa Rica
Villa Pura Vida
LIR
1H 20MIN
8
From
US$2,600
/nt
Sun & Sand
Exotic
No items found.
Exotic
Cartagena
,
CTG
,
Colombia
Alba Heritage House
CTG
15MIN
7
From
US$3,000
/nt
Exotic
No items found.
Sun & Sand
San José del Cabo
,
SJD
,
Mexico
Baja Beach Estate
SJD
30MIN
8
From
US$10,200
/nt
Sun & Sand
Exotic
No items found.
Sun & Sand
Punta Mita
,
,
Mexico
Casa Mita
PVR
1H
9
From
US$15,600
/nt
Sun & Sand
Exotic
No items found.
Sun & Sand
Riviera Maya
,
QR
,
Mexico
Villa Aventuras
CUN
1H 10MIN
12
From
US$5,100
/nt
Sun & Sand
Exotic

How We Put This Collection Together

Our goal was to curate a selection of only the best private homes, estates, and villas in locations around North America & the Caribbean that would suit the purpose of hosting Executive & Leadership Offsites.

Sorting through thousands of possible properties, we evaluated them based on a criteria specially created with the help of our C-Suite clients and YPO/EO members to what makes for the ideal property to host their retreats, in locations that served their needs.

Luxury Properties & Amenities

We make finding the right place to host your offsite a breeze, with our collection of vetted, trusted partner properties.

Vetted Hosts & Local Partners

A careful selection process ensures we only work with the best and most professional local hosts to ensure your stay is a seamless experience from arrival, through to departure.

Unique Destinations & Experiences

We have chosen locations that are within a short drive of major business hubs, or in destinations prized for their natural beauty and scenery, with local experiences to enhance your retreat experience.

Functional Meeting Spaces

We understand how important it is to have a designated space for your group to gather and discuss work, strategy, or other topics. With that in mind, we've looked for properties with great Wifi, simple A/V, and organic spaces to host your groups meetings.

Minimum 8 Bedrooms

We understand most C-Suite or Peer Groups need a bit of extra space that most Short-Term Rental sites like AirBnB or VRBO can't offer. We've chosen properties that offer at minimum 8 bedrooms to ensure nobody has to share, all with ensuite facilities.

Exclusivity & Privacy

Each of the properties we have selected are chosen for their seclusion, and ability to offer a private, safe space to host your next meeting or retreat, away from the hustle & bustle of a hotel or distractions of an office.

Why Book with Us?

We combine the high-touch service and support you'd expect from a luxury hotel, but with the personal touches and resources to make your retreat experience feel personalized and customized to your group's specific needs and preferences.

Feature
Moniker's Approach
Hotels
Short Term Rentals
Booking Direct
Curated Spaces with Vetted Quality & Consistency
check
check
check
check
Dedicated Spaces for Hosting Meetings/Work Sessions
check
check
x
check
Comprehensive Logistics & Travel Coordination
check
check
x
x
24/7 Concierge & On-Site Support
check
check
x
x
Destination-Specific Expertise & Experience
check
check
x
x
Exclusive Use of Property (Privacy)
check
x
check
check
Support with Budgeting & Agenda Curation
check
x
x
x
Templates & Resources for Hosting a Retreat
check
x
x
x
Dedicated Retreat Planning Team
check
x
x
x
Moniker Property
OUR APPROACH

How Our Process Works

Our process is straightforward and transparent. You can customize your offsite or retreat as you wish, get approvals, and have your offsite fully booked within weeks.

1

Choose Your Property

Select from our collection of private estates and villas across North America and the Caribbean. Choose your dates, and confirm availability by submitting a request through our website. We'll get back to you within 24 hours with a confirmation of availability and rates over your preferred dates.

2
agenda by Gofficon from Noun Project (CC BY 3.0)

Build Your Itinerary

Use one of our templates to build out your ideal agenda, swapping in the right amount of work and meetings, fun activities, and team bonding to create the perfect agenda for your groups retreat. Looking for a world-class facilitator? No problem. Hoping for a unique activity to tap in to the local culture? We've got you covered!

3
Planning by Larea from Noun Project (CC BY 3.0)

Approve the Budget

Our budget tool will automatically create an estimate for your retreat. Once it's approved, our dedicated team of Retreat Experts will review it and confirm the details and availability with each supplier before reaching out to get the ball rolling on finalizing your retreat. If any substitutions need to be made - don't worry - you won't need to make any commitments until you're happy with the final plan and budget!

4
credit by Muhammad Basharat from Noun Project (CC BY 3.0)

Pay the Deposit

We'll ask you to pay a deposit in order to begin locking things in, while we set up a call to start talking about the finer details. What the menus will look like, what your travel plans are, and honing in on the exact schedule.
You'll have plenty of support to ensure you feel comfortable and confident that your retreat is coming together exactly as you hoped.

5
sun by Visual Glow from Noun Project (CC BY 3.0)

Step back, and Take a Bow

From here on out, our retreat experts will take over, walking you through each step of how to pull off a remarkable retreat.

Our PROMISE to excellence

Our Promise

  • Every property has been visited, vetted, and verified as true-to-photos

  • Professional Service & Support both in the planning stages, and during your stay on-site

  • Seamless check-in & check-out process

  • 24/7 on-call assistance for last-minute needs or emergencies

  • Tailored itinerary tweaks to keep your agenda perfectly on-point

  • Transparent, all-inclusive pricing with zero hidden fees

  • Peace of Mind Our experts will make sure all the contacts and vendors involved in your retreat have been followed up with, confirmed, and know the details of your program

See The Collection
Peaceful forest scene promoting a wellness retreat.
testimonials

What Our Clients Are Saying

Over the past 12+ years, we have planned over 300+ company retreats and brought over 25,000 people together. Hear what our clients have to say:

“Moniker continues to provide best in class support and service for our annual retreat needs as we book a new location each year. We have grown with them and their level of service, care and attention never falter. Super lucky to partner with such a great team and business travel company!”
Helpscout Logo
Komal Panday
Help Scout
“I am obsessed with them and wanted to take them home! I didn’t have to worry about anything while onsite because I knew the team was already on top of everything.”
Jana Knezevic
Jana Knezevic
Gila Technologies
"Initially, we considered organizing the team offsite ourselves but soon realized that coordinating in another country and managing seven schedules would require full-time effort we couldn't commit. Fortunately, Moniker stepped up, responded promptly, offered fair rates, and had everything meticulously planned with various options. The event proceeded smoothly, with every detail perfectly arranged. Everyone was in the right place at the right time."
Gogo air logo
Carson S
Gogo Air
“This was my first time working with the Moniker team, and I genuinely LOVED the experience! Y'all are fantastic humans, valued by Webflow employees for their positivity and professionalism, and I truly feel like I made new friends!. I especially appreciated the ability to execute with speed and efficiency while also coming in under budget—no small feat!!!!!!”
Jen Reiber
Jen Reiber
Webflow
“At no point in the week did I feel stressed or worried because I knew our plans were coming to life, and the team was on top of things every step of the way. I also appreciated the ways they took care of us. As an event lead, I'm always the one thinking about everyone else - so it meant a lot to have a team who really had MY back. Truly a dream team.”
Anonymous Client
“Words truly fall short in capturing the outstanding level of service, professionalism, creativity, and responsiveness the Moniker team delivered at our Equativ company offsite…It was clear how much heart and hard work went into making the event a success, and all of our global teams couldn't be more grateful. We’re already looking forward to the next opportunity to collaborate and create something amazing together again with the Moniker team. I couldn't recommend them more!”
Marisa Nelson, Equativ
Marisa Nelson
Equativ
“Moniker continues to provide best in class support and service for our annual retreat needs as we book a new location each year. We have grown with them and their level of service, care and attention never falter. Super lucky to partner with such a great team and business travel company!”
Helpscout Logo
Komal Panday
Help Scout
“I am obsessed with them and wanted to take them home! I didn’t have to worry about anything while onsite because I knew the team was already on top of everything.”
Jana Knezevic
Jana Knezevic
Gila Technologies
“As the Moniker team adjusted to our hands-on approach + ways of working, I think the team did a fantastic job of sharing more proactive updates and info. I loved how we used our Slack Canvas and daily updates in the weeks leading up to the trip…The team was always very responsive and timely.”
Anonymous Client
“The team was just FANTASTIC onsite, communicating with everyone so well, and always available to help. It was crazy hours for a couple days there, and you never felt it from the team with their unwavering service.”
Anonymous Client
“The planning process was seamless, thanks to their clear communication and attention to detail. We always felt supported and prioritized, and no request was ever too big or too small. They were transparent around budgets, timelines, and logistics, which gave us a strong sense of confidence throughout.”
Anna Lyn Teasley
Equativ
“Beyond their remarkable work, I consider the Moniker team more than collaborators—I’m proud to call them friends. Their commitment to excellence and genuine care for our success shines through in everything they do. If you’re looking for an event team that will exceed every expectation and deliver unparalleled results, Moniker is the best of the best. I cannot recommend them highly enough!”
Brooke Sacrider, One Inc.
Brooke Sacrider
One Inc
“I can't say enough about the Moniker team, what an absolute pleasure they are to partner with, and how critical they were to the success of our annual employee retreat. This is the third year in a row that Moniker organized our retreat for us. They take the time to understand our organization and culture deeply, and then work so well to organize an event that's just how we envisioned! The team is so thoughtful, creative and responsive to work with - it's easy to forget they aren't actually a part of our company! Can't say enough good things about our experience with the team.”
Dipti Salopek
Dipti Salopek
Real Brokerage Inc
“This was my first time working with the Moniker team, and I genuinely LOVED the experience! Y'all are fantastic humans, valued by Webflow employees for their positivity and professionalism, and I truly feel like I made new friends!. I especially appreciated the ability to execute with speed and efficiency while also coming in under budget—no small feat!!!!!!”
Jen Reiber
Jen Reiber
Webflow
“Beyond their remarkable work, I consider the Moniker team more than collaborators—I’m proud to call them friends. Their commitment to excellence and genuine care for our success shines through in everything they do. If you’re looking for an event team that will exceed every expectation and deliver unparalleled results, Moniker is the best of the best. I cannot recommend them highly enough!”
Brooke Sacrider, One Inc.
Brooke Sacrider
One Inc
"Everything went off without a hitch, all perfectly planned. Everything was exactly where it was supposed to be, when we needed it to be there. Overall, a very positive experience, we were able to get what we needed done for work and have some fun too. Exactly what we were looking for."
Satcom Direct Logo
Ben M
Satcom Direct
“The planning process was seamless, thanks to their clear communication and attention to detail. We always felt supported and prioritized, and no request was ever too big or too small. They were transparent around budgets, timelines, and logistics, which gave us a strong sense of confidence throughout.”
Anna Lyn Teasley
Equativ
“Moniker continues to provide best in class support and service for our annual retreat needs as we book a new location each year. We have grown with them and their level of service, care and attention never falter. Super lucky to partner with such a great team and business travel company!”
Helpscout Logo
Komal Panday
Help Scout

Ready to Start Planning Your Retreat?

Check out Moniker's How to Plan a Retreat Guide Filled with expert tips and tricks to ensure planning your next corporate retreat is a breeze!

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