Chicago, IL Travel Agents For Vacation Rentals
These trusted travel agents belong to North America's #1 Travel Agent Network
Custom tailored trips, personalized recommendations, detailed knowledge of destinations, exclusive deals & amenities ... Travel Leaders experts bring all this and more to your next trip.
Caribbean Specialist
DESTINATION SPECIALTIES
- Caribbean
- Turks and Caicos Islands
- Anguilla
- Bahamas
- Virgin Islands
INTEREST SPECIALTIES
- Beach Vacations
- Villas
- Couples & Romance
- Luxury Hotels
- Bespoke Travel
- Vacation Rentals
Email Me
Luxury Travel Specialist , Global Travel Advisor
DESTINATION SPECIALTIES
- Sri Lanka
- Belgium
- Netherlands
- Guam
- Tokyo
INTEREST SPECIALTIES
- Architecture
- Arts & Culture
- Beach Vacations
- Bespoke Travel
- Business Travel
- Vacation Rentals
TNowic says:
"I couldn't believe my luck when Allie offered to help me get my trip sorted out for Florida. It was mid-pandemic and we weren't sure of what was open
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Video Appointment
Africa and Group Travel Specialist
DESTINATION SPECIALTIES
- Africa
- Europe
- Caribbean
- Mexico
- At Sea
INTEREST SPECIALTIES
- Groups
- All Inclusive
- Family Vacations
- Adult Only
- Couples & Romance
- Vacation Rentals
Tracey hill says:
"She is very helpful and informative
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Dawn Olson
Spring Grove, IL
Twilight Discount Travel, an independent agent with Travel Leaders Albertville, MN
Dawn Olson
Spring Grove, IL
Twilight Discount Travel, an independent agent with Travel Leaders Albertville, MN
All-Inclusive Vacation Expert
DESTINATION SPECIALTIES
- England
- Caribbean
- Scotland
- Mexico
- Dominican Republic
INTEREST SPECIALTIES
- All Inclusive
- Destination Weddings
- River Cruises
- European Culture
- Groups
- Vacation Rentals
Shelly says:
"What a wonderful trip to Now Sapphie in Mexico. Dawn posted a trip on social media about a mom's getaway, that sounded amazing. A group of friends an
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Family Vacation Specialist!
DESTINATION SPECIALTIES
- Walt Disney World
- Hawaii
- Disneyland
- Oahu Island
- Las Vegas
INTEREST SPECIALTIES
- Disney Vacations
- Universal Parks & Resort Vacations
- Cruises
- All Inclusive
- Adventure
- Vacation Rentals
Heather says:
"We have used Jamie to help us plan several vacations, and each time she has gone above and beyond to make our experience the best. We will never use a
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Bi-lingual Travel Agent - Spanish - English
DESTINATION SPECIALTIES
- Cancun
- Playa Del Carmen
- Riviera Maya
- Mexico
INTEREST SPECIALTIES
- Theme Parks
- Cruises
- Escorted Tours
- River Cruises
- All Inclusive
- Vacation Rentals
Sunshine says:
"She is a wonderful agent. Never saw her in person. But the phone communication is wonderful. She is very patient with you with a bubbling personali
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Michele Rogers
Glen Ellyn , IL
Courier Travel , an independent agent with Courier Travel, a Travel Leaders Network Affiliate Agency
Michele Rogers
Glen Ellyn , IL
Courier Travel , an independent agent with Courier Travel, a Travel Leaders Network Affiliate Agency
Cruises and All-Inclusive Travel Specialist
DESTINATION SPECIALTIES
- Walt Disney World
- Cancun
- Europe
- Riviera Maya
INTEREST SPECIALTIES
- All Inclusive
- Cruises
- Disney Vacations
- River Cruises
- Destination Weddings
- Vacation Rentals
RC Norris says:
"My husband and I have worked with Michele to plan our annual cruise for the past seven years.
Michele is always very pleasant and professional.
Sh
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Romance Travel Specialist
DESTINATION SPECIALTIES
- Tahiti
- Maui Island
- Dominican Republic
- Mexico
- Caribbean
INTEREST SPECIALTIES
- Destination Weddings
- Honeymoons
- All Inclusive
- Groups
- Couples & Romance
- Vacation Rentals
Lynn says:
"Angee is the best. She did all the work! She delivered more than expected and made our trip easy. Easy = totally relaxing and enjoyable. Plus she's ad
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Dan Rossi
Plainfield, IL
Away With Me Travel, an independent agent with Away With Me Travel, a Travel Leaders Network Affiliate Agency
Dan Rossi
Plainfield, IL
Away With Me Travel, an independent agent with Away With Me Travel, a Travel Leaders Network Affiliate Agency
Disney and Universal Specialist
DESTINATION SPECIALTIES
- Walt Disney World
- Orlando
INTEREST SPECIALTIES
- Disney Vacations
- Family Vacations
- Adult Only
- Accessible Travel
- Beach Vacations
- Vacation Rentals
Debbie Z says:
"Dan was wonderful to work with! This was our first all inclusive trip, and first time going out of the country. I was nervous, but Dan assured me, eve
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Bill Schmitt
Naperville, IL
Travel Now Vacations, an independent agent with Nexion, LLC, a Travel Leaders Network Affiliate Agency
Bill Schmitt
Naperville, IL
Travel Now Vacations, an independent agent with Nexion, LLC, a Travel Leaders Network Affiliate Agency
Travel Curator
DESTINATION SPECIALTIES
- Caribbean
- South America
- Europe
- Hawaii
- Mexico
INTEREST SPECIALTIES
- Bespoke Travel
- Eco-Tourism
- Small Ship Cruises
- Sustainable Travel
- Adventure
- Vacation Rentals
Jack M. says:
"Bill designed a very affordable nine-day trip for me to visit four states. He is very responsive and a pleasure to work with. I will definitely use hi
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Wendy Beckwith
Chicago, IL
Travel. Adventure. Wanderlust., an independent agent with Travel Leaders Albertville, MN
Wendy Beckwith
Chicago, IL
Travel. Adventure. Wanderlust., an independent agent with Travel Leaders Albertville, MN
Adventure Travel Consultant
DESTINATION SPECIALTIES
- Anchorage
- Angkor Wat
- Tokyo
- Machu Picchu
- Kauai Island
INTEREST SPECIALTIES
- Arts & Culture
- Hiking & Backpacking
- Independent Travel
- Theatre & Music
- Architecture
- Vacation Rentals
Rachel says:
"“I recently took a trip to Chicago and not having a whole lot of experience with travel or purchasing airline tickets I sought out some help. Wendy im
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Family and Leisure Travel Specialist
DESTINATION SPECIALTIES
- Walt Disney World
- Oahu Island
- Cancun
- Bahamas
- Disneyland
INTEREST SPECIALTIES
- All Inclusive
- Disney Vacations
- Universal Parks & Resort Vacations
- Beach Vacations
- Bachelorette Parties & Girlfriend Getaways
- Vacation Rentals
Liz and Terry says:
"Meg found us fantastic rates on our flight and booked us a really nice room at a lovely resort in Scottsdale. She took care of everything. All we had
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Julie Callas
Buffalo Grove, IL
Hammock Hideaways Travel, an independent agent with The Journey Group, a Travel Leaders Network Affiliate Agency
Julie Callas
Buffalo Grove, IL
Hammock Hideaways Travel, an independent agent with The Journey Group, a Travel Leaders Network Affiliate Agency
Europe & Caribbean Travel Specialist
DESTINATION SPECIALTIES
- Mykonos
- Santorini
- Riviera Maya
- Jamaica
- Punta Cana
INTEREST SPECIALTIES
- All Inclusive
- Adult Only
- Family Vacations
- European Culture
- Cruises
- Vacation Rentals
Stephanie says:
"Julie went above and beyond every step of the way! She took all of the stress out of traveling, especially during such uncertain times. From flight t
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Elizabeth Potocsnak
Burr Ridge, IL
Eventure Travel, an independent agent with Travel Leaders Albertville, MN
Elizabeth Potocsnak
Burr Ridge, IL
Eventure Travel, an independent agent with Travel Leaders Albertville, MN
Ocean Adventure, Fishing and Wine Tour Specialist
DESTINATION SPECIALTIES
- New Zealand
- Kona, Hawaii
- Kauai Island
- Australia
- Key West
INTEREST SPECIALTIES
- Beach Vacations
- Fishing & Hunting
- Family Vacations
- Outdoor Activities & Sports
- Culinary & Foodie
- Vacation Rentals
Jennifer Bernover
Highland Park, IL
Bernover Family Travel, an independent agent with Cruises & Tours, Unlimited, a Travel Leaders Network Affiliate Agency
Jennifer Bernover
Highland Park, IL
Bernover Family Travel, an independent agent with Cruises & Tours, Unlimited, a Travel Leaders Network Affiliate Agency
Family Travel Specialist
DESTINATION SPECIALTIES
- Florida
- Mexico
INTEREST SPECIALTIES
- Disney Vacations
- Family Vacations
- Holiday Travel
- All Inclusive
- Beach Vacations
- Vacation Rentals
Kelly Massa
Elgin , IL
TravelAble , an independent agent with TravelAble LLC, a Travel Leaders Network Affiliate Agency
Kelly Massa
Elgin , IL
TravelAble , an independent agent with TravelAble LLC, a Travel Leaders Network Affiliate Agency
Caribbean and Group Travel Consultant
DESTINATION SPECIALTIES
- Cancun
- Las Vegas
- Jamaica
- Playa Del Carmen
- Punta Cana
INTEREST SPECIALTIES
- All Inclusive
- Beach Vacations
- Casinos & Gambling
- Cruises
- Special Needs
- Vacation Rentals
Karri Riva
Ottawa, IL
Pineapple Escapes, an independent agent with Pineapple Escapes, LLC, a Travel Leaders Network Affiliate Agency
Karri Riva
Ottawa, IL
Pineapple Escapes, an independent agent with Pineapple Escapes, LLC, a Travel Leaders Network Affiliate Agency
Family Vacation Specialist
DESTINATION SPECIALTIES
- Italy
- Cinque Terre
- Bahamas
- Jamaica
- Punta Cana
INTEREST SPECIALTIES
- Disney Vacations
- Cruises
- Adult Only
- Destination Weddings
- Family Vacations
- Vacation Rentals
Group Travel and Destination Wedding Specialist
DESTINATION SPECIALTIES
- Hawaii Island
- Caribbean
- Virgin Islands
- France
- Spain
INTEREST SPECIALTIES
- Beach Vacations
- Adult Only
- Destination Weddings
- Coach Tours
- Theme Parks
- Vacation Rentals
Monica Makin
Orland Park, IL
Makin Travel & Events LLC, an independent agent with Nexion, LLC, a Travel Leaders Network Affiliate Agency
Monica Makin
Orland Park, IL
Makin Travel & Events LLC, an independent agent with Nexion, LLC, a Travel Leaders Network Affiliate Agency
Independent, Solo, LGBTQA & Small Group Travel
DESTINATION SPECIALTIES
- London
- Caribbean Sea
- Mediterranean Sea
INTEREST SPECIALTIES
- Culinary & Foodie
- Gay & Lesbian
- Family Vacations
- Women's Travel
- Vacation Rentals
CHERI HAMMONS
Chicago, IL
An independent agent with Mickey's Dream Vacations Inc, a Travel Leaders Network Affiliate Agency
CHERI HAMMONS
Chicago, IL
An independent agent with Mickey's Dream Vacations Inc, a Travel Leaders Network Affiliate Agency
Travel Specialist
DESTINATION SPECIALTIES
- Walt Disney World
- Cozumel
- Georgetown
- Montego Bay
- San Francisco
INTEREST SPECIALTIES
- Disney Vacations
- Family Vacations
- Cruises
- Honeymoons
- Universal Parks & Resort Vacations
- Vacation Rentals
Showing 1-20 of 22 Agents