
Discover the Best Resort Vacations
Explore the top resorts, from luxury beachfront escapes to family-friendly all-inclusive resorts and relaxing spa retreats. Whether you’re planning a weekend getaway or an extended vacation, the Ranch Triangle offers world-class resort destinations for every travel style, season, and budget.
Guests
- Hotels
- Villas
- Cabins
- Rentals
- Cottages
- Resorts
- Accommodations
- Chicago
- ·
- Wrightwood Neighbors
- 0.25 mi to center
-
Parking
-
Air Conditioner
-
Internet
-
Security/Safety
-
Parking
-
Air Conditioner
-
Internet
-
Security/Safety
- Chicago
- ·
- Near North Side
- 0.42 mi to center
-
Breakfast
-
Parking
-
Pool
-
Spa
-
Breakfast
-
Parking
-
Pool
-
Spa
- Chicago
- ·
- Downtown Chicago
- 0.45 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
- Chicago
- ·
- Downtown Chicago
- 0.21 mi to center
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
- Chicago
- ·
- Downtown Chicago
- 0.33 mi to center
-
Balcony/Terrace
-
Air Conditioner
-
Internet
-
Child Friendly
-
Balcony/Terrace
-
Air Conditioner
-
Internet
-
Child Friendly
- Chicago
- ·
- Downtown Chicago
- 0.21 mi to center
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
- Chicago
- ·
- Lake View East
- 0.15 mi to center
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
- Chicago
- ·
- Lincoln Park
- 0.23 mi to center
-
Hot Tub
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Hot Tub
-
Breakfast
-
Parking
-
Balcony/Terrace
- Chicago
- ·
- River North
- 0.35 mi to center
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
- Chicago
- ·
- Near North Side
- 0.31 mi to center
-
Child Friendly
-
Security/Safety
-
Child Friendly
-
Security/Safety
- Chicago
- ·
- River West
- 0.33 mi to center
-
Air Conditioner
-
Internet
-
Accessibility
-
Bedding/Linens
-
Air Conditioner
-
Internet
-
Accessibility
-
Bedding/Linens
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Chicago
- ·
- Pulaski Park
- 0.23 mi to center
-
Breakfast
-
Kitchen
-
Air Conditioner
-
Internet
-
Breakfast
-
Kitchen
-
Air Conditioner
-
Internet
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
- Chicago
- ·
- River North
- 0.64 mi to center
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Chicago
- ·
- Roscoe Village
- 0.04 mi to center
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Chicago
- ·
- Downtown Chicago
- 0.41 mi to center
-
Parking
-
Pool
-
Ocean View
-
View
-
Parking
-
Pool
-
Ocean View
-
View
- Chicago
- ·
- Downtown Chicago
- 0.41 mi to center
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
- Chicago
- ·
- Sheffield Neighbors
- 0.27 mi to center
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
-
Internet
-
Child Friendly
-
Laundry
-
Security/Safety
-
Internet
-
Child Friendly
-
Laundry
-
Security/Safety
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Chicago
- ·
- Streeterville
- 0.21 mi to center
-
Breakfast
-
Parking
-
Pool
-
Kitchen
-
Breakfast
-
Parking
-
Pool
-
Kitchen
- Chicago
- ·
- Downtown Chicago
- 0.17 mi to center
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
- Chicago
- ·
- Streeterville
- 0.51 mi to center
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
- Chicago
- ·
- Downtown Chicago
- 0.53 mi to center
-
Parking
-
Air Conditioner
-
Wheelchair Accessible
-
Accessibility
-
Parking
-
Air Conditioner
-
Wheelchair Accessible
-
Accessibility
- Chicago
- ·
- Mid-North District
- 0.17 mi to center
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
Find the Perfect Resort Vacation in the Ranch Triangle
What makes our resorts stand out?
Verified Properties
Every vacation home shown on Resort Vacation comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Popular Resort Destinations in the Ranch Triangle
What are the Top Resort Locations Across the Ranch Triangle?
Discover resorts in the most sought-after travel destinations nationwide:
Royal George Theater
Royal George Theater VACATION RENTALSAll She Wrote
All She Wrote VACATION RENTALSHow to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the Ranch Triangle. Once you find the perfect resort, you’ll be seamlessly guided to our partner’s secure booking platform to complete your reservation with confidence.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Common Resort Vacation Amenities in the Ranch Triangle
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the Ranch Triangle, designed for comfort, convenience, and memorable experiences.
Indoor Amenities
Spacious guest rooms and suites
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Places to Stay with Resorts Vacations
Looking for the perfect resort vacation in the Ranch Triangle? Discover a curated collection of resort stays offering comfort, convenience, and unforgettable experiences in top destinations nationwide. Whether you’re searching for a beachfront resort, a family-friendly escape, or a luxury retreat, Resorts Vacations makes it easy to explore and compare verified resort options for your next getaway.
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Chicago
- ·
- Downtown Chicago
- 0.17 mi to center
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
- Chicago
- ·
- Streeterville
- 0.21 mi to center
-
Breakfast
-
Parking
-
Pool
-
Kitchen
-
Breakfast
-
Parking
-
Pool
-
Kitchen
- Chicago
- ·
- Streeterville
- 0.51 mi to center
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
- Chicago
- ·
- Downtown Chicago
- 0.53 mi to center
-
Parking
-
Air Conditioner
-
Wheelchair Accessible
-
Accessibility
-
Parking
-
Air Conditioner
-
Wheelchair Accessible
-
Accessibility
Resorts Vacations FAQs
What are the top vacation rentals in Ranch Triangle?
There are a lot of options in Ranch Triangle. If you plan on staying in the Ranch Triangle area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Ranch Triangle:
- The Hotel & Athletic Club at Midtown
- Sports Illustrated Resorts Chicago
- Boutique King Room at Hotel Blake Near Millennium Park & Willis Tower
- Studio Plus at Hilton Grand Vacations Club Chicago Magnificent Mile Downtown
- Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!
- A Place You'll Surely Enjoy! Close to Chicago Vietnam Veterans Memorial
- Your Relaxing Getaway Awaits! 4 Posh Units, Pets Allowed, Near Picasso Statue
- Visit Chicago! 4 Modern Units near 360 Chicago and Oak Street Beach! Parking!
- Better Choice for your Vacation! 3 Convenient Units, Close to Chicago Riverwalk
- Vacation Day Is Always A Great Idea! Pets are Allowed, Near The River Theater
How many vacation rentals have private pools in Ranch Triangle?
There are 70 vacation rentals with private pools near Ranch Triangle. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Ranch Triangle are best for families?
If you are looking for a family-friendly vacation home in Ranch Triangle, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Ranch Triangle:
How many vacation rentals are available in Ranch Triangle?
Currently, the total number of properties listed in 2026 is over 13 in the Ranch Triangle area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Ranch Triangle.
More Resorts Vacations to Explore
- Chicago
- ·
- Streeterville
- 0.21 mi to center
-
Breakfast
-
Parking
-
Pool
-
Kitchen
-
Breakfast
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
- Chicago
- ·
- Downtown Chicago
- 0.17 mi to center
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Chicago
- ·
- Streeterville
- 0.51 mi to center
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
- Chicago
- ·
- Downtown Chicago
- 0.53 mi to center
-
Parking
-
Air Conditioner
-
Wheelchair Accessible
-
Accessibility
-
Parking
-
Air Conditioner
-
Wheelchair Accessible
-
Accessibility