
Places to stay near Bob O'Link Golf Club
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Top-rated holiday rentals near Bob O'Link Golf Club
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*King bed *Outdoor Living *Sought-After Area
Welcome to our sophisticated ranch style home, nestled in the serene, central Chicago neighborhood of Northbrook. This carefully curated home offers a peaceful retreat in a walkable neighborhood with nearby shopping and dining. With its elegant decor, comfortable furnishings, and modern amenities, the home provides a haven of relaxation. Whether you're enjoying a cup of coffee on the private patio or exploring the area, this home provides the perfect backdrop for a memorable vacation experience.

Unique porcelain-enamel paneled "Lustron" home
This rare modern post war home has a style all its own. Created by Carl Strandlund in Columbus Ohio, it consisted of prefabricated porcelain enamel covered panels inside and out making it durable and easy to clean. Easing the postwar housing shortage and its maintenance free design were its selling points. Great care has been taken to reflect its true character so enjoy the well thought out floor plan and huge yard. Close to Northwestern, Gilson park beach, and downtown Chicago via car or train.

Lovely studio near the beach! (and heated floors!)
Get away from the city to this studio in Highland Park. The newly renovated space has everything you need for a relaxing getaway—huge comfy couch, brand new bed with Brooklinen + Parachute bedding, pristine bathroom, and lots of amenities. Downtown Highland Park, Highwood, + the beach are just a walk away. There's access to grocery stores, restaurants, and shops, and you can retreat to the quiet of your studio when you're ready to unwind. Ps. For the winter months: We've got heated floors.

Cozy & Comfy 1bd In Historic Portage Park Bungalow
Make yourself at home in my comfortable Portage Park one bedroom garden apartment. This spacious condo is bright and airy with warm furnishings, a kitchenette with an island, private bedroom with a full bed and a modern bathroom with a glass walk-in shower. Portage Park is Chicago’s largest Polish neighborhood and is home to vintage charm, heaps of history and classic Chicago-style bungalows. The National Veterans Art Museum is a poignant must-see while you’re here with its combat-era art.

Master qtr close to nature & easy urban facilities
This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

Full Apartment green oasis in law suite
Beautiful & spacious 1 bedroom, 1 bath in law apartment. New windows with green views. Fragrance free home. There are Curtains in the living room & kitchen. Designated Parking onsite. Full kitchen full sized stainless appliances, private stackable washer and dryer machines & beautiful tile throughout. Bring slippers tile can be chilly to touch - if barefoot. Starbucks, parks, restaurants, dry cleaners & Jewel walking distance from apartment. Whole Foods & Target 7 min. drive. NO PARTIES.

2-Acre Highland Park Retreat with Heated Pool ~ 5*
Experience luxury of this award winning 6BR 4Bath family home in picturesque Northshore private estate. Spend day by the private heated pool, enjoy beauty of gardens, explore local landmarks, starting with the gates of neighborhood Michael Jordan estate. The stylish design and rich amenity list will leave you in awe. ✔ Two-Acre Estate ✔ 6 Comfy BRs ✔ Multiple Living Areas ✔ Full Kitchen ✔ Backyard (Pool, Lounges, BBQ) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

Round Lake Getaway Retreat
Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Charming in-law suite w/ use of deck and yard
Charming home in Highland Park. The space is my in-law suite which is in the lower level of my home and has its own full size kitchen and bathroom. We live up-stairs with our 3 little dogs so we will be available if you need anything during your stay. The in-law suite is set up like a studio and has one queen bed,a separate closet area and laundry. Please note- the suite is in the basement, but there is natural light. You have shared use of the deck/yard if desired.

Newly Rehabbed! 2br with Vintage Charm
Our 2 bed garden apartment in Ravenswood will be the ideal home base for your stay! Located in one of Chicago's vibrant Northside neighborhoods, you’ll experience local charm outside your door. The home has space for 5 and a newly renovated kitchen, though you may not have time to cook with many family-owned restaurants within walking distance! The Montrose Brown Line is only 3 blocks away, taking you downtown in 30 minutes and Lakeview/Lincoln Park in even less.

A Wonderful Getaway Home on the North Shore!
A perfect place to visit the northern highlights of Chicago! 1/4 mile from Ravinia! 1.5 miles from the Botanic Gardens! 30 minutes from Chicago (an hour and a half from Milwaukee). Close to trains, planes, and easy automobile access. A two-bedroom gem in the heart of so many wonderful things. Other local places include Northwestern University, Lake Forest, Winnetka, and Lake County. I have a cat living here, but he will accompany me when I leave.

Urban Comfort in the Heart of Chicago
This is the PRIVATE first floor of our duplex condo, with your own entrance/exit, 75" flatscreen TV, central heat/air, and a newly remodeled en-suite bathroom. We are in the middle of Chicago's vibrant Northside while still having the benefit of coming home to a tree lined one lane residential street. Please contact us with any questions at all before you book your stay.
Popular amenities for holiday rentals near Bob O'Link Golf Club
Condo rentals with Wi-Fi

❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D

Oakton St. Inn near Northwestern & Chicago 6ppl

Modern Izakaya Studio in Wicker Park

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Logan Square Beauty with 2 Bedrooms W/parking

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Spacious 4 Bedroom Condo

CHIC DOWNTOWN PENTHOUSE w/ private roof +parking
Family-friendly house rentals

Renovated Mid-Century, 4 bed/2.1 bath townhome

1mi to Beach | 2-Floor Loft | Foosball

Garden Suite 10 Min to O’Hare w/ Yard & Grill

Cozy Home near airport O’Hare

Chicago getaway for two!

Charming private guest suite in quiet neighborhood

Sleeps 7*Near Lightscape*Navy Base*Botanic Garden

Bohemian Bungalow - Highwood, Navy Base, & Ravinia
Apartment rentals with air conditioning

Charming, Sunny Apartment with Backyard Garden

Chic retreat near the best of Lakeview & Wrigley

Spectacular Pilsen Studio for 2!

Stylish & Modern 2 Bedroom Lincoln Square Condo

Huge Sofa-King Bed-Easy Parking-Private Deck-Retro

Cozy Apartment Near Shops + Train

Bright and Charming 2 Bed Evanston Condo w/Parking

Bright & Lofty Bucktown 1br
Other great holiday rentals near Bob O'Link Golf Club

Stylish Studio- Downtown Highland Park

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Cozy Chicago Suburban Apartment

Cabin 102 at 747 Lofts

Re-imagined 1880s cottage by Highwood, Metra, Lake

Cloudgate Room, minutes to O'Hare in Safest Area

The Pleasant Hill Cottage A Charmed Storybook Stay

Your relaxing stay in Highland Park
Destinations to explore
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- Wilmot Mountain Ski Resort
- The 606
- Raging Waves Waterpark




