
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.

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.

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.

Near Navy Base & Botanic Garden*Sleeps 7*King Bed
Newly renovated 3-bed, 4-bath home in Highland Park—steps from Ravinia Festival, 20 minutes from the Navy base and a quick train ride to downtown Chicago. Enjoy an open-concept living area, modern kitchen, and stylish, comfortable bedrooms. Ideal for families, military visits, or concertgoers, with easy access to shops, cafes, parks, and Lake Michigan. Relax after a day of exploring or attending concerts. Experience comfort, convenience, and the best of Highland Park. Book your stay today!

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!

Spacious Home-Great Lakes Close-Quiet Location
Executive Housing and Temp Relocation requests welcome — Top Ranked Lake Forest School District Kick back and relax at this charming 5BR, 4BA Lake Forest home—just a mile to the beach Tucked on a quiet street with a backyard that feels like your own private park, it’s perfect for family fun or a peaceful escape. Cook up something tasty in the full kitchen, play in the yard, or stroll to nearby shops and trails. Just an hour from downtown Chicago but feels like a world away.

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.

Designer's Dream in the North Shore!
Welcome to the newly designed cottage at Longmeadow. A tranquil escape from the city hustle of Downtown Chicago. Enjoy the serene setting while close proximity to town amenities, public transit and beautiful trails and parks. A cozy retreat in the wintertime to snuggle up with a great book and hot cocoa. It's also a perfect summer cottage for adventurers looking to take advantage of the beautiful landscape ! Check us out on: Instagram! longmeadowcottage

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.

Chic Studio in Downtown Highland Park near Metra
Welcome to downtown Highland Park! Enjoy comfort and convenience in our cozy studio with FREE PARKING. Only 5-minute walk to the Metra and a 15-minute stroll to Lake Michigan. Explore Fort Sheridan Forest Preserve and beach, only a short drive away. Surrounded by shops, cafes, parks, and dining, our well-appointed apartment offers the perfect stay in a vibrant, walkable neighborhood.

Spacious Evanston Unit - Walk to Northwestern U
Welcome to my contemporary and spacious garden level unit located on a tree filled, serene residential block in Evanston. Walking distance to Northwestern University, retail areas, trains, golf, and the lovely beaches of Lake Michigan! A Walgreens and a local brewery restaurant are just a few steps away. Plentiful free street parking and free EV chargers one block away.
Popular amenities for holiday rentals near Bob O'Link Golf Club
Apartment rentals with wifi

Sunny Apartment Just 2 Blocks from Wrigley and Boystown

Lovely top floor 2BR/2BA, steps from everything!

Oakton St Inn Northwestern Loyola Evanston Chicago

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

Newly updated 1BD/1B in Old Irving Chicago!

Cozy 3BR on Chicago's North Side & Free Parking

Cozy 1bdr Rogers Park, Loyola, Northwestern.

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

The Red Room

Master Bedroom w/Bathroom - safe and cozy

Room within a Cozy Cottage

Private Room in Elgin Treehouse

Skyline Room, near Medical Ctr, Upstairs

S3 Private cozy room. NO parking. 15min to O'Hare

4 miles to Airport, King bed. Near expressways.

Comfy suite-natural light. Shared bath
Apartment rentals with air conditioning

Chic retreat near the best of Lakeview & Wrigley

Adorable 1BR apartment near Northwestern

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

Newly Renovated, Spacious 2BR in Andersonville

Explore Chicago from an Urban Sanctuary with Free Parking

Charming Riverfront Stay | Heart of Downtown

Sunny Jumbo Studio

Cozy Garden Unit in Quiet Neighborhood
Other great holiday rentals near Bob O'Link Golf Club

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

Stylish Studio- Downtown Highland Park

02a. Full bed in Coed room - 3 mi to NWU

131 E. Park Ave - Unit 306

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

Garden Suite with Private Full Bath-Adults Only

Relaxing Standard Room l Free Airport Shuttle

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
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- The Beverly Country Club
- Raging Waves Waterpark
- Wilmot Mountain Ski Resort
- The 606