Places to stay near Old Elm Club

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Top-rated vacation rentals near Old Elm Club

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Guest favorite

A cozy outdoor patio area features a round table with four chairs, complemented by a large umbrella for shade. A chaise lounge rests beside the table, all set on a paved surface surrounded by greenery and a wooden fence for privacy.

Home in Lake Forest

4.82 out of 5 average rating, 34 reviews

Parkside Cottage Near the Train

This special place is close to everything, making it easy to plan your visit. The property is nextdoor to South Park with tennis, pickelball, baseball and basketball courts. The bike path to uptown is directly behind the house. It does back up to the train you can take to downtown Chicago, just 30 minutes away. The property is 1 Mile to the public beach and uptown Lake Forest and only .5 mile to Lake Forest College. It has a unique charm having been built in 1920. There's only one toilet.

Top guest favorite

The cozy living room is designed with soft seating arrangements and a wooden coffee table at the center. Natural light flows through nearby windows, enhancing the inviting atmosphere. A chandelier and wall mirror add character, while decorative accents on the table provide visual interest.

Home in Highland Park

4.96 out of 5 average rating, 130 reviews

Charming Ranch-Style Cottage

Escape the hustle and bustle of the city in this relaxing, cozy, cottage that is a few blocks away from downtown Highland Park and Highwood, with great restaurants, bars and coffee shops. It is perfect for single travelers, couples, or a small family. We are grateful for the amazing Airbnb hosts across the globe, who opened their homes to us, and made our trips so memorable. So when we bought our own home, it was only right that we would return the favor and open our home to fellow adventurers

Superhost

A cozy studio apartment features a spacious bed with crisp linens, complemented by a modern black and white wall art piece. A small dining table is positioned nearby, alongside a decorative plant and a lamp providing soft light. Natural light enters through a window dressed with blinds.

Apartment in Highland Park

4.86 out of 5 average rating, 111 reviews

Chic Studio in Downtown Highland Park near Metra

Welcome to downtown Highland Park! Experience comfort and convenience in our cozy studio apartment with FREE parking. Just a 5-minute walk to the Metra, and within a leisurely 15-minute stroll, enjoy breathtaking views of Lake Michigan. Explore historic Fort Sheridan Forest Preserve and beach, only a quick 5-minute drive away. Discover delightful dining, gelato shops, parks, and more—all within walking distance. Our well-appointed apartment ensures a memorable stay in this vibrant neighborhood.

Guest favorite

The exterior features a welcoming entrance with two chairs positioned next to a small table. A sign stating 'WELCOME' is displayed prominently. Windows with closed blinds allow filtered light, and a pathway leads from the driveway to the entrance.

Guest suite in Zion

4.89 out of 5 average rating, 207 reviews

Non-smoking, attached mother-in-law suite.

25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard from 7AM to 7PM.

Guest favorite

A charming entryway is featured, showcasing a white shingled exterior with green shutters. Two metal chairs surround a small round table, providing a cozy outdoor seating area. The front door is framed by a gabled roof, inviting guests into the studio.

Apartment in Highland Park

4.92 out of 5 average rating, 170 reviews

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.

Top guest favorite

A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.

Guest suite in Riverwoods

4.96 out of 5 average rating, 413 reviews

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.

Top guest favorite

The living area features a velvet sofa adorned with colorful pillows, complemented by a matching armchair. A glass coffee table is centered on a patterned area rug, with a bookshelf displaying decorative items and books in the background.

Guesthouse in Lake Forest

4.95 out of 5 average rating, 129 reviews

The Green Door - safe and calm with walkability

This charming guesthouse in Lake Forest is only steps away from beautiful Market Square — the historic retail center of the community. Inside it features loads of light, in-unit washer and dryer, a well-equipped kitchen and a professionally designed stylish and calming interior. Outside, it has a vintage (ie. older) porch/breezeway with classic outdoor games. Walk to two grocery stores, bars/restaurants and our historic train station that connects to Chicago and various corporate shuttles.

Top guest favorite

A spacious living room is featured with a comfortable sectional sofa, accented by several pillows. A coffee table is centered on a soft area rug, while large windows allow natural light to illuminate the space. Potted plants add a touch of greenery to the decor.

Apartment in Highland Park

5 out of 5 average rating, 46 reviews

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.

Superhost

A cozy living area features two windows dressed with light curtains, allowing natural light to fill the room. A dark sofa is paired with a textured rug on the floor. A small desk with a chair provides a dedicated workspace, accompanied by decorative shelves and a potted plant.

Apartment in Waukegan

4.82 out of 5 average rating, 139 reviews

Cozy Corner, stylish 1bed near Navy Base!

Kick back and relax in this calm, stylish space. This is a newly remodeled 1 bedroom apartment. The Cozy Corner is designed to be a place of peace, for rest and relaxation. Feel right at home in this beautiful apartment. The kitchen is stocked with plenty of utensils and cookware for your favorite meal. Be sure to relax by the indoor fireplace and watch your favorite movies. Dedicated work space with desk and fast wifi perfect for traveling professionals. Longer stays discounted!

Top guest favorite

A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.

Home in Round Lake Beach

4.99 out of 5 average rating, 155 reviews

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!

Top guest favorite

A modern kitchen features sleek cabinetry and granite countertops, with an island and two bar stools. Stainless steel appliances, including a refrigerator and stove, are prominent. Soft overhead lighting enhances the neutral color palette, and an adjacent pantry is visible through an open door.

Guest suite in Highland Park

4.97 out of 5 average rating, 147 reviews

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.

Superhost

A cozy bedroom features a black metal bed frame adorned with soft pillows in pink and green hues. Textured white bedding is spread across the bed. Natural light filters through the large windows, complemented by light-colored curtains, and a nightstand sits beside the bed.

Guesthouse in Lake Forest

4.79 out of 5 average rating, 111 reviews

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