Vacation rentals in Riverwoods

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

Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

*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.

Cozy Home near playground

Welcome to your cozy home away from home! This peaceful suburban house is perfect for families, couples, or business travelers looking for a quiet stay near Chicago. Located just 15 minutes from O’Hare Airport, our home offers: A private backyard – great for relaxing A quiet neighborhood with a nearby playground Fully equipped kitchen & comfortable living space Fast Wi-Fi, smart TV, free parking ✅ Family-friendly ✅ Self check-in ✅ Clean, quiet, and safe Book your stay and make yourself at home!

Bohemian Bungalow - Highwood, Navy Base, & Ravinia

VINTAGE CHARM Comfy, clean two-story home flooded with natural light on quiet street—ideal for family visits, military graduations, concertgoers, etc. -Dedicated office -Sprawling kitchen -Retro fridge -Coffee/tea bar -Full dining room -Bluetooth speaker -SmartTV -Bedside charging -Luggage racks -Books & games -Parking -Small fenced yard with firepit LOCALE Btw Highland Park & Highwood: dining, music, shopping. Close to Metra train to Chicago or Naval Station. Near Ravinia, beach, & bike path.

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.

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.

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.

131 E. Park Ave - Unit 306

Keep it simple at this peaceful apartment walking distance to fantastic downtown Libertyville. Very nicely maintained building with elevator. 7 miles to Great Lakes Naval Base. Super clean unit with all brand new furnishings. HD smart TV's with cable in both the living room and bedroom. There is a comfortable rollaway bed behind the couch that is perfect for one person. Fast Wi-Fi with dedicated work desk. Ample free parking right in front of the building. On-site laundry one floor down.

Modern - 1 Bed + Airbed - 1Bath - Apartment

Enjoy this newly remodeled 1,100 sq ft apartment! Attached to my 13,000 sq ft building is my former landlord's shop and entertainment room. I recently moved to another building and decided to turn this into an Airbnb. 120" Screen Soundbar- 24/7 65" & 50" w/speakers Standing desk with monitor + printer Foldable spring and a 4" foldable mattress. Smart home 1 King Bluetooth speaker Small private patio + large brick patio. Rooftop access Lounge access (fee) Free coffee, sugar, etc.

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!

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

Month-to-Month Secure 1 bedroom+office and dining

Our 1 bedroom + den apartment is peaceful & stylish for your monthly living needs. Very quiet building, 2nd floor apartment with no neighbors above or below. Centrally-located 2 blocks from UP-N Metra, the apartment includes: stocked kitchen (no dishwasher), free shared laundry, free overnight parking (must provide license plate), and private sleeping on a king-bed with adjustable base. An additional twin bed may be added for guests (added fee).