Holiday rentals with lake access in Near North Side

Amazing Location! Spacious Duplex Getaway

Welcome to your perfect getaway! This beautifully renovated duplex is ideally located, just steps away from charming coffee shops, local restaurants, and Lake Michigan. Only 2 blocks from Metra and CTA stops, you will have convenient access to downtown Chicago, Wrigley Field, Northwestern University and much more. With a free off-street parking spot, comfortable king-sized beds and fast wi-fi, whether you're here to explore or just relax, you'll love the convenience and comfort this home offers.

Coach House Art Studio 2BR, By Northwestern

Escape to the charming Coach House Art Studio nestled in Evanston, just steps from downtown and Northwestern. This bright and creative space blends contemporary vibes and cozy comforts. Whether you’re here for work, university, or a relaxing getaway, enjoy easy access to restaurants, transit, and the lake. Come stay where art meets home. New 55” smart TV added to the living room w/ multiple streaming services and an in unit washer and dryer. Registration #: STR011 Date of Issuance: 05/20/2025

Huge 3 Bed Apt w/2 offices, free parking, near NU

This large, sunny, second-floor, walk-up apartment is centrally located, about a mile from Northwestern University and close to parks, trails, and Lake Michigan. Featuring 1600 sq feet of hardwood floors, bright windows, and brand-new stainless-steel appliances, this space blends charm and convenience. Enjoy the comfort of central air and heat, 3 bedrooms, 2 full baths and in-unit washer/dryer. The neighborhood is peaceful and quiet, yet walkable to grocery stores, restaurants, and coffee shops.

The Spa of Downtown Whiting

so close to Chicago but so far away. NEWLY REMODELED AND COMPLETELY FURNISHED. There's so much to enjoy in this incredible converted 2 flat, now a single unit. WE COMPLETELY RIPPED ON AND REDID THE ENTIRE INTERIOR. 1ST Flr-spa w/ 2 person jacuzzi, shower, continuous hot water, family room, kitchen 2nd flr, sitting room w/ TV and surround sound, 2 bedrooms, w/ bathroom and bath/shower. -FRONT BALCONY, -SPEAKERS THROUGHOUT -BLOCKS FROM THE BEACH & WOLFE LAKE -PERFECT LOCATION FOR PIEROGIFEST

Evanston 2BR 2Bth 1 Blk to Beach

With its older charm, modern comforts, and unbeatable proximity to the beach, this 2-bedroom, 2-bath unit offers an ideal getaway. Only 1 block from beautiful Lake Michigan and South Blvd Beach, you will love our spacious, sunny apt. Whether you're staying for a short visit or a lengthy one, you'll feel the comfort of home on a tree-lined street. The unit has hardwood floors throughout, comfortable bedrooms, a fully stocked kitchen, dining room, and a sunroom looking out on the backyard patio.

3 Luxury Master Suites by Gardens, Lake & Chicago

Welcome to your elegant Glencoe retreat on Chicago’s North Shore. This bright & beautifully finished home offers the perfect mix of comfort and sophistication with its 3-bedroom, 3-bathroom + queen sleeper sofa & 2 living rooms. Each bedroom has its own full bathroom, giving every guest privacy and convenience — a rare luxury in a vacation rental. Minutes from Chicago Botanic Gardens & Glencoe Beach. Perfect getaway to spend sunny days enjoying the charm of the North Shore. Family amenities

Historic Coach House in Evanston Near Beach & Town

Stay in the Coach House of this exquisitely restored Historic Landmark Manor House, one block to Lake Michigan's beaches and close to town and NU. Enjoy the entire coach house which is renovated and includes a large bedroom with king bed and desk, a sun-filled living room/dining room, a full bath with claw-foot soaking tub and shower and a kitchen with amenities. The space can be equipped with an air mattress for an extra guest. Also available is a 3rd floor guest suite in the main house.

Charming, Sunny Apartment with Backyard Garden

House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

A guest suite centrally located, but so quiet

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Westmont 3/2 duplex Fire sunsets, Firepit, lake

Near great shopping and dining. Enjoy wonderful sunsets and quiet lake activity. Fully Stocked 20 acres lake with a neighborhood beach next door. Easy commute to downtown while enjoying the peace and quiet. Feel like you are on vacation every day. Perfect for a staycation. Cleaned to Cdc standards. This duplex is a gem in Western suburbs! Pet friendly (fee). Fire pit (bring Wood), paddleboat, kayaks. Grill and fully stocked kitchen.

Three Kings Chicago. Royal experience. Cloud beds!

Life is busy. Find time for each other! Remember how it was before? Special occasions: birthday, anniversary, romantic packages. 4 pm check-in, check-out 10 am. Early check-in 7 am, check-out 8 pm (Based on availability, $100) No cleaning tasks for guests. Fully equipped kitchen; two King adjustable massage beds. Step-free access, small dog-friendly, EV charger (extra), 75” TV, Laundry, Bidet... Breakfast, dinner on demand

1/2 mile to NU, 5min walk to Lake, Swim Spa Pool

Welcome to one of Evanston's most distinctive homes, nestled in the historic neighborhood. This spacious 5-bedroom retreat is ideal for families or sports teams, offering 9 beds and a wealth of amenities. Enjoy a luxurious swim spa, a outdoor fire pit, and a piano indoors. Stay entertained with Bluetooth speakers, board games, and smart TVs with all streaming services, a fully equipped kitchen, and comfortable furnishings.