Holiday rentals in North Shore Beach

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.

The Holiday House by the Lake! 2br/2bth

Come enjoy the holidays at this incredibly festive and modern 2 br/2 bth garden unit steps from the beach! Large kitchen, perfect for entertaining. Bth 1 has body sprays & rain head shower and Bth 2 has a jetted bath. Walking distance to local bars, restaurants, Loyola & the Red line train stop. Garage parking is avail for $25 per night. You must reserve at the time of booking by sending a request as spaces are limited. Large vehicles may not fit-please send host vehicle’s model name/size

Newly Renovated, Spacious 2BR in Andersonville

Welcome to your newly renovated 2nd floor oasis! Located on a serene residential street, with a private parking space and backyard, this cozy retreat is nestled between the vibrant Edgewater and Andersonville neighborhoods. Indulge in a plethora of dining and entertainment options just steps away, or take a 15-minute stroll to the CTA Redline for easy access to downtown. With a new Metra stop at the end of the block and less than 10 miles from the heart of the city, your urban adventure awaits!

The Cozy Suite

Welcome to the Cozy Suite, a clean and cozy 2 bedroom private apartment Located in the beautiful Edgewater neighborhood. We're just a block away from the Metra train, a 6 minute drive to Loyola university and the beautiful Lake Michigan Foster beach. And 15 to 20 minutes from Downtown Chicago. The apartment includes * 2 full beds * 1 single sofa bed * 1 single day bed * Free Parking Please see list of amenities for more details This is a garden unit, it’s s down only 6 steps (no elevator)

Modern 1 BR Near the L, Beach - Bright and Sunny!

Our bright and modern 1-bedroom apartment awaits in Chicago’s Edgewater neighborhood! This private, sun-filled space features a separate entrance and is designed or comfort and convenience. The bedroom includes a king-size bed and the living room offers a pull-out sofa. You’re within walking distance of Hollywood Beach and the lakefront, The Red Line “L” train is just a short walk away. Andersonville is only 10 minutes away, where you’ll find charming shops, cafés, and great dining options.

The Loyola Garden Flat: Huge 2BR Near Lake

Welcome to our spacious 2 bedroom garden apartment in a classic Chicago two-flat. There is plenty of room for families, friends, or business travelers to spread out. Located on a quiet, tree-lined street, you're just a short walk from Loyola, the Red Line, restaurants, coffee shops, and grocery stores. Whether you're visiting Loyola, catching a Cubs game, or exploring downtown, you'll enjoy easy access to Chicago's top attractions while returning each evening to a peaceful neighborhood.

Summer Break Incoming! Live Like an A-ville Local!

Welcome to Andersonville! 2 blocks from bustling Clark St, guests will get to enjoy private access to our upper duplex unit (floors 2 and 3) that has been tastefully decorated and stocked with all of the amenities needed to feel right at home. If you like to cook or bake, you will enjoy our gourmet kitchen, stock with everything needed to prepare any meal: blender, instant hot water tap, Nespresso, toaster, etc. In the fall, please enjoy our shared backyard space with fire pit and grill!

Beautiful Three Bedroom Apartment Near Loyola

Welcome to our beautiful 3 bedroom apartment just blocks from Loyola University. Fully furnished apartment with one queen bed, two full beds, and one pull-out futon. Amenities include full kitchen, dining room, and 2 bathrooms. WiFi, cable, 3 televisions throughout the apartment and sunroom and back yard too! Close to public transportation, the lake, and dozens of dining options within walking distance. One (1) City Street Parking Pass will be provided for each night of your stay.

Alluring Condo w/ Pri. Prkng Cls to Transit &Beach

Our 3 bedroom and 2 bathroom condo has a perfect open layout for any size group that is traveling together. You'll have a ton of open space to share and feel at home, while also choosing from 3 bedrooms to get some privacy as well. Each bedroom has a queen size bed, while the master bedroom also has its own full size private bathroom. Feel free to stay in and cook with our fully equipped kitchen, enjoy the 65 inch Roku TV, and gather around the very large island.

NEW The Ivory Nest near beach and CTA

Experience the best of Chicago from this charming 1 bedroom just steps from Lake Michigan and Loyola Park. Relax in a thoughtfully designed space featuring modern comforts, a fully equipped kitchen, and a warm, inviting atmosphere. Walk to the beach, CTA, lakefront trails, restaurants, cafés, shops, and public transit. Whether you're here for business or a city getaway, this cozy retreat offers the perfect blend of comfort, convenience, and neighborhood charm.

Victorian House in Heart of Rogers Park

Newly restored Victorian house giving you a touch of Chicago's history with modern comfort. Feel at home away from home with fully equipped kitchen, entire house, and outdoor spaces with beautifully landscaped garden for lounging, grilling, and chilling. Large screen TV in living room and TVs in each bedroom. Fast Wi-Fi throughout the house. Walking distance to public transit, restaurants, bars, beach and shopping. Designated parking. #TheCatalpa

Modern Andersonville 1BR | Walk to Lake & Cafés

This thoughtfully designed, sun-filled, clean 1 Bedroom 1 Bath is located in the heart of Andersonville- just steps to Chicago's best cafés, boutiques, and lakefront trails. Perfect for remote workers, couples and solo travelers looking for a True Chicago neighborhood experience. Having been in our family since 1984, we take pride in providing guests with an experience that blends history with modern day comforts.