Near North

We selected the [listingCount] homes worth renting in this location

Book a stay in one of the best homes in [destination]

A striking interplay between tradition and trend elevates this property nestled within the vibrant Streeterville neighbourhood. Combining nostalgic tales of Chicago's history with an undercurrent of worldwide allure, it resonates an Italian villa's flair and far-reaching design sensibilities. Here, the city's ceaseless energy meets a haven of international vibes. As you step inside, the culture-imbued downtown lifestyle ebbs away to early European architecture, allowing you to luxuriate in your private sanctuary amid The Windy City's dynamic heart. Indulge in this cultural infusion where chic urban living and classic charm coexist, providing an unmatched tranquil experience for discerning guests. Your idyll awaits at the city centre where leisure and convenience come naturally.

The Urban Villa

This home is the perfect place to relax and enjoy your stay in Chicago. The home is located in the Gold Coast neighborhood, which is known for its luxury shops, fine dining, and lake Michigan charm. The home is also close to the ice skating rink at Millennium Park, so you can enjoy some winter fun.

The Lion

Welcome to a gem nestled in the heart of Chicago's Financial District, offering guests a unique blend of historical architecture, city excitement and stunning views over the Chicago Riverwalk. The location is unmatched, mere steps away from Millennium Park and State Street, both alive with incredible cuisine and eclectic shopping experiences. Each corner of this domicile captures the iconic charm of downtown Chicago, promising an unforgettable stay. For those seeking solace amidst the city buzz, multiple quaint spots within provide restful retreats. Please note, guests are required to undergo a screening process and provide suitable ID for their stay. We place high importance on the security and wellbeing of our guests.

Charming Chicago Charm

Welcome to The Lincoln! To ensure safety, all guests must pass our screening process and provide proper ID. A $1,000 security deposit is required for your booking, accepted on Major Credit Cards only, per our House Rules.

The perfect urban escape, nestled in Chicago's vibrant Fulton River District, with an array of dining, shopping, and entertainment options just moments away. Step inside this stylish retreat to discover a world of modern comfort and luxury. Immerse yourself in the breathtaking skyline views from your private balcony, providing an awe-inspiring backdrop to create cherished memories. Indulge in a sensory experience filled with contemporary elegance and serene ambiance. This oasis of tranquility is the ideal place to unwind and recharge after exploring the bustling city. Let The Lincoln transport you into a realm of unmatched urban serenity.

Elevated Luxe

This pet-friendly apartment in Downtown Chicago puts the best of the city at your feet. Millennium Park, The Art Institute, theatres, restaurants, and shops are all just a short stroll away. When you’re ready to retreat, the home’s sleek kitchen with breakfast bar and two light-filled bedrooms make a stylish sanctuary. And with shared perks like a rooftop pool overlooking the skyline, a gym, cinema, games room, and even a poker lounge, the building itself feels like a destination.

Chicago Chic

Make a date with The Blues, a delightful haven nestled in the West Loop. This home away from home exudes an unmistakable charm, harmonising old-world coziness with a dash of modernity. This culinary and cultural hub is now among Chicago’s most desirable locations, having evolved from its industrial roots into a buzzing hotspot perfect for food lovers and night owls alike. Greet the morning sun rejuvenated, setting out on your day's adventure amidst the wealth of nearby gastronomic havens, eclectic boutiques, and vintage markets. As twilight descends, let your ears guide you through winding streets to a medley of live music venues which will serenade you into the night. Delightfully appealing yet subtly enticing is this abode's magic—welcome to a symphony of urban charm.

Artists' Rendezvous

Set in the heart of Chicago’s buzzing West Loop, this modern apartment is the perfect base for exploring the city. Step outside and you’re moments from acclaimed restaurants, vibrant markets and cultural landmarks – but when you’re not out and about, the building has plenty to keep you entertained. Work up a sweat in the gym or yoga studio, then wind down with cocktails on the rooftop terrace as the skyline lights up around you. The apartment itself is modern and comfortable, with a private balcony for a quieter moment. We think this is a Chicago stay made for every adventure and downtime too.

The Chi-town Charm

Step inside The Leto, where classic charm mingles with vibrant culture in the bustling Streeterville neighborhood of Chicago. This locale promises an immersive experience into not only traditional Chicago history but also the nuances of Italian villa architecture and other globally inspired design details. It's as if the heart of Italy has effortlessly merged with the pulse of The Windy City itself, filling every corner with an intoxicating sense of heritage and cosmopolitan loftiness. A rich visual feast that mirrors its bustling environment, this property provides an enriching escape. Packed with energy yet undeniably tranquil, it inspires equal parts exploration and relaxation.

Chicago Vista

Picture yourself unwinding amidst the spirited charm of River West in The Kane. The vivacious neighborhood edges the restful waves of the Chicago River, its boulevard bustling with inviting eateries, captivating bars, and eclectic boutiques. Nesting there harmoniously is a beguiling blend of visionary artists, dynamic professionals, and delightful families. The property respects your safety by running a careful screening process for all potential guests and to secure your comfort during your retreat, requires a security deposit that is accepted on all Major Credit Cards. So, embark on this urban exploration in peace knowing that you are supervised with the utmost diligence.

The Chicago River Rhapsody

Immerse yourself in the heart of downtown at this retreat tucked away in Chicago's vibrant Financial District. Each experience here invites a journey into iconic city attractions, folds back layers of historic architectural treasures, and strolls along river cruises or the fabled Riverwalk. Dip your toes into Millennium Park or toast with friends at spectacular dining places dotting State Street. This sanctuary envelopes you in its inviting energy, embodying an impressive passphrase to the city's captivating rhythm. Subtle strokes of enchantment are found in every corner, from enjoying skyline views to indulging in cozy moments after absorbing a day rich with exploration. Here, experiences embody adventures, evoking remnants of a day well spent, reflecting the character of stand-out architecture enveloping you. Your temporary haven urges an engagement with surroundings as it embraces you with warmth seeping from crevices of its unique construction.

Chicago Charisma

Welcome to The Willis! To ensure safety, all guests must pass our screening process and provide proper ID. A $2,500 security deposit is required for your booking, accepted on Major Credit Cards only, per our House Rules.

The perfect urban escape, near Chicago's West Loop, with plenty of options for dining, shopping and entertainment . Featuring a private balcony with skyline views, this contemporary style gem will give you the ultimate luxury living experience.

Metropolis Respite

United Kingdom luxury cottages

England luxury cottages

Wales luxury cottages

Scotland luxury cottages

Edinburgh airbnb alternatives

York airbnb alternatives

Cornwall luxury cottages

Cumbria luxury cottages

Devon luxury cottages

Dorset luxury cottages

Kent luxury cottages

Norfolk luxury cottages

Northumberland luxury cottages

Pembrokeshire luxury cottages

Somerset luxury cottages

Suffolk luxury cottages

The Cotswolds luxury cottages

Yorkshire cottages

United Kingdom

London airbnb alternatives

London luxury aparthotels

London luxury serviced apartments

London luxury short stay rentals

London luxury vacation rentals

London

Paris airbnb alternatives

Paris luxury aparthotels

Paris luxury short stay rentals

Paris luxury vacation rentals

Paris

Los Angeles airbnb alternatives

Los Angeles luxury vacation rentals

New York airbnb alternatives

New York luxury short stay rentals

New York luxury vacation rentals

Joshua Tree airbnb alternatives

Palm Springs airbnb alternatives

Palm Springs luxury vacation rentals

San Diego airbnb alternatives

United States

Italy luxury villas

Rome airbnb alternatives

Rome luxury vacation rentals

Milan airbnb alternatives

Florence airbnb alternatives

Venice airbnb alternatives

Apulia Luxury Villas

Sicily luxury villas

Tuscany luxury villas

Lake Como

Sorrento airbnb alternatives

Amalfi Coast airbnb alternatives

Italy

Spain luxury villas

Barcelona airbnb alternatives

Barcelona luxury aparthotels

Barcelona luxury vacation rentals

Madrid airbnb alternatives

San Sebastian airbnb alternatives

Canary Islands luxury villas

Costa del Sol luxury villas

Ibiza luxury villas

Malaga airbnb alternatives

Mallorca luxury villas

Marbella luxury villas

Spain

Portugal luxury villas

Lisbon airbnb alternatives

Porto airbnb alternatives

Algarve luxury villas

Madeira luxury villas

Portugal

Greece luxury villas

Athens airbnb alternatives

Crete luxury villas

Corfu airbnb alternatives

Mikonos airbnb alternatives

Rhodes luxury villas

Santorini airbnb alternatives

Greece

Berlin airbnb alternatives

Cape Town

Copenhagen airbnb alternatives

Dubai airbnb alternatives

Tel Aviv airbnb alternatives

Barbados luxury villas

Cyprus luxury villas

French Riviera luxury villas

Other

Top Destinations

Destinations

Near North Accommodation

Near North Accommodation for Groups

Near North Airbnb Alternatives

Near North Boutique Hotel Alternatives

Near North Holiday Rentals

Near North Hotel Alternatives

Near North Long Stay Rentals

Near North Monthly Rentals

Near North Self-Catering Apartments

Near North Short Stay Rentals

Near North Vacation Rentals

Types

Book a stay in one of the best homes in Near North

We selected the 58 homes worth renting in this location

Who's coming along?

Home spotlights in Near North

We selected the top 3% holiday homes in Near North

Most popular homes in Near North

Check upcoming rates & availability for Near North

Frequently asked questions