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Upscale Chicago Guest Houses

Experience Chicago with sophistication and style when you stay at the Celeste Properties' unique, luxury guest houses. Truly different than any other any other lodging in the city, our upscale properties combine the luxury, convenience, and artistic flair of the Chicago's finest boutique hotels with the comfort and space of a private home. Fully modernized and located in the heart of Chicago's cultural hub, each of our three vintage properties offers an inimitable experience for every type of traveler.

739 N. Wells

Located in the center of Chicago's River North neighborhood, our gorgeous, four-bedroom rental house provides the perfect layout for families and groups. Featuring two kitchens with top of the line appliances, a beautiful back porch, and designer décor, our 4,600 sq. ft. vacation rental allows you experience Chicago on your own terms. Steps from the city's most acclaimed galleries and minutes from Michelin-rated restaurants and world-class shopping, Celeste Properties' 739 N. Wells guest house promises a truly unparalleled stay.

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67 E. Cedar

Tucked away in Chicago's Gold Coast neighborhood at 67 E. Cedar, the Celeste Properties' two-unit bed and breakfast blends the iconic stateliness of old Chicago with convenience and style of the modern city. Fully appointed with state-of-the art appliances, designer amenities, and heavenly beds, our luxury B and B provides a true home-away-from-home in the heart of city. Located a block from the Magnificent Mile and steps from Chicago's breathtaking lakefront, our 67 E. Cedar bed and breakfast lays the City of Broad shoulders in the palm of your hand.

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68 E. Cedar

Our 68 E. Cedar property offers boutique accommodations for guests visiting the windy city. With seven spacious, modern, and comfortable suites, our unique bed and breakfast suites provide the most luxurious temporary housing in the entire city. Each apartment-style suite includes a private kitchen and bathroom and features quirky, one-of-a-kind décor that evokes our collective love for classic Hollywood. The four-floor guest house also includes a gorgeous common area and a quiet garden with an outdoor fireplace.

Explore Chicago's Finest Bed and Breakfast


Beautiful Sunny Florida Living

248 NE 1st Ave

Savor every moment in beautiful Delray Beach Florida when you stay at our luxury accommodations. Explore the beach (just a short walk away), quaint local areas, and all the sunshine Florida has to offer when you book a stay at 248 NE 1st Ave. Our property boasts an impressive 5 Bedrooms and 3 baths, which include 1BR/1BA in a detached carriage house. You will feel at home as you explore Delray Beach and the local award-wining restaurants. It doesn't get much better than this.

Relax in Florida's Best Kept Secret

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