The Guesthouse Hotel
Tucked away in the walkable Andersonville neighbourhood eight miles from downtown Chicago, this charming boutique hotel wins devoted repeat guests with its spacious, elegantly furnished apartment-style suites, a breathtaking rooftop view, and a warmly attentive front-desk team, led by the likes of Loretta, Rick, and Lee, who make arriving feel, as one guest put it, like coming home.
How the cosy score works →Why it scores 6.6, from guest reviews
- apartment-like rooms with full kitchens and living areas that feel like home
- warm, named staff (Loretta, Rick, Lee, Kate) creating personal connection across repeat visits
- rooftop views and Andersonville neighbourhood location away from corporate downtown
- special touches and elegant but functional design that most hotels miss
Best for
A strong fit for boutique character, a rooftop and walking everywhere. Guests point to guests describe it as a charming, independent boutique hotel offering a personal, non-corporate experience with named staff creating and multiple guests highlight the breathtaking rooftop view as a memorable feature of their stay.
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Frequently asked questions
- Where is The Guesthouse Hotel located?
- The Guesthouse Hotel is situated about 8 miles from Chicago's city centre, in a walkable neighbourhood north of downtown with easy access to local coffee shops, restaurants and boutique shops.
- How cosy is The Guesthouse Hotel?
- The Guesthouse Hotel has a cosy score of 6.6 out of 10, offering a comfortable but more contemporary guesthouse experience rather than an intimate, snug retreat.
- Is The Guesthouse Hotel good for families?
- Yes, it's excellent for families. Guests consistently praise the spacious apartment-like rooms with fully equipped kitchens, generous living and dining areas, and multi-bedroom suites that give everyone room to spread out and relax together.
- What is the service like at The Guesthouse Hotel?
- The staff are warm, welcoming and attentive, guests regularly mention feeling treated like special guests from the moment they arrive, with team members going out of their way to help.
- Are the rooms clean at The Guesthouse Hotel?
- Yes, guests consistently describe the rooms as spotless, very clean and well-maintained, with comfortable beds and a thoughtful layout designed for relaxation.
- Is The Guesthouse Hotel good for longer stays?
- Absolutely. The hotel offers both short and long-stay options, and returning guests report it feels like coming home, with the apartment-style suites and full kitchens making extended visits comfortable and convenient.
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