Villas and Beach houses in Chicago

About: The Avondale Guesthouse is located in a quiet residential neighborhood in Chicago, 2.8 miles from Wrigley Field and 3.4 miles from Lincoln Park Zoo. It has excellent user, location, and cleanliness ratings.

This charming 1920s guesthouse offers three bedrooms, one bathroom, and ample living space for up to six guests. It features modern amenities such as air-conditioning, free Wi-Fi, a flat-screen TV with streaming services, and a fully equipped kitchen. Guests can also enjoy a private terrace with quiet street views, an outdoor fireplace, and a garden with a barbecue. The Avondale Guesthouse is an ideal choice for travelers seeking a comfortable and convenient stay in Chicago.

About: This 4-bedroom house in the heart of Chicago's historic Old Town district is the perfect place to stay for travelers who want to experience the city's vibrant culture and attractions. Just steps from charming boutiques, restaurants, and nightlife, the house is also within walking distance of major landmarks like Oak Street Beach, North Avenue Beach, and Lincoln Park Zoo.

With excellent user, location, and cleanliness ratings, this spacious and comfortable house offers a home away from home for up to 8 guests. It features a private backyard with a terrace and garden views, a dedicated workspace for business travelers, and modern amenities like air conditioning, free Wi-Fi, and a fully equipped kitchen. Guests can also enjoy on-site spa and fitness facilities, as well as a tennis court and parking.

About: This 2-bedroom South Shore bungalow is a 5-minute walk from the South Shore Train, providing easy access to downtown Chicago and its attractions. The bungalow has excellent user and location ratings.

The bungalow has 2 bedrooms and 1 bathroom and can accommodate up to 3 guests. It has a kitchen with a fridge and microwave oven, air conditioning, a garden, parking for 3 cars, and free internet.

About: Located in Chicago's Little Italy, Polk Street Guest House offers a quiet respite in a vibrant neighborhood, just steps from Garibaldi and Arrigo Parks. With excellent user, location, and cleanliness ratings, this private carriage house provides a comfortable stay for up to 6 guests.

The house features two queen-size bedrooms, one bathroom, and a fully-equipped kitchen with high-end appliances. Guests can enjoy complimentary coffee, tea, and snacks, as well as access to a seating area and Weber grill in the courtyard. The house also offers free street parking with a zoned pass and a private entrance with keypad access.

About: This art-filled modern home is located in the RiverWest neighborhood, a minute walk from the Chicago Avenue Blue Line station and within walking distance of Fulton Market, West Randolph, Bucktown, and Wicker Park. The location is highly rated by previous guests, who gave excellent ratings for the location, cleanliness, and overall experience.

The 4-story house has 3000 square feet of living space, 4 bedrooms and 3.5 bathrooms, and can accommodate up to 8 guests. It features a gourmet kitchen, a Jacuzzi, a terrace, a garden, parking, and air conditioning.

About: This 6-bedroom vacation home in Logan Square is ideal for groups or families seeking a spacious and luxurious stay in Chicago. Just a short distance from iconic landmarks like Wrigley Field and Lincoln Park Zoo, the house has received excellent ratings for its location, cleanliness, and user experience.

With a floor area of 3230 square feet, the house offers ample space for up to 16 guests. The fully equipped kitchen, private garden, and terrace provide all the amenities and comfort needed for a memorable stay. Air conditioning, garage access, and proximity to public transportation add to the convenience and enjoyment of guests.

About: This 5-bedroom house is located in the historic Old Town neighborhood, within walking distance to the famous Lincoln Park Zoo and a short drive away from North Avenue Beach and Oak Street Beach. It has excellent user, location, and cleanliness ratings.

The house is spacious, with 3000 square feet of floor area. It features a private backyard with a barbecue grill and outdoor play equipment, air conditioning, free Wi-Fi, a fully equipped kitchen, a flat-screen TV, and a dedicated home office space.

About: This charming 1929 bungalow is located in Chicago's Mayfair neighborhood, just steps from the Blue Line and surrounded by shopping options. With excellent user, location, and cleanliness ratings, this family-friendly bungalow offers a comfortable stay for up to 4 guests in its 2 bedrooms and 1 bathroom.

The bungalow features a fully equipped kitchen, air conditioning, a garden, and parking. Guests can enjoy the vintage charm, tasteful decor, and comfortable amenities of this unique property. The independent basement unit provides additional privacy, while the shared laundry room offers convenience for longer stays.

About: This private suite in Chicago's Edgewater/Andersonville neighborhood is a great choice for travelers seeking a convenient and comfortable stay. Just steps from the Granville Red Line train station and a short walk from Loyola University, this house offers easy access to public transportation, beaches, shops, and restaurants.

With excellent user, location, and cleanliness ratings, this house features a charming outdoor space, an eclectic interior, and luxury amenities. It can accommodate up to 2 guests and is pet-friendly, making it a great option for couples or small families traveling with their furry friends.

About: This 3-bedroom, 1-bathroom house is located in Logan Square, a peaceful cul-de-sac just steps away from the bustling Milwaukee Avenue, full of restaurants, bars, and attractions. It is also 2 blocks from the CTA Blue Line and a 7-minute walk to the Logan Square subway, providing easy access to O'Hare Airport, downtown Chicago, and major sports stadiums.

The house has excellent user, location, and cleanliness ratings. It can accommodate up to 8 guests and features a fully equipped kitchen, washer, dryer, fenced yard, and private deck. It also has smart code perimeter gate locks, security cameras, and a HEPA air filter with UV antiviral technology for added safety.

About: This historic luxury townhouse is centrally located in downtown Chicago, within walking distance of Oak Street Beach, 360 Chicago, and the Chicago Museum of Contemporary Art. It has excellent user, location, and cleanliness ratings.

The townhouse has five separate bedrooms, three bathrooms, and a fully equipped kitchen. It also has free Wi-Fi, air conditioning, a spa, and parking. Guests can enjoy the garden views and the proximity to landmarks.

About: This four-level, four-bedroom rowhome is located in the heart of Old Town, Chicago, a charming neighborhood with a lively nightlife scene and proximity to Lincoln Park. It has excellent user and location ratings, as well as a very good cleanliness rating.

The house can accommodate up to 14 guests and has a spacious layout with four bedrooms and 3.5 bathrooms. Guests can enjoy stunning skyline views from two private rooftop decks, work remotely with Xfinity WiFi and a desk, and park securely in the attached garage.

About: This Chicago-style bungalow, located in a historic district, offers a unique and charming stay just minutes from Logan Square, Wicker Park, and Lakeview. With excellent user, location, and cleanliness ratings, this apartment is a top choice for travelers.

The spacious layout boasts three bedrooms, two bathrooms, two living rooms, a dining room, and a huge walk-in closet, spread across 2400 square feet. Amenities include high-speed Wi-Fi, cable TV, a desk for business travelers, pack and play, stroller, and highchair for families, as well as a private backyard with a deck, patio table, and grill.

About: Griffin Mansion is located in Chicago’s West Garfield Park neighborhood, 5 miles from downtown. The house has excellent user, location, and cleanliness ratings.

It has 3 bedrooms, 1 bathroom, and a floor area of 1500 square feet. It can accommodate up to 5 guests. The house has a fully equipped kitchen, air conditioning, a terrace, a garden, a spa, parking, and free WiFi.

About: Situated in Downtown Chicago, this tower offers stunning city views from its 325 ft² Deluxe King City View rooms. With a user rating of excellent, this pet-friendly property is just 0.3 miles from Michigan Avenue and 0.4 miles from Navy Pier.

This tower has 1 bedroom, 1 bathroom and a guest capacity of 2. It has a floor area of 320 square feet. Amenities include a state-of-the-art gym, a heated rooftop swimming pool, valet parking, and versatile meeting spaces.

About: This tower offers a prime location in the Downtown district, within walking distance of famous landmarks like Michigan Avenue and Navy Pier. It features a heated rooftop swimming pool, a state-of-the-art fitness center, on-site restaurant and sophisticated guest rooms with plush bedding and complimentary Wi-Fi.

With a floor area of 750 square feet and a guest capacity of 3, this tower is perfect for small groups or families. It offers a unique ambiance with elegant interior design and modern amenities, as well as some rooms with breathtaking views of the Chicago skyline.

About: This tower is located in Downtown Chicago, steps away from Michigan Avenue and Navy Pier, offering convenient access to the city's renowned attractions. The tower features 640 square feet of living space and accommodates up to three guests in one bedroom and one bathroom.

Guests can enjoy an array of amenities, including a rooftop swimming pool, fitness center, bicycle rentals, on-site dining, and meeting facilities. The tower also offers complimentary high-speed Wi-Fi, 24-hour front desk security, and valet parking.

About: This family-friendly house is located in Chicago and offers a plethora of amenities to make your stay comfortable and enjoyable. The house has a floor area of 3200 square feet and features a kitchen with a fridge, microwave oven, and dishwasher. It also has air conditioning, a swimming pool, and parking.

The house is located in a quiet neighborhood that is close to many of Chicago's landmarks, including the Art Institute of Chicago, the Field Museum, and the Shedd Aquarium. It is also close to public transportation, making it easy to get around the city.

About: This 4-bedroom, 2.5-bathroom vacation rental is located in a prime area of Chicago, IL, just 8 miles from downtown. It is a short drive away from various attractions, like Montrose Beach, Wrigley Field, Lincoln Park Zoo, and downtown hot spots!

The house features 2 living areas, a projector for movie nights, and a fenced backyard where you can play with your pet. Later, dine on the deck or unwind in the private hot tub. The house has free WiFi, central air conditioning/heat, complimentary toiletries, towels/linens, an iron/board, a hair dryer, trash bags/paper towels, and free street parking.

About: This renovated livery barn is located in Rogers Park, a short walk from the Metra and Red Line, and a convenient distance for NU/Loyola parents or alums visiting their kids/alma mater. It has excellent user, location, and cleanliness ratings.

The house has 1 bedroom, 2 bathrooms, and a guest capacity of 3. It features a deck overlooking a tree-filled garden and waterfall, a separate serene queen bedroom with blackout blinds and complimentary earplugs, a limestone fireplace with 1800 andirons from an old Pocono hotel, two fully working bathrooms with on-demand hot water, and a private entrance from a well-lit alley.

About: This townhouse is conveniently located in Edgewater, just four miles from Evanston and in close proximity to the Red Line "El" train, city bus, and Loyola, Northwestern, and Depaul Universities. It has excellent user, location, and cleanliness ratings.

The two-story townhouse has three bedrooms with queen, full, and twin beds, and can accommodate up to 10 guests. It features a fully appointed eat-in kitchen, fast Wi-Fi internet, Roku TVs, and air conditioning. There is one off-street parking space and additional easy street parking. It also has a large family table in the dining room, a Pack n' play, high chair, and toys for families with children, and games for adults.

About: This charming 2-bedroom, 2-bathroom house in Oak Park is centrally located, just steps from the bustling Oak Park Farmers Market. It has received excellent ratings for its location, cleanliness, and overall user experience.

The house features a spacious eat-in kitchen and living room with a vaulted ceiling and fireplace, as well as a private backyard and deck off the kitchen. It also has in-unit laundry, kid-friendly amenities, and free driveway parking for one car. The house can accommodate up to 5 guests and is perfect for families or groups of friends looking for a comfortable and convenient stay in Oak Park.

About: This spacious 3,000-square-foot home is situated in the RiverWest neighborhood, a short walk from the Chicago Avenue Blue Line station and minutes from downtown Chicago. The house has received excellent ratings for its location, cleanliness, and user experience.

The four-story house has four bedrooms, 3.5 bathrooms, and over 2,700 square feet of living space. Amenities include a fully equipped gourmet kitchen, a Jacuzzi tub, a walk-in shower, a natural gas grill on one of the three decks, and a 75" flat-panel TV in the living room. The house also has high-speed wireless internet throughout and is steps away from a brand-new grocery store and numerous bars and restaurants.

About: This exceptional 5-bedroom home is located in the desirable Lakeview neighborhood, just 2.1 miles from iconic Wrigley Field and 4 miles from Lincoln Park Zoo. With excellent user, location, and cleanliness ratings, this spacious 3800 square foot home offers a luxurious retreat.

The house features a stylish seating area, walk-in shower, and soaking bath, as well as a fully equipped kitchen, flat-screen TV with streaming services, and free Wi-Fi throughout. Guests can relax in the spa bath and hot tub, enjoy the private garden with barbecue facilities, and take advantage of the ample parking.

About: Situated in Chicago's Rogers Park neighborhood, this urban beach house is steps from Lake Michigan and within walking distance of Loyola University, making it an ideal destination for travelers seeking a unique blend of beach lifestyle and urban amenities. Highly rated by previous guests, this house offers a versatile layout with 4 bedrooms and 3 bathrooms, accommodating up to 8 guests comfortably.

In addition to its prime location, this house boasts an array of amenities, activities, and features that cater to the needs of discerning travelers. Guests can enjoy a fully equipped kitchen, fitness room, office/game room, outdoor fire pit and grill, and two indoor garage parking spaces. The house also features themed bedrooms inspired by Chicago neighborhoods or the beach, creating a truly immersive experience for guests.

About: This apartment is located in the trendy Southport Corridor, a 15-minute walk from Wrigley Field and just a short stroll from downtown Chicago via public transportation. It has excellent ratings for its location, cleanliness, and user experience.

The apartment has 2 bedrooms, 1 bathroom, and can accommodate up to 6 guests. It features a spacious living room, open kitchen design with an island, and a ginormous whirlpool tub and shower. Guests can enjoy an enormous deck with a gas grill and comfy deck furniture, as well as a 65" 4K LG smart TV, free streaming services, and a Yamaha piano.

About: This private coach house is situated in the heart of Wicker Park, a trendy neighborhood with bars, breweries, coffee shops, award-winning restaurants, and retail shops. It is within walking distance of the Blue Line train stops at Division/Damen and Division/Ashland, and less than a mile from I-90/-94. The house has an excellent user rating.

The house has two bedrooms, one bathroom, and a floor area of 880 square feet. It can accommodate up to 5 guests. Amenities include a new private deck with a Weber grill and bistro seating, central air, WIFI, a Smart TV with cable in the main room and primary bedroom, a video intercom/gate opener, blackout blinds in bedrooms, a coffee maker, coffee and tea, shampoo, conditioner, shower gel, bathrobes, a hairdryer, an iron, a steamer, an ironing board, and yoga mats.

About: This three-bedroom, two-bathroom house in East Garfield Park is a five-minute walk from the United Center and 15 minutes from downtown. It has been rated as "excellent" by previous guests. The house sleeps eight people and has a modern layout with bedrooms upstairs and a living area downstairs.

The house is also family-friendly, with amenities such as a full kitchen, air conditioning, and a spa. There are also plenty of activities nearby, including jet skiing and swimming.

About: This house is located in a convenient area of Chicago, close to O'Hare airport, Rosemont Convention Center, Fashion Outlet, HIP MALL, and the Blue Line public transportation. It has excellent user, location, and cleanliness ratings.

The house has 2 bedrooms, 1 bathroom, and a newly finished basement with 2 bedrooms. It can accommodate up to 4 guests and has a kitchen with a fridge, freezer, microwave oven, and dishwasher. The house also has air conditioning, parking, and internet. No pets are allowed.

About: This professionally designed townhouse is situated in Chicago's River West neighborhood, within walking distance of the West Loop (0.5 miles), River North (0.6 miles), and the Loop (1 mile). It has excellent user, location, and cleanliness ratings.

The townhouse features 4 bedrooms and 5 beds across 3 floors, providing ample space for groups of up to 10 guests. It includes a private one-car garage spot, a private patio, air conditioning, a kitchen with modern appliances, and a spacious open floor plan.

About: This 3-bedroom, 1-bathroom vacation home is situated in Forest Park, within walking distance of the Frank Lloyd Wright Historic District and Ernest Hemingway Museum and House, providing easy access to the area's renowned attractions. Rated "excellent" by previous guests, it offers a spacious and well-equipped space for families or groups of up to 6 people.

The house features a fully equipped kitchen, free Wi-Fi, air conditioning, a private fenced yard with barbecue grills, and parking, ensuring a comfortable and convenient stay for travelers. It's also just a 6-minute walk from the Harlem-Lake Station (Green Line), offering easy access to Chicago's downtown attractions.

About: This Gold Coast villa is centrally located in Chicago, steps away from Oak Street Beach and North Avenue Beach. It has excellent user, location, and cleanliness ratings.

The spacious 4-bedroom villa has a fully equipped kitchen and a flat-screen TV. It has a floor area of 2400 sq ft and can accommodate up to 10 guests. The villa also features a private terrace with courtyard views, a serene garden, free parking, air conditioning, and complimentary Wi-Fi.

About: This family-friendly vacation home in the heart of Berwyn is close to major tourist attractions. The house has excellent user, location, and cleanliness ratings.

The house has 4 bedrooms and a guest capacity of 8. It has a floor area of 2300 square feet. It features a water park, spa tub, garden, barbecue grills, and free WiFi. It also has a private fenced yard, cozy fireplace, and fully equipped kitchen.

About: This three-bedroom, one-bathroom house in Chicago is located in a family-friendly neighborhood, a 25-minute drive from O'Hare airport. The home has excellent user, location, and cleanliness ratings.

The house can accommodate up to six guests and features a kitchen with a fridge, freezer, and microwave oven, as well as air conditioning, a garden, and parking. Pets are allowed, and the home is family friendly.

About: Accommodation for 6 guests with an excellent rating of 90% based on 99 reviews. You will stay in Chicago.

Services and facilities include a dish washer, free parking and a kitchen. This house also has a garden!