Lake house holiday rentals in Lake View, Chicago

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Top-rated lakehouse rentals in Lake View, Chicago

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Superhost

Home in Lake View

4.87 out of 5 average rating, 127 reviews

Soak Up Mid-Century Style in Wrigleyville and Boystown

This is an architecturally significant (3-bedroom 3.5-bathroom) home by noted Las Vegas architect Homer Rissman. We are located in the heart of East Lakeview, just half a block from Lake Michigan and Lincoln Park, and blocks away from Wrigley Field and Boystown. Smart TVs (with Netflix, Hulu, Amazon Prime) are located in the shared main level TV lounge, and also the lower level lounge. Entire home I like in-person check-in but full privacy is offered You will receive a link with detailed instructions within 24 hours of your check-in. If you have a U.S. mobile number, you will also receive a text message FULL DISCLOSURE: If you haven't used a lockbox (or don't know how to), self-check-in isn't for you. Your check-in should be in person. Lakeview is home to two of the most vibrant sports, nightlife, and theater scenes in Chicago: Wrigleyville and Boystown. Explore souvenir shops and casual eateries by day, and hop from bar to bar along Clark, Addison, and Sheffield Avenues by night. You walk to Treasure Island (half block), Jewel Osco (2 minutes), Whole Foods (4 minutes), Lakeview Athletic Club (4 minutes), XSports Fitness (5 minutes), Walgreens (3 blocks), bars and restaurants aound the corner. Close to multiple buses on Lake Shore Drive. Grab a bus to downtown in 15 minutes You will have to climb one flight of stairs for all bedrooms Street parking is free on the east side of Broadway. The west side requires 383 permits. Please, read the signs.

Superhost

Home in Des Plaines

4.83 out of 5 average rating, 41 reviews

House in the Park- 5 Min from O'Hare.

Bring the whole family to this great place with lots of room across the street for fun fishing, golfing, bike track, vally ball court, picnic area, kids play ground, water splash, boat riding, Foxtail on the Lake resturant that serve modern Mediterranean cuisine. The house is only 5 minutes away from O'Hare Airport, ALLSTATE Arena, River Casino, 10 min to Stevenson Convention Center in Rosemont, 20 min to Wrigley Feild/25 min to Chicago downtown, and only 35 min to Six Flags Great America Park.

Top Guest favourite

Home in Evanston

4.92 out of 5 average rating, 12 reviews

Amazing Location! Spacious Duplex Getaway

Welcome to your perfect getaway! This beautifully renovated duplex is ideally located, just steps away from charming coffee shops, local restaurants, and Lake Michigan. Only 2 blocks from Metra and CTA stops, you will have convenient access to downtown Chicago, Wrigley Field, Northwestern University and much more. With a free off-street parking spot, comfortable king-sized beds and fast wi-fi, whether you're here to explore or just relax, you'll love the convenience and comfort this home offers.

Guest favourite

Home in Hyde Park

5 out of 5 average rating, 16 reviews

Amazing historic campus mansion!

This stylish campus mini mansion is perfect for group trips in the historic Hyde Park neighborhood. A cheerful, modern renovation of a historic home, with original woodwork, underfloor bathroom heating and leaded windows. Easy access to Uchicago, the lakefront, Chicago marathon, McCormick trade shows, the Museum of Science & Industry or exploring our vibrant city. Our spotlessly clean property helps you experience everything Chicago has to offer. Hosted by a very experienced all 5 star host.

Top Guest favourite

Home in Evanston

5 out of 5 average rating, 99 reviews

Larimer Park Carriage House

Charming, historic carriage house only a few short blocks from Evanston's best shopping, restaurants and beaches. Home offers 2 bedrooms each with private ensuite bathrooms. Larger bedroom has king size bed and bathroom with large shower. Second bedroom has queen bed and shower/tub combo. Open layout on main floor with huge sectional sofa, 4-person dining table, and fully equipped kitchen with dishwasher. Laundry in home + parking space! Nestled in historic neighborhood next to Larimer Park

Guest favourite

Home in Old Town

4.86 out of 5 average rating, 139 reviews

Huge Home *Prime Spot *Yard *Parking *Fireplace

Unique opportunity to rent an original Victorian home in historic Old Town. Only listing of its kind! Walk to almost everything Chicago has to offer- Downtown, Magnificent mile, restaurants, bars, boutiques; Lincoln Park and North ave beach from this three-level house. 5 bedrooms, 3.5 baths, 2 fully stocked kitchens, 2 car garage, back yard, laundry, pets welcome - what else can you possibly need? Space is expandable from a smaller family to a group of 22. Message me if you have any questions!

Superhost

Home in Woodlawn

4.83 out of 5 average rating, 120 reviews

Woodlawn Oasis: 5-15 Mins from Food, Fun, Dining

Experience comfort and convenience in our modern stylish home. With 3 spacious bedrooms, 2.5 bathrooms, an open concept kitchen, and a backyard patio, there's plenty of room to relax and unwind. Our home is conveniently located near the highway, shopping, and restaurants. 5 mins from the University of Chicago and the Beach.. 10-15 mins from Hyde Park and Downtown, Soldiers Field, and lots of other sights in Chicago. Perfect place to stay if you are coming with a group!! Book your stay now.

Top Guest favourite

Home in Westmont

4.93 out of 5 average rating, 30 reviews

Westmont,Il 4/3 on the Lake

We may take a refundable deposit. We must say this because our direct booking site is linked. A lovely place on the lake in summer we rent entire house. This is a home that is split into a duplex. One side we have 3 bedrooms 2 baths. The other side is 1 bedroom and 1 bath. Both sides have separate entrances and decks. Enjoy the beautiful view while staying. You have access to entire house and yard except garage with this listing. This listing is for renting both sides. They do not connect.

Guest favourite

Home in West Town

4.94 out of 5 average rating, 50 reviews

Hot Tub Logan Family Designer Home

Enjoy a beautiful family home on a quiet tree-lined street designed by one of NYC's top designers -- with abundant art, lots of space for kids, and a hot tub! Freshly redesigned and between Wicker Park and Logan Square, this is a perfect location for family and just a few minutes from downtown Chicago. Luxury linens, bedding, and touches abound. Explore the elevated 606 trail, excellent restaurants within walking distance, and a work desk, 4K monitor, and playroom. And secret beach!

Guest favourite

Home in Lake View

4.9 out of 5 average rating, 139 reviews

Spacious Two Story Luxurious Home w/Outdoor Deck!

Our home is in a quiet neighborhood, on a corner with abundant space and natural light. There are two spacious levels with two bedrooms upstairs and one downstairs. The large outdoor brand new deck was designed for barbecuing, star-gazing or just relaxing. Beautifully polished wood floors with a modern kitchen make this home ideal. A claw foot soaking tub is perfect for the end of a day and truly ensures a relaxing stay and a deep, refreshing sleep. Free parking!

Guest favourite

Home in Lincoln Park

4.85 out of 5 average rating, 167 reviews

Historic Old Town, Fabulous 4 Bedroom Home

Lovely Historic 4 Bedroom, 3 bathroom home in Old Town, walking distance of restaurants, boutiques, coffee shops, the lake front and excellent public transportation. 2nd Fl. Master Bedroom has a King size bed and Twin plus private bath with bathtub, walk in shower, w/d; 2nd Fl. two room "suite" with a Queen size bed in each room and private bathroom. 1st Fl. bedroom with Queen bed and private bathroom. Off Street Parking and Private Deck! License Pending.

Guest favourite

Home in Skokie

4.87 out of 5 average rating, 91 reviews

Luxe-Haus of Love—The 1938 Cape Cod |Heated FLRS |

20 mins from popping downtown Chicago and tucked within one of the Northside’s finest tree-line streets—The Haus of Love: A modern wood burning fireplace, new hardwood floors, and a bright airy space greets you in this newly renovated Kosher inspired design Spacious Eat-In Kitchen w/ double everything. Separate Formal Dining. Wetbar. High End Quartz Countertops 3Bd 3.5Bath Master BD w/Heated Floors, 10-ft ceiling, skylights, and a huge 8-ft tub.

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What guests are saying

Sunny,Comfortable,CleanTop Location at Lake,Beach

4.98 out of 5 average rating, 42 reviews5 months ago

Th convenient location with parking can’t be beat. The room and bathroom are well-appointed, and the bed is comfortable. Jane is responsive, gracious, and accommodating. She’s my favorite AirBnB host I’ve ever met! I’m hoping my travel plans allow me another opportunity to stay here again. Thanks for the hospitality and a place to stay!

Private room in East Rogers Park

What guests are saying

Comfortable private room near Lake and transit.

4.97 out of 5 average rating, 101 reviews4 months ago

We found our stay with Paula to be absolutely delightful and better than if we had a place all to ourselves. She was generous, responsive, and helpful in many ways. We could not have had a nicer, better hostess and we look forward to staying with her the next time we visit Chicago.

Private room in Uptown

What guests are saying

LALA room

4.73 out of 5 average rating, 111 reviews5 months ago

Prices always go up during homecoming weekend so it was comparable to things around. The shower water was Hot and bed comfortable. I liked that a full kitchen was available if you wanted it. I only needed a mug and the microwave, but it was nice that all was there. The building is over 100 years old with squeaky floors - be prepared for that. I fully expected it and was not at all surprised nor bothered by it but do recommend earplugs if there are other guests. The home was very lovely and highly recommended!!

Private room in Evanston

What guests are saying

Historic Manor House Private Room #1 in Evanston

5 out of 5 average rating, 14 reviews7 months ago

I can’t praise this place enough. Not only was it more beautiful than the pictures, but Janet also provided amenities above and beyond what was listed. She provided towels, sunscreen, and a beach pass and the house is in walking distance to Lake Michigan. She was always quickly able to answer any questions and was readily available. Janet really tries to make the space feel at home and provides you with everything you need for a comfortable stay. I was surprised by the quality and ease of the entire stay, and the room was gorgeous (lots of natural light and plenty of privacy). I HIGHLY recommend this location for an Evanston visit (walking distance to downtown and the lake) as well as the excellent service I received from Janet.

Private room in Evanston

What guests are saying

Private Unit001, McCormick,Chinatown,SOX,GrantPark

4.92 out of 5 average rating, 165 reviews1 week ago

This Air BnB was perfect for me. I booked it way in advance and honestly forgot all the amenities lol really appreciated the kitchen that had everything I needed. The room upstairs was booked but the only time I heard people were when they were leaving and entering (at reasonable hours). Ample parking. You could ride a bike to get downtown although I opted to use Lyft for convenience. There's a grocery store within walking distance in case you need any essentials. Host was very communicative. No issues overall. Would stay here again.

Private room in Chicago

What guests are saying

McCormick332, Chinatown, SOX, GrantPark, UC

4.98 out of 5 average rating, 153 reviews3 weeks ago

We enjoyed our safe and relaxing stay! The room was easy to access. Nice clean sheets, shampoo, etc. Walked to the area grocery store and fast food places during our stay. Our host was very accommodating when we had to add a day. Depending on the time of day Lyfts are reasonable to take into the touristy part of city and airport. Although there are others staying on the property we felt safe/secure and free of noise!

Private room in Chicago

What guests are saying

Huge Room in Stunning Victorian across from NU

4.94 out of 5 average rating, 186 reviews1 week ago

Our plans for admitted students day at Northwestern kept changing in regards to our arrival time. Originally we would be arriving after midnight and they were very accommodating . Thankfullu we were able to get in at dinnertime. We needed to end our stay one night early of our 2 night stay due to needing to get home and didn’t want to have to get up at 4:30 am to drive home so decided to leave at 4 pm . Surprisingly rush hour wasn’t bad . The blueberry muffins were a nice touch Susan left outside our door and while I am not a cat person, the cat was very sweet and didn’t try to get in our room whenever we went In or out . The 2 dogs only barked when we went in / out but they stayed in the kitchen so no worries if you aren’t a cat or dog person. Her son is in the room next to the guest room but we never saw or heard him . Great location if you aren’t visiting northwestern . Free parking in front of the house . Nice big room with mini fridge,keurig nice desk. just a hint of cat smell

Private room in Evanston

What guests are saying

Tranquil Haven

5 out of 5 average rating, 16 reviews1 week ago

Loved my stay here! Very nice private room with dedicated clean bathroom. Floors were clean, bed was comfy. It felt so peaceful in this quiet area. Check in is very easy. Also Loved the easy available parking! Right in front of home. Hazel was a great host, responsive and welcoming !

Private room in Skokie

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