Bed and breakfast holiday rentals in Lake View, Chicago

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Top-rated bed and breakfast rentals in Lake View, Chicago

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.

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Guest favourite

Room in Wilmette

4.95 out of 5 average rating, 217 reviews

(BR#1) Welcoming, warm & comfortable, 3 guests

Welcoming, warm & comfortable home, BR#1 for up to 3 guests. (LISTING #1 OF 3; see other listings for additional space.) Located close to Hwy 94. 10 miles from Chicago, close to beach & Wilmette, Evanston, Glenview, Skokie. You're welcome to use all the facilities - kitchen, bathrooms, TV, hi-speed Wifi, laundry & parking. Make your breakfast with supplied basics such as cereal, eggs, juice, tea & coffee. Really friendly small Yorkie-poo dog in the home. Meaningful conversation (if you want it).

Guest favourite

Room in Chicago

4.99 out of 5 average rating, 102 reviews

Lovely UofC Prof mansion great on campus location

No closer accommodation to U of C anywhere. Large light filled bedrooms, private bathrooms, huge balcony in 4 story light filled home on sought after University of Chicago campus. Two blocks from the University, four blocks from Lab school. Short walk to train to downtown, beach, bike path, Science and Industry Museum and lakefront. A rare, privately owned home in the heart of campus. See all five rooms available in our lovely bed and breakfast here:https://airbnb.com/users/143937691/listings

Room in Evanston

4.67 out of 5 average rating, 66 reviews

Huge (2Beds) 1 Bedroom

Enjoy the glamour of this stylish, upscale place. 2 Beds (Queen+Full) in this bedroom. You’ll love the stylish decor of this charming place to stay. Working / computer table with walking closet. Free Breakfast and Wi-Fi. Just 1.5-2 miles from Downtown Evanston and Northwestern University, you are a straight shot from countless dining, shopping, & entertainment options. Close to Downtown Chicago. Bus station is walking distance which connects you all around Chicago. Beaches are about 3.5 miles

Guest favourite

Room in Chicago

5.0 out of 5 average rating, 86 reviews

Urban Oasis Pilsen - guest room in townhouse

A walk-up in Chicago's coolest neighborhood - Pilsen! Your private bedroom has a queen-size bed and an en-suite bathroom with a tub/shower combo. There is a small desk, ample storage space, and a TV with streaming services. While your many triple-paned windows let in light, air, and sunshine, you will also hear the I-90/94 nearby. Please note that your room is on the third floor of the building (40 steps). On the second floor, you'll find (y)our kitchen, living rooms, TV den, and balcony.

Guest favourite

Room in Chicago

4.95 out of 5 average rating, 214 reviews

Great Edgewater/Andersonville private suite

1904 Greystone 2-Flat gut rehabbed into Single Family Home: Loft style w/ exposed brick & duct work. Private guest suite (w/ separate entrance) that sleeps 2-4 persons, There is a King bed in the private bedroom & queen tempurpedic topped sofa sleeper in the private living area, wet bar w/ mini fridge, Keurig coffee maker, sink and microwave, 2 flat screens TVs, private bath, piano, and use of the backyard garden. Also, the main house Kitchen/Living Rm are available to use upon request

Guest favourite

Room in Chicago

4.9 out of 5 average rating, 77 reviews

Serene and and wholistic place with the garden.

I live in Albany Park, Chicago. It's quiet, family oriented, with lots of parks and treelined streets. The Chicago River Trail is within walking distance too. My home is a charming 2 flat building, built in 1909. It has lots of original, unique details. My home is a tranquil and peaceful place. My decor mainly consists of hand-made furniture, artwork, crystals, wind chimes, etc. I don't use any chemical cleaning supplies, I use only home-made products and essential oils.

Room in Chicago

4.77 out of 5 average rating, 362 reviews

Cute room in downtown Boystown

Located in the middle of the vibrant Boystown community, we are located close to many bars and restaurants, a 10 minute walk to Wrigley Field, and close to make public transit spots to get anywhere. This Bed and Breakfast offers a continental breakfast each morning, smart tvs in each room and free wifi. Parking permits for the surrounding area. Free bag drop off Room service and Cubs Game and Concert Day Specials provided to our guest next door at Big Gay Sal's

Room in Downers Grove

4.81 out of 5 average rating, 54 reviews

PrivateLuxurySuite:Bed Bath Livingroom Office View

Forbes ranked Downers 8th friendliest town in U.S. Large, modern home 9 blocks to train station. Large, private Queen bedroom, private bathroom; 2 sinks. Private sitting room with satellite TV, view, free Internet, open Loft Living room. Very clean, no kids, cat, do not smoke. Nonsmokers only. Park with pond, walking trail, swings and nature marsh in backyard. Self-serve breakfast. 24 hour Frig and Microwave use. Limited kitchen and laundry use.

Guest favourite

Room in Chicago

4.9 out of 5 average rating, 314 reviews

SuperHost with Private bedroom/bath/entry Lakeview

Fun, vibrant residential neighborhood surrounded by bars, theaters, coffee shops, restaurants and boutiques. Private access, use of entire level including bright spacious family room. Located minutes from bus, DIVVY bikes, and "el" (2 blocks), Wrigley Field (6 blocks) and 1.5 miles to Lake Michigan. Walk Approximately 20 minutes by train to the downtown area or central city "Loop."

Home in Forest Park

4.78 out of 5 average rating, 40 reviews

Cozy and Convenient Forest Park Retreat

Enjoy a restful stay in our historic home in charming Forest Park—conveniently located to both the Blue and Green line trains for a short ride to downtown Chicago. Relax with everything you'll need during your stay in this spacious 1 bedroom with additional room on the sofa bed—all just a short walking distance away from the charming shops and dining of Forest Park.

Room in Chicago

4.75 out of 5 average rating, 295 reviews

Chicago River Room near USMLE

R+ My other listings can be found through my profile page. 7 minutes to O'Hare Airport See below for details. Highway entrance 1 block away, so you can easily drive anywhere. Walking distance to pharmacy, shopping mall (including grocery store), health club, train station, restaurants and a library. 0.6 miles to Harlem Blue Line. Prices are subject to change.

Guest favourite

Room in Evanston

4.95 out of 5 average rating, 427 reviews

Classy and Cozy 2nd. Room

2nd. Room available quiet suburban Evanston close to dowontown. Comfortable for two. Bathroom, full bed, closet, chests. street parking always available. Original art, books, Old World decor, wifi, personalized attention, delicious hearty breakfast. We are Covid-19 compliant and fully vaccinated.