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Vacation rentals with breakfast in Lake View, Chicago

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Top-rated breakfast rentals in Lake View, Chicago

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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.

Rental unit in Edgewater

4.89 out of 5 average rating, 323 reviews

Edgewater escape, charming 2 BR, Rooftop Solar

Self check-in to a charming 2-BR+ liv/dining room, private entrance garden apartment, 3 blks to Red Line or Metra to downtown or Evanston, Skokie, theaters, restaurants, and parks. Edgewater has tree-lined streets, known as a quiet, safe, diverse & friendly neighborhood. Breakfast foods (coffee, tea, fruit, milk, cereal, bread, homemade jam) for starters. Has a microwave, small fridge, toaster oven & induction stovetop. Your stay reduces carbon emissions due to solar panels & heat/ac pumps.

Guest suite in Logan Square

4.97 out of 5 average rating, 263 reviews

Private Suite w/ offstreet pkg, at Logan Sq Blu Ln

Cozy English garden apt (300 sq ft) w/ priv. entrance & free offstreet prking. 4 min walk to Blue Line. Brightly lit / high ceiling. Adjustable Tempupedic memory foam QUEEN bed plus futon in lvng rm. Kitchenette w/ mini-frig, Nespresso & Keurig, toastr ovn, microwv, and waffle maker w/maple syrp. Designer bath. 30+ restaur/bar nearby (see GUIDE BK in LOCATION). Self check-in. Flexible cancel. Early lugg. drop. A space to unwind in -- art-filled and artistic in design, NOT bland or IKEA like!

Rental unit in Lake View

4.97 out of 5 average rating, 276 reviews

The Garden on Wayne

Located in one of the top 3 neighborhoods in Chicago, a great spot for a couple, a small family, business travel or a weekend with the girls. Close to high end shopping, a world famous and historic theatre and dozens of restaurants, our quaint garden apartment offers a quiet spot in a great area for weekending - and is also the midpoint between O'Hare and Downtown. The Lakefront is a quick 20-minute walk; the Lincoln Park Zoo is 20 minutes in an Uber. Please see below for further detail

Rental unit in Logan Square

4.95 out of 5 average rating, 155 reviews

On the Boulevard in Logan Square

The space is a completely renovated two bedroom garden apartment in a vintage (1918) 7 unit building on the Boulevard in Logan Square's National Register Historic and City of Chicago Landmark Districts. Logan Square is on the northwest side of Chicago, on the CTA Blue Line, which runs from O'Hare Airport to downtown Chicago's Loop, then continues on past the University of Illinois at Chicago and the West Side Medical Center to the suburban villages of Oak Park and Forest Park.

Home in West Loop

4.98 out of 5 average rating, 347 reviews

Cozy garden apartment historic Jackson Bvld.

Just a short walk to the United Center our cozy 1 bdrm garden apt is located on Historic Jackson Blvd's tree lined st. Stop back & warm up by the fireplace before heading out to near by shopping & restaurants. Less than an hour from Midway or O'Hare. Walking distance to Randolph St. Restaurant Row, Little Italy, Greek Town, Union Pk, Fulton Warehouse Dist, Rush Hospital and UIC. A quick train/bus to The Loop, Theater Dist, Mag Mile, Wicker Pk. Free, convenient street pkg.

Rental unit in West Town

4.95 out of 5 average rating, 401 reviews

A Vintage Pink House in the Heart of Chicago

Located in a quirky, Victorian era, pink house on a residential street in the East Village neighborhood, this unit is a charming piece of Old Chicago. This 2nd story, apartment features an eat in kitchen, a double and a single bedroom, and a front room that oozes Chicago history. Perfect for a quick weekend getaway or an extended stay. A Walk Score of 97 means you won't need a car to experience the city. Easy access to Division Blue Line, nightlife, shopping & adventure.

Rental unit in Magnificent Mile

4.94 out of 5 average rating, 235 reviews

Urban Chic Apartment by the Magnificent Mile

Ideally located just half a block from Michigan Avenue, this bright and open 3rd floor apartment boasts thoughtfully appointed rooms for your comfort so will have everything you need to enjoy your stay in style! PLEASE NOTE: 3rd floor walk up (NO ELEVATOR) There is a small neighborhood bar on the second floor of the building. They are respectful of our neighbors, however they do play music which can be heard in the living room but rarely, if ever, in the bedrooms.

Guest suite in Portage Park

4.95 out of 5 average rating, 149 reviews

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

Private entrance apartment on the 2nd floor of this historic bungalow. Free street parking! Medicinal & recreational smokers permitted... outdoor ONLY. This comfortably cozy quiet get-away is nestled in NW Portage Park in a family neighborhood. Dog and kids park nearby. Fenced yard for Fido. Backyard patio w/ BBQ grill. High-speed internet. Front porch swing Easy access to buses & Jefferson Park Transit train station to Downtown & Museum Campus NO PARTIES

Rental unit in Wrigleyville

4.93 out of 5 average rating, 343 reviews

Wrigleyville 75 yards from Wrigley Field

Beautifully remodeled apartment steps from Wrigley Field and bars. Half block from the field and One block away from the Wrigleyville night life. The apartment is right next to all the action but just far enough for a quiet night sleep. You will be pleasantly surprised how quiet my block is one hour after the game ends. Walking distance to the beach and a block from the red line.

Condo in Lincoln Park

4.99 out of 5 average rating, 122 reviews

❤︎ 1,800ft² Parking ⎜ Workspace ⎜ W/D ⎜Full Kitch

• 1,800ft² | 167m² • Walk Score 95 (walk to cafe's, bars, eating, nightlife, etc.) • Biker's paradise • Fully equipped + stocked kitchen • Extremely safe neighborhood • Onsite, secured parking • Onsite washer + dryer ➠ 5 min walk to the Lincoln Park ➠ 10 min drive to Downtown Chicago ➠ 30 min drive to O'Hare Chicago Airport Note: The fireplace is not operational.

Rental unit in Logan Square

4.9 out of 5 average rating, 166 reviews

Private 2 Bedroom Retreat

This is a cozy, private 2 bedroom apartment with everything you need to be comfortable. This is a short term rental with a 3 night minimum most of the year, but please Inquire about winter time longer stays! Stays 30+ days avoid local taxes! I have a 30 night minimum from January 2 until the end of February, or possibly March.

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Popular amenities for Lake View, Chicago breakfast rentals

Free parking on premises

Air conditioning

House rentals with breakfast

Home in Forest Park

5 out of 5 average rating, 29 reviews

Walk to Oak Park From Our Large Sun-Soaked Home!

Home in West Town

4.86 out of 5 average rating, 65 reviews

Wicker Park 7 Beds Crash Pad

Home in West Town

4.99 out of 5 average rating, 73 reviews

Luxe SFH Bucktown Retreat with Garage Parking

Home in Irving Park

5 out of 5 average rating, 9 reviews

Cozy 4-Bedroom House with Patio

Home in Wicker Park

4.79 out of 5 average rating, 62 reviews

Designer Smart Home

Home in Westmont

4.89 out of 5 average rating, 74 reviews

Lil Westmont Cottage whole house and enclosed yard

Home in West Town

5 out of 5 average rating, 15 reviews

Big 4BR/3.5BA Home Near Everything!

Home in Logan Square

4.63 out of 5 average rating, 117 reviews

5 BR / 3.5 BA Newly Built Home in Logan Square!

Apartment rentals with breakfast

Rental unit in Oak Park

4.94 out of 5 average rating, 169 reviews

A Quiet Stay While You Are Away Oak Park

Rental unit in Pilsen Historic District

4.8 out of 5 average rating, 209 reviews

In artistic Pilsen~Continental Breakfast~Near DWTN

Rental unit in Ukrainian Village

4.97 out of 5 average rating, 168 reviews

Decompress on a Sophisticated Chaise at a Glamorous Hideaway

Rental unit in Wrigleyville

5 out of 5 average rating, 28 reviews

Fierce Stay in Wrigley - Step from Cubs Stadium

Rental unit in Chicago

4.81 out of 5 average rating, 193 reviews

Your brand new Chicago suite (unit 1F)

Rental unit in North Lawndale

5 out of 5 average rating, 14 reviews

Bright and full of life!

Rental unit in Wicker Park

4.82 out of 5 average rating, 159 reviews

Heart of Wicker Park! Location. Walk to Everything

Rental unit in Evanston

4.9 out of 5 average rating, 289 reviews

Ashland Ice Cream House

Bed and breakfast rentals with breakfast

Private room in Lake View

4.85 out of 5 average rating, 324 reviews

Private room with private entrance in Boystown

Private room in Evanston

4.57 out of 5 average rating, 96 reviews

Gorgeous 1 Bed (King) with Private Bathroom

Private room in East Pilsen

5 out of 5 average rating, 101 reviews

Urban Oasis Pilsen - guest room in townhouse

Hotel room in Wicker Park

4.85 out of 5 average rating, 48 reviews

Queen Room w/ Balcony in Boutique Wicker Park B&B

Private room in Norwood Park

4.77 out of 5 average rating, 311 reviews

Chicago River Room near USMLE

Private room in Lake View

4.95 out of 5 average rating, 169 reviews

Twin Bedroom with Private Bathroom

Private room in Hyde Park

4.99 out of 5 average rating, 107 reviews

Lovely UofC Prof mansion great on campus location

Private room in Evanston

4.97 out of 5 average rating, 566 reviews

Classy and Cozy home in Evanston

Quick stats about vacation rentals with breakfast included in Lake View, Chicago

Total rentals
40 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

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