Vacation rentals in North Shore Beach

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Top-rated vacation rentals in North Shore Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Chicago

4.93 out of 5 average rating, 377 reviews

Ravenswood Guest House Annex

The Annex is a private apartment in an 100+ year old wood frame home just north of Andersonville. The Annex is a typical Chicago style 'in-law' garden apartment - located on the first floor of the house where we live - it is bright and clean and well appointed with comfortable furniture. (see pictures). It has large windows that look out on our garden and yard. Our daughter's family also lives on the property in rear coach house. There is easy access to Lake Shore Drive, Evanston and downtown.

Feb 2 – 9

$79 per night
Guest favorite

Apartment in Chicago

4.9 out of 5 average rating, 291 reviews

Edgewater escape, charming 2 BR, Rooftop Solar

Self check-in to a charming 2-bedroom + living/dining room, private entrance garden apartment, close to: the red line to downtown or Evanston, the lake, theaters, restaurants, and parks. Edgewater is known for tree-lined streets, quiet, safe, diverse, & as a friendly neighborhood. We provide breakfast foods (coffee, tea, fresh fruit, milk, cereal, bread and homemade jam). There is a microwave, small fridge & induction stovetop. You're limiting carbon emissions with solar & heat/ac pumps.

Jan 29 – Feb 5

$99 per night
Guest favorite

Guest suite in Chicago

4.96 out of 5 average rating, 101 reviews

1BR Historic Rogers Park/West Ridge unit- Sleeps 4

Send an inquiry before requesting booking. Quiet, tree-lined urban getaway. Separate lower level unit located in a Chicago-style bungalow near wonderful neighborhoods and restaurants. Extremely comfortable and cozy, this spot will make you forget you are in the city. Diverse restaurants to whet your appetite- Mexican, Ethiopian, Jamaican, Jewish and Indian. Take long walks to the beach (15min), to the numerous parks and or festivals and celebrations. Or cozy up to read, nap or watch a movie.

Feb 9 – 16

$96 per night

Popular amenities for North Shore Beach vacation rentals

Other great vacation rentals in North Shore Beach

Guest favorite

Apartment in Evanston

4.96 out of 5 average rating, 399 reviews

Charming, Sunny Apartment with Backyard Garden

Mar 13 – 20

$124 per night
Guest favorite

Apartment in Chicago

4.96 out of 5 average rating, 116 reviews

Edgewater, private, charming coach house 1 (of 2) Licensed by the City of Chicago 2209375

Oct 24 – 31

$112 per night
Guest favorite

Guesthouse in Chicago

4.91 out of 5 average rating, 339 reviews

Private, Charming, Coach House Loft in Andersonville

Oct 2 – 9

$134 per night
Guest favorite

Guest suite in Chicago

4.91 out of 5 average rating, 416 reviews

Cozy, Quiet, Garden Getaway!

Nov 10 – 17

$108 per night
Superhost

Apartment in Chicago

4.78 out of 5 average rating, 125 reviews

lakefront apartment

Nov 13 – 20

$123 per night
Guest favorite

Guest suite in Chicago

4.97 out of 5 average rating, 356 reviews

Private suite in Lincoln Square

Sep 22 – 29

$94 per night
Guest favorite

Guest suite in Evanston

4.97 out of 5 average rating, 212 reviews

A guest suite centrally located, but so quiet...

Nov 23 – 30

$90 per night
Guest favorite

Guesthouse in Evanston

4.98 out of 5 average rating, 194 reviews

Cottage in a Garden

Jan 18 – 25

$129 per night
Guest favorite

Guest suite in Chicago

4.92 out of 5 average rating, 400 reviews

Private Lincoln Square Garden Apt

Oct 3 – 10

$91 per night
Guest favorite

Apartment in Skokie

4.91 out of 5 average rating, 527 reviews

Cozy Garden Unit in Quiet Neighborhood

Mar 26 – Apr 2

$118 per night
Superhost

Condo in Evanston

4.82 out of 5 average rating, 104 reviews

2 bedroom apartment with patio and parking

Nov 24 – Dec 1

$119 per night
Superhost

Apartment in Chicago

4.82 out of 5 average rating, 432 reviews

Lovely Andersonville Apt with Ideal Location

Oct 23 – 30

$103 per night

Destinations to explore