A modern building with a glass facade and a large tree in front.

Book Rosemont Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Rosemont bed & breakfast

A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

1. Dorothy's

Dorothy's
2.0 star property
Lakeview
8.6 out of 10, Excellent, (186 reviews)
"Space was so clean and modern. Breakfast was good also. Very nice stay."
United States
Steven
$81 nightly
The price is $89
Nov 2 - Nov 3
Total with taxes and fees
Dorothy's
A modern living room with leather sofas, a dining area, and large windows offering a view of greenery.

2. House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast
3.5 star property
Edgewater
9.2 out of 10, Wonderful, (519 reviews)
"good"
United States
jiantao
$179 nightly
The price is $210
Oct 5 - Oct 6
Total with taxes and fees
House 5863 - Chicago Bed and Breakfast
A fire pit surrounded by glass pebbles, with a television displaying a football game in the background.

3. The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
8.0 out of 10, Very good, (679 reviews)
"Was a nice house the room we stayed in was cozy bed was really comfortable and in walking distance to wrigley field would definitely stay here again"
United States
John
$95 nightly
The price is $105
Oct 4 - Oct 5
Total with taxes and fees
The Villa Toscana
A bathroom with a glass-tiled wall, a sink, and a shower area.

4. Ray's Bucktown B&B

Ray's Bucktown B&B
3.5 star property
Bucktown
9.8 out of 10, Exceptional, (416 reviews)
"The breakfast is fantastic!! Very unique and fun decor!"
United States
Susan
$217 nightly
The price is $245
Oct 13 - Oct 14
Total with taxes and fees
Ray's Bucktown B&B
A well-lit hallway with a wooden dresser, a table with chairs, and a blue patterned rug.

5. Harvey House Bed & Breakfast

Harvey House Bed & Breakfast
4.0 star property
Oak Park
9.8 out of 10, Exceptional, (135 reviews)
"We had a comfortable stay. Bed was great, host was very accommodating and location was great!"
United States
Monica
$258 nightly
The price is $286
Nov 2 - Nov 3
Total with taxes and fees
Harvey House Bed & Breakfast
A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

6. The Sono Chicago

The Sono Chicago
3.5 star property
Near North Side
10.0 out of 10, Exceptional, (563 reviews)
"It was a very comfortable hotel. We loved the free street parking, easy access to public transportation, coffee, breakfast, bottled water, bubbly water and snacks. I will stay here again!"
United States
Christie
$227 nightly
The price is $266
Oct 25 - Oct 26
Total with taxes and fees
The Sono Chicago
A brick building with a sign for The Wicker Park Inn, including a phone number and website.

7. Wicker Park Inn

Wicker Park Inn
3.5 star property
West Town
9.0 out of 10, Wonderful, (284 reviews)
"Great location. Staff was very helpful.👍"
United States
Michael
$304 nightly
The price is $357
Nov 1 - Nov 2
Total with taxes and fees
Wicker Park Inn
A grand foyer with a wooden staircase, a chandelier, and a large window.

8. Villa D' Citta

Villa D' Citta
3.5 star property
Lincoln Park
9.4 out of 10, Exceptional, (126 reviews)
"What a pleasant stay, staff was welcoming and wanting to make sure our needs were met with our expectations. Meals were abundant and homemade. Rooms w/bath were clean with abundant towels. We will stay again."
United States
Jeffrey
$252 nightly
The price is $296
Oct 7 - Oct 8
Total with taxes and fees
Villa D' Citta
A wooden staircase with built-in seating and potted plants, leading to a modern interior with large windows and a mezzanine level.

9. The Publishing House B&B

The Publishing House B&B
3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (217 reviews)
"The best hotel breakfast I have ever had. I will return for the breakfast!"
United States
Kathryn
$260 nightly
The price is $294
Nov 1 - Nov 2
Total with taxes and fees
The Publishing House B&B
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

10. Pristine Apartment with Free Street Parking

Pristine Apartment with Free Street Parking
Humboldt Park
$379 nightly
The price is $389
Oct 27 - Oct 28
Total with taxes and fees
Pristine Apartment with Free Street Parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Rosemont Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"The hotel was a very convenient location from downtown and Lake Michigan. Definitely one of the better breakfasts I've had recently and the pricing sits just right for the amenities and convenience this hotel offers"
Sudeep 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection Ambassador Gold Coast

Find out more about Rosemont

Rosemont B&B information

Number of reviews
1,746
Accommodation
13 B&B
Lowest Price
$89
Highest Price
$389

Frequently asked questions

What is the nightly rate for a B&B in Rosemont?
Prices for B&Bs in Rosemont often vary, but you can find a great deal from $89 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Rosemont B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Rosemont?
The best time to book a B&B in Rosemont is during the peak season from July to September, when the area comes alive with vibrant energy and visitors flock to enjoy its numerous attractions. This period is ideal for those who appreciate outdoor activities, as the weather is typically warm and inviting, with temperatures ranging from the mid-70s to low 80s Fahrenheit. Whether you're exploring the scenic trails or indulging in local events, you'll find plenty to keep you engaged.

Among these summer months, September stands out as particularly popular. As the summer crowds begin to thin, you can still enjoy pleasant weather while experiencing the beauty of the changing season. This is a fantastic time for hiking and sightseeing, allowing you to appreciate the stunning landscapes without the hustle and bustle of peak tourist activity.

For those looking for a more budget-friendly option, consider planning your visit in December. While this is considered the low season, it offers a unique charm with holiday festivities and cozy atmospheres, superb for a peaceful retreat away from the crowds.
What is the difference between a Rosemont Bed & Breakfast and a hotel?
Every Rosemont B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Rosemont B&Bs.

Explore a world of travel with Expedia