Monthly Stays in The Loop by Sonder
Find monthly stays across The Loop’s neighborhoods.
Where to stay in The Loop
Design-led rooms, walkable streets, and neighborhoods worth staying in rather than passing through.
Featured Monthly Stays Stays
Monthly Stays preferred by The Loop travelers
A curated selection of The Loop monthly stays chosen for their location, design, and overall stay experience across the city.
Apartment
10.0(1 Review)
2 Bedrooms
8 Guests
Parking
Balcony/Terrace
Air Conditioner
Internet
US $417/Night
30 Nights - US $12,516
Apartment
10.0(1 Review)
2 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $710/Night
30 Nights - US $21,309
Apartment
10.0(2 Reviews)
2 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $503/Night
30 Nights - US $15,076
Apartment
9.8(46 Reviews)
21 Bedrooms
51 Guests
Private Pool
Hot Tub
EV Charge Station- Parking
US $692/Night
30 Nights - US $20,751
Hotel
8.0(288 Reviews)
Breakfast- Parking
- Air Conditioner
- Internet
US $167/Night
30 Nights - US $5,010
Apartment
9.2(10 Reviews)
13 Bedrooms
30 Guests
- Private Pool
- Hot Tub
- Parking
Pool
US $2,246/Night
30 Nights - US $67,389
US $290/Night
30 Nights - US $8,706
Hotel
8.3(478 Reviews)
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $392/Night
30 Nights - US $11,770
Apartment
8.7(3 Reviews)
6 Bedrooms
16 Guests
- Parking
- Air Conditioner
- Internet
Child Friendly
US $640/Night
30 Nights - US $19,199
Apartment
8.7(30 Reviews)
17 Bedrooms
42 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $531/Night
30 Nights - US $15,924
Hotel
8.1(1362 Reviews)
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $366/Night
30 Nights - US $10,979
Apartment
10.0(2 Reviews)
2 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $524/Night
30 Nights - US $15,720
Browse The Loop Monthly Stays
More places that leave room for discovery.
From quick city breaks to longer stays, explore more The Loop monthly stays chosen for design, comfort, and easy access to the neighborhoods you came to see.
US $242/Night
30 Nights - US $7,261
Hotel
9.0(956 Reviews)
- Parking
Kitchen- Air Conditioner
- Internet
US $219/Night
30 Nights - US $6,575
Hotel
8.2(1305 Reviews)
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $279/Night
30 Nights - US $8,370
US $705/Night
30 Nights - US $21,164
US $742/Night
30 Nights - US $22,270
Hotel
8.4(417 Reviews)
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $248/Night
30 Nights - US $7,440
US $335/Night
30 Nights - US $10,055
Hotel
8.8(80 Reviews)
- Breakfast
- EV Charge Station
- Parking
- Balcony/Terrace
US $545/Night
30 Nights - US $16,364
US $316/Night
30 Nights - US $9,487
US $375/Night
30 Nights - US $11,252
Hotel
8.2(2155 Reviews)
- Private Pool
- Breakfast
- Pool
- Kitchen
US $392/Night
30 Nights - US $11,750
Booking Your Stay
How stays in The Loop are booked.
Discover a stay
Browse a curated selection of The Loop hotels, shaped by location, design, and experience.
Review the details
Explore layout, amenities, and the neighborhood to see how each stay fits your trip.
Reserve through a partner
Complete your booking securely through a trusted partner, with confirmation handled there.
Curated Stays in The Loop
Pick the kind of stay that fits your trip.
Every trip to The Loop is different. These feeds sort The Loop monthly stays by what matters most to the way you want to travel.
Boutique Hotels in The Loop
Design-Led Boutique Stays in the Best Neighborhoods of The Loop
Hotel
8.3(806 Reviews)
- Breakfast
- EV Charge Station
- Parking
- Air Conditioner
US $150/Night
30 Nights - US $4,512
Hotel
8.7(182 Reviews)
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $534/Night
30 Nights - US $16,032
Hotel
8.6(367 Reviews)
- Breakfast
- EV Charge Station
- Parking
- Air Conditioner
US $312/Night
30 Nights - US $9,350
US $219/Night
30 Nights - US $6,563
Hotel
8.6(392 Reviews)
- Breakfast
- EV Charge Station
- Parking
- Air Conditioner
US $353/Night
30 Nights - US $10,600
Business Hotels & Aparthotels in The Loop
Work-Friendly Stays for Business Trips in The Loop
Apartment
8.9(10 Reviews)
3 Bedrooms
2 Guests
- Air Conditioner
- Internet
- Child Friendly
Accessibility
US $285/Night
30 Nights - US $8,542
US $365/Night
30 Nights - US $10,950
Apartment
9.0(2 Reviews)
3 Bedrooms
8 Guests
- Parking
- Air Conditioner
- Internet
Security/Safety
US $464/Night
30 Nights - US $13,919
Hotel
8.2(220 Reviews)
- Breakfast
- Parking
- Balcony/Terrace
- Air Conditioner
US $300/Night
30 Nights - US $9,009
Apartment
9.2(5 Reviews)
2 Bedrooms
4 Guests
- Parking
View- Air Conditioner
- Internet
US $196/Night
30 Nights - US $5,866
Hotel
8.2(466 Reviews)
- Parking
- View
- Air Conditioner
- Internet
US $199/Night
30 Nights - US $5,967
Hotel
8.4(1295 Reviews)
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $178/Night
30 Nights - US $5,334
Apartment
8.5(82 Reviews)
10 Bedrooms
25 Guests
Oceanfront- Hot Tub
- Parking
- Pool
US $472/Night
30 Nights - US $14,159
Hotel
8.6(912 Reviews)
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $240/Night
30 Nights - US $7,196
Hotel
8.5(274 Reviews)
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $421/Night
30 Nights - US $12,615
Apartment
9.2(5 Reviews)
2 Bedrooms
5 Guests
- Pool
- Balcony/Terrace
- Air Conditioner
- Internet
US $638/Night
30 Nights - US $19,130
Apartment
9.3(31 Reviews)
5 Bedrooms
10 Guests
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $464/Night
30 Nights - US $13,921
Long-Stay Hotels & Apartments in The Loop
Comfortable Extended Stays with Space to Settle In
Apartment
9.2(8 Reviews)
2 Bedrooms
5 Guests
- Pool
- Balcony/Terrace
- Air Conditioner
- Internet
US $767/Night
30 Nights - US $22,999
Hotel
9.4(1142 Reviews)
- Private Pool
- EV Charge Station
- Parking
- Pool
US $716/Night
30 Nights - US $21,488
Apartment
8.5(4 Reviews)
2 Bedrooms
5 Guests
- Pool
- Balcony/Terrace
- Air Conditioner
- Internet
US $502/Night
30 Nights - US $15,059
Apartment
9.0(61 Reviews)
12 Bedrooms
2 Guests
- Air Conditioner
- Internet
- Child Friendly
- Accessibility
US $278/Night
30 Nights - US $8,329
Apartment
10.0(1 Review)
2 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $339/Night
30 Nights - US $10,183
Apartment
8.5(14 Reviews)
3 Bedrooms
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Accessibility
US $1,046/Night
30 Nights - US $31,375
Apartment
10.0(1 Review)
2 Bedrooms
6 Guests
- Air Conditioner
- Internet
- Child Friendly
Wheelchair Accessible
US $307/Night
30 Nights - US $9,220
Apartment
10.0(1 Review)
2 Bedrooms
6 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
- Accessibility
US $270/Night
30 Nights - US $8,090
Apartment
9.3(20 Reviews)
1 Bedroom
2 Guests
- Air Conditioner
- Internet
- Child Friendly
- Accessibility
US $438/Night
30 Nights - US $13,151
Apartment
8.5(10 Reviews)
2 Bedrooms
5 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $281/Night
30 Nights - US $8,421
Apartment
8.7(69 Reviews)
82 Bedrooms
40 Guests
- Air Conditioner
- Internet
- Child Friendly
- Security/Safety
US $272/Night
30 Nights - US $8,169
Apartment
8.8(37 Reviews)
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Accessibility
US $421/Night
30 Nights - US $12,621
Looking beyond the stay? See the The Loop city guide for neighborhoods, experiences, and the best time to visit.
Hotel FAQs
Everything to know before you check in to
Everything to know before you check in to
The Loop.
01 / 06
What are the top rated Monthly Stays in The Loop?
There are a lot of options in The Loop. If you plan on staying in the The Loop area, consider making a reservation for a few nights at one of these properties as these have been rated the top Monthly Stays in The Loop:
- Wabash 4BR - Pool Free In & Out Parking 1
- River North Private Deck With In and Out Parking
- 21st Floor Skyline 2BR Near Grant Park & Field Museum
- River North Rooftop With In and Out Parking 6
- Downtown Chicago Stay with Free In & Out Parking 6
- River North Rooftop With In and Out Parking 5
- Trump International Hotel & Tower Chicago
- The Langham Chicago
- Luxury 5BD-2BA Duplex-Near Obama Center FREE Wine&Parking
- LIVN Millennium Park Downtown Chicago Superior 1BR
- 18th floor 2BR Grant Park Suite with Balcony, Gym
- The LaSalle Chicago, Autograph Collection
02 / 06
How do I book a month's stay in The Loop on Sonder?
To book any amount of stay in The Loop visit Sonder rental listings, click length of stay, choose the number of days, weeks, or months you want to spend, then enter the date and destination. Some properties may need you to inquire with the property prior to booking to learn more about extended or monthly stays.
03 / 06
What are the best pet-friendly monthly rentals in The Loop?
We have many pet-friendly long-term rentals in or near The Loop. The top pet-friendly rentals in The Loop are:
04 / 06
Do any monthly or weekly vacation rentals in The Loop have a pool?
Yes, there are more than 91 vacation rentals in The Loop that have indoor and private swimming pools. Check out our filter option and find your best extended stay near The Loop.
05 / 06
What are some great rentals in The Loop that have internet access?
Internet access is a requirement for most extended-stay travelers. Most of the holiday rentals we list have internet availability on premises.
06 / 06
How many monthly rentals with hot tubs are available for rent in The Loop?
There are 91 monthly stays available for rent in The Loop.
There are a lot of options in The Loop. If you plan on staying in the The Loop area, consider making a reservation for a few nights at one of these properties as these have been rated the top Monthly Stays in The Loop:
- Wabash 4BR - Pool Free In & Out Parking 1
- River North Private Deck With In and Out Parking
- 21st Floor Skyline 2BR Near Grant Park & Field Museum
- River North Rooftop With In and Out Parking 6
- Downtown Chicago Stay with Free In & Out Parking 6
- River North Rooftop With In and Out Parking 5
- Trump International Hotel & Tower Chicago
- The Langham Chicago
- Luxury 5BD-2BA Duplex-Near Obama Center FREE Wine&Parking
- LIVN Millennium Park Downtown Chicago Superior 1BR
- 18th floor 2BR Grant Park Suite with Balcony, Gym
- The LaSalle Chicago, Autograph Collection
To book any amount of stay in The Loop visit Sonder rental listings, click length of stay, choose the number of days, weeks, or months you want to spend, then enter the date and destination. Some properties may need you to inquire with the property prior to booking to learn more about extended or monthly stays.
We have many pet-friendly long-term rentals in or near The Loop. The top pet-friendly rentals in The Loop are:
Yes, there are more than 91 vacation rentals in The Loop that have indoor and private swimming pools. Check out our filter option and find your best extended stay near The Loop.
Internet access is a requirement for most extended-stay travelers. Most of the holiday rentals we list have internet availability on premises.
There are 91 monthly stays available for rent in The Loop.
