Rent Holiday - Vacation Rentals in Skybox on Sheffield
Apartment
5.5
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
10.76 ft²
-
Air Conditioner -
Internet -
Child Friendly -
Bedding/Linens
US $254
/Night
7 Nights - $1,778
Apartment
2 Bedrooms
2 Bathrooms
3 Guests
US $197
/Night
7 Nights - $1,381
Apartment
10.0
(
176 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1000 ft²
-
Parking -
Balcony/Terrace -
Kitchen -
Air Conditioner
US $391
/Night
7 Nights - $2,737
Apartment
1 Bedroom
1 Bathroom
2 Guests
10.76 ft²
-
Air Conditioner
-
Internet
-
Child Friendly
-
Security/Safety
US $315
/Night
7 Nights - $2,205
Bed & Breakfast
10.0
(
566 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $195
/Night
7 Nights - $1,364
Apartment
10.0
(
126 Reviews
)
4 Bedrooms
3 Bathrooms
15 Guests
1850 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $740
/Night
7 Nights - $5,182
Apartment
10.0
(
14 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
699.65 ft²
-
Internet
-
Child Friendly
-
Security/Safety
US $256
/Night
7 Nights - $1,792
Bed & Breakfast
9.8
(
110 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
650 ft²
-
Pool -
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $434
/Night
7 Nights - $3,037
Condo
10.0
(
137 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
2200 ft²
-
Hot Tub -
Parking
-
Balcony/Terrace
-
Kitchen
US $452
/Night
7 Nights - $3,166
House
9.8
(
54 Reviews
)
4 Bedrooms
3 Bathrooms
16 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $656
/Night
7 Nights - $4,593
Condo
9.8
(
22 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
2094 ft²
-
Balcony/Terrace
-
Child Friendly
-
Laundry -
Security/Safety
US $1,095
/Night
7 Nights - $7,662
Apartment
10.0
(
123 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
1650 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $520
/Night
7 Nights - $3,641
Apartment
10.0
(
103 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $351
/Night
7 Nights - $2,459
Condo
9.0
(
16 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
1850 ft²
-
Balcony/Terrace
-
Child Friendly
-
Laundry
-
Security/Safety
US $1,095
/Night
7 Nights - $7,662
Apartment
9.6
(
65 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1000 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $207
/Night
7 Nights - $1,452
Condo
9.2
(
29 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1416 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $954
/Night
7 Nights - $6,677
House
9.8
(
114 Reviews
)
3 Bedrooms
3 Bathrooms
20 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $785
/Night
7 Nights - $5,498
Apartment
10.0
(
221 Reviews
)
3 Bedrooms
1 Bathroom
4 Guests
990 ft²
-
Parking
-
Ocean View -
Balcony/Terrace
-
View
US $259
/Night
7 Nights - $1,813
Apartment
10.0
(
158 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $275
/Night
7 Nights - $1,922
Apartment
10.0
(
119 Reviews
)
4 Bedrooms
3 Bathrooms
16 Guests
2300 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $748
/Night
7 Nights - $5,234
Apartment
10.0
(
96 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $152
/Night
7 Nights - $1,066
Apartment
10.0
(
89 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
800 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $309
/Night
7 Nights - $2,164
Apartment
10.0
(
87 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1399 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $289
/Night
7 Nights - $2,023
Apartment
10.0
(
87 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1000 ft²
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
US $255
/Night
7 Nights - $1,784
★ Pro Tip: Rentholiday makes it easy to compare the best listings on Rentholiday homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Rentholiday homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Skybox on Sheffield.
Weather in Skybox on Sheffield
View the weather forecast for Skybox on Sheffield before booking your Skybox on Sheffield Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Skybox on Sheffield Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Skybox on Sheffield?
There are a lot of options in Skybox on Sheffield. If you plan on staying in the Skybox on Sheffield area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Skybox on Sheffield:
- The Sono Chicago
- Great Location-Beautiful Friendly Andersonville Neighborhood
- Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
- North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
- Amazing Lincoln Park Rowhouse - Perfect for Groups, Reunions and Cubs Games!
- Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
- 4BR Old Town Chicago Loft | Walk to Wells St
- Relaxing Chicago Studio
- The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
- Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE
How many vacation rentals are available in Skybox on Sheffield?
Currently, the total number of properties listed in 2026 is over 1688 in the Skybox on Sheffield area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Skybox on Sheffield.
