Winters Vacations Rentals - Vacation Rentals in Roseland

Relax & Unwind in This Comfortable 3BR Unitn From US $185
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
LaSalle Lodge II From US $19
         

5.8 (62 Reviews)
Hostel
  • Parking
  • Child Friendly
  • Internet
Motel 6 - Chicago, IL From US $94
         

7.0 (209 Reviews)
Hotel
  • Parking
  • Wheelchair Accessible
  • Accessibility
Charming 3-bedroom apartment in superb Chicago with WiFi From US $194
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Chicago Home Near Navy Pier & Shedd Aquarium! From US $233
         

10.0 (2 Reviews)
House
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  • Parking
  • TV
“The Marlowe” A Couples Getaway From US $228
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Large Space With Garage From US $401
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Modern "Blast From The Past" A Real Retreat 3Bedroom Unit From US $221
         

Luxury Places to Stay in Roseland

Over 111+ Luxury Places to Stay in or Near Roseland
Suburban Feel with a City Vibe From US $652
         

9.6 (4 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Remodeled Chicago Apartment < 9 Mi to Downtown From US $489
         

9.6 (5 Reviews)
Apartment
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  • TV
New Luxurious 5BD-2BA Home-FREE WINE-2CAR Parking From US $464
         

8.7 (3 Reviews)
Apartment
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  • Parking
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This is a totally new rehab From US $406
         

5.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Family-Friendly Home with Style & Space
New
From US $394
         

New
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Top-Rated Vacation Rentals with a Pool in Roseland

Over 1+ Top-Rated Vacation Rentals with a Pool in or Near Roseland

Pet-Friendly Vacation Rentals in Roseland

Over 37+ Pet-Friendly Vacation Rentals in or Near Roseland
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community From US $137
         

9.0 (28 Reviews)
Apartment
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  • Pet Friendly
  • Bedding/Linens
Comfortable & Relaxing Charming 3BR unit From US $213
         

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8.2 (5 Reviews)
Apartment
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  • Parking
  • Pet Friendly
Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community From US $137
         

Relaxing hot and beautiful 4 bed, 2 baths in peaceful area From US $324
         

5.8 (6 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
See More Pet-Friendly Vacation Rentals in Roseland on PetFriendly.io

Large Vacation Homes & Villas in Roseland

Over 13+ Large Vacation Homes & Villas in or Near Roseland
House with garage, outdoor dining and basement bar From US $375
         

Beautiful 4 bedroom 2 bathroom apartment near everything From US $250
         

Chic Retreat, Chic Retreat "Your Urban Getaway" From US $382
         

6.0 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
4-bedroom house in brilliant Chicago with AC, WiFi. Enjoy your stay. From US $330
         

Hot Tub | 4 bedrooms | Pool Table From US $342
         

New
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  • Pet Friendly
Beverly Place - 4BR/4BA Luxury! From US $274
         

7.0 (12 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Quiet, relaxing 4 bed, 2 bath, 10 mins to Lake Michigan From US $262
         

Wheelchair Accessible Vacation Homes in Roseland

Over 1+ Wheelchair Accessible Vacation Homes in or Near Roseland
Motel 6 Chicago, IL - Halsted From US $76
         

5.1 (18 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible

Roseland Varoom and Airbnb Places to Stay Under $200

Over 54+ Roseland Varoom and Airbnb Places to Stay Under $200
Home in the Historic Town of Pullman From US $170
         

New
House
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  • Parking
  • Security/Safety
Revelation Home From US $72
         

8.6 (62 Reviews)
Hostel
  • Air Conditioner
  • Parking
  • TV
Admiral Motel By Oyo Chicago I-94 From US $108
         

3.8 (45 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Bedding/Linens
Cozy Chicago Retreat Near All The Action
New
From US $165
         

New
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  • Child Friendly
  • Laundry
Terrific 1 bedroom apartment to 'Stay, Unwind. Enjoy.'
New
From US $134
         

New
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Suns & Roses Duplex From US $115
         

New
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  • Parking
  • TV
20 mins to downtown or Indiana From US $114
         

New
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  • Fireplace/Heating

Instantly Bookable Vacation Homes in Roseland

Over 22+ Instantly Bookable Vacation Homes in or Near Roseland
2- Bdrm Apt Desert Themed w/AC in Chicago From US $215
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV
3-bedroom house in cool Chicago with WiFi, AC From US $315
         

Cozy & Comfy 2 bedroom remodeled with plenty parking From US $96
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

About Roseland Vacation Rentals

With more than 120 Roseland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Wintersvacationsrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Roseland.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Wintersvacationsrentals Roseland, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Roseland. Places to stay near Roseland are 330.82 ft² on average, with prices averaging $317 a night.

Wintersvacationsrentals makes it easy and safe to find and compare vacation rentals in Roseland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Roseland

Type Count
Vacation Homes 68
Holiday Apartments 41
Hotels with Suites 4
Hostels 2
Cottages 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Roseland

Pro Tip: Wintersvacationsrentals makes it easy to compare the best listings on Wintersvacationsrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Wintersvacationsrentals 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 Roseland.

Weather in Roseland

View the weather forecast for Roseland before booking your Roseland 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