Teton Village Rentals - Vacation Rentals in Winchester-Hood Garden Homes

Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach From US $478
         

10.0 (248 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Stylish Modern 1BR Suite Right by Loyola University - StayGia From US $125
         

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8.5 (10 Reviews)
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Child Friendly
House 5863 - Chicago Bed and Breakfast From US $231
         

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9.2 (502 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Soft Palate & Warm Bricks At A Rogers Park Home From US $453
         

Great Location-Beautiful Friendly Andersonville Neighborhood From US $311
         

Luxury Places to Stay in Winchester-Hood Garden Homes

Over 725+ Luxury Places to Stay in or Near Winchester-Hood Garden Homes
8.0 (1 Review)
Condo
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Vintage Chicago Gem: The Rockwell Retreatn From US $3,482
         

Top-Rated Vacation Rentals with a Pool in Winchester-Hood Garden Homes

Over 18+ Top-Rated Vacation Rentals with a Pool in or Near Winchester-Hood Garden Homes
Uptown Gem From US $117
         

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10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Uptown 1BR w Gym Rooftop Pool 2 blocks to L CHI-383 From US $242
         

Uptown studio apartment with breathing views From US $208
         

10.0 (19 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Historic Andersonville Coach House. From US $396
         

9.6 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Winchester-Hood Garden Homes

Over 311+ Pet-Friendly Vacation Rentals in or Near Winchester-Hood Garden Homes
The Holiday Lake House - 2br 2bth - 50 steps from the beach! From US $375
         

10.0 (57 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Tranquil Library 2brm 1bath private eclectic apt at Solar Lodge From US $400
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Guesthouse Hotel From US $393
         

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9.8 (394 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake From US $417
         

10.0 (53 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
3 BR/2 BTH unit steps to the beach and close to Loyola From US $492
         

10.0 (46 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Chicago Riverhouse with private fenced in oasis From US $412
         

10.0 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stylish Chicago Retreat: Walk to Loyola University From US $568
         

10.0 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Vintage City Chic: The Artist's Haven. 5 Blocks from Lake Michigan! From US $249
         

Large Vacation Homes & Villas in Winchester-Hood Garden Homes

Over 62+ Large Vacation Homes & Villas in or Near Winchester-Hood Garden Homes
Feel at home From US $540
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 4-bedroom house with WiFi, AC in welcoming Evanston From US $1,352
         

New Built Apartment, Sleeps 12! From US $513
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Fabulous 6-bedroom Mansion in Chicago perfect for your getaway. From US $1,240
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Walk to the Beach Private Office 5BR From US $913
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
The Greenleaf House—Whole House From US $825
         

9.6 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Winchester-Hood Garden Homes

Over 86+ Wheelchair Accessible Vacation Homes in or Near Winchester-Hood Garden Homes
Edgewater Gem by the Lake! 2BR with Parking & Gym From US $562
         

FRONTDESK Classic 1 BR Apt in Ravenswood From US $57
         

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8.2 (6 Reviews)
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Internet
Hampton Inn Chicago North-Loyola Station From US $164
         

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9.4 (1009 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake From US $370
         

9.6 (14 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake From US $411
         

9.0 (20 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Elegant Style Loft Montrose|13 mins DT|4 mins Lake From US $236
         

8.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Blueground | Edgewater, fitness center, nr Lake From US $314
         

Winchester-Hood Garden Homes Vacation Rentals and Airbnb Places to Stay Under $200

Over 258+ Winchester-Hood Garden Homes Vacation Rentals and Airbnb Places to Stay Under $200
Edgewater King 1 Bd - Near Loyola, Beach &Andersonville From US $95
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Heart O' Chicago From US $117
         

7.8 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Sunny 2-Bdrm Apt In-Unit Lndry & Balcony Near NU Hsptls From US $198
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
3 Bedroom Chicago Apartment w/Large Kitchen & In-Unit Laundry From US $136
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Instantly Bookable Vacation Homes in Winchester-Hood Garden Homes

Over 374+ Instantly Bookable Vacation Homes in or Near Winchester-Hood Garden Homes
Retro Apartment in Andersonville From US $241
         

10.0 (72 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
King Bed, Personal Parking & In-Unit Laundry! From US $190
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
North Center Chicago - Walkable - Transit Accessible - King & Queen Beds From US $546
         

Chicago charm! Quiet and inviting ! From US $380
         

10.0 (28 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About Winchester-Hood Garden Homes Vacation Rentals

With more than 734 Winchester-Hood Garden Homes vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Tetonvillagerentals 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 Winchester-Hood Garden Homes.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Tetonvillagerentals Winchester-Hood Garden Homes, 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 Winchester-Hood Garden Homes. Places to stay near Winchester-Hood Garden Homes are 590.62 ft² on average, with prices averaging US $382 a night.

Tetonvillagerentals makes it easy and safe to find and compare vacation rentals in Winchester-Hood Garden Homes 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 Winchester-Hood Garden Homes

Type Count
Holiday Apartments 533
Vacation Homes 113
Hotels 13
B&B 4
Cabin Rentals 1
Cottages 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Winchester-Hood Garden Homes

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

Weather in Winchester-Hood Garden Homes

View the weather forecast for Winchester-Hood Garden Homes before booking your Winchester-Hood Garden Homes 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

Winchester-Hood Garden Homes Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Winchester-Hood Garden Homes?
How many vacation rentals are available in Winchester-Hood Garden Homes?

Currently, the total number of properties listed in 2026 is over 734 in the Winchester-Hood Garden Homes area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Winchester-Hood Garden Homes.