Title: Winnetka Condo Rentals from CA $264 | Expedia.ca

 

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# Search Condos Rentals in Winnetka from CA $264

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## Check prices for these dates

Next weekend

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=175751&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Winnetka Condo Rentals

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/5bb478a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/870fb3ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/f8b770f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83580000/83571000/83570994/e0567df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic Suite/Mins to L Train /Laundry/Free Parking

Oak Park

9.6/10

Exceptional

(56)

"Good location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Justin C.

CA $101

CA $284 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Chicago-Hotels-Chic-SuiteMins-To-L-Train-LaundryFree-Parking.h83570994.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/a067dc99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/04e27943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/1e525a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100790000/100784000/100783919/6f92a1cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic Urban Retreat Near Wrigley Field w/Parking

Lakeview

10/10

Exceptional

(42)

"Great spot in a wonderful location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jasson R.

CA $210

CA $630 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Chicago-Hotels-Chic-Urban-Retreat-Near-Wrigley-Field-WParking.h100783919.Hotel-Information)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/117000000/116360000/116355600/116355594/4e55a309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116360000/116355600/116355594/f9745b66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/117000000/116360000/116355600/116355594/3a8e3a3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/117000000/116360000/116355600/116355594/eae62ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious & Comfortable 3 Bedrooms + Bonus Room

Forest Park

8.0/10

Very good

(4)

"The apartment was very clean and the beds and pillows were wey comfortable. We were close to lot of restaurants and my family. We stay again when we return..."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joy C.

CA $168

CA $658 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Chicago-Hotels-Spacious-Comfortable-3-Bedrooms-Bonus-Room.h116355594.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/d68966c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/f0e190e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/e9c1d662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/35000000/34920000/34913400/34913312/9796e9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigley Field MVP Suite 1 Bedroom Apartment

Lakeview

9.6/10

Exceptional

(14)

"We found a used razer that was left in the shower and also some dishes that didn't look like they were washed. Other than those couple of things it was clean and an extremely nice stay. We went for a concert at the wrigley stadium and were able to listen to them rehearse the day before. The walk was just across the road and we were able to walk and pick up groceries from whole foods."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Clarissa

CA $251

CA $935 total

includes taxes & fees

Nov 19 - Nov 20

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn.h34913312.Hotel-Information)

![Paper towels](https://images.trvl-media.com/lodging/91000000/90900000/90893200/90893149/w1024h678x0y3-d7376dcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90900000/90893200/90893149/w1024h678x0y3-3dec758e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90900000/90893200/90893149/w906h683x59y0-e8bec111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90900000/90893200/90893149/w1024h678x0y3-13685302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Just remodeled apartment close to airport and mall

Elk Grove Village

10/10

Exceptional

(15)

"We stayed a week and found the space to be very comfortable. Just what we needed for our small family. The space was clean and well cared for and located conveniently to just about anywhere you might need to go. Host was very responsive to questions. Highly recommend! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah H.

CA $189

CA $359 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Chicago-Hotels-Just-Remodeled-Apartment-Close-To-Airport-And-Mall.h90893149.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262104/0554350d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, offices](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262104/e5a2e7a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262104/97b28cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106270000/106262200/106262104/a22023e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1 Bedroom | Free Breakfast Buffet, Indoor Pool

Glenview

CA $206

CA $264 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Chicago-Hotels-1-Bedroom-Free-Breakfast-Buffet.h106262104.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83600000/83596200/83596157/e3a1a561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/84000000/83600000/83596200/83596157/2a46ff05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, offices](https://images.trvl-media.com/lodging/84000000/83600000/83596200/83596157/fd9d2968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83600000/83596200/83596157/277a5465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 3BRCondo near Wrigley/Dtwn +FreeParking

Lincoln Park

9.6/10

Exceptional

(46)

"It was a great place to stay and very spacious!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Megh P.

CA $296

CA $735 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Chicago-Hotels-Spacious-3BRCondo-Near-WrigleyDtwn-FreeParking.h83596157.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90130000/90125900/90125808/87bd9a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, printers](https://images.trvl-media.com/lodging/91000000/90130000/90125900/90125808/7dd36329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/90130000/90125900/90125808/8fa3e49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90130000/90125900/90125808/fb8140c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

South Evanston

9.6/10

Exceptional

(24)

"The property was great. Clean, charming, and full of accommodations. Check in/out was really simple if you need a quick place to crash, but has everything you need for a longer stay. The best part was the communication with the host though. Very easy to get in touch with, very detailed in answering questions, and was understanding when discussing damage found from a previous guest. Overall would stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alex P.

CA $439

CA $888 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Chicago-Hotels-MDRN-Kid-Friendly-AptCharmingPrivateSunnyFast-Wi-Fi-Parking.h90125808.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/5f4153b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/cb1524af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/e3135f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/34000000/33970000/33962200/33962122/73d497c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Lakeview

9.4/10

Exceptional

(21)

"Enjoyed a dinner party with friends Place was perfect Management helpful "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vince K.

CA $532

CA $1,326 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Chicago-Hotels-Wrigleyville-Inn-AllStar-Unit.h33962122.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/35000000/34010000/34002300/34002204/15eb4dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/35000000/34010000/34002300/34002204/931c944e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/35000000/34010000/34002300/34002204/w1055h795x5y0-30a82df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/35000000/34010000/34002300/34002204/79e701e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Lakeview

9.6/10

Exceptional

(26)

"It’s the perfect spot to stay for events at wrigley. Even stray kids think so ;)"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebekah S.

CA $672

CA $1,520 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Chicago-Hotels-Across-From-Wrigley-Field.h34002204.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/d815e728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/93c5f874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/8db3e70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms](https://images.trvl-media.com/lodging/34000000/33920000/33913000/33912904/e54a5b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

Lakeview

10/10

Exceptional

(22)

"This was perfect location for several of our friends to get together for the Mustache Crawl. Very clean and right in the middle of activities. The host was available and listing was accurate. We will stay again!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah P.

CA $672

CA $1,520 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Chicago-Hotels-The-Inn-At-Wrigleyville.h33912904.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/3c71ed9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/81bc10e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/d3d80bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/36000000/35180000/35179300/35179280/a0078d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Lakeview

9.0/10

Wonderful

(14)

"The apartment is literally across the street from the ballpark. Very clean, easy to check in, big space, everything we needed was there, couldn't have asked for more."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

vince h.

CA $672

CA $1,520 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Chicago-Hotels-Featured-On-The-Travel-Channel.h35179280.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/59f4093c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/db5aefbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, memory foam beds](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/66d4fb68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/35000000/34830000/34821900/34821849/57dfa3ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Lakeview

9.6/10

Exceptional

(19)

"Steps from Wrigley. Loved it"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emily M.

CA $672

CA $1,520 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Chicago-Hotels-Gorgeous-4-Bedroom-With-Pool-Table-Steps-From-Wrigley-Field-Sleeps-9.h34821849.Hotel-Information)

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.

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## Top Winnetka Hotel Reviews

![Pendry Chicago](//images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg)

### Pendry Chicago

10/10 Excellent

"Rooms are lovely, bar / restaurant is top notch. Love staying at the pendry!"

[](https://expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information)

![Aloft Chicago Mag Mile](//images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e_y.jpg)

### Aloft Chicago Mag Mile

10/10 Excellent

"Don’t like how the food is frozen but they charge so much money for the breakfast."

[](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

![Freehand Chicago](//images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/3b3ade3c_y.jpg)

### Freehand Chicago

10/10 Excellent

"Really small room but good for solo travelers, the workers were so nice and helpful. The vibes were amazing and there is also a photo both! "

[](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information)

![The Whitehall Hotel, BW Premier Collection](//images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg)

### The Whitehall Hotel, BW Premier Collection

10/10 Excellent

"Tucker at the front desk was fabulous ans welcoming. Staff were attentive. Room was clean and well kept. Great view! "

[](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information)

![Hilton Garden Inn Chicago Downtown/Magnificent Mile](//images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8_y.jpg)

### Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"Clean room, great location."

[](https://expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information)

![Hotel Felix River North/Magnificent Mile](//images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d_y.jpg)

### Hotel Felix River North/Magnificent Mile

10/10 Excellent

"Nice downtown location"

[](https://expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information)

![Hotel Riu Plaza Chicago](//images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg)

### Hotel Riu Plaza Chicago

10/10 Excellent

"Breakfast. Delish Cushy pillows. Comfy bed Nice shower Staff so friendly and helpful. "

[](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

![Hilton Chicago/Magnificent Mile Suites](//images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg)

### Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"AB"

[](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information)

![The Allegro Royal Sonesta Hotel Chicago Loop](//images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798_y.jpg)

### The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"Nice and easy check in. Clean room. Comfy bed. "

[](https://expedia.ca/Chicago-Hotels-The-Allegro-Royal-Sonesta-Hotel.h34496.Hotel-Information)

## Find out more about Winnetka

## Winnetka Condo Rentals information

| Number of reviews | 298 |
| --- | --- |
| Accommodation | 243 Condo Rentals |
| Lowest Price | CA $264 |
| Highest Price | CA $1,520 |

## Frequently asked questions

### How much do condos in Winnetka cost?

> Condos in Winnetka range from CA $264 to CA $1,520 per night. This will give you lots of room for your entire crew at a price that won't stretch the budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

### How many condos are there in Winnetka?

> Choose from 243 condos in Winnetka. Whether you're traveling with the family or organizing a weekend break with your buddies, Expedia can help you find the right space for your whole crew.

### Why book your condo in Winnetka with Expedia?

> Expedia will help you find your ideal condo in Winnetka. After a luxury escape? Make the most of our filters to search for properties that have a 5-star rating. If you're sticking to a budget, select how much you want to spend and then browse our fabulous options. We'll help you find the right place whatever your vacation looks like.

### How can I find cheap condos in Winnetka?

> The best way to locate cheap condos in Winnetka is with Expedia's nifty filter tool. Fine-tune your search results by amenities, budget and star rating to secure unbeatable rates in a couple of clicks.

### What is there to do in Winnetka near my condo?

> After you've unpacked and settled in, get out and explore the wonderful things Winnetka has to offer. [Elder Lane Beach](https://www.expedia.ca/Elder-Lane-Beach-Chicago.d553248635983991218.Vacation-Attraction) is a great attraction to add to your to-do list.

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