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Chicago

Jun 07 - Jun 08 ·
2 guests

Chicago Luxury Villas

Chicago
2 guests

Adults:

2

Children:

0

Child’s age:

Over 1,060 stays assessed to highlight the standout picks
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1. Stunning Condo #2 - Downtown River North

2. The Avondale Guesthouse

3. Lincoln Park Living - 3 Queen Beds - Sleeps 6

4. Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

Luxury Villas In Chicago For Rent

5. Lincoln Park Living - Suite 2

6. Stunning Duplex Condo #1 - Downtown River North

7. Spacious Row Home Next Transit Near Downtown W Parking

Luxury Villas with Pool In Chicago

8. Magnificent New Home W/8 Beds & Free Parking

9. Lincoln Park Living - Suite 1

10. Beautiful Remodeled Penthouse Unit In Old Town

  • Great deal
Hotel Image Hotel Image

Stunning Condo #2 - Downtown River North

811 N Sedgwick St
2.3 km (1.4 mi) from city center
167
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Situated merely a 14-minute walk from deep-dish pizza restaurants in Chicago, the 2-bedroom Stunning Condo #2 - Downtown River North Chicago villa invites guests to relax at a patio.

9.3
31 reviews
~ US$39 / night

Stunning Condo #2 - Downtown River North

2.3 km (1.4 mi) from city center
167
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Stunning Condo #2 - Downtown River North

Situated merely a 14-minute walk from deep-dish pizza restaurants in Chicago, the 2-bedroom Stunning Condo #2 - Downtown River North Chicago villa invites guests to relax at a patio.

9.3
31 reviews
From US$ 39 / night
  • Best-rated
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The Avondale Guesthouse

2973 North Elston Avenue
7.9 km (4.9 mi) from city center
167
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Terrace

Located within a 300-metre distance of the Algonquin Park, The Avondale Guesthouse Chicago villa offers a terrace with a view over the street.

9.5
127 reviews
~ US$361 / night

The Avondale Guesthouse

7.9 km (4.9 mi) from city center
167
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Terrace

The Avondale Guesthouse

Located within a 300-metre distance of the Algonquin Park, The Avondale Guesthouse Chicago villa offers a terrace with a view over the street.

9.5
127 reviews
From US$ 361 / night
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Lincoln Park Living - 3 Queen Beds - Sleeps 6

1147 West Diversey Parkway
6.4 km (4.0 mi) from city center
93
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

The 1-bedroom Lincoln Park Living - 3 Queen Beds - Sleeps 6 Chicago villa offers swift access to various city sites, such as Rosa's Lounge, situated around 5 minutes' walk away. Located only 450 metres from the petite South Lakeview Playground Park, this property boasts a patio with views of the city.

9.1
43 reviews
~ US$77 / night

Lincoln Park Living - 3 Queen Beds - Sleeps 6

6.4 km (4.0 mi) from city center
93
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Lincoln Park Living - 3 Queen Beds - Sleeps 6

The 1-bedroom Lincoln Park Living - 3 Queen Beds - Sleeps 6 Chicago villa offers swift access to various city sites, such as Rosa's Lounge, situated around 5 minutes' walk away. Located only 450 metres from the petite South Lakeview Playground Park, this property boasts a patio with views of the city.

9.1
43 reviews
From US$ 77 / night

Luxury Villas In Chicago For Rent

  • Beach access
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Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

2713 West Balmoral Avenue
12.4 km (7.7 mi) from city center
149
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Live entertainment
  • Terrace

Located nearly 25 minutes' walk from the Swedish American Museum, the 2-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago offers film nights for guests' entertainment. Featuring a patio, this Chicago villa is situated 3.9 km from the Foster Beach.

Badminton and darts are possible in the surroundings.

9.6
42 reviews
~ US$270 / night

Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

12.4 km (7.7 mi) from city center
149
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Live entertainment
  • Terrace

Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

Located nearly 25 minutes' walk from the Swedish American Museum, the 2-bedroom Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find Villa Chicago offers film nights for guests' entertainment. Featuring a patio, this Chicago villa is situated 3.9 km from the Foster Beach.

Badminton and darts are possible in the surroundings.

9.6
42 reviews
From US$ 270 / night
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Lincoln Park Living - Suite 2

1147 West Diversey Parkway
6.4 km (4.0 mi) from city center
93
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

The 2-bedroom Lincoln Park Living - Suite 2 Chicago villa offers quick access to such city attractions as Rotofugi Gallery, located nearly 5 minutes' walk away.

8.9
20 reviews
~ US$178 / night

Lincoln Park Living - Suite 2

6.4 km (4.0 mi) from city center
93
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Lincoln Park Living - Suite 2

The 2-bedroom Lincoln Park Living - Suite 2 Chicago villa offers quick access to such city attractions as Rotofugi Gallery, located nearly 5 minutes' walk away.

8.9
20 reviews
From US$ 178 / night
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Stunning Duplex Condo #1 - Downtown River North

811 N Sedgwick St
2.3 km (1.4 mi) from city center
167
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Situated about 25 minutes' walk from Millennium Public Park, the 3-bedroom Stunning Duplex Condo #1 - Downtown River North Chicago villa provides access to numerous tourist attractions in the area. The property includes parking and a patio with views of the city.

9.2
26 reviews
~ US$276 / night

Stunning Duplex Condo #1 - Downtown River North

2.3 km (1.4 mi) from city center
167
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Stunning Duplex Condo #1 - Downtown River North

Situated about 25 minutes' walk from Millennium Public Park, the 3-bedroom Stunning Duplex Condo #1 - Downtown River North Chicago villa provides access to numerous tourist attractions in the area. The property includes parking and a patio with views of the city.

9.2
26 reviews
From US$ 276 / night

Luxury Villas with Pool In Chicago

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Spacious Row Home Next Transit Near Downtown W Parking

3133 West Fulton Street
5.6 km (3.5 mi) from city center
260
  • Picnic area/ Tables
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Garden area

The 3-bedroom Spacious Row Home Next Transit Near Downtown W Parking Chicago offers quick access to such tourist spots as Central Memorial M.B. Church, situated about a 5-minute stroll away.

8.5
20 reviews
~ US$452 / night

Spacious Row Home Next Transit Near Downtown W Parking

5.6 km (3.5 mi) from city center
260
  • Picnic area/ Tables
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Garden area

Spacious Row Home Next Transit Near Downtown W Parking

The 3-bedroom Spacious Row Home Next Transit Near Downtown W Parking Chicago offers quick access to such tourist spots as Central Memorial M.B. Church, situated about a 5-minute stroll away.

8.5
20 reviews
From US$ 452 / night
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Magnificent New Home W/8 Beds & Free Parking

2019 North Bingham Street
6.3 km (3.9 mi) from city center
232
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Luggage storage
  • Tea and coffee facilities

The 3-bedroom Magnificent New Home W/8 Beds & Free Parking Chicago offers proximity to nearby tourist spots, such as the live music venue "Congress Theater", situated around 5 minutes' walk away.

9.5
16 reviews
~ US$301 / night

Magnificent New Home W/8 Beds & Free Parking

6.3 km (3.9 mi) from city center
232
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Luggage storage
  • Tea and coffee facilities

Magnificent New Home W/8 Beds & Free Parking

The 3-bedroom Magnificent New Home W/8 Beds & Free Parking Chicago offers proximity to nearby tourist spots, such as the live music venue "Congress Theater", situated around 5 minutes' walk away.

9.5
16 reviews
From US$ 301 / night
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Lincoln Park Living - Suite 1

West Diversey Parkway
6.4 km (4.0 mi) from city center
111
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Lincoln Park Living - Suite 1 Chicago villa offers proximity to nearby tourist spots, such as Holy Covenant United Methodist Church, situated 6 minutes' walk away.

8.2
38 reviews
~ US$140 / night

Lincoln Park Living - Suite 1

6.4 km (4.0 mi) from city center
111
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Lincoln Park Living - Suite 1

Lincoln Park Living - Suite 1 Chicago villa offers proximity to nearby tourist spots, such as Holy Covenant United Methodist Church, situated 6 minutes' walk away.

8.2
38 reviews
From US$ 140 / night

Private Luxury Villas In Chicago

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Beautiful Remodeled Penthouse Unit In Old Town

1556 North La Salle Street
3.9 km (2.4 mi) from city center
111
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating

Situated a 5-minute walk from Lincoln Monument, Beautiful Remodeled Penthouse Unit In Old Town Villa Chicago entices guests with views of the city.

8.8
12 reviews
~ US$139 / night

Beautiful Remodeled Penthouse Unit In Old Town

3.9 km (2.4 mi) from city center
111
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Heating

Beautiful Remodeled Penthouse Unit In Old Town

Situated a 5-minute walk from Lincoln Monument, Beautiful Remodeled Penthouse Unit In Old Town Villa Chicago entices guests with views of the city.

8.8
12 reviews
From US$ 139 / night
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Spacious 5-Br House Near Transit W Parking

1868 South Millard Avenue
6.8 km (4.2 mi) from city center
260
  • Picnic area/ Tables
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

Situated only 6 minutes' stroll from Blessed Sacrament Catholic Youth Center, the 3-bedroom Spacious 5-Br House Near Transit W Parking Chicago villa offers quick access to numerous city landmarks nearby.

8.6
18 reviews
~ US$677 / night

Spacious 5-Br House Near Transit W Parking

6.8 km (4.2 mi) from city center
260
  • Picnic area/ Tables
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

Spacious 5-Br House Near Transit W Parking

Situated only 6 minutes' stroll from Blessed Sacrament Catholic Youth Center, the 3-bedroom Spacious 5-Br House Near Transit W Parking Chicago villa offers quick access to numerous city landmarks nearby.

8.6
18 reviews
From US$ 677 / night
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Historic Luxury Townhouse In Downtown Chicago

71 East Bellevue Place The Townhouse
3.0 km (1.9 mi) from city center
279
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities

Historic Luxury Townhouse In Downtown Chicago Villa provides easy access to various city attractions, such as the Fourth Presbyterian Church, situated 6 minutes' walk away.

9.8
12 reviews
~ US$1472 / night

Historic Luxury Townhouse In Downtown Chicago

3.0 km (1.9 mi) from city center
279
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities

Historic Luxury Townhouse In Downtown Chicago

Historic Luxury Townhouse In Downtown Chicago Villa provides easy access to various city attractions, such as the Fourth Presbyterian Church, situated 6 minutes' walk away.

9.8
12 reviews
From US$ 1472 / night
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Breathtaking Downtown Penthouse B - Sleeps 11

811 N Sedgwick St
2.3 km (1.4 mi) from city center
167
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

The 3-bedroom Breathtaking Downtown Penthouse B - Sleeps 11 Villa Chicago is located about a 25-minute walk from the Chicago Theatre and invites guests to enjoy a patio.

9.6
15 reviews
~ US$909 / night

Breathtaking Downtown Penthouse B - Sleeps 11

2.3 km (1.4 mi) from city center
167
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Breathtaking Downtown Penthouse B - Sleeps 11

The 3-bedroom Breathtaking Downtown Penthouse B - Sleeps 11 Villa Chicago is located about a 25-minute walk from the Chicago Theatre and invites guests to enjoy a patio.

9.6
15 reviews
From US$ 909 / night
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Personal Gym Luxury Balcony Condo

5105 N East River Rd Unit 3F, Chicago, Il 60656, Usa
20.1 km (12.5 mi) from city center
800
  • Cookware/ Kitchen utensils
  • 24-hour reception
  • Air conditioning
  • Luggage storage
  • Laundry
  • Tea and coffee facilities

Personal Gym Luxury Balcony Condo Chicago villa provides easy access to various city attractions, such as the St. Joseph the Betrothed Ukrainian Catholic Church, situated 5 minutes' walk away.

10
2 reviews
~ US$233 / night

Personal Gym Luxury Balcony Condo

20.1 km (12.5 mi) from city center
800
  • Cookware/ Kitchen utensils
  • 24-hour reception
  • Air conditioning
  • Luggage storage
  • Laundry
  • Tea and coffee facilities

Personal Gym Luxury Balcony Condo

Personal Gym Luxury Balcony Condo Chicago villa provides easy access to various city attractions, such as the St. Joseph the Betrothed Ukrainian Catholic Church, situated 5 minutes' walk away.

10
2 reviews
From US$ 233 / night
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The Village Inn By Dakota Gal Digs

2111 North Kenmore Avenue Unit 1
5.1 km (3.1 mi) from city center
93
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Patio

The 2-bedroom The Village Inn By Dakota Gal Digs Chicago villa offers proximity to nearby tourist spots, such as the scenic Chicago Riverwalk Walkway, situated about 10 minutes' drive away.

10
3 reviews
~ US$973 / night

The Village Inn By Dakota Gal Digs

5.1 km (3.1 mi) from city center
93
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Patio

The Village Inn By Dakota Gal Digs

The 2-bedroom The Village Inn By Dakota Gal Digs Chicago villa offers proximity to nearby tourist spots, such as the scenic Chicago Riverwalk Walkway, situated about 10 minutes' drive away.

10
3 reviews
From US$ 973 / night
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Victorian Mansion In Garfield Park

3461 W Adams St
6.1 km (3.8 mi) from city center
139
  • Cookware/ Kitchen utensils
  • Car park
    Charges may apply
  • Flat-screen TV
  • Ironing facilities
  • Heating
  • Garden area

Situated a mere 6 minutes' stroll from Chicago Community Mennonite Church, the 1-bedroom Victorian Mansion In Garfield Park Villa Chicago offers quick access to numerous city landmarks nearby.

9.5
2 reviews
~ US$162 / night

Victorian Mansion In Garfield Park

6.1 km (3.8 mi) from city center
139
  • Cookware/ Kitchen utensils
  • Car park
    Charges may apply
  • Flat-screen TV
  • Ironing facilities
  • Heating
  • Garden area

Victorian Mansion In Garfield Park

Situated a mere 6 minutes' stroll from Chicago Community Mennonite Church, the 1-bedroom Victorian Mansion In Garfield Park Villa Chicago offers quick access to numerous city landmarks nearby.

9.5
2 reviews
From US$ 162 / night
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Boutique Garden House Chicago 3-Story Sleeps 12

7131 South Michigan Avenue
12.5 km (7.8 mi) from city center
139
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

Situated about a 5-minute stroll from First Progressive Church of Christ, the 3-bedroom Boutique Garden House Chicago 3-Story Sleeps 12 Villa offers quick access to numerous city landmarks nearby.

9.7
6 reviews
~ US$539 / night

Boutique Garden House Chicago 3-Story Sleeps 12

12.5 km (7.8 mi) from city center
139
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

Boutique Garden House Chicago 3-Story Sleeps 12

Situated about a 5-minute stroll from First Progressive Church of Christ, the 3-bedroom Boutique Garden House Chicago 3-Story Sleeps 12 Villa offers quick access to numerous city landmarks nearby.

9.7
6 reviews
From US$ 539 / night
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New Modern 3Br, Gym, Workspace, Quiet Location

3656 N Osage Ave Unit 3, Chicago, Il 60634, Usa
17.3 km (10.8 mi) from city center
1000
  • Cookware/ Kitchen utensils
  • 24-hour reception
  • Air conditioning
  • Laundry
  • Ironing facilities
  • Fitness centre

The 2-bedroom New Modern 3Br, Gym, Workspace, Quiet Location Chicago villa is situated approximately a 10-minute drive from the Park District of Franklin Park and provides a hot tub, ensuring a relaxing stay.

9.3
3 reviews
~ US$147 / night

New Modern 3Br, Gym, Workspace, Quiet Location

17.3 km (10.8 mi) from city center
1000
  • Cookware/ Kitchen utensils
  • 24-hour reception
  • Air conditioning
  • Laundry
  • Ironing facilities
  • Fitness centre

New Modern 3Br, Gym, Workspace, Quiet Location

The 2-bedroom New Modern 3Br, Gym, Workspace, Quiet Location Chicago villa is situated approximately a 10-minute drive from the Park District of Franklin Park and provides a hot tub, ensuring a relaxing stay.

9.3
3 reviews
From US$ 147 / night
  • Beach access
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Lakefront Rooftop Parking

7346 South South Shore Drive
14.2 km (8.8 mi) from city center
204
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Mini-bar
  • Terrace

Located around 500 metres from Saint Luke's Missionary Baptist Church, the 3-bedroom Lakefront Rooftop Parking Chicago villa gives easy access to various tourist attractions in the area.

7.6
10 reviews
~ US$301 / night

Lakefront Rooftop Parking

14.2 km (8.8 mi) from city center
204
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Mini-bar
  • Terrace

Lakefront Rooftop Parking

Located around 500 metres from Saint Luke's Missionary Baptist Church, the 3-bedroom Lakefront Rooftop Parking Chicago villa gives easy access to various tourist attractions in the area.

7.6
10 reviews
From US$ 301 / night
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Perfect Location Across From Park & Train Station

244 North Hamlin Avenue
6.8 km (4.2 mi) from city center
209
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Situated just 6 minutes' walk from Midwest Athletic Club, the 4-bedroom Perfect Location Across From Park & Train Station Villa Chicago offers easy access to numerous tourist spots in the area.

9.7
8 reviews
~ US$325 / night

Perfect Location Across From Park & Train Station

6.8 km (4.2 mi) from city center
209
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Perfect Location Across From Park & Train Station

Situated just 6 minutes' walk from Midwest Athletic Club, the 4-bedroom Perfect Location Across From Park & Train Station Villa Chicago offers easy access to numerous tourist spots in the area.

9.7
8 reviews
From US$ 325 / night

Are you in a hurry?

Here is a quick list of hotels in Chicago, selected based on their rating

Name of hotel Accommodation Rating Price, $
Stunning Condo #2 - Downtown River North

9.3 / 10

(31 Reviews)

From 39$
The Avondale Guesthouse

9.5 / 10

(127 Reviews)

From 361$
Lincoln Park Living - 3 Queen Beds - Sleeps 6

9.1 / 10

(43 Reviews)

From 77$
Northside Famlynest Lincoln Sq 4Br 2Ba 2P Rare Find

9.6 / 10

(42 Reviews)

From 270$
Lincoln Park Living - Suite 2

8.9 / 10

(20 Reviews)

From 178$

Chicago and related destinations

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