Tampa Apartments Across America Chesterton
Chesterton
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2

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Chesterton

Oct 19 - Oct 20 ·
2 guests

Chesterton Vacation Rentals

Chesterton
2 guests

Adults:

2

Children:

0

Child’s age:

Over 10 stays assessed to highlight the standout picks

Navigation

1. Sugar Shores ~ 3 Mi To Indiana Dunes Nat'L Park

2. Your Midwest Dunes Vacation Tri-State Paradise!

3. Heart Of Indiana Dunes National Park With Hot Tub

4. Charming Chesterton Home: W/ Idyllic Location!

Cheap Chesterton Vacation Rentals

5. Blue Birdhouse - Indiana Dunes - Pet Friendly

6. Dunes Home 3 Bedroom I 2 Baths I 2 Living Rooms

7. Roomy Retreat-Family & Friends 2 King Bed Game Room

Pet Friendly Vacation Rentals Chesterton Indiana

8. Moody Modern Dunes Hot Tub Beach And Trails

9. Pulaski Point Properties

10. Double Play Wrigley - Prime Location Across From Wrigley Field & Transit - 2Br Apts

Best Chesterton Vacation Rentals

  • Beach access
Sugar Shores ~ 3 Mi To Indiana Dunes Nat'L Park Sugar Shores ~ 3 Mi To Indiana Dunes Nat'L Park

Sugar Shores ~ 3 Mi To Indiana Dunes Nat'L Park

803 S Calumet Rd
1.5 km (0.9 mi) from city center
316
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Heating
  • Table tennis
10
3 reviews
~ US$320 / night

Sugar Shores ~ 3 Mi To Indiana Dunes Nat'L Park

1.5 km (0.9 mi) from city center
316
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Heating
  • Table tennis

Sugar Shores ~ 3 Mi To Indiana Dunes Nat'L Park

10
3 reviews
From US$ 320 / night
Your Midwest Dunes Vacation Tri-State Paradise! Your Midwest Dunes Vacation Tri-State Paradise!

Your Midwest Dunes Vacation Tri-State Paradise!

1541 Eagle Street
3.9 km (2.4 mi) from city center
139
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Entertainment
  • Sun terrace
9.6
10 reviews
~ US$244 / night

Your Midwest Dunes Vacation Tri-State Paradise!

3.9 km (2.4 mi) from city center
139
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Entertainment
  • Sun terrace

Your Midwest Dunes Vacation Tri-State Paradise!

9.6
10 reviews
From US$ 244 / night
Heart Of Indiana Dunes National Park With Hot Tub Heart Of Indiana Dunes National Park With Hot Tub

Heart Of Indiana Dunes National Park With Hot Tub

1835 Riverline Drive
3.4 km (2.1 mi) from city center
315
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Entertainment
  • Garden area
10
3 reviews

Heart Of Indiana Dunes National Park With Hot Tub

3.4 km (2.1 mi) from city center
315
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Entertainment
  • Garden area

Heart Of Indiana Dunes National Park With Hot Tub

10
3 reviews

Cheap Chesterton Vacation Rentals

  • Great deal
Charming Chesterton Home: W/ Idyllic Location! Charming Chesterton Home: W/ Idyllic Location!

Charming Chesterton Home: W/ Idyllic Location!

402 E Morgan Ave
1.4 km (0.9 mi) from city center
186
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Table tennis
  • Sun loungers
10
1 reviews

Charming Chesterton Home: W/ Idyllic Location!

1.4 km (0.9 mi) from city center
186
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Table tennis
  • Sun loungers

Charming Chesterton Home: W/ Idyllic Location!

10
1 reviews
Blue Birdhouse - Indiana Dunes - Pet Friendly Blue Birdhouse - Indiana Dunes - Pet Friendly

Blue Birdhouse - Indiana Dunes - Pet Friendly

5 West Beam Street
1.3 km (0.8 mi) from city center
93
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
9.3
35 reviews
~ US$139 / night

Blue Birdhouse - Indiana Dunes - Pet Friendly

1.3 km (0.8 mi) from city center
93
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

Blue Birdhouse - Indiana Dunes - Pet Friendly

9.3
35 reviews
From US$ 139 / night
  • Top location
Dunes Home 3 Bedroom I 2 Baths I 2 Living Rooms Dunes Home 3 Bedroom I 2 Baths I 2 Living Rooms

Dunes Home 3 Bedroom I 2 Baths I 2 Living Rooms

105 West Michigan Avenue
0.9 km (0.6 mi) from city center
125
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area
8.4
27 reviews
~ US$148 / night

Dunes Home 3 Bedroom I 2 Baths I 2 Living Rooms

0.9 km (0.6 mi) from city center
125
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Dunes Home 3 Bedroom I 2 Baths I 2 Living Rooms

8.4
27 reviews
From US$ 148 / night

Pet Friendly Vacation Rentals Chesterton Indiana

Roomy Retreat-Family & Friends 2 King Bed Game Room Roomy Retreat-Family & Friends 2 King Bed Game Room

Roomy Retreat-Family & Friends 2 King Bed Game Room

130 Washington Avenue
1.4 km (0.9 mi) from city center
279
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Bar/ Lounge area
  • Patio
8.2
7 reviews
~ US$472 / night

Roomy Retreat-Family & Friends 2 King Bed Game Room

1.4 km (0.9 mi) from city center
279
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Bar/ Lounge area
  • Patio

Roomy Retreat-Family & Friends 2 King Bed Game Room

8.2
7 reviews
From US$ 472 / night
  • Beach access
Moody Modern Dunes Hot Tub Beach And Trails Moody Modern Dunes Hot Tub Beach And Trails

Moody Modern Dunes Hot Tub Beach And Trails

1724 Tower St
5.5 km (3.4 mi) from city center
1126
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Jacuzzi
8.2
5 reviews

Moody Modern Dunes Hot Tub Beach And Trails

5.5 km (3.4 mi) from city center
1126
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Jacuzzi

Moody Modern Dunes Hot Tub Beach And Trails

8.2
5 reviews

Vacation rentals near Chesterton

  • Best-rated
Pulaski Point Properties Pulaski Point Properties

Pulaski Point Properties

3936 North Pulaski Road
66.9 km (41.6 mi) from Chesterton
  • Cookware/ Kitchen utensils
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
9.7
176 reviews
~ US$53 / night

Pulaski Point Properties

66.9 km (41.6 mi) from Chesterton
  • Cookware/ Kitchen utensils
  • 24-hour reception
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities

Pulaski Point Properties

9.7
176 reviews
From US$ 53 / night

Chesterton Vacation Rentals Oceanfront

  • Guest favorite
Double Play Wrigley - Prime Location Across From Wrigley Field & Transit - 2Br Apts Double Play Wrigley - Prime Location Across From Wrigley Field & Transit - 2Br Apts

Double Play Wrigley - Prime Location Across From Wrigley Field & Transit - 2Br Apts

3558 North Wilton Avenue
61.5 km (38.2 mi) from Chesterton
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour security
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
8.9
363 reviews
~ US$82 / night

Double Play Wrigley - Prime Location Across From Wrigley Field & Transit - 2Br Apts

61.5 km (38.2 mi) from Chesterton
  • Cookware/ Kitchen utensils
  • Free parking
  • 24-hour security
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

Double Play Wrigley - Prime Location Across From Wrigley Field & Transit - 2Br Apts

8.9
363 reviews
From US$ 82 / night
  • Popular choice
5430 Happy Home 5430 Happy Home

5430 Happy Home

5430 South Dearborn Street
51.1 km (31.8 mi) from Chesterton
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Garden area
8.2
559 reviews
~ US$29 / night

5430 Happy Home

51.1 km (31.8 mi) from Chesterton
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Garden area

5430 Happy Home

8.2
559 reviews
From US$ 29 / night
2F Chicago'S Little Italy Near West Loop & Downtown 2F Chicago'S Little Italy Near West Loop & Downtown

2F Chicago'S Little Italy Near West Loop & Downtown

1506 West Polk Street 3F
57.7 km (35.8 mi) from Chesterton
93
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Leisure/ TV room
  • Laundry
9.3
225 reviews
~ US$215 / night

2F Chicago'S Little Italy Near West Loop & Downtown

57.7 km (35.8 mi) from Chesterton
93
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Leisure/ TV room
  • Laundry

2F Chicago'S Little Italy Near West Loop & Downtown

9.3
225 reviews
From US$ 215 / night

Chesterton Vacation Rentals with Private Pool

The Avondale Guesthouse The Avondale Guesthouse

The Avondale Guesthouse

2973 North Elston Avenue
63.4 km (39.4 mi) from Chesterton
167
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Terrace
9.6
122 reviews
~ US$313 / night

The Avondale Guesthouse

63.4 km (39.4 mi) from Chesterton
167
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Terrace

The Avondale Guesthouse

9.6
122 reviews
From US$ 313 / night
1F Cozy Home In Little Italy Near Downtown West Loop United Center 1F Cozy Home In Little Italy Near Downtown West Loop United Center

1F Cozy Home In Little Italy Near Downtown West Loop United Center

1506 West Polk Street
57.7 km (35.8 mi) from Chesterton
93
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities
9.5
98 reviews
~ US$200 / night

1F Cozy Home In Little Italy Near Downtown West Loop United Center

57.7 km (35.8 mi) from Chesterton
93
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities

1F Cozy Home In Little Italy Near Downtown West Loop United Center

9.5
98 reviews
From US$ 200 / night

Are you in a hurry?

Here is a quick list of Vacation Rentals in Chesterton, selected based on their rating

Name of hotel Accommodation Rating Price, $
Sugar Shores ~ 3 Mi To Indiana Dunes Nat'L Park

10.0 / 10

(3 Reviews)

 From 320$
Your Midwest Dunes Vacation Tri-State Paradise!

9.6 / 10

(10 Reviews)

 From 244$
Blue Birdhouse - Indiana Dunes - Pet Friendly

9.3 / 10

(35 Reviews)

 From 139$
Dunes Home 3 Bedroom I 2 Baths I 2 Living Rooms

8.4 / 10

(27 Reviews)

 From 148$
Roomy Retreat-Family & Friends 2 King Bed Game Room

8.2 / 10

(7 Reviews)

 From 472$

Location