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Chesterton, IN Holiday Rentals & Apartments
Holiday Rentals
USA
Indiana (IN)
Chesterton, IN Holiday Rentals & Apartments
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Internet or Wifi (21)
Air Conditioning (20)
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Other outdoor space (13)
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Kid friendly (23)
Pet friendly (9)
Smoking allowed (3)
Elder access (2)
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Holiday Rental House (17)
Condominium/Apartment (6)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (1)
Private Chef (0)
Private Beach (0)
Ski In/Ski Out (0)
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Distance from
5 km
Indiana Dunes State Park
Coffee Creek Watershed Preserve
Chesterton’s European Market
Running Vines Winery
Cowles Bog
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23 rentals
in Chesterton.
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
36
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 6
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Blue Birdhouse by the Beach
21
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!
13
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago
7
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
28
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 9
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NEW! Beautiful Riverfront Home on 10 Acres!
1
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 7
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INDIANA DUNES/LAKE MICHIGAN/DOWNTOWN CHESTERTON
12
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to
2
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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National Park Nature Lover's Paradise w/ access to Chicago and Beach
5
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
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Spacious 4 BR 10 mins to Near Chicago Sleeps 12
18
Holiday Rental House
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4 bedrooms
0 bathrooms
Sleeps 12
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Private Kayak Launch and Zip Line Near the Dunes
10
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Charming Chesterton Home: w/ Idyllic Location!
8
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park
11
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 12
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Indiana State Park TownHouse 1100 feet Boho Style: Extended-short-term stays
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Chesterton Charmer: Lower Unit
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 6
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2 miles from Dunes National Park. A Unique Boutique Hotel.
2
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 20
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Roomy Retreat-Family & Friends|2 King B|Game Room| | Valpo University | Dunes
3
Holiday Rental House
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6 bedrooms
3 bathrooms
Sleeps 16
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That 70’s Loft- Peace, Love and a Funky Stay!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 6
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Quaint 40a farm! Cozy fireplace, Llama encounters, chef service, nearby
8
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Heart of Indiana Dunes National Park with Hot Tub
1
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 12
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Chesterton Charmer: 2 Units in 1
Condo/Apartment
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5 bedrooms
2 bathrooms
Sleeps 12
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Chesterton Charmer: Upper Unit
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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Sleeps
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As seen on
That 70’s Loft!- Peace, Love and A Funky Stay!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 6
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Sleeps
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As seen on
1
Showing results 1-23 of 23
Frequently Asked Questions about Chesterton
Do any holiday rentals in Chesterton have a pool?
Yes, here are some popular holiday rentals in Chesterton that have a pool:
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Blue Birdhouse by the Beach
Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!
See all holiday rentals with a pool in Chesterton on Tripadvisor
Do any holiday rentals in Chesterton have internet access?
Yes, here are some popular holiday rentals in Chesterton that have internet access:
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Blue Birdhouse by the Beach
Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!
See all holiday rentals in Chesterton on Tripadvisor
What are the best pet friendly rentals in Chesterton?
The best pet friendly rentals in Chesterton are:
Blue Birdhouse by the Beach
Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
See all pet friendly holiday rentals in Chesterton on Tripadvisor
What are some great rentals in Chesterton that are kid friendly?
Some of the most popular kid friendly rentals in Chesterton are:
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Blue Birdhouse by the Beach
Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!
See all kid friendly holiday rentals in Chesterton on Tripadvisor
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