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Holiday Rentals in Chesterton

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5 km
19 rentals in Chesterton.
Private Downtown Chesterton Apt w/Jet Bath, Fireplace, Grill, near Indiana Dunes, holiday rental in Chesterton
Private Downtown Chesterton Apt w/Jet Bath, Fireplace, Grill, near Indiana Dunes, holiday rental in Chesterton
Private Downtown Chesterton Apt w/Jet Bath, Fireplace, Grill, near Indiana Dunes, holiday rental in Chesterton

Private Downtown Chesterton Apt w/Jet Bath, Fireplace, Grill, near Indiana Dunes

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Blue Birdhouse by the Beach, holiday rental in Chesterton
Blue Birdhouse by the Beach, holiday rental in Chesterton
Blue Birdhouse by the Beach, holiday rental in Chesterton

Blue Birdhouse by the Beach

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Chesterton “Golf View Estate” Midwest  Great Lake Beaches & Trails Of The Dunes!, holiday rental in Chesterton
Chesterton “Golf View Estate” Midwest  Great Lake Beaches & Trails Of The Dunes!, holiday rental in Chesterton
Chesterton “Golf View Estate” Midwest  Great Lake Beaches & Trails Of The Dunes!, holiday rental in Chesterton

Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago, holiday rental in Chesterton
Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago, holiday rental in Chesterton
Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago, holiday rental in Chesterton

Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Sweet Home in Chesterton, holiday rental in Chesterton
Sweet Home in Chesterton, holiday rental in Chesterton
Sweet Home in Chesterton, holiday rental in Chesterton

Sweet Home in Chesterton

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Indiana Dunes Downtown 4 Bedroom House Dog Friendly 4 Miles to Beach, holiday rental in Chesterton
Indiana Dunes Downtown 4 Bedroom House Dog Friendly 4 Miles to Beach, holiday rental in Chesterton
Indiana Dunes Downtown 4 Bedroom House Dog Friendly 4 Miles to Beach, holiday rental in Chesterton

Indiana Dunes Downtown 4 Bedroom House Dog Friendly 4 Miles to Beach

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Relaxing 3 Bedroom I 2 Baths I 2 Living rooms Home, holiday rental in Chesterton
Relaxing 3 Bedroom I 2 Baths I 2 Living rooms Home, holiday rental in Chesterton
Relaxing 3 Bedroom I 2 Baths I 2 Living rooms Home, holiday rental in Chesterton

Relaxing 3 Bedroom I 2 Baths I 2 Living rooms Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Wooded retreat! An upper level studio with private entrance, pool and Hot Tub., holiday rental in Chesterton
Wooded retreat! An upper level studio with private entrance, pool and Hot Tub., holiday rental in Chesterton
Wooded retreat! An upper level studio with private entrance, pool and Hot Tub., holiday rental in Chesterton

Wooded retreat! An upper level studio with private entrance, pool and Hot Tub.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Beautiful Riverfront Home on 10 Acres!, holiday rental in Chesterton
NEW! Beautiful Riverfront Home on 10 Acres!, holiday rental in Chesterton
NEW! Beautiful Riverfront Home on 10 Acres!, holiday rental in Chesterton

NEW! Beautiful Riverfront Home on 10 Acres!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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INDIANA DUNES/LAKE MICHIGAN/DOWNTOWN CHESTERTON, holiday rental in Chesterton
INDIANA DUNES/LAKE MICHIGAN/DOWNTOWN CHESTERTON, holiday rental in Chesterton
INDIANA DUNES/LAKE MICHIGAN/DOWNTOWN CHESTERTON, holiday rental in Chesterton

INDIANA DUNES/LAKE MICHIGAN/DOWNTOWN CHESTERTON

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago, holiday rental in Chesterton
Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago, holiday rental in Chesterton
Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago, holiday rental in Chesterton

Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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National Park Nature Lover's Paradise w/ access to Chicago and Beach, holiday rental in Chesterton
National Park Nature Lover's Paradise w/ access to Chicago and Beach, holiday rental in Chesterton
National Park Nature Lover's Paradise w/ access to Chicago and Beach, holiday rental in Chesterton

National Park Nature Lover's Paradise w/ access to Chicago and Beach

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Serene Family Townhouse, holiday rental in Chesterton
Serene Family Townhouse, holiday rental in Chesterton
Serene Family Townhouse, holiday rental in Chesterton

Serene Family Townhouse

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Spacious 4 BR 10 mins to  Near Chicago Sleeps 12, holiday rental in Chesterton
Spacious 4 BR 10 mins to  Near Chicago Sleeps 12, holiday rental in Chesterton
Spacious 4 BR 10 mins to  Near Chicago Sleeps 12, holiday rental in Chesterton

Spacious 4 BR 10 mins to Near Chicago Sleeps 12

Holiday Rental House
4 bedrooms
0 bathrooms
Sleeps 12
Match: Sleeps
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Private Kayak Launch and Zip Line  - Available for Long or Short Term Stays, holiday rental in Chesterton
Private Kayak Launch and Zip Line  - Available for Long or Short Term Stays, holiday rental in Chesterton
Private Kayak Launch and Zip Line  - Available for Long or Short Term Stays, holiday rental in Chesterton

Private Kayak Launch and Zip Line - Available for Long or Short Term Stays

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Chesterton Home: w/ Idyllic Location!, holiday rental in Chesterton
Charming Chesterton Home: w/ Idyllic Location!, holiday rental in Chesterton
Charming Chesterton Home: w/ Idyllic Location!, holiday rental in Chesterton

Charming Chesterton Home: w/ Idyllic Location!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park, holiday rental in Chesterton
Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park, holiday rental in Chesterton
Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park, holiday rental in Chesterton

Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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5 Bdrm 3 Bth Lake Michigan Waterfront Private Pool, holiday rental in Chesterton
5 Bdrm 3 Bth Lake Michigan Waterfront Private Pool, holiday rental in Chesterton
5 Bdrm 3 Bth Lake Michigan Waterfront Private Pool, holiday rental in Chesterton

5 Bdrm 3 Bth Lake Michigan Waterfront Private Pool

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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Cozy farmhouse nestled on 42 acres., holiday rental in Chesterton
Cozy farmhouse nestled on 42 acres., holiday rental in Chesterton
Cozy farmhouse nestled on 42 acres., holiday rental in Chesterton

Cozy farmhouse nestled on 42 acres.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Showing results 1-19 of 19
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