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Chesterton
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Vacation Rentals in Chesterton, IN
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Kid friendly (46)
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Condominium/Apartment (9)
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Boat Available (3)
Waterfront (2)
Water Views (2)
Housekeeping Included (1)
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Distance from
1 mi
50 rentals
in Chesterton.
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Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!
25 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match:
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Sweet Home in Chesterton
8 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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5 Bdrm 3 Bth Lake Michigan Waterfront Private Pool
1 review
Rental Home
5 bedrooms
3 bathrooms
Sleeps 20
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Secluded Hideaway in the Dunes
Rental Home
4 bedrooms
3 bathrooms
Sleeps 14
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Classic Roomy Cottage. Best walk-to-everything location.
87 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
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Lake Shore Beach House. Across the alley from our stunning beach.
46 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Artistic Loft close to Lake Michigan beaches, craft breweries & outlet shopping
49 reviews
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Spacious, Fun and Family Friendly Beach Home
76 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
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Family Home Near Downtown Valpo & University
48 reviews
Rental Home
3 bedrooms
1 bathroom
Sleeps 7
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Charming Lakefront Cottage in the Indiana Dunes
53 reviews
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Indiana Dunes Beach Rental
40 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match:
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Porter Beach Vacation Getway! Lake Michigan Beachside Home - Newly Remodeled
33 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match:
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Two Bedroom Apartment in town by The Lighthouse Outlet Mall
42 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match:
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Cozy and Charming Beach Getaway on Lovely Lake Michigan
50 reviews
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Escape elearning and working from home with a Lakefront Lakehouse with Pontoon!
49 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Rare Private Pool w/in 1.5 Blocks to the Beach!
53 reviews
Rental Home
5 bedrooms
2 bathrooms
Sleeps 11
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Miller Beach Get Away
42 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 14
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Charming Beach Front Cottages
21 reviews
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Casa Blanca in Miller Beach
32 reviews
Rental Home
6 bedrooms
5 bathrooms
Sleeps 17
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Large Apartment By Lighthouse Outlet Mall in Town area of Michigan City
50 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match:
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DUE TO COVID-19, WE HAVE DECIDED NOT TO RENT FOR REMAINING 2020!
25 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Lovely Home -Miller Beach - Indiana Dunes National Park
18 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
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Nice beach house
20 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Lakefront Family Retreat w/ Grill: Steps to Beach!
24 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match:
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Lux Beachfront Slps 29, Chicago-40min, 2+ Ngt quotes NOT accurate, Please ask!
32 reviews
Rental Home
6 bedrooms
5 bathrooms
Sleeps 27
Match:
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MODERN GEM, CLOSE TO DOWNTOWN VALPO AND VU, DUNES AND BEACHES
21 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match:
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Stunning Home (Sleeps 16) Hot Tub, Firepit, Large Yard -45 min to Notre Dame
23 reviews
Rental Home
5 bedrooms
4 bathrooms
Sleeps 16
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Beautiful apt next to Lighthouse Outlet Mall
25 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Cape Cod Close to County Line Orchard and 80/94 Hobart Merrillville Valparaiso
28 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match:
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Lighthouse apt. Great location right by Lighthouse Outlet Mall See the Sale!
22 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match:
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Lovely Lake Michigan Beach Rental
25 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Two-Bedroom Apartment by Lighthouse Outlet Mall
24 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Studio Apt with full kitchen next to The Lighthouse Outlet Mall in Town area
20 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match:
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Your family adventure awaits! Private Kayak Launch New for 2020!
18 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Amazing Views From Beachfront Unit In the Heart of the Indiana Dunes
15 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match:
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Dunetop Beachfront Slps 30, Chicago-40min, 2+ Ngt quotes NOT accurate, Pls. Ask!
30 reviews
Rental Home
6 bedrooms
4 bathrooms
Sleeps 26
Match:
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Studio apt. across from Lighthouse Outlet Mall
13 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match:
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Indiana Dunes Beach Getaway Sleeps 12 close to casinos and train stations
11 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match:
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Beachfront Guesthouse Slps 8, Chicago-40min, 2+ Ngt quotes NOT accurate, ask!
13 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match:
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Miller Beach and Indiana Dunes National Park Vacation House
10 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match:
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Ideal Family Getaway Home! 2bed 2bath sleeps 6, golf cart included!
60 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match:
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NEW! Stylish Home w/ Elevated Deck, Walk to Beach!
6 reviews
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match:
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Indiana Dunes Beach Getaway Home
1 review
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match:
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DunesWalk Inn - Vacation Rental
Condo/Apartment
5 bedrooms
5 bathrooms
Sleeps 19
Match:
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Urban living, close to malls, beach, in between Chicago and Michigan, quiet
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match:
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Prime Lake Michigan Beach House - Indiana Dunes
Rental Home
2 bedrooms
3 bathrooms
Sleeps 9
Match:
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Beach front property with sunset view.
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match:
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Miller Beach - Indiana Dunes Family Getaway
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match:
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LUXURY BEACH HOUSE IN DUNES NATIONAL PARK with 40ft POOL, GARDEN & OPTIONAL BOAT
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match:
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The Eagles Nest
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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1
Frequently Asked Questions about Chesterton
Do any vacation rentals in Chesterton have a pool?
Yes, here are some popular vacation rentals in Chesterton that have a pool:\n
\n
5 Bdrm 3 Bth Lake Michigan Waterfront Private Pool
\n
Secluded Hideaway in the Dunes
\n
Sweet Home in Chesterton
\n
\n
See all vacation rentals with a pool in Chesterton on Tripadvisor
Do any vacation rentals in Chesterton have internet access?
Yes, here are some popular vacation rentals in Chesterton that have internet access:\n
\n
5 Bdrm 3 Bth Lake Michigan Waterfront Private Pool
\n
Secluded Hideaway in the Dunes
\n
Sweet Home in Chesterton
\n
\n
See all vacation rentals in Chesterton on Tripadvisor
What are the best pet friendly rentals in Chesterton?
The best pet friendly rentals in Chesterton are:\n
\n
5 Bdrm 3 Bth Lake Michigan Waterfront Private Pool
\n
Secluded Hideaway in the Dunes
\n
Sweet Home in Chesterton
\n
\n
See all pet friendly vacation 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:\n
\n
5 Bdrm 3 Bth Lake Michigan Waterfront Private Pool
\n
Secluded Hideaway in the Dunes
\n
Sweet Home in Chesterton
\n
\n
See all kid friendly vacation rentals in Chesterton on Tripadvisor