Chesterton Vacation Rentals
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50 rentals in Chesterton.
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Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Sweet Home in Chesterton
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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5 Bdrm 3 Bth Lake Michigan Waterfront Private Pool
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.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
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Lake Shore Beach House. Across the alley from our stunning beach.
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Artistic Loft close to Lake Michigan beaches, craft breweries & outlet shopping
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Spacious, Fun and Family Friendly Beach Home
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
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Family Home Near Downtown Valpo & University
Rental Home
3 bedrooms
1 bathroom
Sleeps 7
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Charming Lakefront Cottage in the Indiana Dunes
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Indiana Dunes Beach Rental
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Porter Beach Vacation Getway! Lake Michigan Beachside Home - Newly Remodeled
Rental Home
2 bedrooms
1 bathroom
Sleeps 8
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Two Bedroom Apartment in town by The Lighthouse Outlet Mall
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy and Charming Beach Getaway on Lovely Lake Michigan
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Escape elearning and working from home with a Lakefront Lakehouse with Pontoon!
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Rare Private Pool w/in 1.5 Blocks to the Beach!
Rental Home
5 bedrooms
2 bathrooms
Sleeps 11
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Miller Beach Get Away
Rental Home
4 bedrooms
3 bathrooms
Sleeps 14
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Charming Beach Front Cottages
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Casa Blanca in Miller Beach
Rental Home
6 bedrooms
5 bathrooms
Sleeps 17
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Large Apartment By Lighthouse Outlet Mall in Town area of Michigan City
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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DUE TO COVID-19, WE HAVE DECIDED NOT TO RENT FOR REMAINING 2020!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovely Home -Miller Beach - Indiana Dunes National Park
Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
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Nice beach house
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Lakefront Family Retreat w/ Grill: Steps to Beach!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Lux Beachfront Slps 29, Chicago-40min, 2+ Ngt quotes NOT accurate, Please ask!
Rental Home
6 bedrooms
5 bathrooms
Sleeps 27
Match: Sleeps
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MODERN GEM, CLOSE TO DOWNTOWN VALPO AND VU, DUNES AND BEACHES
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
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Stunning Home (Sleeps 16) Hot Tub, Firepit, Large Yard -45 min to Notre Dame
Rental Home
5 bedrooms
4 bathrooms
Sleeps 16
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Beautiful apt next to Lighthouse Outlet Mall
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
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Lighthouse apt. Great location right by Lighthouse Outlet Mall See the Sale!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Lovely Lake Michigan Beach Rental
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Two-Bedroom Apartment by Lighthouse Outlet Mall
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
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Your family adventure awaits! Private Kayak Launch New for 2020!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing Views From Beachfront Unit In the Heart of the Indiana Dunes
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Dunetop Beachfront Slps 30, Chicago-40min, 2+ Ngt quotes NOT accurate, Pls. Ask!
Rental Home
6 bedrooms
4 bathrooms
Sleeps 26
Match: Sleeps
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Studio apt. across from Lighthouse Outlet Mall
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Indiana Dunes Beach Getaway Sleeps 12 close to casinos and train stations
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
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Beachfront Guesthouse Slps 8, Chicago-40min, 2+ Ngt quotes NOT accurate, ask!
Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Miller Beach and Indiana Dunes National Park Vacation House
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Ideal Family Getaway Home! 2bed 2bath sleeps 6, golf cart included!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Stylish Home w/ Elevated Deck, Walk to Beach!
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
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Indiana Dunes Beach Getaway Home
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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DunesWalk Inn - Vacation Rental
Condo/Apartment
5 bedrooms
5 bathrooms
Sleeps 19
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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: Sleeps
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Prime Lake Michigan Beach House - Indiana Dunes
Rental Home
2 bedrooms
3 bathrooms
Sleeps 9
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Beach front property with sunset view.
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Miller Beach - Indiana Dunes Family Getaway
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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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: Sleeps
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The Eagles Nest
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Frequently Asked Questions about Chesterton
- 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
- 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
- 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
- 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