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Gary Holiday Rentals

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50 rentals in Gary.
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Spacious, Fun and Family Friendly Beach Home, holiday rental in Gary

Spacious, Fun and Family Friendly Beach Home

4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Rare Private Pool w/in 1.5 Blocks to the Beach!, holiday rental in Gary

Rare Private Pool w/in 1.5 Blocks to the Beach!

5 bedrooms
2 bathrooms
Sleeps 11
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Miller Beach Get Away, holiday rental in Gary

Miller Beach Get Away

4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Casa Blanca in Miller Beach, holiday rental in Gary

Casa Blanca in Miller Beach

6 bedrooms
5 bathrooms
Sleeps 17
Match: Sleeps
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Minutes to beach, businesses and train!, holiday rental in Gary

Minutes to beach, businesses and train!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ultimate Beach Compound, Hot Tub, Sauna, Volleyball, Firepit, Foosball, holiday rental in Gary

Ultimate Beach Compound, Hot Tub, Sauna, Volleyball, Firepit, Foosball

6 bedrooms
5 bathrooms
Sleeps 27
Match: Sleeps
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Smart Home, Hot Tub, direct Beach/Natl Park access, luxury amenities, holiday rental in Gary

Smart Home, Hot Tub, direct Beach/Natl Park access, luxury amenities

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Private Guesthouse, jetted tub, Dunes Natl Park, 10 min hike to Beach, holiday rental in Gary

Private Guesthouse, jetted tub, Dunes Natl Park, 10 min hike to Beach

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Miller Beach and Indiana Dunes National Park Vacation House, holiday rental in Gary

Miller Beach and Indiana Dunes National Park Vacation House

3 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Captivating Dune views, Hot Tub, Sauna, Firepit, Foosball, Natl Park, holiday rental in Gary

Captivating Dune views, Hot Tub, Sauna, Firepit, Foosball, Natl Park

4 bedrooms
4 bathrooms
Sleeps 19
Match: Sleeps
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Nice   beach   house, holiday rental in Gary

Nice beach house

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Skyline Views, Hot Tub, Beachfront, Lavish Kitchen at Dunetop Villa, holiday rental in Gary

Skyline Views, Hot Tub, Beachfront, Lavish Kitchen at Dunetop Villa

6 bedrooms
4 bathrooms
Sleeps 26
Match: Sleeps
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Lake Michigan Private Family Compound With Pool, holiday rental in Gary

Lake Michigan Private Family Compound With Pool

5 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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Family Home Near Downtown Valpo & University, holiday rental in Gary

Family Home Near Downtown Valpo & University

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Indiana Dunes Beach Rental, holiday rental in Gary

Indiana Dunes Beach Rental

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Porter Beach Vacation Getway! Lake Michigan Beachside Home - Newly Remodeled, holiday rental in Gary

Porter Beach Vacation Getway! Lake Michigan Beachside Home - Newly Remodeled

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Cozy and Charming Beach Getaway on Lovely Lake Michigan, holiday rental in Gary

Cozy and Charming Beach Getaway on Lovely Lake Michigan

1 bedroom
1 bathroom
Sleeps 4
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Charming Beach Front Cottages, holiday rental in Gary

Charming Beach Front Cottages

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lovely Lake Michigan Beach Rental, holiday rental in Gary

Lovely Lake Michigan Beach Rental

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Stunning Home (Sleeps 16) Hot Tub, Firepit, Large Yard -45 min to  Notre Dame, holiday rental in Gary

Stunning Home (Sleeps 16) Hot Tub, Firepit, Large Yard -45 min to Notre Dame

5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Chesterton “Golf View Estate” Midwest  Great Lake Beaches & Trails Of The Dunes!, holiday rental in Gary

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

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Simplify and relax in a historic town near Indiana Dunes, holiday rental in Gary

Simplify and relax in a historic town near Indiana Dunes

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Cedar Lake Home. 1 Bedroom. Lake rights Shares Amenities, holiday rental in Gary

Cedar Lake Home. 1 Bedroom. Lake rights Shares Amenities

3 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Spacious home 28 miles from Downtown Chicago, holiday rental in Gary

Spacious home 28 miles from Downtown Chicago

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Amazing Views From Beachfront Unit In the Heart of the Indiana Dunes, holiday rental in Gary

Amazing Views From Beachfront Unit In the Heart of the Indiana Dunes

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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5 Bdrm 3 Bth Lake Michigan Waterfront Private Pool, holiday rental in Gary

5 Bdrm 3 Bth Lake Michigan Waterfront Private Pool

5 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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Avant Garde Home with Private Indoor Heated Pool and Sauna, holiday rental in Gary

Avant Garde Home with Private Indoor Heated Pool and Sauna

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Full modern 2BR apmt in home sweet Homewood, holiday rental in Gary

Full modern 2BR apmt in home sweet Homewood

2 bedrooms
1 bathroom
Sleeps 5
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Colorado Place, holiday rental in Gary

Colorado Place

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Indiana Dunes Beach Getaway Home, holiday rental in Gary

Indiana Dunes Beach Getaway Home

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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CONDO FOR RENT IN FLORIDA, holiday rental in Gary

CONDO FOR RENT IN FLORIDA

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Conveniently Located Hidden Gem in Griffith/Gary Completely Renovated, holiday rental in Gary

Conveniently Located Hidden Gem in Griffith/Gary Completely Renovated

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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4 bed 2 bath Chicagoland Home, holiday rental in Gary

4 bed 2 bath Chicagoland Home

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart Home, holiday rental in Gary

Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart Home

9 bedrooms
6 bathrooms
Sleeps 42
Match: Sleeps
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5-Bedroom Single Family Home, holiday rental in Gary

5-Bedroom Single Family Home

5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Natl Park, holiday rental in Gary

Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Natl Park

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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DunesWalk Inn - Vacation Rental, holiday rental in Gary

DunesWalk Inn - Vacation Rental

5 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
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NEW Renovated Home - Indiana Dunes- Miller, West Beach, Cyclists Welcome!, holiday rental in Gary

NEW Renovated Home - Indiana Dunes- Miller, West Beach, Cyclists Welcome!

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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MODERN GEM, CLOSE TO DOWNTOWN VALPO AND VU, DUNES AND BEACHES, holiday rental in Gary

MODERN GEM, CLOSE TO DOWNTOWN VALPO AND VU, DUNES AND BEACHES

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Butterfly Rm: Charming & Cozy w/Private Bath!!, holiday rental in Gary

The Butterfly Rm: Charming & Cozy w/Private Bath!!

Washington Heights, Brainerd, Far Southwest Side
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Newly Remodeled Quad House, holiday rental in Gary

Newly Remodeled Quad House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Stylish Home w/ Elevated Deck, Walk to Beach!, holiday rental in Gary

NEW! Stylish Home w/ Elevated Deck, Walk to Beach!

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Lakefront Family Retreat w/ Grill: Steps to Beach!, holiday rental in Gary

Lakefront Family Retreat w/ Grill: Steps to Beach!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Serene Garden-Level Apt: 30 Miles to Chicago!, holiday rental in Gary

NEW! Serene Garden-Level Apt: 30 Miles to Chicago!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Natl Park, holiday rental in Gary

Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Natl Park

3 bedrooms
1 bathroom
Sleeps 14
Match: Sleeps
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Quiet comfortable family getaway, holiday rental in Gary

Quiet comfortable family getaway

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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sweet home chicago

Chatham, Far Southeast Side
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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Beautiful two bedroom. Apt in Hyde park

Kenwood, South Side
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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Quiet Comfortable Family Getaway, holiday rental in Gary

Quiet Comfortable Family Getaway

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Huge yard, Family-friendly, Smart-home, walk to Beach, Dunes, Hiking Trails, holiday rental in Gary

Huge yard, Family-friendly, Smart-home, walk to Beach, Dunes, Hiking Trails

3 bedrooms
1 bathroom
Sleeps 11
Match: Sleeps
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