Holiday Homes in Chesterton

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Chesterton holiday homes

Property grounds

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

Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago
Chesterton
9.0 out of 10, Wonderful, (10 reviews)
"Excellent spot for several people to stay and enjoy the Dunes. Clean, quiet, centrally located to lots of Dunes hotspots. Thanks for the great stay!"
United States
Nick R.
The price is AU$483
includes taxes & fees
17 Jan - 18 Jan
Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago
Smart TV, books

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
Chesterton
9.8 out of 10, Exceptional, (64 reviews)
"You can pack light as there are a lot of supplies in the home. The home is within walking distance to everything with exception of the grocery store and that is a 5 minute drive. Home was clean and property manager was responsive to our needs. Very friendly."
United States
Katherine L.
The price is AU$474
includes taxes & fees
15 Jan - 16 Jan
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
Property grounds

Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago

Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago
Chesterton
9.4 out of 10, Exceptional, (3 reviews)
"I enjoyed my short stay and visit to The Indiana National Dunes. The Host was friendly and she put special effort into setting the place up for my stay. I 100% would rent again from this host and would recommend "
United States
T J.
The price is AU$582
includes taxes & fees
15 Jan - 16 Jan
Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago
Interior

NEW! Beautiful Riverfront Home on 10 Acres!

NEW! Beautiful Riverfront Home on 10 Acres!
Chesterton
8.0 out of 10, Very good, (9 reviews)
"Very tranquil and private stay. The house was clean and comfortable, the fire pit was very nice,. CLose to town, and close to the beach. We loved it."
United States
Jeff S.
The price is AU$574
includes taxes & fees
15 Jan - 16 Jan
NEW! Beautiful Riverfront Home on 10 Acres!
Beach

Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park

Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park
Chesterton
9.4 out of 10, Exceptional, (31 reviews)
"We stayed 2 nights at Blue Birdhouse and it was perfect for us! Bonus, big fenced back yard for the pups! "
United States
Carolyn F.
The price is AU$249
includes taxes & fees
29 Jan - 30 Jan
Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park
Outdoor dining

Indiana Dunes National Park

Indiana Dunes National Park
Porter
9.0 out of 10, Wonderful, (2 reviews)
"Clean accommodations, everything was as advertised for our 1 night stay. The album collection was a bonus."
United States
Heather F.
The price is AU$323
includes taxes & fees
15 Jan - 16 Jan
Indiana Dunes National Park
Beach

Cozy Retreat w/Hot tub Indiana dunes Beaches Trails

Cozy Retreat w/Hot tub Indiana dunes Beaches Trails
Chesterton
10.0 out of 10, Exceptional, (14 reviews)
"Great host, everything was clean, many little extras for comfort and convenience!"
United States
Kara K.
The price is AU$567
includes taxes & fees
15 Jan - 16 Jan
Cozy Retreat w/Hot tub Indiana dunes Beaches Trails
Interior

Modern Comfort 3-bedroom house in lovely Chesterton with cool breeze and charm

Modern Comfort 3-bedroom house in lovely Chesterton with cool breeze and charm
2.0 star property
Chesterton
The price is AU$688
includes taxes & fees
29 Jan - 30 Jan
Modern Comfort 3-bedroom house in lovely Chesterton with cool breeze and charm
Terrace/patio

Grand Reunion House 2 / Hot Tub / Pet Friendly / Duplex

Grand Reunion House 2 / Hot Tub / Pet Friendly / Duplex
2.0 star property
Michigan City
10.0 out of 10, Exceptional, (5 reviews)
"Great option for a quick weekend trip to the Dunes. Clean, comfy and good communication from the host."
United States
Dillon K.
The price is AU$413
includes taxes & fees
18 Jan - 19 Jan
Grand Reunion House 2 / Hot Tub / Pet Friendly / Duplex
Beach

Singing Sands Trl | Hot Tub Retreat | Dogs OK

Singing Sands Trl | Hot Tub Retreat | Dogs OK
Michigan City
9.8 out of 10, Exceptional, (24 reviews)
"I absolutely loved it there the beds were comfy the hot tub was nice we enjoyed a fire and we got a chance to relax and catch up very great birthday thanks a lot "
United States
Britni S.
The price is AU$356
includes taxes & fees
15 Jan - 16 Jan
Singing Sands Trl | Hot Tub Retreat | Dogs OK
Fridge, microwave, oven, stovetop

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (29 reviews)
"It was a lovely stay! Very clean and it was awesome I could take my dog with me :)"
United States
Roxie
The price is AU$483
includes taxes & fees
19 Jan - 20 Jan
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach
Terrace/patio

UncleLarry's LakePlace, Hot Tub

UncleLarry's LakePlace, Hot Tub
La Porte
10.0 out of 10, Exceptional, (5 reviews)
"This place was wonderful! The views of the lake were amazing. The beds were extremely comfortable. All of the amenities you could want and more. It was a great locale for our family stay. We hope to visit again!"
United States
Meredith C.
UncleLarry's LakePlace, Hot Tub
Beach nearby

Duplex | Firepit | Game Room | Hot Tub-all year

Duplex | Firepit | Game Room | Hot Tub-all year
Michigan City
8.6 out of 10, Excellent, (17 reviews)
"Nice rental with lots of fun extras. Had a great time in the game room, hot tub and fire pit. Great neighborhood. The property condition was ok. Not very clean. "
United States
Andrea
The price is AU$308
includes taxes & fees
15 Jan - 16 Jan
Duplex | Firepit | Game Room | Hot Tub-all year
TV, books

Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach

Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
Downtown New Buffalo
10.0 out of 10, Exceptional, (20 reviews)
"Great stay, loved the place!"
United States
Ryan J.
The price is AU$533
includes taxes & fees
20 Jan - 21 Jan
Eagle`s Beach Nest: Pet-Friendly*Fenced*Walk2Beach
Fridge, microwave, oven, stovetop

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
New Buffalo
10.0 out of 10, Exceptional, (16 reviews)
"Great cozy place with great yard and activity space"
United States
Derek E.
The price is AU$480
includes taxes & fees
20 Jan - 21 Jan
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
Dining

Valpo Glow & Dunes Flow | Valpo University | Indiana Dunes National Park

Valpo Glow & Dunes Flow | Valpo University | Indiana Dunes National Park
Valparaiso
9.6 out of 10, Exceptional, (9 reviews)
"It was a great place to stay! We would definitely stay here again. "
United States
Vanessa S.
The price is AU$557
includes taxes & fees
18 Jan - 19 Jan
Valpo Glow & Dunes Flow | Valpo University | Indiana Dunes National Park
Beach nearby

The Boutique at Midtown Central / Hot Tub / Pet Friendly

The Boutique at Midtown Central / Hot Tub / Pet Friendly
Michigan City
9.8 out of 10, Exceptional, (11 reviews)
"We loved staying here. Jason was a great communicator and made sure our needs were met. Plenty of beds for our family of 8 adults. 10 minutes to the national park and its pristine beaches. "
United States
Cindy W.
The price is AU$446
includes taxes & fees
15 Jan - 16 Jan
The Boutique at Midtown Central / Hot Tub / Pet Friendly
Dining

Downtown 2 BR Cottage w/ King Bed

Downtown 2 BR Cottage w/ King Bed
Valparaiso
9.8 out of 10, Exceptional, (9 reviews)
"Great stay"
United States
Bernie H.
The price is AU$415
includes taxes & fees
15 Jan - 16 Jan
Downtown 2 BR Cottage w/ King Bed
Beach

Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

Red Zen | HotTub-all yr | Firepit | Grill | DogsOK
Michigan City
9.8 out of 10, Exceptional, (40 reviews)
"Very friendly host, easy check-in/check-out process. A lot of amenities and things to keep the kids busy. Plenty of sleeping space. Perfect for a family!"
United States
Aubrey T.
The price is AU$384
includes taxes & fees
15 Jan - 16 Jan
Red Zen | HotTub-all yr | Firepit | Grill | DogsOK
Beach nearby

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach
Michigan City
8.6 out of 10, Excellent, (88 reviews)
"nice location near the dunes had a beautiful view of the sunset"
United States
ron m.
The price is AU$677
includes taxes & fees
21 Jan - 22 Jan
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesterton Hotel Reviews

Country Inn & Suites by Radisson, Merrillville, IN

Country Inn & Suites by Radisson, Merrillville, IN

10/10 Excellent
"My room was beautiful and clean and spacious, wonderful service "
Joyce 2-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Merrillville, IN

Find out more about Chesterton

Chesterton Holiday Homes information

Number of reviews
377
Accommodation
723 Holiday Homes
Lowest Price
AU$249
Highest Price
AU$677