Holiday Homes in Chesterton

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Our top choices for Chesterton holiday homes

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, (68 reviews)
"Host was welcoming and very responsive "
United States
Shannon B.
The price is €371
includes taxes & fees
11 Jun - 12 Jun
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly
Porter
8.8 out of 10, Excellent, (3 reviews)
"We enjoyed our stay. Very inviting and comfortable accommodations. Would stay again and would recommend!"
United States
Amanda E.
The price is €231
includes taxes & fees
7 Jun - 8 Jun
The Porter Nook! 5 minutes to Indiana Dunes, Pet Friendly

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, (39 reviews)
"Great location and cozy house. Perfect for a relaxing getaway. The town nearby is also very cute and has great food options. "
United States
Naomi B.
Blue Birdhouse - No Cleaning Fee - Pet Friendly - Dunes National Park

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

Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park
Chesterton
9.4 out of 10, Exceptional, (23 reviews)
"Great Property. Very helpful hosts! "
United States
Toni L.
Cozy Abode ~ 3 Mi to Indiana Dunes Nat'l Park

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 €335
includes taxes & fees
7 Jun - 8 Jun
NEW! Beautiful Riverfront Home on 10 Acres!

Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes

Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes
Chesterton
9.2 out of 10, Wonderful, (21 reviews)
"I really enjoyed my stay even though I did not venture out but the house was like a dreamy oasis. "
United States
Kendall C.
Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes

1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓

1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓
Porter
10.0 out of 10, Exceptional, (92 reviews)
"Always such a wonderful time at The Nook! With the beach close and all the activities at the house, our family stays entertained for the whole stay. We look forward to coming here again!!"
United States
Abby B.
1:00 pm Check-In & Out! - 1 mile to Dunes - Roomy-Sleeps 16 - 🎮Game Room Loft🏓

Heart of Indiana Dunes National Park with Hot Tub

Heart of Indiana Dunes National Park with Hot Tub
Chesterton
10.0 out of 10, Exceptional, (6 reviews)
"The house was beautiful and had so much charm. The amount of activities available was great. Highly recommend and we will definitely be back!"
United States
Becky G.
Heart of Indiana Dunes National Park with Hot Tub

Restored 1870 Victorian Home in Historic LaPorte, IN all for you..

Restored 1870 Victorian Home in Historic LaPorte, IN all for you..
La Porte
9.8 out of 10, Exceptional, (87 reviews)
"Host was fantastic! House was a beautiful old Victorian. Loved the beds!"
United States
Angela S.
The price is €349
includes taxes & fees
11 Jun - 12 Jun
Restored 1870 Victorian Home in Historic LaPorte, IN all for you..

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

Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom
New Buffalo
9.8 out of 10, Exceptional, (19 reviews)
"The backyard/garage area was awesome! So much to do. The house was very clean and the beds were super comfortable! The host was also extremely response!"
United States
Franny
The price is €640
includes taxes & fees
8 Jun - 9 Jun
Sq Toe`s Last Resort:Pet-Friendly*Fenced* GameRoom

Newly Renovated / Dog Friendly / Sleeps 6

Newly Renovated / Dog Friendly / Sleeps 6
Michigan City
The price is €291
includes taxes & fees
7 Jun - 8 Jun
Newly Renovated / Dog Friendly / Sleeps 6

Beautiful 2-bedroom house with WiFi and AC in Michigan City. Large backyard.

Beautiful 2-bedroom house with WiFi and AC in Michigan City. Large backyard.
Trail Creek
The price is €506
includes taxes & fees
16 Jun - 17 Jun
Beautiful 2-bedroom house with WiFi and AC in Michigan City. Large backyard.

Cozy home near Lake Michigan with Smart TVs, fast Wi-Fi, and rustic charm.

Cozy home near Lake Michigan with Smart TVs, fast Wi-Fi, and rustic charm.
Michigan City
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful home and comfortable beds! Easy to access and communication was great! We will definitely stay here again next time we are in Michigan City!"
United States
Holly F.
The price is €296
includes taxes & fees
16 Jun - 17 Jun
Cozy home near Lake Michigan with Smart TVs, fast Wi-Fi, and rustic charm.

Cozy 2 Bedroom Home Near Lake Michigan & Downtown

Cozy 2 Bedroom Home Near Lake Michigan & Downtown
Michigan City
The price is €288
includes taxes & fees
8 Jun - 9 Jun
Cozy 2 Bedroom Home Near Lake Michigan & Downtown

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, (32 reviews)
"Very nice place and all as advertised. Would stay here again"
United States
Murray
The price is €442
includes taxes & fees
4 Jun - 5 Jun
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

(4 bedrooms and 2 full baths; sleeps 11)

(4 bedrooms and 2 full baths; sleeps 11)
Michiana Shores
9.2 out of 10, Wonderful, (32 reviews)
"The house was perfect for my family and I. Very nice area and easy short drive to Buffalo. We really enjoyed our stay.."
United States
David C.
The price is €504
includes taxes & fees
7 Jun - 8 Jun
(4 bedrooms and 2 full baths; sleeps 11)

Designer 5BR Retreat, 4 Min Drive to Beach, Hot Tub, Family Friendly

Designer 5BR Retreat, 4 Min Drive to Beach, Hot Tub, Family Friendly
New Buffalo
10.0 out of 10, Exceptional, (1 review)
"Wonderful property with lots of options to have a good time for a family friendly getaway"
United States
Amany M.
The price is €1,047
includes taxes & fees
16 Jun - 17 Jun
Designer 5BR Retreat, 4 Min Drive to Beach, Hot Tub, Family Friendly

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
8.4 out of 10, Very good, (91 reviews)
"nice location near the dunes had a beautiful view of the sunset"
United States
ron m.
The price is €609
includes taxes & fees
7 Jun - 8 Jun
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

Game room/ Hot Tub / Pet Friendly / Duplex

Game room/ Hot Tub / Pet Friendly / Duplex
Michigan City
10.0 out of 10, Exceptional, (5 reviews)
"The house was perfect for and we enjoyed the hot tub."
United States
Mistre S.
Game room/ Hot Tub / Pet Friendly / Duplex

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

Duplex | Firepit | Game Room | Hot Tub-all year
Michigan City
8.4 out of 10, Very good, (19 reviews)
"It’s was very clean , comfortable beds too "
United States
Donna
Duplex | Firepit | Game Room | Hot Tub-all year
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

Find out more about Chesterton

Chesterton Holiday Homes information

Number of reviews
485
Accommodation
716 Holiday Homes
Lowest Price
€231
Highest Price
€1,047