Skip to content
300+ stays

Stays in Chesterton

Showing you results for "Chesterton, Indiana"
Review COVID-19 travel restrictions before you book.
Learn more
Entire house in Miller Beach
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
8 guests2 bedrooms4 beds1 bath
WifiKitchenFree parking
Rating 4.66 out of 5;59 reviews
Price:$162 / night
Entire house in Miller Beach
Smart Home, Hot Tub, direct Beach/Nat’l Park access, luxury amenities
10 guests3 bedrooms6 beds2 baths
WifiKitchenIndoor fireplaceFree parking
Rating 4.56 out of 5;56 reviews
Price:$194 / night
SUPERHOST
Entire house in Valparaiso
Private Pool for Small Groups at Avant Garde Valpo
4 guests1 bedroom3 beds2 baths
WifiKitchenIndoor fireplaceFree parking
Rating 5.0 out of 5;4 reviews
Price:$293 / night
SUPERHOST
Entire guesthouse in Porter
The "Pool Barn" near Indiana Dunes & Lake Michigan
12 guestsStudio6 beds1 bath
WifiKitchenFree parking
Rating 4.85 out of 5;283 reviews
Price:$103 / night
SUPERHOST
Entire cabin in Michigan City
Nature's resting place
4 guests1 bedroom2 beds1 bath
WifiKitchenIndoor fireplaceFree parking
Rating 5.0 out of 5;58 reviews
Price:$136 / night
Entire cabin in Michigan City
Modern Michigan City Cabin ~5 Miles to Beach!
5 guests2 bedrooms4 beds1 bath
WifiKitchenIndoor fireplaceFree parking
Rating 4.87 out of 5;15 reviews
Price:$127 / night
SUPERHOST
Entire house in Valparaiso
Avant Garde Home with Indoor Heated Pool and Sauna
10 guests4 bedrooms7 beds3 baths
WifiKitchenIndoor fireplaceFree parking
Rating 4.90 out of 5;114 reviews
Price:$429 / night
SUPERHOST
Entire house in Valparaiso
Private basement with theater, kitchen and bath
8 guests1 bedroom2 beds1 bath
WifiKitchenFree parking
Rating 4.93 out of 5;134 reviews
Price:$48 / night
SUPERHOST
Entire cottage in Valparaiso
The Lake Escape -Cozy Lakefront Cottage Valparaiso
8 guests2 bedrooms5 beds1.5 baths
WifiKitchenIndoor fireplaceFree parking
Rating 4.92 out of 5;192 reviews
Price:$212 / night
SUPERHOST
Private room in Westville
Nice house in safe neighborhood
2 guests1 bedroom1 bed1 private bath
WifiKitchenIndoor fireplaceFree parking
Rating 4.95 out of 5;296 reviews
Price:$46 / night

Rare finds

These places are usually booked.

Rating 4.66 out of 5;59 reviews
  1. Entire house
  2. Miller Beach
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
Price:$162 / night
Rating 4.56 out of 5;56 reviews
  1. Entire house
  2. Miller Beach
Smart Home, Hot Tub, direct Beach/Nat’l Park access, luxury amenities
Price:$194 / night
SUPERHOST
Rating 4.85 out of 5;283 reviews
  1. Entire guesthouse
  2. Porter
The "Pool Barn" near Indiana Dunes & Lake Michigan
Price:$103 / night
SUPERHOST
Rating 5.0 out of 5;58 reviews
  1. Entire cabin
  2. Michigan City
Nature's resting place
Price:$136 / night
Rating 4.87 out of 5;15 reviews
  1. Entire cabin
  2. Michigan City
Modern Michigan City Cabin ~5 Miles to Beach!
Price:$127 / night
SUPERHOST
Rating 4.93 out of 5;134 reviews
  1. Entire house
  2. Valparaiso
Private basement with theater, kitchen and bath
Price:$48 / night
SUPERHOST
Rating 4.92 out of 5;192 reviews
  1. Entire cottage
  2. Valparaiso
The Lake Escape -Cozy Lakefront Cottage Valparaiso
Price:$212 / night
Rating 4.83 out of 5;41 reviews
  1. Entire house
  2. Miller Beach
Captivating Dune views, Hot Tub, Sauna, Firepit, Foosball, Nat’l Park
Price:$426 / night
SUPERHOST
Rating 4.93 out of 5;142 reviews
  1. Entire house
  2. Michigan City
Beautiful beach bungalow with hiking and hot tub!
Price:$86 / night
SUPERHOST
Rating 4.95 out of 5;296 reviews
  1. Private room
  2. Westville
Nice house in safe neighborhood
Price:$46 / night
SUPERHOST
Rating 4.93 out of 5;76 reviews
  1. Entire house
  2. Beverly Shores
Secluded Modern Retreat Near Beach - "Sandlot"
Price:$292 / night
SUPERHOST
Rating 4.94 out of 5;228 reviews
  1. Entire guesthouse
  2. Valparaiso
Private Guest House, in Gated Nudist Resort.
Price:$81 / night
SUPERHOST
Rating 4.90 out of 5;171 reviews
  1. Entire guesthouse
  2. Chesterton
"myhathouse" detached studio downtown Chesterton
Price:$79 / night
SUPERHOST
Rating 5.0 out of 5;43 reviews
  1. Entire house
  2. Michigan City
House of Zen
Price:$136 / night
SUPERHOST
Rating 4.87 out of 5;215 reviews
  1. Entire cottage
  2. Valparaiso
Flint Lake Cottage.
Price:$120 / night
SUPERHOST
Entire house in Michigan City
Beautiful beach bungalow with hiking and hot tub!
6 guests2 bedrooms2 beds1 bath
WifiKitchenFree parking
Rating 4.93 out of 5;142 reviews
Price:$86 / night
SUPERHOST
Entire guesthouse in Valparaiso
Private Guest House, in Gated Nudist Resort.
2 guests1 bedroom1 bed1 bath
WifiKitchenIndoor fireplaceFree parking
Rating 4.94 out of 5;228 reviews
Price:$81 / night
SUPERHOST
Entire guesthouse in Chesterton
"myhathouse" detached studio downtown Chesterton
4 guests1 bedroom1 bed1 bath
WifiKitchenFree parking
Rating 4.90 out of 5;171 reviews
Price:$79 / night
SUPERHOST
Entire cottage in Valparaiso
Flint Lake Cottage.
6 guests3 bedrooms3 beds2 baths
WifiKitchenIndoor fireplaceFree parking
Rating 4.87 out of 5;215 reviews
Price:$120 / night
SUPERHOST
Camper/RV in Porter
The "Pool Barn Camper" near Indiana Dunes
6 guests2 bedrooms4 beds1 bath
WifiKitchenFree parking
Rating 4.74 out of 5;249 reviews
Price:$46 / night
SUPERHOST
Entire apartment in Michigan City
Beautiful Historical Charmer by Outlet Mall
2 guests1 bedroom1 bed1 bath
WifiKitchenFree parking
Rating 4.78 out of 5;54 reviews
Price:$100 / night
SUPERHOST
Entire house in Michigan City
House of Zen
2 guests1 bedroom1 bed1 bath
WifiKitchenIndoor fireplaceFree parking
Rating 5.0 out of 5;43 reviews
Price:$136 / night
SUPERHOST
Entire condominium in Michigan City
Tryon Country Retreat
3 guests1 bedroom2 beds1 bath
WifiKitchenFree parking
Rating 5.0 out of 5;52 reviews
Price:$122 / night
Entire apartment in Valparaiso
Pristine 1BR steps away from VU campus!
3 guests1 bedroom1 bed1 bath
WifiKitchenFree parking
Rating 4.68 out of 5;31 reviews
Price:$59 / night
SUPERHOST
Entire apartment in Gary
Nature escape near West Beach + Festive winter
5 guests3 bedrooms3 beds1 bath
WifiKitchenFree parking
Rating 4.72 out of 5;83 reviews
Price:$109 / night
234515
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.