Search Villas in Chesterton

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 3 Villas in Chesterton with updated reviews, rates, and availability.

VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!

9.0 out of 10, Wonderful, (18)
"Me and my family stayed here on Thanksgiving it was so comfortable and cozy any very clean l will definitely will book again checking in process was very easy!"
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!

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

8.8 out of 10, Excellent, (27)
"Lovely space to red a big group to gather,plus smaller living spaces fur sac mallet subgroups. "
Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart Home

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

9.2 out of 10, Wonderful, (46)
"Our family had a great time at this house. Very big and comfy. Kitchen was awesome and all the fireplaces!! Master bathroom shower is a treat!!!"
Skyline Views, Hot Tub, Beachfront, Lavish Kitchen at Dunetop Villa
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.
Don't see what you're looking for?
See all available properties in Chesterton
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Chesterton

Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

10.0 out of 10, Exceptional, (83)
"Our stay at this Vrbo was absolutely incredible! The home was cozy, very clean, and had everything we needed for a relaxing getaway. The large windows offered breathtaking views of Lake Michigan, and even though the lake was partially frozen, it was still beautiful to see. The peaceful winter scenery made our stay even more special.The location was perfect—just a short drive to plenty of hiking trails, which were not only stunning but also very dog-friendly! Our pup loved exploring alongside us,...
The price is SAR 1,031
SAR 1,563 total
includes taxes & fees
19 Mar - 20 Mar
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

9.0 out of 10, Wonderful, (51)
"Nice quiet an around everything "
The price is SAR 221
SAR 332 total
includes taxes & fees
18 Mar - 19 Mar
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes

The Neighborhood Hotel - Grand Beach

4.0 star property
9.4 out of 10, Exceptional, (40)
"Overall the place is wonderful and we enjoyed the amenities. My teenaged boys enjoyed the game room, pool at night, beach, fire pit. I loved the bed, having a kitchenette, and the coffeemaker. Much better than a typical hotel version. I’d caution using suite 10 for more than two people. The sleeper was what you’d expect a sleeper to be - not comfortable! The bed is amazing though. The bathroom could use more hooks for drying beachwear. I think instructions or information in general could be...
The Neighborhood Hotel - Grand 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.

Frequently asked questions

Why book your villa in Chesterton with Expedia?
We think vacation time should be stress-free, so if you’re looking for villas at a nice price, Expedia can help. Save those pennies and opt for an all-inclusive stay, or splurge on a high-end villa to spoil the ones you love most. Use our convenient search filters to find a retreat in Chesterton that checks your boxes.
How can I find cheap villas in Chesterton?
A great way to score cheap villas in Chesterton is with Expedia’s handy filter tool. Refine your search by star rating, budget and amenities to grab unbeatable deals in only a few clicks.