A wooden staircase ascending a sandy hill with sparse vegetation.

Villas in Chesterton

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Chesterton villas

A multi-story hotel with a rooftop bar and outdoor seating area.

1. Wild Indigo - Upscale 2 Bedroom Villa at Petite Acres

Wild Indigo - Upscale 2 Bedroom Villa at Petite Acres
3.0 star property
New Buffalo
$500 nightly
The price is $534
Nov 11 - Nov 12
Total with taxes and fees
Wild Indigo - Upscale 2 Bedroom Villa at Petite Acres
A modern wooden cabin with large windows, surrounded by trees.

2. Windflower - Upscale 2 Bedroom Villa at Petite Acres

Windflower - Upscale 2 Bedroom Villa at Petite Acres
New Buffalo
$511 nightly
The price is $540
Nov 11 - Nov 12
Total with taxes and fees
Windflower - Upscale 2 Bedroom Villa at Petite Acres
A modern house with a large glass front, surrounded by trees.

3. Woodsage - Upscale 2 Bedroom Villa at Petite Acres

Woodsage - Upscale 2 Bedroom Villa at Petite Acres
New Buffalo
$511 nightly
The price is $540
Nov 11 - Nov 12
Total with taxes and fees
Woodsage - Upscale 2 Bedroom Villa at Petite Acres
A modern house with a large glass front, surrounded by trees.

4. Wolfsbane - Upscale 2 Bedroom Villa at Petite Acres

Wolfsbane - Upscale 2 Bedroom Villa at Petite Acres
New Buffalo
$511 nightly
The price is $540
Nov 11 - Nov 12
Total with taxes and fees
Wolfsbane - Upscale 2 Bedroom Villa at Petite Acres
A modern house with a large glass front, surrounded by trees.

5. Larkspur - Upscale 2 Bedroom Villa at Petite Acres

Larkspur - Upscale 2 Bedroom Villa at Petite Acres
New Buffalo
$511 nightly
The price is $540
Nov 11 - Nov 12
Total with taxes and fees
Larkspur - Upscale 2 Bedroom Villa at Petite Acres
A modern house with a large glass front, surrounded by trees.

6. Dogwood - Upscale 2 Bedroom Villa at Petite Acres

Dogwood - Upscale 2 Bedroom Villa at Petite Acres
New Buffalo
$511 nightly
The price is $540
Nov 11 - Nov 12
Total with taxes and fees
Dogwood - Upscale 2 Bedroom Villa at Petite Acres
A modern house with a large glass front, surrounded by trees.

7. Bellflower - Cozy One Bedroom Villa at Petite Acres

Bellflower - Cozy One Bedroom Villa at Petite Acres
New Buffalo
$440 nightly
The price is $465
Nov 11 - Nov 12
Total with taxes and fees
Bellflower - Cozy One Bedroom Villa at Petite Acres
A modern house with a large glass front, surrounded by trees.

8. Pied-à-terre Allium - The Bunk House at Petite Acres

Pied-à-terre Allium - The Bunk House at Petite Acres
New Buffalo
10.0 out of 10, Exceptional, (1 review)
"Very cute, great for a girls trip"
United States
Lauren A.
$777 nightly
The price is $822
Nov 11 - Nov 12
Total with taxes and fees
Pied-à-terre Allium - The Bunk House at Petite Acres
A modern house with a large glass front, surrounded by trees.

9. Coral Bells - Cozy One Bedroom Villa at Petite Acres

Coral Bells - Cozy One Bedroom Villa at Petite Acres
New Buffalo
$440 nightly
The price is $465
Nov 15 - Nov 16
Total with taxes and fees
Coral Bells - Cozy One Bedroom Villa at Petite Acres
A cabin with a sloped roof surrounded by a forest.

10. Goldenrod -Upscale 2 Bedroom at Petite Acres

Goldenrod -Upscale 2 Bedroom at Petite Acres
New Buffalo
$511 nightly
The price is $540
Nov 11 - Nov 12
Total with taxes and fees
Goldenrod -Upscale 2 Bedroom at Petite Acres
A wooden signpost with directions to various locations such as 'Yurts,' 'The Grove,' and 'The Woodlands.'

11. Wolfsbane - Upscale 2 Bedroom Villa at Petite Acres

Wolfsbane - Upscale 2 Bedroom Villa at Petite Acres
3.0 star property
New Buffalo
$500 nightly
The price is $534
Nov 11 - Nov 12
Total with taxes and fees
Wolfsbane - Upscale 2 Bedroom Villa at Petite Acres
A modern house with a large glass front, surrounded by trees.

12. Wild Indigo - Upscale 2 Bedroom Villa at Petite Acres

Wild Indigo - Upscale 2 Bedroom Villa at Petite Acres
New Buffalo
$514 nightly
The price is $543
Nov 11 - Nov 12
Total with taxes and fees
Wild Indigo - Upscale 2 Bedroom Villa at Petite Acres
A modern house with a large glass front, surrounded by trees.

13. Witch Hazel - Upscale 2 Bedroom Villa at Petite Acres

Witch Hazel - Upscale 2 Bedroom Villa at Petite Acres
New Buffalo
$511 nightly
The price is $540
Nov 11 - Nov 12
Total with taxes and fees
Witch Hazel - Upscale 2 Bedroom Villa at Petite Acres
A multi-story hotel with a rooftop bar and outdoor seating area.

14. Larkspur - Upscale 2 Bedroom Villa at Petite Acres

Larkspur - Upscale 2 Bedroom Villa at Petite Acres
3.0 star property
New Buffalo
$455 nightly
The price is $489
Nov 23 - Nov 24
Total with taxes and fees
Larkspur - Upscale 2 Bedroom Villa at Petite Acres
A multi-story hotel with a rooftop bar and outdoor seating area.

15. Coral Bells - Cozy One Bedroom Villa at Petite Acres

Coral Bells - Cozy One Bedroom Villa at Petite Acres
3.0 star property
New Buffalo
$435 nightly
The price is $465
Nov 15 - Nov 16
Total with taxes and fees
Coral Bells - Cozy One Bedroom Villa at Petite Acres
A wooden signpost with directions to various locations such as 'Yurts,' 'The Grove,' and 'The Woodlands.'

16. Witch Hazel - Upscale 2 Bedroom Villa at Petite Acres

Witch Hazel - Upscale 2 Bedroom Villa at Petite Acres
3.0 star property
New Buffalo
$472 nightly
The price is $506
Nov 23 - Nov 24
Total with taxes and fees
Witch Hazel - Upscale 2 Bedroom Villa at Petite Acres
A multi-story hotel with a rooftop bar and outdoor seating area.

17. Woodsage - Upscale 2 Bedroom Villa at Petite Acres

Woodsage - Upscale 2 Bedroom Villa at Petite Acres
3.0 star property
New Buffalo
$475 nightly
The price is $510
Nov 15 - Nov 16
Total with taxes and fees
Woodsage - Upscale 2 Bedroom Villa at Petite Acres
A multi-story hotel with a rooftop bar and outdoor seating area.

18. Dogwood - Upscale 2 Bedroom Villa at Petite Acres

Dogwood - Upscale 2 Bedroom Villa at Petite Acres
3.0 star property
New Buffalo
$451 nightly
The price is $485
Nov 18 - Nov 19
Total with taxes and fees
Dogwood - Upscale 2 Bedroom Villa at Petite Acres
A wooden signpost with directions to various locations such as 'Yurts,' 'The Grove,' and 'The Woodlands.'

19. Pied-à-terre Allium - The Bunk House at Petite Acres

Pied-à-terre Allium - The Bunk House at Petite Acres
3.5 star property
New Buffalo
$745 nightly
The price is $796
Nov 11 - Nov 12
Total with taxes and fees
Pied-à-terre Allium - The Bunk House at Petite Acres
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterton Hotel Reviews

Pine Lake Resort and Banquets

Pine Lake Resort and Banquets

10/10 Excellent
"Check-in was quick and easy. Room was clean, spacious"
mano 1-night trip
Posted less than an hour ago
Pine Lake Resort and Banquets

Find out more about Chesterton

Chesterton Villas information

Number of reviews
1
Accommodation
15 Villas
Lowest Price
$465
Highest Price
$822

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.
What is there to do near my villa in Chesterton?
Whatever you love doing, Chesterton has loads to keep you on the hop. Indiana Dunes State Park, Dune Acres Beach and Coffee Creek Watershed Conservancy Preserve are on most travelers' schedules. Don't forget about Lustron House, Chellberg Farm and Cowles Bog Trailhead either. With Expedia's Chesterton hotel deals, you'll be able to discover even more fabulous attractions like these with the money you save.

Explore a world of travel with Expedia