Search Guest Houses in Chesterton

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Guest Houses in Chesterton

Dream Retreat Guesthouse, Indiana Dunes Nat’l Park, 10 min hike to Beach

9.0 out of 10, Wonderful, (35)
"Our family of 4 2 dogs stayed here to enjoy the lake. Short walk to the water, nice comfortable house. We had a great stay. Highly reccommend. "
Dream Retreat Guesthouse, Indiana Dunes Nat’l Park, 10 min hike to Beach

Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub

9.8 out of 10, Exceptional, (47)
"On the smallish side but perfect for 2. Clean and cute!"
Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub

Galien Room Suite King size with Jacuzzi

$254 nightly
The price is $272
Oct 2 - Oct 3
Total with taxes and fees
Galien Room Suite King size with Jacuzzi

Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!

10.0 out of 10, Exceptional, (52)
"We really enjoyed our stay at this property, and the fact that our hosts took the extra effort in ensuring we had access to a lot of everyday essentials. We definitely plan to return to this location when next we visit."
Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!

Beacons' Nest – Valpo U, Downtown & Dunes

10.0 out of 10, Exceptional, (2)
"I stayed at the Beacon’s Nest for about 3 weeks, with my family coming in and out. It is a comfortable spot, perfectly sized for up to 4 people. It’s just minutes from downtown Valdosta with shops and restaurants.I have no complaints about the property at all as it served us well."
Beacons' Nest – Valpo U, Downtown & Dunes

Snug Harbor Suite - King with Jacuzzi

Snug Harbor Suite - King with Jacuzzi

Eber Knight Studio - King size with Jacuzzi

$211 nightly
The price is $226
Oct 2 - Oct 3
Total with taxes and fees
Eber Knight Studio - King size with Jacuzzi

SS Post Boy Queen Suite with Jacuzzi

SS Post Boy Queen Suite with Jacuzzi

Captain Whittaker Suite 2 bedroom, 2 baths

10.0 out of 10, Exceptional, (1)
"Nice place to stay, Lisa was great to communicate with and very responsive. Close to all key attractions in town. "
Captain Whittaker Suite 2 bedroom, 2 baths
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

Find out more about Chesterton

Chesterton Guest Houses information

Number of reviews
24
Accommodation
10 Guest Houses
Lowest Price
$226
Highest Price
$272

Frequently asked questions

What are the most popular guest houses in Chesterton according to reviews?
Chesterton "Golf View Estate" is an exceptional choice for travelers seeking a memorable stay in Chesterton, boasting an outstanding review score of 10.0. This guest house is great for those who love to cook and enjoy quality family time, featuring a fully equipped kitchen with everything from a microwave to a blender and a dining table, making meal prep and family meals a breeze. The spacious layout encourages relaxation after a day of exploring the beautiful Great Lake Beaches and the scenic Trails of the Dunes, ensuring your group can unwind in comfort.
What is the nightly rate for a guest house in Chesterton?
Rates for Chesterton guest houses vary, but travelers can find great-value prices from $226 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Chesterton guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Chesterton guest house and a B&B?
A guest house in Chesterton is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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