Find Cabins in Chesterton for Rent

  • 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
Mar 14 - Mar 16
In two weeks
Mar 21 - Mar 23
In one month
Apr 4 - Apr 6
In two months
May 2 - May 4

Browse Select Chesterton Cabin Rentals

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

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 CA $289
CA $463 total
includes taxes & fees
Mar 4 - Mar 5
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
WAYA's DEN: Riverfront - Hot tub - Fire Pit - Private Setting - Close to Town
Fridge, microwave, oven, stovetop

WAYA's DEN: Riverfront - Hot tub - Fire Pit - Private Setting - Close to Town

9.8 out of 10, Exceptional, (113)
"Truely outstanding "
WAYA's DEN: Riverfront - Hot tub - Fire Pit - Private Setting - Close to Town
Blackberry Cabin of Michiana with a hot tub
Outdoor spa tub

Blackberry Cabin of Michiana with a hot tub

9.4 out of 10, Exceptional, (10)
"Loved the neighborhood- a fox greeted us on arrival and deer visited the property throughout our stay. The wood stove made our small thanksgiving getaway super cozy. "
Blackberry Cabin of Michiana with a hot tub
Black Cabin Getaway in Beautiful Woods I Valpo University | Flint Lake | Dunes
Exterior

Black Cabin Getaway in Beautiful Woods I Valpo University | Flint Lake | Dunes

9.4 out of 10, Exceptional, (33)
"Great little property. Wish the lock on bedroom door was not broke. "
Black Cabin Getaway in Beautiful Woods I Valpo University | Flint Lake | Dunes
Cozy Log Cabin Near Indiana Dunes & Lake Michigan!
Exterior

Cozy Log Cabin Near Indiana Dunes & Lake Michigan!

9.4 out of 10, Exceptional, (19)
"We had three generations of family and everyone enjoyed the spaces available. Each bedroom has a full bath which was great. The game systems provided were great. The game room in loft was fun. We drove to the Indiana Dunes National Park every day and enjoyed grilling out on the back deck each evening. Kitchen provided all the items needed to prepare and serve a nice meal. The cabin seems secluded even though it is located near main roads for easy travel. Thanks for providing this...
Cozy Log Cabin Near Indiana Dunes & Lake Michigan!
Renew + Relax: Sunny Lakeside Michiana Cottage w/ Hot Tub & Beach
Property grounds

Renew + Relax: Sunny Lakeside Michiana Cottage w/ Hot Tub & Beach

10.0 out of 10, Exceptional, (13)
"Fantastic stay. Walk to and from the beach was a beautiful stroll. Will be returning in the future!"
Renew + Relax: Sunny Lakeside Michiana Cottage w/ Hot Tub & Beach
Beautiful River Property Private Cabin, less than 5 minutes from DT New Buffalo!
Outdoor dining

Beautiful River Property Private Cabin, less than 5 minutes from DT New Buffalo!

10.0 out of 10, Exceptional, (5)
"Perfect location to get to all the places we like in New Buffalo, Three Oaks, Union Pier, Sawyer, and Baroda. Wooded retreat provided quiet nights and great scenery, including wildlife. Plenty of beds, baths, and room for our large family vacation. Lots of activities to do at the house for adults and kids. Nice, big kitchen for the times we had meals at the house. "
Beautiful River Property Private Cabin, less than 5 minutes from DT New Buffalo!
Rehabbed modern 3br log cabin, pet friendly, 550ft from beach!
Terrace/patio

Rehabbed modern 3br log cabin, pet friendly, 550ft from beach!

Rehabbed modern 3br log cabin, pet friendly, 550ft from beach!
It's the Wright Farm
Aerial view

It's the Wright Farm

It's the Wright Farm
Beautiful Rustic Cabin for Two!
Miscellaneous

Beautiful Rustic Cabin for Two!

10.0 out of 10, Exceptional, (1)
"The cabin was cozy and had all the essentials. Though it was snowing during our stay, the outdoor space and fire pit were probably the best part. The space heaters keep the place nice and warm. The TV, wifi, and streaming access were a nice bonus. I'm not used to well water so we used bottled water for cooking and drinking, but otherwise it's a nice place for a weekend getaway close to the city for a good price."
The price is CA $82
CA $133 total
includes taxes & fees
Mar 16 - Mar 17
Beautiful Rustic Cabin for Two!
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
Sign in
Sign up, it's free

Other property types in Chesterton

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

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 CA $289
CA $463 total
includes taxes & fees
Mar 4 - Mar 5
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Beach nearby

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

9.0 out of 10, Wonderful, (50)
"I booked this stay as a birthday gift for my son. He and his fiancé stayed for 2 nights/3 days. They absolutely enjoyed there stay. The place was clean and just like the pictures displayed. They had an issue with the code not working to enter the property, Don the host got in touch with us immediately and even refunded some money for the inconvenience! I will definitely be booking again for my daughters birthday!!"
The price is CA $114
CA $160 total
includes taxes & fees
Mar 4 - Mar 5
Private Downtown Apt, King Bed, Jet Bath, Fireplace, Grill, near Indiana Dunes
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
Fridge, microwave, oven, stovetop

Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes

9.8 out of 10, Exceptional, (51)
"This quaint house was perfectly located for attending the Trojan Classic showchoir competition. Plenty of room and nicely equipped. Though it was too cold to use the backyard it looked very nice."
The price is CA $103
CA $418 total
includes taxes & fees
Mar 10 - Mar 11
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes
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

What are the best cabins near Chesterton?
Stay in the great outdoors without giving up the comforts at one of our 56 cabins in and around Chesterton. Whether you have adventure or relaxation on your to-do list, Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway! has both in spades. Alternatively, spend your break at Cabin - Inspired By Renewal, Designed W and kick back among pretty natural surroundings.
Are there cheap cabins in Chesterton?
Whether you’re eager to stay close to the water or up a mountain, we’ve got a great variety of cheap cabins in Chesterton to suit your budget and taste. Priced from to a night, your ideal cabin is waiting here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best family cabins near Chesterton?
If you’re looking for a vacation your kids will go wild for, a family cabin rental in or near Chesterton is an awesome choice. Have a blast at Super cozy glamping cabin & family resort!. It offers on-site watersports and a fenced pool along with fun in nature. Modern Log Cabin for Luxury experience is another top pick for small groups and families and comes with a bunk bed and a meal delivery service.
What are the best hot tub cabins near Chesterton?
If you’re someone who can’t tear themselves away from the hot tub on vacation, you’ll enjoy Modern Log Cabin for Luxury experience. This knockout comes with lots of amenities to make you feel comfy, including a king-sized bed and a firepit. Consider Cabin - Inspired By Renewal, Designed W too. Another cabin with a hot tub near Chesterton, guests also have access to a deck and a firepit here.
What are the best cabins with pools near Chesterton?
Put on your swimsuit and go for a dip whenever you like when you book one of our cabin rentals with a pool. Super cozy glamping cabin & family resort! ranks high among travelers. On-site watersports and a porch are some of the other amenities you can take advantage of here. Or you can take some time out at Outrigger Resort. As well as a nice pool, this cabin comes with a swimming pool and a terrace.
Can I find beach cabins near Chesterton?
Pack your favorite Hawaiian shirt and enjoy the seaside vibes at Lakeside Cabins Resort. This Chesterton beach cabin rental comes with amenities including pet-friendly facilities and children’s activities. Cozy Log Cabin on 15 acres, with private lake, 1 mile from Lake Michigan also promises a sun-soaked stay. Featuring on-site watersports and children’s activities, it was made for leisurely days by the shore.
What are the best weekend cabin rentals in Chesterton?
Whether you’re organizing a whirlwind trip with your other half or the entire crew, we’ll help you locate the perfect weekend cabin getaway. One of our top picks? Super cozy glamping cabin & family resort!. Featuring on-site watersports and a porch, you’ll adore the natural beauty here. Secluded Log Home is another good place where you can hit pause on life. Book a couple of nights at this retreat which offers on-site watersports and a patio.
What are the best cabin prices in Chesterton?
With prices from only per night for a cabin rental in Chesterton, there’s no reason to bother with that impossible-to-pitch tent.
Can I find log cabins in Chesterton?
Start your day with a piping cup of joe in your homey log cabin and then while away the hours canoeing and bird watching. Sound heavenly? Then check out Modern Log Cabin for Luxury experience. Another relaxing retreat featuring ample charm and comforts is Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!. Close-by activities like picnicking and canoeing will add to your memorable experience here.
What are the highest-rated cabins in Chesterton?
There are some rentals that are just about perfect. Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway! is a superb example. With such an impressive rating, it comes with amenities such as a barbecue grill, a spa tub and much more. Another top option is Super cozy glamping cabin & family resort!. On-site watersports and a porch are just some of the conveniences waiting for you here.
What are the top things to see and do in Chesterton?
Chill out in your charming cabin one day and go sightseeing the next. Coffee Creek Watershed Conservancy Preserve and Chellberg Farm are some leading attractions around Chesterton. Other favorite sights to add to your itinerary include Indiana Dunes State Park and Dune Acres Beach. Find a great rental car with Expedia and visit them at your leisure.
Why should I book a cabin in Chesterton?
Affordability, rustic charm, nature-filled surroundings — there are countless good reasons to stay in a Chesterton cabin. Leave behind the noise of the concrete jungle and hear the sounds of birds and nature instead. There’s so much adventure just a stone’s throw away too. Whether you’re vacationing with family members, friends or your special someone, you’ll find the perfect cabin on Expedia.