Holiday Rentals in Chesterton

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Holiday Rentals in Chesterton

Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes

9.4 out of 10, Exceptional, (13)
"We have stayed here a few times. We enjoy the amount of space, and the host is always responsive and easy to work with. We look forward to staying in the future. "
The price is €499
includes taxes & fees
23 Jul - 24 Jul
Roomy Retreat–Family&Friends|2 King Beds|Game Room | Valpo University | Dunes

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

8.8 out of 10, Excellent, (10)
"Great pool hostess was very helpful"
The price is €176
includes taxes & fees
21 Jul - 22 Jul
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

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

9.8 out of 10, Exceptional, (59)
"The house was very clean and served us well. It was in a great walkable small town with plenty of good restaurants, and only a short drive to the dunes"
The price is €308
includes taxes & fees
30 Jul - 31 Jul
Dunes Home 3 Bedroom I 2 BHR I 2 Living rooms Home | Valpo University | Dunes

Heart of Indiana Dunes National Park with Hot Tub

10.0 out of 10, Exceptional, (6)
"The house was beautiful and had so much charm. The amount of activities available was great. Highly recommend and we will definitely be back!"
The price is €811
includes taxes & fees
31 Jul - 1 Aug
Heart of Indiana Dunes National Park with Hot Tub

"The Nook"- ROOMY Home 2mi- Dunes & Chesterton, Yard, Fire Pit, Grill, Game Room

10.0 out of 10, Exceptional, (77)
"Once again a perfect spot for our weekend retreat!"
The price is €885
includes taxes & fees
5 Aug - 6 Aug
"The Nook"- ROOMY Home 2mi- Dunes & Chesterton, Yard, Fire Pit, Grill, Game Room

Restored 1870 Victorian Home in Historic LaPorte, IN all for you..

9.8 out of 10, Exceptional, (69)
"Just an overnight but lovely and comfortable!"
The price is €272
includes taxes & fees
9 Jul - 10 Jul
Restored 1870 Victorian Home in Historic LaPorte, IN all for you..

Stone Lake Getaway – Sleeps 6

10.0 out of 10, Exceptional, (3)
"nice property nice neighborhood , not far from the lake "
The price is €351
includes taxes & fees
17 Jul - 18 Jul
Stone Lake Getaway – Sleeps 6

3-bedroom house in charming La Porte three minute walk to beautiful Stone Lake

10.0 out of 10, Exceptional, (1)
"We stayed for a volleyball tournament in town for our AAU 13 year old team. This was absolutely perfect. Close to both venues and food, Starbucks, Dunkin, groceries, gas stations, smoothie king. Etc. so convenient. It was great. Exactly what we needed."
The price is €261
includes taxes & fees
20 Jul - 21 Jul
3-bedroom house in charming La Porte three minute walk to beautiful Stone Lake

3 Bed 3 Ba Screenporch/Sunset Lake Views

10.0 out of 10, Exceptional, (65)
"Everything as advertised!"
The price is €907
includes taxes & fees
20 Jul - 21 Jul
3 Bed 3 Ba Screenporch/Sunset Lake Views

Sq Toe's Last Resort:Pet-Friendly*Fenced* GameRoom

10.0 out of 10, Exceptional, (12)
"Nice cozy place within walking distance to lots of restaurants. "
Sq Toe's Last Resort:Pet-Friendly*Fenced* GameRoom

"Party on Pine" Pontoon & HotTub

10.0 out of 10, Exceptional, (1)
"Beautiful house, beautiful lake, very helpful hosts. Can’t wait to go back."
"Party on Pine" Pontoon & HotTub

Eagle's Beach Nest: Pet-Friendly*Fenced*Walk2Beach

9.8 out of 10, Exceptional, (10)
"The house is adorable. Everything was nice and the beds were cozy. Great place for our 2 pugs as well. We were visiting family in LaPorte, so quick access to the red arrow as well as New Buffalo was just what we needed."
The price is €642
includes taxes & fees
6 Aug - 7 Aug
Eagle's Beach Nest: Pet-Friendly*Fenced*Walk2Beach

Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

10.0 out of 10, Exceptional, (18)
"Quiet area and warmly decorated. "
Eagles Beach Nest 2:Pet-Friendly*Fenced*Walk2Beach

Secluded Oasis: 4 Bedrooms, 3 Blocks to Downtown

9.4 out of 10, Exceptional, (3)
"We really loved this house! Comfy beds, fun amenities (the converted garage hangout space is fabulous), great design/layout with plenty of room for everyone to spread out or all be together. The backyard was great, too! The location felt secluded, but everything is only a few minutes drive away."
The price is €665
includes taxes & fees
13 Jul - 14 Jul
Secluded Oasis: 4 Bedrooms, 3 Blocks to Downtown

Perfect Home for All Seasons

8.4 out of 10, Very good, (54)
"We had such an amazing time staying in New Buffalo! This house had everything we needed and was in a great location. If you're looking for a place that has something for everyone this is it."
The price is €1,248
includes taxes & fees
7 Aug - 8 Aug
Perfect Home for All Seasons

Designer Cottage +Guesthouse on large private estate in Grand Beach with Hot Tub

9.6 out of 10, Exceptional, (44)
"This was a great house, very cozy and homey. It had everything we needed and was nice and clean. Would definitely stay here again. "
Designer Cottage +Guesthouse on large private estate in Grand Beach with Hot Tub

(4 bedrooms and 2 full baths; sleeps 11)

9.2 out of 10, Wonderful, (25)
"We had a great stay. Close to attractions and still quiet."
The price is €519
includes taxes & fees
21 Jul - 22 Jul
(4 bedrooms and 2 full baths; sleeps 11)

Brand New House with Hot Tub! Gameroom! Workspace!

2.0 star property
10.0 out of 10, Exceptional, (3)
"We couldn’t find better stay for our group of friends with small children. Stephanie was very responsive and very helpful. House is vey well stocked with daily items which felt like a cherry on top this nice stay. "
The price is €541
includes taxes & fees
9 Jul - 10 Jul
Brand New House with Hot Tub! Gameroom! Workspace!

Singing Sands Trl | Hot Tub Retreat | Dogs OK

9.8 out of 10, Exceptional, (17)
"We loved staying at this house for a weekend. It was cozy, had everything we needed and the most exciting it had a hot tub! hot tub looked new and was very clear. The place was also clean and cozy. We had an amazing stay and would stay there again! "
Singing Sands Trl | Hot Tub Retreat | Dogs OK
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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Frequently asked questions

Are there holiday rentals in Chesterton?

Yes, there are holiday rentals close to the most popular sights in Chesterton, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Chesterton is known for its shops and beaches. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best holiday rentals that Chesterton has to offer?

Driftwood Cottage, a charming 3-bed/2-bath home in peaceful Union Pier!: This holiday home rental outside of Chesterton is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals are there in Chesterton?

Choose from 29 Expedia holiday rentals in Chesterton for a memorable holiday.

What can I see and do in Chesterton?

Indiana Dunes National Park and Lake Michigan are a couple of scenic spots to enjoy the outdoors, whereas Chesterton Art Center is one of the cultural attractions. Other places in town to visit include Lustron House and Indiana Dunes Visitor Center.

What are holiday rentals like in Chesterton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chesterton. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family gatherings.