Photo by Lawrence Tellez

Valparaiso Holiday Rentals

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Holiday Rentals in Valparaiso

Lakehouse with Pontoon, Deck, Firepit, Paddle Boards, Grill & more INCLUDED!!

9.8 out of 10, Exceptional, (82)
"Great weather, lots of time on the lake and great memories made . The cottage is clean, comfortable and well stocked. Hosts and always been really nice helpful and friendly people. "
The price is NZ$532
includes taxes & fees
2 Dec - 3 Dec
Lakehouse with Pontoon, Deck, Firepit, Paddle Boards, Grill & more INCLUDED!!

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

10.0 out of 10, Exceptional, (69)
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The price is NZ$547
includes taxes & fees
2 Dec - 3 Dec
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

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

9.0 out of 10, Wonderful, (16)
"We had a great time (10 of us) staying in this house! The pool was a hit for the kids and adults and we spent a lot of time sitting outside. Super close to the beach. Beds were comfortable and plenty of space for all. The host was helpful and responded quickly. (The road in front of the house is busy and people drive quite fast so just be mindful if you bring pets or little ones!)"
The price is NZ$877
includes taxes & fees
26 Nov - 27 Nov
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool

The Neighborhood Hotel - Grand Beach

4.0 star property
9.6 out of 10, Exceptional, (38)
"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

Hot tub and Golf Cart 6 bedrooms plus coach house.

10.0 out of 10, Exceptional, (165)
"As a repeat visitor the home and hospitality offered by our host continues to amaze as the cleanliness and comfort at their home. Enjoyed thoroughly and will be back!!"
Hot tub and Golf Cart 6 bedrooms plus coach house.

Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

10.0 out of 10, Exceptional, (176)
"We loved everything about this place. Neighborhood is adorable, house was clean and comfortable. Check-in was easy and communication was great. We had a blast!"
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

9.6 out of 10, Exceptional, (207)
"We spent two wonderful days with friends at Indiana Dunes. We loved the house, the village, proximity to the beach, the area restaurants and a winery that was a delight to spend a quiet afternoon at. "
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

9.4 out of 10, Exceptional, (98)
"The hosts were very communicative and gave good advice for places to check out in the area (some interesting antique shops). The rental is snug, as expected, but the amenities were pleasant and you can’t go wrong with beach access! Would recommend for others interested in checking out the area ."
The price is NZ$344
includes taxes & fees
26 Nov - 27 Nov
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

Steps from the beach! Pet friendly. Awesome amenities and great location.

10.0 out of 10, Exceptional, (237)
"A short drive from chicago but a perfect escape from the city. Great property for a quick trip with family and our dog to enjoy walks on the beach and s’mores in the backyard. The pool table and air hockey have the teens plenty to do! Would stay here again!"
Steps from the beach! Pet friendly. Awesome amenities and great location.

BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES

9.6 out of 10, Exceptional, (306)
"We stayed here for the weekend. We are originally from Michigan City and it was great to have a place to stay nearby that was not a hotel. The arcade games were a nice touch. Didn’t get a chance to use the hot tub, but it was an added bonus. Everything was clean and in good working order. Would definitely stay here again! "
BEACHFRONT /HOTTUB/STEAM ROOM/GAME ROOM/JACUZZI/PETS/MASSAGE CHAIR/KAYAKS/BIKES

Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

9.8 out of 10, Exceptional, (130)
"The house is amazing! So much space for people to sleep. Everything was clean. The only suggestion that I would have is to have more bar stools to be in the kitchen for people to sit around. I know the island is small but people still always congregate in the kitchen and it would be nice to have more bar stools! "
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

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

8.8 out of 10, Excellent, (26)
"House was awesome!! Communication was great from beginning to end of our stay!! Loved that we could walk to the beach from the home! The only negative was that the patio over looked a public access parking lot but we loved the house & would rent it again !!"
Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart Home

Modern Farmhouse Retreat-10 Min Walk to Lake Michigan-Hot Tub-Sauna

10.0 out of 10, Exceptional, (74)
"Clean, easy check in and check out. We enjoyed our time there."
Modern Farmhouse Retreat-10 Min Walk to Lake Michigan-Hot Tub-Sauna

Huge Lodge in the Woods- Peaceful and private!

9.8 out of 10, Exceptional, (181)
"Took a student organization here and had a blast! "
The price is NZ$1,590
includes taxes & fees
26 Nov - 27 Nov
Huge Lodge in the Woods- Peaceful and private!

Sand & Sun Retreat|2 Living Rooms | Game Room |Game Room | Minutes to Beach

10.0 out of 10, Exceptional, (14)
"House was very clean and easy to move into for the weekend. Game room in the garage was a bit disappointing...darts not in working order, air hockey had no air. So we stayed inside most of the time. Great little yard though! Felt private even in tight neighborhood. "
The price is NZ$588
includes taxes & fees
1 Dec - 2 Dec
Sand & Sun Retreat|2 Living Rooms | Game Room |Game Room | Minutes to Beach

Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5

9.8 out of 10, Exceptional, (179)
"This was a great little get away for our 21st Anniversary. Very clean and neat. Everything we needed!"
Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5

Treehouse Bungalow- Quaint and Cozy Getaway!

9.2 out of 10, Wonderful, (44)
"2 of my close friend and I decided to get away for a short stay not too far from home. We had a great relaxing time. This place had everything we needed, short distance from everything. This place was clean and easy to find. The neighborhood felt safe. Even though the place below this apartment looks abandoned."
The price is NZ$447
includes taxes & fees
26 Nov - 27 Nov
Treehouse Bungalow- Quaint and Cozy Getaway!

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

9.8 out of 10, Exceptional, (90)
"We had a perfect stay. Big enough for lots of us, super well taken care of and not too terribly far from campus!"
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

WEEKEND RESTORATION: Hot Tub - Fire Pit - Walk to Lake Michigan - Grand Beach

9.8 out of 10, Exceptional, (86)
"Place was really lovely, we loved staying here and would absolutely come back. Thanks!"
WEEKEND RESTORATION: Hot Tub - Fire Pit - Walk to Lake Michigan - Grand Beach

Spacious home near nightlife, beaches, dunes, zoo, and Lake Michigan charters.

8.0 out of 10, Very good, (17)
"This quaint old house was in a great location. It had tons of room and plenty of beds. Everything was clean and well taken care of. "
The price is NZ$451
includes taxes & fees
30 Nov - 1 Dec
Spacious home near nightlife, beaches, dunes, zoo, and Lake Michigan charters.
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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Other types of properties in Valparaiso you may be interested in

Country Inn & Suites by Radisson, Valparaiso, IN

3.0 star property
8.6 out of 10, Excellent, (893)
"It was very convenient for us in Valparaiso"
The price is NZ$190
includes taxes & fees
15 Dec - 16 Dec
Country Inn & Suites by Radisson, Valparaiso, IN

Holiday Inn Express Valparaiso, an IHG Hotel

2.5 star property
8.4 out of 10, Very good, (634)
"Nice service clean"
The price is NZ$166
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express Valparaiso, an IHG Hotel

Best Western University Inn At Valparaiso

2.5 star property
8.2 out of 10, Very good, (837)
"Easy to access. Great price"
The price is NZ$177
includes taxes & fees
1 Dec - 2 Dec
Best Western University Inn At Valparaiso
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Valparaiso?

Yes, there are holiday rentals close to the most popular sights in Valparaiso, or you can select a more secluded option if you're looking for a relaxing stay. Valparaiso is known for its festivals and university setting. Make sure you have time to check out the sporting events and live music during your trip.

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

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.: This holiday home rental outside of Valparaiso offers a balcony, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Valparaiso?

With 15 Expedia holiday rentals, you're guaranteed to find just the right place for your Valparaiso stay.

What can I see and do in Valparaiso?

Cultural attractions include Memorial Opera House and Chicago Street Theatre, whereas Taltree Arboretum and Gardens is one spot to enjoy nature. While here, The Course at Aberdeen and Athletics-Recreation Center are other places worth a visit.

What are holiday rentals like in Valparaiso?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Valparaiso. Holiday rentals feature amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.