Valparaiso vacation rentals

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Top-rated vacation rentals in Valparaiso

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Valparaiso

4.96 out of 5 average rating, 161 reviews

Private Cottage in Gated Nudist Community

We offer a private cottage on the grounds of Lake O the Woods Club. Cottage has Queen size bed, air conditioning, heater, refrigerator, microwave, TV, coffee maker, work/dining area, private deck and porta-potty. Payment of club daily grounds fee ($30-$60) is mandatory. Pricing on club website. Bathrooms, showers, hot tub, sauna and swimming pool are available at the clubhouse and pool area . The cottage is sanitized after every rental. Fresh baked muffins are available in the morning.

Jun 23 – 30

R1,225 ZAR per night

Guest favorite

Farm stay in La Porte

4.99 out of 5 average rating, 441 reviews

Cabin on Swede Hill

Welcome to "Cabin on Swede Hill". Our family has farmed this land since 1871. My great grandparents, Swan and Johanna Johnson immigrated to America in the 1860's, found this land which was similar to Sweden. They raised their family here. Approximately 65 Swedish families settled in this community, became to be know as the "Swede Hills". We just received the Hoosier Homestead Award from Indiana celebrating the Sesquicentennial Award. We invite you to come...... and experience country life.

Aug 2 – 9

R2,674 ZAR per night

Guest favorite

Farm stay in De Motte

4.94 out of 5 average rating, 113 reviews

Cozy barn loft on organic vegetable farm

Find peace and restoration in this beautiful barn loft at Perkins' Good Earth Farm. The loft has a bedroom, separate shower and toilet spaces, work area, sitting room, kitchen space, and heating/cooling fresh air system. Located above our farm store, the loft provides privacy for you while giving you access to fresh fruits & veggies, locally sourced meats, homemade soups & salads from our farm kitchen, and so much more. You can also walk our farm trails, visit the veggies, or enjoy a campfire.

Aug 17 – 24

R1,530 ZAR per night

Guest favorite

Apartment in Valparaiso

5.0 out of 5 average rating, 111 reviews

ValpoVilla: Location, location, location!

Located in the heart of downtown Valparaiso, guests will love this updated, historic charmer! Walk to fabulous restaurants, local shops, or breweries & wineries in minutes. This unit has been fully updated and fully stocked with room to sleep 6. You'll be 25 minutes from the beaches of Lake Michigan/Indiana Dunes National Park, an hour from Chicago, and close to quaint towns and apple/berry picking orchards. This space is perfect for families & friends who want to relax or adventure outdoors!

Sep 10 – 17

R3,870 ZAR per night

Guest favorite

Barn in Valparaiso

5.0 out of 5 average rating, 120 reviews

The Good Farm: Barn BnB on 44 acres near Lake Mich

Enjoy 44 acres just 15 minutes from the beaches of Lake Michigan! With room to sleep 6, guests will enjoy this fully stocked barn apartment with gorgeous views! You'll be near Indiana Dunes National Park, tree-lined hiking/biking trails, wineries, cafes, outlet malls, & antique shops. Roast s'mores in the fire pit, watch chickens free range through the yard or grab a bite to eat downtown Valpo/Chesterton/MC—the perfect getaway for families or friends who want to relax or adventure in nature.

Dec 2 – 9

R3,545 ZAR per night

Guest favorite

Cottage in Valparaiso

4.88 out of 5 average rating, 496 reviews

Flint Lake Cottage.

This is a rustic cottage with old world charm. There are 2 fireplaces,. The home sits on a hill overlooking a lake. The lake can be accessed from the back yard. - Pet free - Earth friendly cleaning products - Private beach & park access - Easy access to city center & university - One hour from downtown Chicago - National Lakeshore and Dunes State Park nearby - Local breweries & award winning restaurants - Biking & hiking trails near by - Wood fire places to enjoy in cold weather only

Sep 20 – 27

R2,493 ZAR per night

Guest favorite

Guesthouse in Chesterton

4.96 out of 5 average rating, 114 reviews

Bro’s Place

Welcome if you like country life Bro’s place is the place to be...watching the sheep, chickens and wildlife on you back deck making dinner on the grill with a full kitchen. Pick your own veggies outside the back door when in season. You will find a welcome basket with snacks, wine and homemade soap in bathroom fresh eggs from our chickens when available if your planning to visit our Beautiful Indiana Dunes you’ll find everything you need..chairs, towels, cooler Queen size sofa sleeper

Dec 27 – Jan 3

R2,003 ZAR per night

Guest favorite

Guesthouse in Chesterton

4.91 out of 5 average rating, 314 reviews

"myhathouse" detached studio downtown Chesterton

Vaulted skylights allow natural light. Ksize bed. Futon opens into a bed. (DEEP cleaned to AirBnb COVID-19 disinfectant standards) Fully stocked kitchen, sm. bathroom w/ shower. Parking ft. of house, 1.5 M from Lake Michigan Shoreline, 2 blocks to 15th St. entry to Prairie-Dune Trail. European Market (May -Oct) each Saturday downtown. Fall season drives along U.S. HW 12 & 20 for foliage Winter day hikes, x-county skis trail, shopping trips to the Michigan City Outlet mall

Apr 23 – 30

R1,961 ZAR per night

Guest favorite

Barn in Rensselaer

5.0 out of 5 average rating, 276 reviews

The Loft at Virgie

You don't have to be born in a barn to vacation in one. Trade in the city for millions of stars in the night sky! As you enter thru the French doors you will be greeted by an open concept room decorated with a barn/industrial motif. Knotty pine car-siding and galvanized steel, wood floors along with a reclining leather couch and love seat fill the room A full kitchen with granite counter tops await you. There is plenty of natural lighting for the evenings.

Sep 19 – 26

R2,889 ZAR per night

Guest favorite

Home in De Motte

4.96 out of 5 average rating, 207 reviews

Country Cottage

Looking for week-end get away? Traveling through Northwest Indiana on I-65 and looking for a quiet place to stay for the night? Situated on 6 acres and with convenient (2 mile) access to I-65, our cozy Country Cottage is a great choice! Enjoy the cottage feel of this recently renovated (new cabinets, flooring, appliances) and charmingly decorated home, located in close proximity to local attractions! Our 650 square foot cottage is ideal for 1 - 4 guests.

Nov 29 – Dec 6

R2,112 ZAR per night

Guest favorite

Guesthouse in Valparaiso

4.95 out of 5 average rating, 371 reviews

Private Guest House, in Gated Nudist Resort.

Book your get away today. Make it a few days or a week. If you've ever thought of trying social nudity. This is the place to do it. Very private 200+ acre property. You can also USE GUESTHOUSE AS BASE FOR SHORT DAY TRIPS, to Indiana Dunes State Park, Michigan Wine Country, or Chicago. You won't find a more beautiful, cost effective setting for a get away. This listing is for Guest house only (see guest access below)...where NUDITY IS NOT REQUIRED.

Apr 6 – 13

R2,238 ZAR per night

Guest favorite

Cottage in Merrillville

4.89 out of 5 average rating, 184 reviews

The Hideaway

This cozy cottage (lodging only, renters only) located 30 minutes from Chicago is located on a private 3 acre property. It’s a private detached cottage that sleeps four. One king size bedroom (sheets supplied), large full bathroom with deep tub (towels supplied), full kitchen (dishes, pots and pans ect supplied) and private parking. Also has its own fire pit for enjoyment.

Aug 21 – 28

R1,714 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Valparaiso vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Valparaiso's top sights

Walmart Supercenter4 locals recommend

Industrial Revolution Eatery & Grille7 locals recommend

Glenrose Park North - ValPLAYso5 locals recommend

Stacks Bar and Grill24 locals recommend

Zao Island22 locals recommend

Kelsey's Steak & Seafood8 locals recommend

Other great vacation rentals in Valparaiso

Guest favorite

Guesthouse in New Buffalo

4.98 out of 5 average rating, 696 reviews

"Tiny House" Guest House Under the Oak Trees

May 24 – 31

R2,621 ZAR per night

Guest favorite

Guesthouse in New Buffalo

4.99 out of 5 average rating, 272 reviews

Rainbows End 🌈 Bourgeois

Jan 16 – 23

R2,947 ZAR per night

Guest favorite

Barn in Michigan City

4.96 out of 5 average rating, 343 reviews

The Black Pearl Great Escape Spa & Art Shop

Oct 26 – Nov 2

R2,412 ZAR per night

Guest favorite

Guesthouse in Plymouth

4.99 out of 5 average rating, 491 reviews

Sue's Place

Dec 7 – 14

R1,710 ZAR per night

Guest favorite

Farm stay in Crown Point

4.91 out of 5 average rating, 106 reviews

Country vibe at Pomme Place - 3 bedroom apartment

Mar 26 – Apr 2

R2,634 ZAR per night

Guest favorite

Home in Valparaiso

4.95 out of 5 average rating, 112 reviews

Lakefront House, Pontoon, Deck, Fire Pit & More!

Jan 8 – 15

R11,677 ZAR per night

Guest favorite

Cabin in Grovertown

4.93 out of 5 average rating, 201 reviews

Cozy Cabin at Coppertop Barn

Aug 7 – 14

R2,853 ZAR per night

Guest favorite

Guest suite in Crown Point

4.93 out of 5 average rating, 208 reviews

IT'S THE WRIGHT PLACE

Jun 27 – Jul 4

R1,522 ZAR per night

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Other great vacation rentals in Valparaiso

Guest favorite

Apartment in Valparaiso

4.82 out of 5 average rating, 60 reviews

Studio Apt. Near Downtown Valpo! (.2 mile walk)

Jul 1 – 8

R1,990 ZAR per night

Superhost

Home in Valparaiso

4.82 out of 5 average rating, 68 reviews

Cheerful three bedroom home in Downtown Valparaiso

Sep 15 – 22

R2,559 ZAR per night

Guest favorite

Home in Valparaiso

4.98 out of 5 average rating, 50 reviews

Entire Home in Downtown Valparaiso!

Mar 4 – 11

R3,249 ZAR per night

Guest favorite

Camper/RV in Valparaiso

4.97 out of 5 average rating, 59 reviews

New trailer in gated nudist community

Mar 1 – 8

R1,464 ZAR per night

Guest favorite

Apartment in Valparaiso

4.89 out of 5 average rating, 55 reviews

Downtown Apartment on Lincolnway

Sep 26 – Oct 3

R3,528 ZAR per night

Guest favorite

Home in Trail Creek

4.99 out of 5 average rating, 68 reviews

Leo Lodge

Dec 15 – 22

R1,992 ZAR per night

Guest favorite

Tiny home in Valparaiso

4.94 out of 5 average rating, 16 reviews

Tiny House in Gated Nudist Community

Jul 30 – Aug 6

R1,604 ZAR per night

Guest favorite

Home in Valparaiso

4.93 out of 5 average rating, 70 reviews

Backyard Park Access and Walking Distance Downtown

May 29 – Jun 5

R3,824 ZAR per night

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Quick stats about vacation rentals in Valparaiso

Total rentals
60 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
3.1K reviews
Nightly prices starting at
R761 ZAR before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Valparaiso?
Four-legged friends are welcome in Valparaiso. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Valparaiso?
Yes! Work meets play with ease at over 40 vacation rentals in Valparaiso featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Valparaiso have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Valparaiso. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Valparaiso?
Experience the best of Valparaiso with our apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Valparaiso?
Valparaiso has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Valparaiso have wireless internet?
Absolutely! We offer over 10 apartment rentals with wireless internet in Valparaiso. Enjoy a tailored experience with all the comforts you desire.

Valparaiso vacation rentals

Top-rated vacation rentals in Valparaiso

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Valparaiso vacation rentals

Stay near Valparaiso's top sights

Other great vacation rentals in Valparaiso

Guesthouse in New Buffalo

Guesthouse in New Buffalo

Barn in Michigan City

Guesthouse in Plymouth

Farm stay in Crown Point

Home in Valparaiso

Cabin in Grovertown

Guest suite in Crown Point

Other great vacation rentals in Valparaiso

Apartment in Valparaiso

Home in Valparaiso

Home in Valparaiso

Camper/RV in Valparaiso

Apartment in Valparaiso

Home in Trail Creek

Tiny home in Valparaiso

Home in Valparaiso

Quick stats about vacation rentals in Valparaiso

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Valparaiso?

Are there vacation rentals with a dedicated workspace in Valparaiso?

Do apartment rentals in Valparaiso have air conditioning?

How much does it cost to stay in apartment rentals in Valparaiso?

Are there family-friendly house rentals in Valparaiso?

Do apartment rentals in Valparaiso have wireless internet?

Destinations to explore