
Holiday rentals with a pool in Michigan City
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Michigan City

Total holiday rentals
Explore 150 holiday rentals in Michigan City

Nightly prices starting at
Michigan City holiday rentals start at $141 NZD per night before taxes and fees

Verified guest reviews
Over 2,120 verified reviews to help you choose

Family-friendly holiday rentals
140 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
150 of Michigan City holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Michigan City rentals

4.8 Average rating
Michigan City stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Michigan City
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Cabin with POOL in family resort!
Nestled within a gated 67-acre resort and just minutes from the shores of Lake Michigan, this charming cabin offers a peaceful retreat ideal for couples, families, or solo travelers, blending rustic décor with modern comforts. Guests can spend their days exploring nearby nature trails, lounging by the pool, paddling across the lake, or unwinding on the porch. The perfect vacation for exploring nearby orchards and countryside, catching live music or theater, or just slowing down and recharging!

Beach Nest, Sleeps 20, 5 min. to Lake Michigan.
Beach Nest is a place to relax!! Minutes away from beautiful Lake Michigan. About 1 Hr. away from Chicago Midway and O'Hare airports and Downtown and going east... Notre Dame Football Stadium. Amenities incl. Outdoor Pool, Tennis, Basketball Courts, Putting Green. Paddleboards and Kayaks on Lake Kai. Indiana Dunes National Park, Michigan City Zoo are 10 Minutes away as well as Blue Chip Casino. Horseback riding, Skydiving, Great eateries, Art Galleries. Come and have fun with Family and Friends!

Couples Getaway, Jacuzzi, Sauna, Pool is Open
Couples Getaway | Private Suite w/ Jacuzzi, Sauna, Pool & Gym Indulge in a luxurious, private retreat designed for couples! This beautifully styled guesthouse suite is attached to the main house but completely private—you’ll have your own private entrance for total seclusion. Enjoy spa-like relaxation with a jacuzzi, sauna, pool access, and a fully equipped gym. Perfect for honeymoons, anniversaries, or weekend escapes, our space blends comfort, privacy, and elegance for an unforgettable stay.

Beachfront- Lake Michigan-Hot Tub-Heated Pool
Lake Michigan - Beachfront w/Heated In-Ground Pool- Hot Tub - Indiana Dunes National Park - Private Basement Guest Suite - 2 Bedroom/2 Bathrooms - Beautifully Decorated This guest suite has everything you need for a comfy and relaxing stay. Enjoy the 3-person hot tub, perfect for unwinding after a day of adventure. In the summer months, enjoy the heated, in-ground pool. Hiking, beaches and so much more await—and less than an hour’s drive to Chicago. Heated Pool Open from Mid-May to Mid-Oct.

Large, Cozy, Theatre, Pool, Walk to ND Restaurants
Centrally located to walk & explore Notre Dame, restaurants, and all South Bend offers! Spacious 6-bedroom luxury home with open concept design, master suite w/ spa shower & jacuzzi, and balcony overlooking the pool with lounge deck. Theatre room w/ recliners, poker table & Xbox. Two large entertainment areas w/ 65” & 85” TVs, surround sound, blazing-fast WiFi, granite kitchen, large charcoal grill, fire pit, and comfy beds. Indoor & outdoor games make it perfect for families & game weekends.

Play @ The Hideaway - hot tub, sauna, gymnasium
Accommodating up to 22 guests, this expansive 5,891 sqft property is set on 22.6 acres, creating a private oasis complete with a pool, hot tub, sauna, and gymnasium. The residence features a Great Room, fireplace, fire pit, and a private trail, making it an ideal setting for relaxation and recreation. With 3 king-size beds, 4 queen-size beds, and 2 bunk beds with trundles, comfortably catering to the needs of large groups. This venue offers enjoyable experiences for guests of all ages.

5 Bedroom Luxury Home In Heart of Beachwalk Resort
Beautiful home in the heart of Beachwalk, across the street from Lake Kai, pools, basketball & tennis courts and 2 blocks to Lake Michigan. This home is bursting with charm. Front porch runs the width of the house. Dining area opens up to family room with a lovely fireplace. Stunning master bedroom w/walk-in closet and beautiful new bathroom with all the finishes. 3 more bedrooms upstairs, one with full bathroom attached and the other 2 sharing bathroom. 5th bedroom on the lower level.

Designer Cottage Relax Pool Beach & Spa—Windjammer
Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, community pool, private hot tub, fire pit, indoor fireplace, and loft for the kids! Take advantage of the beach and explore beautiful Harbor Country. Relax and unwind in this luxurious updated getaway with plenty of sun filled space for all to enjoy year-round. Professional Wolf stove for the chefs. Book your stay today! Create lasting memories!

Pool, Hot tub, Kayaks, Waterfront, SW Michigan
Waterfront property with a private hot tub, pool, and tennis court, making it an ideal destination for those seeking both relaxation and recreation. Visit beautiful Southwest Michigan and stay at the St. Joe Overlook. Take a swim in the pool, unwind in the hot tub, take the kayaks out for a river cruise, or sit by the fire. Enjoy this stunning location and top-notch amenities. A trip to the St Joe Overlook is the perfect place to gather & reconnect. Maximum Guest Count 16.

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 optional . Pricing on club website. There is no running water in the cottage. Bathrooms, showers, hot tub, sauna and swimming pool are available at the clubhouse and pool area after payment of grounds fees.

Lagunitas Coach House in Beachwalk, Lake Michigan
Lagunitas Coach House is a sought after location on the quaint Thomas blvd cul de sac. It is the coach house to Gooch Life. It is the perfect get away spot for a couple or small family wanting to escape to the beautiful beach of Lake Michigan. Lagunitas and Gooch Life share the property but are separate structures. Lagunitas has a private entrance, amenities, and parking. Lagunitas sleeps 6, see pictures for bed configuartion.

New buffalo Farmstead main home pool hot tub
5 bedroom 2 bath 2200 sq ft modern farmstead , 2 minutes to new buffalo and beach and all its offerings , 18x36 new heated shared pool open 5/20 to 9/20 and hot tub. Property on 3 acres with plenty of room for kids to play , 26 apple trees and woods , ride host bikes to new buffalo .. Best of both worlds in country , close to town .There’s 2 new homes on 3 acre property, this home and 1 guest home ( rented separately) .
Popular amenities for Michigan City rentals with a pool
House rentals with a pool

Home near the lake with an inground pool

Modern Farmhouse - Walk to Downtown, beach & pool!

A Glass House in a Gated Nudist Community

Cozy~Well-Curated Home•Private Pool• Dog-friendly!

6BR Beachwalk Gem |Beach+Pool & Lake Michigan View

Home with private pool & steps from private beach!

Pool | Hot Tub | Backyard Oasis | Game Room | Fun

Year Round Hot Tub, Outdoor Pool, 3 Bedroom & Bar
Condo rentals with a pool

Large 3BR w/ pool and parking - near everything

Idyllic New Buffalo Condo: Walk to Beach & Shops!

Amazing Beach Condo with pool and great sunsets!

Perfect Location Condo Pools Walk to all Beach 1.5

Nightingale Dunes - Modern beach town retreat

Flexible & Fresh Lakefront Condo

Sunset Pointe Chalet #32: Beach + Pool+ Sports

New Buffalo Getaway Condo
Other holiday rentals with a pool

Private 2 Bed/2 Bath Cottage, Pool, Beach Access

Luxury home with pool.

Heart of Notre Dame|King Bed|WiFi|Gym|Shuttle Bus

Sauna | Hot Tub | Heated Pool | Beach Walk

Atomic Acres-POOL, Summer 2026 Awaits!

Lakeside with heated pool & pvt beach access!

Hilltop Cove- Beautiful 2 bed/ 2 bath in Beachwalk

Beachwalk’s Cozy Cottage - Farmhouse decor
When is the best time to visit Michigan City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $634 NZD | $573 NZD | $592 NZD | $682 NZD | $908 NZD | $1,225 NZD | $1,313 NZD | $1,315 NZD | $805 NZD | $703 NZD | $617 NZD | $698 NZD |
| Avg. temp | -4°C | -3°C | 3°C | 9°C | 15°C | 20°C | 22°C | 22°C | 18°C | 11°C | 4°C | -1°C |
Destinations to explore
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- Rentals with a hot tub Michigan City
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- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- Warren Dunes State Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Notre Dame
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Chicago River Walk
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Frank Lloyd Wright Home and Studio
- Union Park
- Washington Park Zoo
- Garfield Park Conservatory
- Oak Street Beach





