
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 $336 NZD per night before taxes and fees

Verified guest reviews
Over 2,130 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 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.

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, private resort-style neighborhood pool, private hot tub, fire pit, indoor fireplace, and loft for the kids! Take advantage of the beach and explore beautiful Harbor Country. Relax & 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!
FamilyValueWalkability

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!
FamilyLocationGetting around

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.
LocationFamilyAccuracy

Designer Cottage - walking distance to downtown
Dream cottage getaway just over an hour from downtown Chicago. Walking distance from the beach, restaurants and all of downtown New Buffalo. Close to the casino, wineries and breweries. Whether driving in or taking the train, The Bradford is a relaxing yet sophisticated getaway. Eat, drink, and enjoy the beach, the pool, the shops and incredible summer sunsets, all within walking distance! Please note pool/bathhouse open late May - September and is shared with our association.Permit C22-0051
LocationValueLaundry

4 Bedroom home w/pool in St. Joseph
This home is all about having fun with the family. Open concept kitchen, living room & dining room. Deck off the dining for eating al fresco. Family room & game room area with large screen TV, Nintendo switch, game table with lots of board games & a dart board. Walkout to the pool (unheated) and fire pit area for fun in the sun and evening campfires to roast marshmallows. Outdoor games include bag toss, ladder ball, ring toss. Home is five miles to Silver Beach and downtown Saint Joseph.
FamilyLocationParking

Atomic Acres-POOL, Summer 2026 Awaits!
Atomic Acres is a remodeled, 4 bedroom/3,000 sq ft home in the heart of Harbor Country in Sawyer, MI. This home sits on 5 beautiful acres with a fenced in side yard and open back yard with a wandering creek along its border. The amenities are endless: fire pit, seasonal pool & hot tub, patio, ping pong table, pool table, screen porch and more! An aesthetic nod to the mid century era is felt throughout with pieces curated to appeal to the vintage, and all so close to Warren Dunes (1 mile)!
FamilyLocationNearby

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.
LocationValueIndoor spaces

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.
LocationValueBathroom

Pool | Kayaks | Hot Tub | Game Rooms | Sleeps 16
Welcome to Riverside Pool Paradise 🏡, hosted by Home Away From Home! Dive into the private heated pool 🏊, unwind in the hot tub ♨️, or relax by the gas fire pit 🔥 on the spacious deck. Challenge the crew in the game room (N64, foosball, air hockey, and more 🎮), or explore the St. Joseph River with included kayaks across the street 🚣. With 5 TVs, a Nespresso bar ☕, and just 2.5 miles to Notre Dame 🎓, it’s the perfect mix of fun and comfort. Book now for an unforgettable stay!
ValueFamilyAmenities

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.
ValueLocationBathroom

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 10/ 20 and hot tub open year round maintained at 104 f . 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 1 other home on 3 acre property, this home and 1 guest home ( rented separately) .
ValueFamilyAccuracy

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.
LocationValueBathroom
Popular amenities for Michigan City rentals with a pool
House rentals with a pool

New Hot tub Heated Pool Union Pier
ValueLocationQuiet

Modern Farmhouse - Walk to Downtown, beach & pool!
FamilyLocationCheckout

Beachwalk Home on Lake Kia - W/ Cart Rental Option
LocationFamilyTV

Heated Pool til 10/31 | Sauna | Hot Tub | Luxe
FamilyLocationSleep quality

6BR BeachWalk Gem | Beach+Pool+Lake Michigan View
LocationFamilyHeating

Grand Beach & Indoor Pool Retreat
ValueLocationBarbecue

Beachwalk Resort Stunning 4-Bed + Loft - Sleeps 18
LocationFamilyLayout

Hilltop Cove- Beautiful 2 bed/ 2 bath in Beachwalk
LocationFamilyPool
Condo rentals with a pool

Nightingale Dunes - Modern beach town retreat
LocationFamilyBackyard

New Buffalo Getaway Condo
ValueFamilyAccess

Perfect Location Condo Pools Walk to all Beach 1.5
LocationFamilyAmenities

Sunset Pointe Chalet #32: Beach + Pool+ Sports
LocationFamilyAccuracy

(3 Nt Min!) New Buffalo Condo With Association
FamilyLocationHospitality

Charming New Buffalo Condo: Walk to Lake Michigan!
FamilyLocationCheck-in

Large 3BR w/ pool and parking - near everything
FamilyLocationView

Union Pier Condo Close To Everything!
ValueFamilyCheckout
Other holiday rentals with a pool

Beachwalk’s Cozy Cottage - Farmhouse decor
FamilyLocationParking

Luxury home with pool.
FamilyValueQuiet

Pool & Spa • 5K SqFt Schoolhouse • 2 Game Rooms
FamilyLocationLayout

The Pineapple Retreat @ Beachwalk Resort Community
ValueLocationComfort

Lakeside with heated pool & pvt beach access!
FamilyLocationQuiet

Beachwalk- New Kids on the Beach
LocationFamilyNearby

Bright & Modern Home: Heated Pool Open 5/20-10/4
FamilyValueAccuracy

Cottage steps from Lake Michigan
FamilyLocationWalkability
When is the best time to visit Michigan City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $605 NZD | $546 NZD | $565 NZD | $656 NZD | $863 NZD | $1,152 NZD | $1,253 NZD | $1,254 NZD | $768 NZD | $671 NZD | $589 NZD | $666 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 |
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Warren Dunes State Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Notre Dame
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Beachwalk Vacation Rentals
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Byline Bank Aragon Ballroom
- Garfield Park Conservatory





