Family-friendly holiday rentals in Niles

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Top-rated family-friendly rentals in Niles

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Home in Michigan City

4.9 out of 5 average rating, 364 reviews

Best Deal In Michigan City 1.3 miles to Beach

Quiet for a well deserved nights rest. Plenty of space for 4-8 guests indoors and out. Short drive to the Washington Park beach & zoo Walking distance to south shore train for a quick ride into the heart of Chicago. Less than a mile from uptown arts center and district Short drive to The National Lakeshore, that has great beaches, hiking, and biking trails! Have a day in the sun, and come back to relax, in a quiet backyard patio area equipped with grill & night lighting... Must be 24 to book

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Cottage in New Buffalo

4.96 out of 5 average rating, 183 reviews

Voted #1 Family Getaway In SW MI for 2019-2024

Welcome to our home away from home. Spacious, comfortable interior and large wooded lot. 8 blocks to the beach - 4 blocks to downtown shopping, restaurants, bars etc. We have thought of everything to make your stay enjoyable and carefree. Sleeps 10 -12 comfortably. Our large decks, brick patio and backyard, make our home a great place to come back to after spending the day at the beach, touring wineries & craft breweries, or taking in the beauty & fun activities southwest Michigan has to offer

Guest favourite

Cottage in Sawyer

4.9 out of 5 average rating, 237 reviews

Cozy, Bright & Inviting Tulip Tree Beach Cottage

Beautiful renovated beach cottage on a quiet tree-lined street. Private comfortable home perfect for a fall week away! Enjoy the best of Pure Michigan, just 2 mi from downtown Sawyer & 0.5 mi to Warren Dunes State Park. Plenty of outdoor space to play, and high speed Internet with workspace to work or school remotely. Grab local farm fresh produce for the grill, s’mores for the fire pit and a local craft brew or wine to sip as you watch the sun set from the huge back deck and large backyard!

Guest favourite

Condo in South Haven

4.96 out of 5 average rating, 235 reviews

Six On The Beach

Brilliantly decorated, very clean accommodations and centrally located in the heart of South Haven's sugar sand beaches, dining, and shopping. This exceptional condo features a fully stocked kitchen with stemware, plates and cooking utensils. Washer and dryer included. This location has it all, within a matter of steps, there are unique boutiques along the shopping district, numerous Restaurants and South Beach, everything this lakeside community has to offer is right there.

Guest favourite

Apartment in Michigan City

4.94 out of 5 average rating, 136 reviews

Charming apartment in Arts District

Walk to outlet mall, art galleries, parks, restaurants, and Lake Michigan beach. Walk or drive to casino. This is a 2nd-story apartment in Michigan City's historic district. A full 1,400 sq ft of space! Fully appointed, clean and beautifully decorated. Newly renovated kitchen and bath. WIFI. Access to beautiful back yard patio and deck. Great proximity to attractions. Great for couples, solo adventurers, and families with children.

Guest favourite

Cabin in Benton Harbor

4.99 out of 5 average rating, 267 reviews

Charming Cabin-Private Beach & Golf

Why the rave reviews? This cabin is a unique and charming 2 bedroom retreat that sits atop a hill and is surrounded by elegantly sculpted terrain of Harbor Shores golf course and walking trails. The private beach on Lake Michigan is steps away. It is located in a quiet neighborhood and is close to family fun activities in St. Joe/Benton Harbor, fantastic restaurants, wine tasting, art galleries and quaint shops.

Guest favourite

Tiny home in New Buffalo

4.95 out of 5 average rating, 548 reviews

SoulShine Inn • Pets Welcome•Fully fenced backyard

Near Warren Dunes, the Galien River, breweries, and wineries. Relax here with a fully fenced yard, fire pit and patio for grilling and privacy. Darling, pet and child friendly Tiny House . Two bedrooms on one level with a queen bed in each. An extra loft for an additional sleeping space for two. The ladder to the loft is steep(pictured)This tiny house sleeps 6. Nema 14-50 outlet for EV. Bring your cord/plug

Superhost

Home in Michigan City

4.92 out of 5 average rating, 106 reviews

Beautiful home with Beach views in Beachwalk

Enjoy the open concept family room/dining area, flat screen TV, fireplace, and a farmhouse table that seats 12. You can also enjoy the sunset from the top floor "birds nest" with views of the Chicago skyline. The lower level is perfect for kids to watch TV and play games and is equipped with bunks that sleep up to 7 people. A Staircase leads to a private walkway for access to Lake Michigan.

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Condo in South Haven

4.93 out of 5 average rating, 104 reviews

Heavenly South Haven In-Town Condo

Our place is located in South Haven and is close to the beach, marina, shops and restaurants. You’ll love the central location and outdoor area, sunny position and views. Our place is good for couples, solo adventurers, business travelers, and families (with kids). Pet is permitted - small breeds only - cleaning fee is extra with pet (+$50)

Superhost

Home in New Buffalo

4.86 out of 5 average rating, 170 reviews

The Bright Yellow Retreat

The Bright Yellow Retreat is a pleasant, short walk to Lake Michigan beach. Our sunny, vibrant home sleeps up to six guests. Our open floor plan with plenty of windows offer bright and airy surroundings. Relax in our sunroom. The large back yard is well equipped with grill, lawn furniture and picnic furniture. And, pets are welcome.

Guest favourite

Cottage in Lakeside

4.97 out of 5 average rating, 146 reviews

5 BR Cottage with Pier Street Beach Access

Wonderful classic cottage that has been updated with all the amenities that you would expect in a premium property. Centrally located to all that Harbor Country has to offer. Antiquing, wineries, art galleries, unique shopping and biking and hiking trails are minutes away.

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Niles family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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Apartment in Bridgman

4.79 out of 5 average rating, 103 reviews

Relax - SW Mi Getaway/Hot Tub-Beaches & Wine Tours

Guest favourite

Townhouse in New Buffalo

4.93 out of 5 average rating, 102 reviews

Dunescape Beach Retreat, Downtown New Buffalo

Guest favourite

Cottage in Union Pier

4.95 out of 5 average rating, 299 reviews

J’s Beach House: Hot Tub & short walk to beach!

Guest favourite

Cottage in Three Oaks

4.87 out of 5 average rating, 185 reviews

Blueberry Fields/ House and Retreat

Guest favourite

Cottage in Union Pier

4.96 out of 5 average rating, 192 reviews

Designer Cottage Relax Beach Pool & Spa—Windjammer

Guest favourite

Cottage in New Buffalo

4.94 out of 5 average rating, 157 reviews

Perfect Get Away - Private Hot Tub - Lots of Room

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Cottage in Gobles

4.68 out of 5 average rating, 120 reviews

Treetop Cottage-Lake-HotTub-Kayak-Firepit-NO Fees!

Superhost

Home in New Buffalo

4.85 out of 5 average rating, 537 reviews

Debs Michigan hot tub house, open all year

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Family- and pet-friendly home rentals

Guest favourite

Home in South Bend

4.85 out of 5 average rating, 241 reviews

Home newly remodeled minutes from Notre Dame.

Guest favourite

Home in New Buffalo

4.95 out of 5 average rating, 230 reviews

Anna's Cottage

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Home in Michigan City

4.86 out of 5 average rating, 117 reviews

Lakeshore Manor

Guest favourite

Guesthouse in Stevensville

4.98 out of 5 average rating, 303 reviews

Red Barn Lodge

Guest favourite

Cabin in Hartford

4.97 out of 5 average rating, 315 reviews

Secluded Log Home - Private Lake!

Guest favourite

Home in Lakeside

4.93 out of 5 average rating, 107 reviews

Secluded Garden New Buffalo/Lakeside MI

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Cottage in Union Pier

4.81 out of 5 average rating, 227 reviews

The Koi Cottage - Union Pier- Dog Friendly!

Guest favourite

Apartment in La Porte

4.93 out of 5 average rating, 484 reviews

Second Floor Apartment sitting on Pine Lake

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Family-friendly home rentals with a pool

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Cottage in Lakeside

4.62 out of 5 average rating, 74 reviews

Cozy Cottage Steps to Beach, Pool, Hot Tub & More

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Home in Union Pier

4.89 out of 5 average rating, 27 reviews

Union Pier Pool home

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Tiny home in Sawyer

4.77 out of 5 average rating, 137 reviews

After Dune Delight

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Home in South Haven

4.84 out of 5 average rating, 174 reviews

Experience Nature-Charming Cottage

Guest favourite

Home in New Buffalo

4.97 out of 5 average rating, 76 reviews

Modern Farmhouse - Walk to Downtown, beach & pool!

Superhost

Home in Union Pier

4.97 out of 5 average rating, 32 reviews

2025 Open! Private Heated Pool and Hot Tub!

Guest favourite

Condo in New Buffalo

4.92 out of 5 average rating, 75 reviews

Nightingale Dunes - Modern beach town retreat

Superhost

Condo in South Haven

4.95 out of 5 average rating, 22 reviews

On Lake Michigan Priv. Beach/Pool. Walk to Town!!

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Quick stats about holiday rentals that are family-friendly in Niles

Total rentals
20 properties
Nightly prices starting at
$106 NZD before taxes and fees
Total number of reviews
970 reviews
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
Wonderland Cinema, Green Stem Provisioning and Four Flags Area Apple Festival

Family-friendly holiday rentals in Niles

Top-rated family-friendly rentals in Niles

Holiday rentals for every style

Apartments

Hotels

Unique stays

Popular amenities for Niles family-friendly rentals

Family-friendly home rentals with a hot tub

Apartment in Bridgman

Townhouse in New Buffalo

Cottage in Union Pier

Cottage in Three Oaks

Cottage in Union Pier

Cottage in New Buffalo

Cottage in Gobles

Home in New Buffalo

Family- and pet-friendly home rentals

Home in South Bend

Home in New Buffalo

Home in Michigan City

Guesthouse in Stevensville

Cabin in Hartford

Home in Lakeside

Cottage in Union Pier

Apartment in La Porte

Family-friendly home rentals with a pool

Cottage in Lakeside

Home in Union Pier

Tiny home in Sawyer

Home in South Haven

Home in New Buffalo

Home in Union Pier

Condo in New Buffalo

Condo in South Haven

Quick stats about holiday rentals that are family-friendly in Niles

Total rentals

Nightly prices starting at

Total number of reviews

Wi-Fi availability

Popular amenities

Local attractions

Destinations to explore