Lake house holiday rentals in Chain-O-Lakes

4.96 out of 5 average rating, 300 reviews

A modern kitchen is visible, featuring white cabinetry and stainless steel appliances. The living area includes a comfortable couch and a round table with a decorative runner. Natural light fills the space, highlighting the open layout and ceiling beams.

Home in Lakeside

Couples alert! PVT beach access, hot tub, firepit!

ADORABLE LAKESIDE COTTAGE W/YEAR-ROUND HOT TUB AND A GUEST FAVORITE - ACCESS TO SEMI-PRIVATE LAKE MICHIGAN BEACH SHARED BY JUST 10 HOMES SO IT'S NEVER CROWDED! BEACH ACCESS GATE IS 7 MIN WALK FROM COTTAGE. LOFT LIKE HOME IS SUPER CLEAN WITH VERY COMFY KING SIZE BED AND ONE PULL-OUT COUCH FOR 4 GUEST (MAX). FIREPIT SUPPLIED WITH WOOD, AN OUTDOOR PATIO AND WEBER GRILL - YOU WILL LOVE IT! Bike/walking path out front and just 10 mins to New Buffalo, Whistle Stop, coffee - just steps away!! HURRY!

LocationFamilyBathroom

Superhost

An inviting outdoor seating area features a stone patio with a dining table and chairs under a sleek umbrella. A fire pit is centrally located, surrounded by cozy logs. The cottage background showcases large windows and a distinctive white brick chimney, framed by lush greenery.

Home in Union Pier

4.91 out of 5 average rating, 250 reviews

Barn & Beach New Buffalo / Union Pier

So excited to introduce this lovely modern cottage located at ground zero in Union Pier ! , location is just the best !! 2100 sq ft , 4 bed , 2 bath , hot tub . 6 blocks to Townline beach , Timothy’s, Red Arrow Road house , Whistle stop , 1 block to Seeds Brewery ,Union Pier Social , Black Currant Bakery , 2 grocery stores & beach rental store . Bike path directly across street , plenty of bikes to use ! (Guest home also available for large groups , there’s room for 25 people with both homes ).

FamilyLocationBiking

The dining area features a large wooden table surrounded by comfortable seating, illuminated by a modern pendant light. Nearby, the hot tub area is visible through large glass doors, nestled among lush greenery, providing a tranquil outdoor experience.

4.97 out of 5 average rating, 149 reviews

Beach! Hot Tub! New Buffalo! Firepit! King Bed!

Highlights: ✔ 8-person Hot Tub ✔ Sleeps 12 (10 in main house + 2 in guest cabin) ✔ 1 mile to beach ✔ 6 min to Shady Creek Winery ✔ 10 min to New Buffalo + Michigan City ✔ Outdoor firepit & picnic table ✔ Gas BBQ grill ✔ Smart TVs & board games ✔ King bed in main bedroom ✔ Luxury custom-designed home ✔ Private wooded lot ✔ 2 Adult & 2 kids' bikes ✔ Beach chairs, toys, wagon and towels ✔ Pickleball paddles & nearby courts ✔ 4 vehicle parking ✔ 2-person workstation ✔ High speed wifi ✔ Fully stocked

LocationValueIndoor spaces

The rear exterior of the home is showcased, featuring a spacious deck illuminated by string lights. A private hot tub is positioned nearby, and a dining area with a long wooden table is visible. Lush greenery surrounds the space, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 51 reviews

Beachfront Hot Tub All Year | Outdoor Grill | Wave

Beachfront Home! Welcome to Waves on Lake Michigan, your ultimate beachfront retreat—just steps from the sand and surf! This beautifully updated home offers the perfect blend of comfort, style, and lakeside charm for your next getaway. Step outside to soak in the private hot tub under the stars, relax on the spacious deck with a drink in hand, or enjoy a cookout in the backyard designed for fun and connection. Whether you're lounging by the water, grilling with friends, or falling asleep to the

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A spacious living area showcases a light-colored sectional sofa adorned with plush pillows. Large windows allow natural light to fill the room, revealing wooden flooring and eye-catching artwork on the walls. A dining table is visible in the background, complemented by a minimalist plant.

4.98 out of 5 average rating, 341 reviews

House of Zen: Peaceful Modern Cabin on Tryon Farm

The House of Zen is an architect designed home situated in the woods, part of a sustainable farm community on 170 acres. Only an hour drive from Chicago, and close to Indiana Dunes National Park, it is the ultimate escape. The perfect getaway for couples, creatives and nature lovers who want some peace, quiet and space. Explore the farm trails & enjoy the wildlife and soothing sounds. Note: We have a 3 night minimum stay during summer, but open up 2 night stays 1-2 weeks before if possible.

ValueFamilyCheck-in

4.97 out of 5 average rating, 244 reviews

The living area showcases a modern design with a black sectional sofa and comfortable armchairs. A wooden coffee table is positioned at the center, and wooden beams complement the ceiling. A staircase leads to an upper level, while a large circular mirror enhances the space.

Home in Three Oaks

The Walnut House, Michigan Woods Retreat

Beautifully designed home, surrounded by trees. 5 minutes drive from the white sandy beaches of Lake Michigan, and conveniently close to historic Three Oaks downtown: Journeyman whiskey distillery, Acorn Theater, Froehlich's bakery and deli, Patellie's pizza and more. The home has beautiful large windows in every room and bedroom. It is well stocked with books, thoughtfully appointed rooms that are perfect for a quiet escape, family retreat, and home base for exploring the areas activities.

LocationFamilyCheck-in

4.94 out of 5 average rating, 126 reviews

A comfortable living room is highlighted by a spacious sectional sofa with decorative pillows. A light-finished wooden coffee table sits on a soft area rug featuring warm tones. Natural light enters through a large window, complemented by sheer curtains, while a ceiling fan adds a functional design element.

Home in La Porte

La Casita De Lago

Welcome to LaCasita De Lago! Charming lakefront home north of Laporte. Enjoy the serene lake view and sunsets from the spacious back yard and unwind by the firepit overlooking the water. Natures beauty at your door steps. LaCasita is located at a perfect half way point to all the NW Indiana attractions. House is located 35min from Notre Dame, 20min to Michigan Wineries and 20 min from the Dunes. Relax in this comfy Casita which comes with modern amenities, high speed wifi & so much more!

ValueFamilyNearby

4.89 out of 5 average rating, 143 reviews

The exterior of a two-story home is viewed at dusk, surrounded by landscaped greenery and large trees. Smooth concrete leads to a spacious driveway with a garage. Soft light glows from the windows, enhancing the welcoming appearance of the property against a vibrant, colorful sky.

Home in Elkhart

Lakeshore Cottage🎣 🚣‍♂️Waterfront/Great Wi-fi

Book your next getaway at this charming lakefront home on Heaton Lake! Enjoy a 96" TV, swimming, fishing, 4 person paddle boat & kayaks. Large backyard is perfect for games, Corn hole boards are provided. Just 7 minutes from dining and shopping in Elkhart, easy toll road access & only 30 minutes to Notre Dame Stadium. 1 Gbps Fiber internet. Located in a quiet neighborhood with no parties, events, or fireworks allowed. No-noise policy after 9 PM. 6 driveway parking spaces; no street parking.

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The charming two-story home features a wide front porch with ample seating and decorative lighting. White railings and a wooden design enhance its appeal. Flanking trees provide some greenery, and the entryway is welcoming with its open doors and stylish decor.

4.96 out of 5 average rating, 201 reviews

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.

FamilyLocationHospitality

4.99 out of 5 average rating, 155 reviews

A bright bedroom features a spacious bed adorned with white linens and decorative pillows, flanked by two nightstands. Natural light enters through two windows with woven shades. Wall art depicting foliage adds a touch of nature to the cozy space.

Home in Trail Creek

Perfect for the dunes! Summer dates available now

*Minutes To Dunes & Beaches*Restaurants*Pet Friendly* Free Coffee Bar Free Snacks Free Wi-Fi Free Parking Enjoy a peaceful getaway to the centrally-located Leo Lodge. It is the perfect getaway spot if you are visiting The Dunes National Park or just looking to explore the area! Located approximately 4 miles from the shores of Lake Michigan, the Washington Park Zoo, Lighthouse Premium Outlets, fine dining, local wineries, and so much more! * Close to Franciscan Health & Notre Dame

ValueLocationHospitality

4.96 out of 5 average rating, 136 reviews

Home in New Buffalo

Lux home, sauna, hot tub, firepit, 5 min to beach

WELCOME TO GOLDIE’S BEACH HOUSE, a cheeky stay somewhere between home and hotel. GOLDIE'S is decked out with everything you need to feel right at home. From top-notch coffee for lazy mornings to sippy cups for the kiddos, we've got you covered. We’re a 3 bedroom 2 bath ranch designed for families who love a little luxury and a lot of sunshine. The sauna and hot tub don’t take seasons off and are available all year. If you’re looking for a quiet spot close to town THIS IS THE PLACE.

LocationFamilyBackyard