Lake house holiday rentals in Chain-O-Lakes

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Top-rated lakehouse rentals in Chain-O-Lakes

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Guest favourite

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

4.96 out of 5 average rating, 299 reviews

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!

FamilyLocationHot tub

Top Guest favourite

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.

Home in Michigan City

4.97 out of 5 average rating, 148 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

ValueLocationBarbecue

Top Guest favourite

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.

Home in Michigan City

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

FamilyLocationSleep quality

Top Guest favourite

The two-story cottage is situated by Diamond Lake, featuring a spacious porch and large windows. A dock extends into the water, with several chairs positioned under the trees. The exterior is complemented by lush greenery, enhancing the lakeside setting.

Home in Cassopolis

4.97 out of 5 average rating, 105 reviews

Diamond Lake Lakehouse - Cassopolis, Michigan

Located on Diamond Lake in Cassopolis Michigan an all season spacious cottage suitable for everyone. Whether your wanting a quite weekend retreat or a family get together this cottage meets your needs. Large two story open concept with a loft, 2 private bedrooms, three full bathrooms, large 2nd floor with 2 king beds, 2 pull out couches gives you plenty of sleeping room. Large porch and second story balcony over look the lake. Full access to beautiful diamond lake, plenty of onsite parking.

LocationValueNearby

Top Guest favourite

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.

Home in Michigan City

4.98 out of 5 average rating, 340 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.

LocationValueParking

Guest favourite

A welcoming entrance features a bright yellow door against a mint green facade. Brick steps lead to a patio area, adorned with potted plants and a vintage cooler. The sun casts a warm glow over the peaceful lakeside view.

Home in La Porte

4.99 out of 5 average rating, 175 reviews

UncleLarrysLakePlace HotTubKayaksPingPong

A tribute to our favorite world traveler-he's the first to stay at our properties and give us the good, bad and ugly so we can fine-tune the ultimate experience for YOU. This newly remodeled lake home boasts 4 sleeping areas, year-round hot tub, game room with a ping pong table and large screen TV, large gathering spaces in and out, new kitchen and your own kayaks to explore the area. Enjoy sunsets and lake views from the hot tub on the expansive deck or while grilling on the Weber gas grill.

LocationFamilyBiking

Top Guest favourite

A light-filled living area is characterized by high ceilings and large windows offering views of the outdoors. Soft beige furniture surrounds a round coffee table, while neutral tones create a calming environment. Decorative plants and art enhance the minimalist design, inviting relaxation.

Home in Union Pier

4.95 out of 5 average rating, 19 reviews

Designer home in Union Pier: steps to deeded beach

Experience your home away from home at Everly Cottage in Union Pier—just a 4-minute walk to your beautiful, semi-private beach! Designed with comfort in mind, this 4-bedroom retreat offers beautiful touches throughout, a fully equipped chef’s kitchen with everything you could need, 2 elegant living areas (one with a pull-out sofa), and 3 serene outdoor spaces including a screened-in porch, fire pit, front porch and brand new hot tub not! Every detail is curated for a seamless, stylish escape!

FamilyLocationHot tub

Guest favourite

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

4.94 out of 5 average rating, 123 reviews

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!

LocationValueWi-Fi

Top Guest favourite

The exterior of the home features a charming design with a welcoming front porch and a peaked roof. Soft lighting highlights the entrance, surrounded by lush greenery and well-placed flower pots. The stone accents and wooden details contribute to a cozy cottage aesthetic.

Home in Lakeside

5.0 out of 5 average rating, 98 reviews

Hot tub! Starlight cottage in Lakeside!

Feel relaxed, refreshed, & recharged! Our home is the perfect blend of comfort & cottage charm!Home is 2450 sq. ft., 3 bdrm,3 bth (2 BR, 2 BA in main home),updated & features a full kitchen, laundry room,6 TV’s,WiFi, & 2 eating areas.Attached guest apt. has 1 bdrm,1 bth upstairs w/ full kitchen,w/d,king bed, kids cubby w/ queen size gel mattress, & 2 TV’s.Guest apt. is attached & is perfect for people in your party requiring privacy!Close to everything but “socially distanced” in Lakeside!

FamilyLocationAmenities

Guest favourite

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

4.89 out of 5 average rating, 143 reviews

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.

LocationFamilyOutdoor spaces

Guest favourite

A stylish living area features a blue sofa with throw pillows, situated on a patterned rug. Natural light streams through a skylight, illuminating the open layout that includes a dining space and kitchen with modern appliances. Minimalist decor enhances the inviting ambiance.

Home in New Buffalo

4.94 out of 5 average rating, 232 reviews

Steps to Beach & Starbucks! Private Yard, Firepit!

Walk to Starbucks! Walk to beach, cafes, shops, ice cream, grocery! 2 queen bed 2 bath home is perfect to enjoy fenced yard, grill, fire pit, & yard games! Take a few days to explore wineries/breweries, art galleries, antique stores, kayaking, casino and more! Live bands Fridays/Saturdays till around 2am Memorial Weekend to Fall, New Year's at Casey's (behind property). Noise machines in each bdrm. Pet fee $100, 2 dogs MAX. Exterior areas have video/audio cameras w/live feeds. Wp#bcnbwmech

ValueLocationPets

Top Guest favourite

A sunlit seating area features large windows overlooking the lake, allowing views of the outdoor landscape. A round dining table is accompanied by black metal chairs, while two red cushioned chairs provide additional seating. The space is decorated with natural elements and greenery outside.

Home in Bremen

4.93 out of 5 average rating, 182 reviews

"SERENITY COTTAGE" Picturesque lake front w/3 bdr!

"SERENITY COTTAGE" A private lake front home on the north shore of Lake of the Woods. 35 min. to Notre Dame and 19 min. to Amish country, Nappanee, IN. This charming three bedroom home in a quiet setting is the perfect place to catch some much needed R & R with family & friends. Park you boat at our private pier or just enjoy observing the wildlife, sunsets, etc. Observe the grace of great blue herons, mama ducks with their ducklings, and you may catch a glimpse of a bald eagle!

LocationFamilyBiking