Pet-friendly vacation rentals in Michigan City

4.97 out of 5 average rating, 122 reviews

Home in Buchanan

-The District 5 Schoolhouse-

The District 5 Schoolhouse was historically built "with not a single nail in the structure" in the 1800's. It still stands as a symbol of dedication to craftsmanship and community. Lovingly restored, preserving as much of the original soul as possible, it promises to be a luxury stay in understated sophistication with 100% linen sheets, beautiful kitchen/dining, lovely private outdoor space, tranquil idyllic work/recharge areas, and enough space to make your own history. You won't want to leave.

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, 333 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.

A light-filled living room is furnished with a spacious sectional sofa and an ottoman, accented by decorative pillows. A 55" TV is mounted above the fireplace, with a mix of wood flooring and neutral walls enhancing the cozy atmosphere.

4.85 out of 5 average rating, 176 reviews

Red Zen | HotTub-all yr | Firepit | Grill | DogsOK

You'll love unwinding in the 8-person hot tub, grilling and dining on the deck, gathering your group around the firepit in the private backyard, Roast marshmallows with the Smores Bar included. Walk or short drive to Michigan City restaurants, coffeeshops, wineries, pubs, casino, and shopping at the local outlet mall. Best of all, the beach is about a mile away. The ideally located retreat provides the perfect getaway. *4th bedroom is very small, has 2 bunk beds but not much room for much else.

A dining area showcases a long, dark wooden table paired with a bench and a stylish chair. An industrial-style light fixture hangs above, illuminating the space. A decorative plant and artwork add warmth to the setting, accented by textured wall coverings and natural light.

4.93 out of 5 average rating, 403 reviews

Lake Michigan Farm Retreat w/ Yoga Shed & Hot Tub

Luxury farm retreat on 7 wooded acres with hot tub, yoga shed, fire pit, fully fenced yard & pond! This home is a five minute drive to the beach, blueberry picking, Burn 'Em Brewing, Shady Creek Winery, next to Tryon Farm or 10 minute drive to downtown, the casino, and the outlet mall, but our guess is that you won't want to leave the property! This designer home has super comfy beds, 800 thread count sheets, a gourmet coffee bar, screened in porch, and even a tiny library in the laundry room

A welcoming porch area is framed by a wooden pergola adorned with hanging plants. Below, two chairs and a table are set on a stone patio, offering a quaint outdoor space in front of a red cottage with large windows and greenery around.

4.85 out of 5 average rating, 139 reviews

The Blue Herron- Dog friendly

The Blue Herron is a clean, quaint, little cottage near Lake Michigan. A welcoming big backyard with a hot tub** and fire pit. A wonderful back deck for dinners or coffee in the morning. Plenty of parking and a short walk to the beach. The house is bright and sunny in a quiet beach community. Close to Lighthouse Place Outlet, Blue Chip Casino, local breweries and wineries. $100 Pet Fee; limit 2 dogs 50lbs or less. Minimum age: 21 years old **Hot tub has been opened for the season 04/03/2025

4.98 out of 5 average rating, 177 reviews

The living room features a modern design with a mounted television above a sleek fireplace. Two comfortable armchairs flank a wooden coffee table, while natural light filters through the large windows, complemented by light-colored shades. A neutral rug adds warmth to the space.

Home in Three Oaks

1 Block to Journeyman | Pets | Dunes & Beaches

Our newly built (2022) home is located just 1 block to Journeyman Distillery and the quaint downtown of 3 Oaks. Our home has been thoughtfully designed to create a serene and memorable stay for our guests. Eclectic shops, restaurants, and galleries are a short walk away. Drive to local beaches in less than 15 minutes. Spend your day exploring Harbor Country - wineries, breweries, hiking, biking, golf, beaches, blueberry picking, antiquing, and so much more. 3 Oaks is at the center of it all!

The modern tree-house structure is illuminated by warm lighting, showcasing large windows that reflect the surrounding trees. A screened porch with seating is visible, extending from the main building, creating a connection with nature.

4.95 out of 5 average rating, 322 reviews

TRYON FARM MID-MODERN SPA IN THE WOODS

Come, enjoy our Tryon Farm modern spa. A Sustainable luxurious open concept tree-house in the woods. Minutes from the beach with an outdoor sauna, Hottub, shower, and Mr. Steam. Perfect for two or a family/group adventure. A true destination with Yoga studio, Mirror by LuLu lemon and wellness elements. The house is a perfect balance of art and nature and luxury and spiritual. Treat yourself to a farm to table, hand made, locally sourced chef services for an extra special experience.

Superhost

A well-maintained camper is set on a grassy area, featuring a wooden deck with colorful chairs. A hammock is strung between trees, inviting relaxation. The bright red awning provides shade, and a peaceful outdoor setting is framed by lush greenery.

Camper/RV in Chesterton

4.83 out of 5 average rating, 133 reviews

South Shore RV National Park.

Warning this is not a hook up or a party spot ! ..This is older but,very clean & well kept camper, located on five acres. 420 Friendly...It's a quarter mile from the National Park and under 2 mi to the Lake Michigan Waterfront of Kimel Beach. On a beautifully stocked pond with catfish,bluegill,bass, & croppie. Plenty of wildlife. If you book on a Sunday? I host Open Mic in my barn. 2 PM. Open to the public and musicians welcome. Normally, there is music playing around the property.

Apartment in Michigan City

An open-plan living area features a spacious kitchen island with a warm wood finish. Modern stainless steel appliances are situated in the kitchen, while a cozy seating arrangement is highlighted by a vibrant red sofa and a stylish area rug. Natural light fills the space from nearby windows.

4.86 out of 5 average rating, 162 reviews

Perfect 3 Bedroom Steps To Beach With Parking!

Looking to spend some time away from the chaos of life and stay in a beautifully updated home steps from the beach on Lake Michigan? Welcome to Sheridan Beach in Michigan City! This perfect 3 bedroom unit is situated within a block of the beach/water. The serenity of the neighborhood and seclusion from the outside world are its most attractive features. Located a little over an hour from Chicago, it's a quick drive to enjoy some R&R. Get ready to make some amazing memories.

A private backyard features a patio space with a table surrounded by four chairs. The area is paved with stones and includes a raised wooden deck, a grill on the deck, and flower beds adding a touch of greenery. The house is painted in a warm peach color.

4.95 out of 5 average rating, 177 reviews

Midcentury marvel steps from beach! Pups

Year-round beach fun an hour from Chicago!Welcome to Barefoot Bungalow, a mid-century marvel with modern amenities. Your group will love the game room with pool table, ping pong. Private dog-friendly fenced backyard with grill, patio & firepit. Short stroll to Stop 7 to beach (Beachwalk boardwalk, wagon provided). Quiet relaxation far from the madding crowds. So many excellent restaurants, shopping, brew pubs, wineries, hiking, biking. Off-street parking, Wave bus

A spacious living area features soft gray carpeting and large windows allowing natural light. Comfortable seating options include a gray sofa and a red accent chair, complemented by colorful throw pillows. A coffee table is centered on a large area rug, with a flat-screen television mounted on the wall.

4.92 out of 5 average rating, 192 reviews

Historic Charmer: Walk to Casino, 2 miles to Beach

Step back in time with comfort! This historic charmer is fully updated and perfectly located: 1 block from the casino, 2 miles from the beach, and a short drive to the Indiana Dunes National Park. With king beds, a smart TV, stocked kitchen, beach towels/toys, and cozy spaces, this home has everything you need for a memorable getaway. Perfect for up to 8 guests (plus one additional guest if using the second couch).

Guesthouse in New Buffalo

A cozy living area features a mix of modern and rustic decor, highlighted by large glass doors that open to scenic views. Warm wooden paneling surrounds comfortable leather seating and a coffee table, while large windows invite natural light into the space.

4.99 out of 5 average rating, 420 reviews

Rainbows End 🌈 Bourgeois

Escape to a pet-friendly cottage in the Midwest. Nestled amidst scenic trails, with access to the South Branch of Galien River. Relax in the whirlpool tub, explore nature, and create cherished memories. Fully equipped kitchen, washer/dryer, and inviting ambiance. 10 mins from Lake Michigan, 3 miles from Fourwinds Casino. Experience rural bliss in this delightful cottage.

Popular amenities for Michigan City pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.98 out of 5 average rating, 170 reviews

A welcoming living space features soft lighting from a table lamp beside a wooden accent table. The walls are adorned with decorative panels and wall art, while a circular wreath adds a natural touch. A ceiling fan provides airflow, enhancing comfort in the room.

Home in Chesterton

Hotel Whiskey

4.96 out of 5 average rating, 130 reviews

Home in New Buffalo

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

A single-story cottage with light gray siding is accompanied by a neatly landscaped front yard. A welcoming front porch is framed by white railings. A paved driveway leads to a garage on the right, while surrounding trees provide ample shade.

4.91 out of 5 average rating, 103 reviews

Lake Trail Cottage

4.84 out of 5 average rating, 146 reviews

The kitchen features white cabinets and modern appliances, including a microwave and stove. Sturdy wooden chairs sit outside the window, providing a comfortable spot for relaxation. The three-season porch showcases a cozy couch, a vibrant accent piece, and a convenient hot tub in the corner.

Home in Bridgman

Charming Cottage w/ Hot Tub

5 out of 5 average rating, 148 reviews

A bright living area features a comfortable gray sofa adorned with decorative pillows, paired with a light brown armchair. Large windows provide views of lush greenery, while a striped rug anchors the space. A coffee table with a bowl sits at the center, enhancing the cozy atmosphere.

Home in Sawyer

The treehouse at Warren Dunes

4.98 out of 5 average rating, 170 reviews

A contemporary country farmhouse is framed by lush greenery and colorful blooming plants. The entrance features inviting columns and a wide porch, while a stone pathway leads to the front door, surrounded by flowers in vibrant shades of purple.

Home in Sawyer

Wandering Soul Cabin

4.93 out of 5 average rating, 176 reviews

A spacious living area is highlighted by large windows framing views of surrounding greenery. A cozy seating arrangement features a light-colored sectional sofa, paired with unique accent chairs. A modern coffee table made of wood and glass sits atop a patterned rug, with a sleek television positioned nearby.

Home in Union Pier

cozy new buffalo cabin, hot tub, 14m walk to beach

The front exterior of a single-story home is presented, featuring a light grey facade with white shutters. A welcoming porch is visible, adorned with vibrant plants. The property is surrounded by lush greenery, with trees providing natural shade in the background.

4.91 out of 5 average rating, 245 reviews

Casinos, Shopping, Pets, and Parking a Plenty!

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 109 reviews

The multi-story townhome features a light exterior with spacious balconies on each level. Large windows illuminate the structure, enhancing its architectural details. Staircases lead up to the front entrance, inviting guests into the living space.

Townhouse in New Buffalo

Dunescape Beach Retreat, Downtown New Buffalo

4.95 out of 5 average rating, 110 reviews

Home in New Buffalo

NB Getaway with HotTub, Pool & Priv Screening Room

4.92 out of 5 average rating, 123 reviews

A modern dining area features a wooden table surrounded by sleek black chairs. Behind it, a vibrant mural of South Bend adds color to the space. A cozy living area with a large sectional sofa and ample natural light can be seen through the open layout.

Home in South Bend

Large, Cozy, Theatre, Pool, Walk to ND Restaurants

4.91 out of 5 average rating, 386 reviews

A clear, blue heated pool is surrounded by a wooden deck, featuring a diving board and a water slide. A storage shed is visible in the background, with a life preserver mounted on the wall, under a canopy of trees.

Cabin in Benton Harbor

50 Private Acres w/ Trails & Pool: Cozy Cabin

Superhost

A bright living area features a comfortable gray sofa and two modern chairs set around a round coffee table. Large windows provide expansive views of the city, while greenery adds a touch of nature to the space. The warm lighting creates a welcoming ambiance.

Apartment in The Loop

4.75 out of 5 average rating, 291 reviews

Stunning 3BR Penthouse in the Loop | Roof Deck

A vibrant yellow front door is complemented by stone exterior and a decorative statue. The private pool area features clear blue water, surrounded by loungers on a spacious deck. An indoor sitting area is arranged with green and yellow decor, large windows allow natural light to fill the space.

4.9 out of 5 average rating, 51 reviews

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

4.97 out of 5 average rating, 131 reviews

An aerial view showcases the spacious outdoor area, featuring a blue tennis court adjacent to a rectangular pool surrounded by lounge chairs. Lush greenery and trees frame the property, while a well-maintained lawn offers additional recreational space.

Villa in Niles

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

4.97 out of 5 average rating, 237 reviews

A bright living room features high ceilings with a chandelier above a central wooden coffee table. Comfortable dark gray sofas are positioned around the table, complemented by decorative cushions. Large windows allow natural light to fill the space, and a stone fireplace adds a cozy focal point.

Cottage in Union Pier

Designer Cottage Relax Pool Beach & Spa—Windjammer

Private, pet-friendly home rentals

4.95 out of 5 average rating, 241 reviews

The cabin's exterior is framed by colorful autumn foliage, with vibrant red leaves and dappled sunlight filtering through the surrounding trees. Stone steps lead to the entrance, enhancing the rustic charm of the well-maintained landscape.

Cabin in Michiana

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago

4.91 out of 5 average rating, 47 reviews

A spacious living area features high vaulted ceilings and natural wood paneling. Large windows allow natural light to illuminate the room. A stone fireplace serves as the focal point, complemented by a mounted television. Comfortable blue sofas and a dining table enhance the inviting atmosphere.

Home in Stevensville

Cozy cabin for two w/hot tub

4.96 out of 5 average rating, 70 reviews

An outdoor patio area is surrounded by tall trees, featuring a fire table at the center. Several cushioned chairs are arranged around the table. String lights hang above, illuminating the space, while a grill is positioned nearby, contributing to a relaxed environment.

Cottage in New Buffalo

Dog-Friendly Farmhouse | 1+Acre near Lake Michigan

Apartment in Michigan City

A comfortable living area is furnished with a sectional sofa arranged around a low coffee table. A large smart TV sits above an elegant fireplace, while built-in shelves showcase various decorative items and books. Warm wooden accents add a cozy touch to the space.

5 out of 5 average rating, 19 reviews

Mj's Place

4.93 out of 5 average rating, 524 reviews

A circular stone fire pit is situated on a stone patio overlooking the lake. Flames flicker from the center, providing a warm glow against the twilight sky. The serene water reflects the evening colors, creating a peaceful waterfront setting.

Apartment in La Porte

Second Floor Apartment sitting on Pine Lake

Superhost

A comfortable seating area is showcased, featuring a dark blue sectional couch adorned with patterned throw pillows. A small black table sits in front, complemented by a decorative plant. Natural light enters through a window, with soft gray curtains framing the view.

Apartment in Michigan City

4.85 out of 5 average rating, 47 reviews

Midtown Upstairs Apt one bed and one sleeper couch

4.99 out of 5 average rating, 123 reviews

The living area showcases bright turquoise curtains framing large, arched windows. Two vibrant green armchairs and a grey sofa provide ample seating, complemented by a yellow coffee table. Colorful artwork adorns the walls, and a rich rug anchors the space. A guitar rests nearby.

Loft in Michigan City

Wanderlust Loft at Lake Michigan

A cozy living area features a tufted gray sectional sofa, complemented by two wooden chairs and a round coffee table. Natural light enters through large windows, highlighting the neutral decor and a small dining area with bar stools in the background.