Pet-friendly holiday rentals in Michigan City

The spacious living area features large windows allowing natural light to illuminate the comfortable seating arrangements. A round wooden coffee table is centered on a patterned rug, while a ceiling fan enhances airflow within the open layout connecting the kitchen.

4.93 out of 5 average rating, 108 reviews

Perfect House Steps To The Beach w/Parking!**NEW**

Looking to spend some time away from the chaos of life and stay in a beautifully updated home steps from the beaches of Lake Michigan? Welcome to Sheridan Beach in Michigan City! This perfect 4 bedroom/3 full bathroom home is situated about 1.5 blocks from the beach/water. The serenity of the neighborhood and seclusion from the outside world are two of 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 new memories.

Outdoor spacesWalkabilityBarbecue

4.85 out of 5 average rating, 108 reviews

An indoor pool area features a bright, open design with vaulted wooden ceilings and intricate skylights. Surrounding the pool, large windows provide natural light, complemented by tiled flooring. Comfortable seating is positioned nearby, creating a relaxing and inviting atmosphere.

Home in Union Pier

Heated Indoor Pool & Tennis/Pickleball Court!

Fabulous Union Pier home with heated indoor pool & private combination tennis/pickleball court! Escape from the city life to Asolare, the upscale 4 bedroom, 4 bathroom vacation home located just couple blocks from lake Michigan beach. This 3800 sf villa host up to 16 lucky guests & provides a multitude of amenities to make for a trip you will never forget! Accommodations include private beach rights, indoor pool, tennis & pickleball court and supplies, sauna, billiard, screened porch & fire pit.

Outdoor spacesWalkabilityPool

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, 348 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.

PetsWalkabilityNearby

4.96 out of 5 average rating, 254 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

Luxury meets nature: forest cabin steps from the beach, 1 hour from Chicago. Book your escape to our designer log cabin on Lake Michigan just steps from the beach and nestled in a peaceful forest, it’s the perfect retreat. Built in 1932, our charming cabin sleeps 8 in 4 bedrooms. Enjoy 2 living areas, a stone fireplace, fire pit, games, puzzles & books. Featured in Country Living and the NYT, it’s perfect for families, friends, or retreats. Book now and create lasting memories in Michiana.

WalkabilityPetsNearby

4.92 out of 5 average rating, 104 reviews

Asher's Cozy Beach House

Nestled just a leisurely stroll away from the pristine beaches of Lake Michigan, our Airbnb promises an unparalleled blend of comfort, convenience, and rustic charm. Equipped with four Smart TVs, our abode ensures that every member of your party finds their perfect viewing spot. Stay connected with our mesh network Wi-Fi and lightning-fast 500 Mbps internet speed. Enjoy our firepit, propane grill, and backyard chairs! Your perfect Michigan City getaway awaits at our stylish and serene Airbnb

Outdoor spacesPetsIndoor spaces

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, 418 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

Outdoor spacesPetsCheck-in

4.97 out of 5 average rating, 212 reviews

A spacious backyard is enclosed by wooden fencing, featuring a green lawn, a sandbox for children, and a colorful outdoor mural on the shed. A seating area with patio furniture is visible, complemented by landscaped flower beds. The sky is bright with scattered clouds.

Home in New Buffalo

In-town Lovely Home! Steps to Starbucks & Beach!

Spacious 3 bed/1.5 bath home in-town! Walk to beach, Starbucks, Stray Dog, grocery! Enjoy the fully fenced yard playing outdoor games from the shed, and a sand box for the kids! Grill and enjoy fire pit after a day of wineries, shopping in the local shops, galleries, antiquing, and casino. Outdoor live music starts Memorial Weekend on weekends to Fall until around 2 am at Casey's behind property as well as New Year's. Noise machines in each bedroom. Pet fee $150, 2 dogs MAX. Wp#acnbwmech22

PetsWalkabilityAir conditioning

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, 331 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.

Outdoor spacesWalkabilityAccuracy

5.0 out of 5 average rating, 152 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

Looking for the perfect Harbor Country getaway? We've got you covered! Just 90 miles from Chicago and adjacent to Warren Dunes State Park, this beautifully remodeled home hidden in the trees is the perfect escape. With accommodations up to 6 on four levels of living space, you'll enjoy an indoor/outdoor living experience like no other. Conveniently just 200 yards from the beach with walking path access at the end of the street and easy access to all the activities this area has to offer.

Outdoor spacesPetsTV

5.0 out of 5 average rating, 140 reviews

A spacious living area is presented with large windows allowing natural light to fill the room. A dark sectional sofa, accented with red pillows, faces a wooden coffee table. A light-colored armchair and a small ottoman complement the cozy setting, while a framed rug adds warmth to the wooden floor.

Home in Grand Beach

Superhost, hot tub, golf cart, fire pit, large!

Newly renovated 5 bed, 2 bath home in the quaint village of Grand Beach. Golf cart included with rental (in season - May thru mid-Nov). Home is situated on a large lot, high on a sand dune that overlooks the 6th fairway and park area. Enjoy two large decks and year-round eight person hot tub. The property is very private, on secluded street and fully stocked for a great stay. It's a great place to enjoy some down time in an idyllic village in the heart of Michigan's "Harbor Country."

Outdoor spacesPetsBeach

An outdoor seating area is presented, featuring a sectional sofa with blue cushions surrounding a fire pit table. The table is designed with a black wooden finish and filled with decorative stones. A fenced backyard enhances the sense of privacy, complemented by a green lawn.

4.96 out of 5 average rating, 112 reviews

Beach Farmhouse - Lake Michigan Beach & Hot Tub

Welcome to the Farmhouse by the Beach! 🏖 Our fully furnished & newly renovated vacation rental is situated in Sheridan Beach - just a short 0.2 mile walk to the beach using the public path close to the rental. Enjoy the private Hot Tub & the completely fenced in backyard for added privacy! 3 Bedrooms with 3 Queen size beds & 1 Twin Bunk Bed + Queen Pullout Sofa-bed. Rental is equipped with wireless internet with multiple smart TVs and a fully furnished kitchen!

Outdoor spacesPetsBeach

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, 190 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

Outdoor spacesWalkabilityFamily

Popular amenities for Michigan City pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A large hot tub is positioned in a well-maintained backyard, surrounded by lush trees. Nearby, a sandy firepit area is complemented by seated benches, while a swing set is visible towards the rear, all enclosed by a tall wooden fence.

4.89 out of 5 average rating, 140 reviews

Singing Sands Trl | Hot Tub Retreat | Dogs OK

Outdoor spacesWalkabilityBackyard

4.98 out of 5 average rating, 176 reviews

Home in Sawyer

Luxe Cabin Minutes to Lake Michigan

Outdoor spacesPetsLaundry

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.

4.92 out of 5 average rating, 114 reviews

Lake Trail Cottage

Outdoor spacesWalkabilityQuiet

4.96 out of 5 average rating, 108 reviews

Home in Miller

New sauna, steps from beach and National Park

Outdoor spacesPetsHot tub

4.99 out of 5 average rating, 161 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

Fall Getaway at the Leo Lodge! Visit the Dunes!

Outdoor spacesCheckoutBarbecue

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, 151 reviews

The Blue Herron- Dog friendly

PetsWalkabilityCheck-in

4.84 out of 5 average rating, 120 reviews

The exterior of the house is shown with a deck that features white railings and steps leading down to a grassy area. Lush greenery surrounds the home, providing a secluded atmosphere. A large window on the right allows natural light into the interior.

Home in Chesterton

Dune National Park - Nature Lover's Retreat

Outdoor spacesWalkabilityValue

4.96 out of 5 average rating, 128 reviews

The open living area showcases a cozy seating arrangement with a brown sofa and modern chairs. A ceiling fan hangs above, and the space is illuminated by warm light from the nearby kitchen. A large TV is mounted on the wall opposite the seating area.

Home in Porter

Dunes Homestead - Near Dunes + Lake + Dog Friendly

Outdoor spacesPetsBeach

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 249 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

PetsOutdoor spacesAccuracy

4.96 out of 5 average rating, 103 reviews

An inviting pool area is surrounded by a wooden deck, featuring comfortable seating arrangements and a large red umbrella providing shade. Lush greenery stands tall in the background, complementing the serene atmosphere of the private fenced space.

Home in Lakeside

Lakeside with heated pool & pvt beach access!

Outdoor spacesWalkabilityGetting around

4.97 out of 5 average rating, 138 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

PetsWalkabilityFamily

4.85 out of 5 average rating, 112 reviews

A spacious outdoor area features a hot tub beside a well-maintained pool. Lounge chairs are positioned around the pool, with a covered seating area in the back. A wooden pergola provides shade, while string lights add a touch of ambiance.

Home in Three Oaks

Play @ The Hideaway - hot tub, sauna, gymnasium

Outdoor spacesAir conditioningAccuracy

4.91 out of 5 average rating, 133 reviews

A blue cottage is surrounded by tall trees, featuring large windows that provide ample natural light. A spacious deck extends around the front, with steps leading to the entrance. A chimney is visible on the side, adding to the cottage's charm.

Cottage in Sawyer

The Cranny at Michaels Nook

PetsWalkabilityCheckout

4.84 out of 5 average rating, 104 reviews

A private pool is surrounded by a spacious patio, featuring lounge chairs for relaxation. The area is enclosed by a wooden fence, offering privacy, and a storage shed is visible in the background, complemented by a lush green landscape.

Home in New Buffalo

Secluded Pool Playhouse: Hot Tub, Game Room, Fire

PetsOutdoor spacesGetting around

4.75 out of 5 average rating, 132 reviews

A wooden deck features two lounge chairs positioned for relaxation, overlooking a 24-ft above-ground pool surrounded by lush greenery. The deck showcases steps leading down to the pool area, enhancing outdoor accessibility.

Home in South Bend

Year Round Hot Tub, Outdoor Pool, 3 Bedroom & Bar

Outdoor spacesPetsNearby

4.93 out of 5 average rating, 116 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

WalkabilityOutdoor spacesParking

Private, pet-friendly home rentals

4.99 out of 5 average rating, 128 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

WalkabilityPetsBeach

Guesthouse in New Buffalo

A cozy cottage interior features a warm-toned wooden structure with a spacious bed adorned with a patterned coverlet. A microwave is placed on a cart near a door painted in a muted tone, while books are neatly arranged on a dark shelf. Natural light enters through a window with light curtains.

4.97 out of 5 average rating, 531 reviews

Rainbows End 🌈 Puryear

PetsWalkabilityLocation

4.98 out of 5 average rating, 270 reviews

A cabin-style home is nestled among tall pine trees, featuring a large facade with distinctive tall windows that allow natural light to flood the interior. Colorful chairs are positioned on the screened porch, surrounded by well-maintained greenery and flower beds.

Cottage in Union Pier

"The Pines" in Union Pier: Year-round getaway

Outdoor spacesPetsLong stay

5.0 out of 5 average rating, 6 reviews

Home in Michiana Shores

Wooded Family Retreat House with beach access

Outdoor spacesHospitalityComfort

A comfortable bedroom is presented with a spacious bed dressed in striped linens. A wooden dresser sits near a flat-screen television. Two bedside lamps provide soft lighting, and natural light filters in through sheer curtains, creating a bright and serene ambiance.

5.0 out of 5 average rating, 54 reviews

Walk to the beach from the Beachcomber Retreat

PetsWalkabilityBarbecue

A modern living area features a large flat-screen television mounted on a wall, opposite a light-colored sectional sofa adorned with colorful cushions. A dining area is visible in the background, with a table set for multiple guests, and vibrant decorative accents are highlighted in the space.

4.77 out of 5 average rating, 123 reviews

Sand & Sun Getaway | Drive to Beach Game Room + 2

Outdoor spacesWalkabilityQuiet

5.0 out of 5 average rating, 29 reviews

Relaxing Couples Retreat! Close to Beach - Hot Tub

WalkabilityPetsAmenities