Holiday rentals in Michiana Shores

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Top-rated holiday rentals in Michiana Shores

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Guest favourite

Cottage in Michiana Shores

4.98 out of 5 average rating, 106 reviews

The Pines Cottage on Birchwood

The Pines Cottage on Birchwood is a cozy 2 bedroom 1 bathroom cottage with separate TV room perfect for a relaxing visit in Michiana Shores, IN. Walk to the private beaches at Stop 38 and Stop 41. Rear deck and front porch for quiet mornings with coffee or evening beverage. Situated .7 mile (10 min walk) from the lake & beach at Stop 38 and Stop 41, 6 minute drive to New Buffalo and Michigan City-it's perfect for a getaway to Harbor Country. Visit local breweries, wineries, and so much more.

14–21 Sep

$257 SGD per night

Guest favourite

Cottage in Michiana Shores

4.96 out of 5 average rating, 153 reviews

Book Your 2024 Escape At Birchwood Cottage Now!

Hear Ye Hear Ye...The idyllic BIRCHWOOD COTTAGE in MICHIANA SHORES is calling you for a 2024 winter, spring, summer &/or fall escape be it a weekend or a week away in paradise. This completely updated retreat in the woods & at the beach was designed to provide the most comfortable & peaceful stay all year long. Setting unmatched & location so convenient. Interior features vaulted living room with roaring fireplace, various outdoor gathering spaces, comfy beds, fun accoutrements & more. BOOK NOW!

19–26 Nov

$315 SGD per night

Guest favourite

Cabin in Michiana

5.0 out of 5 average rating, 202 reviews

Romantic Getaway in the Dunes for a Couple—Hüüsli

Cozy, charming, romantic and modern. Huusli is the perfect place for a couple to getaway, not too big, not too small. Soaring ceiling with wood burning fireplace greets you in the main living area with an updated kitchen, remodeled bathroom and two adorable bedrooms. Bonus is the four-season room where you can have all your meals or enjoy your morning coffee surrounded by nature, but without the fear of bugs. Make new memories, celebrate an anniversary or just relax in this magical place.

1–8 Oct

$416 SGD per night

Guest favourite

Home in Michigan City

4.98 out of 5 average rating, 228 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, 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 during our high season (mid May-mid September), and open 2 night stays the week prior if we have a couple open days.

8–15 Aug

$284 SGD per night

Guest favourite

Barn in Michigan City

4.96 out of 5 average rating, 342 reviews

The Black Pearl Great Escape Spa & Art Shop

Check out our website! thegreatescapespah.com The Black 🖤 Pearl is perfect for a Special Occasion for the Evening. Book a Couples Massage @ 3p.m. & Check into your Spa Suite @ 4 p.m. Kick your feet Up & Order in.... Or Dine Out~ This quaint property is located in a woodsy setting 5 minutes from Lake Michigan. The keyless entry door to The Black Pearl is located on the East wall of The Great Escape. Upon entry the Black Pearl door will be directly in front of you. Mini Luxury awaits!

10–17 Nov

$169 SGD per night

Guest favourite

Villa in Michigan City

4.9 out of 5 average rating, 127 reviews

Steps from the beach. Entire beach villa renovated

Private, ~800 sq ft, ground-level renovated beach villa with close trail access to the beach. Includes 1 BR with queen bed, 1 BR with futon & extra folding guest bed, kitchen, bathroom, & living room with small couch that converts to sleeping space if needed. Amenities: washer/dryer, free wi-fi/streaming services, 2 free parking spaces, AC/heating, self check-in, laptop friendly workspace, games, complimentary coffee/tea, beach chairs, towels, umbrella & toys, & cleaning/laundry supplies.

18–25 Oct

$189 SGD per night

Guest favourite

Home in Michigan City

4.95 out of 5 average rating, 247 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.

22–29 Dec

$714 SGD per night

Guest favourite

Cabin in Michigan City

4.96 out of 5 average rating, 209 reviews

The Little House at Tryon Farm

The little house is located within a 170-acre modern "farm" community filled with open meadows, woods and ponds. Minutes to beach, 1 hour to Chicago. Relax and enjoy the property or head out to explore the lakeshore, wineries, and great area restaurants! Two bedrooms, 1.5 baths, a fully appointed kitchen, living area w/fireplace, and a large screened in porch. Large windows flood the house with natural light and will make you feel like you're living in the treetops. A perfect getaway!

22–29 Sep

$235 SGD per night

Guest favourite

Guest house in Chesterton

4.96 out of 5 average rating, 114 reviews

Bro’s Place

Welcome if you like country life Bro’s place is the place to be...watching the sheep, chickens and wildlife on you back deck making dinner on the grill with a full kitchen. Pick your own veggies outside the back door when in season. You will find a welcome basket with snacks, wine and homemade soap in bathroom fresh eggs from our chickens when available if your planning to visit our Beautiful Indiana Dunes you’ll find everything you need..chairs, towels, cooler Queen size sofa sleeper

4–11 Jan

$140 SGD per night

Guest favourite

Guest house in New Buffalo

4.98 out of 5 average rating, 693 reviews

"Tiny House" Guest House Under the Oak Trees

"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

30 Apr – 7 May

$142 SGD per night

Guest favourite

Cabin in Michiana

4.97 out of 5 average rating, 110 reviews

Steps to the beach at luxury cabin 1hr to Chicago

Book an 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 one hour from Chicago. Built in 1932, our charming cabin sleeps 8 guests in 4 bedrooms. Enjoy 2 living areas, a stone fireplace, fire pit with games, puzzles & books. Featured in Country Living and the New York Times, it's perfect for families, friends, or solo retreats. Book now and create lasting memories in this hidden gem!

9–16 Dec

$593 SGD per night

Guest favourite

Guest house in Sawyer

4.92 out of 5 average rating, 148 reviews

Heron's Rest hideaway close to beaches, breweries

Privacy on 11 acres of conservancy-protected land including woods, two ponds, and a river. Minutes from Michigan’s most popular beach, breweries, wineries, antique malls, farm-to-table restaurants. Fully equipped kitchen, gas fireplace. Private fire pit, deck, and gas grill. Fish on site. Kayak, bike, hike nearby. Ideal for nature lovers. Separated from our home by breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible.

3–10 May

$143 SGD per night