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Holiday rentals in Grand Beach

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Top-rated holiday rentals in Grand Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Cabin in Rolling Prairie

4.87 out of 5 average rating, 135 reviews

3+ acres of Privacy, Pup heaven!7 minutes 3~Oaks!

Hello! we are 10 minutes to Three Oaks, Mi. This town is divine and very fun~ restaurants, galleries, Journeyman Distillery, Antiquing & Warren Dunes (epic hiking, dog-beaching-as private or social as you like). My artsy, sunny and cozy home welcomes you! We back up to over 3 + acres of private woods, a fresh spring fed brook and seconds from some of the best biking roads in the midwest! My place is VERY private yet 10 minutes to 3 Oaks for an evening of fun, live music & shows @ The Acorn! .

29 Aug – 5 Sep

€ 183 per night

Guest favourite

Cottage in Michiana Shores

4.98 out of 5 average rating, 105 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.

21–28 Dec

€ 223 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. Cuddle up by the fire with a good book or bottle of wine and enjoy the simple pleasures. Use the high speed wifi for work Zooms and streaming. *We have increased our cleaning and disinfecting protocols due to COVID.*

10–17 Aug

€ 230 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.

4–11 Oct

€ 316 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

€ 140 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.

8–15 Mar

€ 142 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.

26 Nov – 3 Dec

€ 549 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

26 Dec – 2 Jan

€ 120 per night

Guest favourite

Guest house in New Buffalo

4.98 out of 5 average rating, 692 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

€ 104 per night

Guest favourite

Cabin in Michiana

4.97 out of 5 average rating, 109 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!

30 Aug – 6 Sep

€ 996 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

€ 116 per night

Cottage in Grand Beach

4.9 out of 5 average rating, 134 reviews

Beachglass Cottage - Family Friendly Kids and Pets

Welcome to our charming village and quirky pet friendly cottage in Grand Beach – the perfect blend of cozy comfort and playful eccentricity! Nestled less than a mile from the shores of Lake Michigan and just a short 5-minute drive to downtown New Buffalo, our cottage is the ideal retreat for families, girls trips, couples get away. Whether you're seeking a relaxing family getaway or a whimsical retreat, Beachglass is the perfect destination.

29 Aug – 5 Sep

€ 427 per night

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Popular amenities for Grand Beach holiday rentals

Free parking on premises

Air conditioning

Other great holiday rentals in Grand Beach

Guest favourite

Cabin in Michigan City

4.96 out of 5 average rating, 209 reviews

The Little House at Tryon Farm

6–13 Jul

€ 351 per night

Guest favourite

Flat in New Buffalo

4.94 out of 5 average rating, 163 reviews

Peach by the Beach! 1 Bdrm Apt close to downtown

13–20 Feb

€ 185 per night

Guest favourite

Cottage in Grand Beach

5.0 out of 5 average rating, 18 reviews

Cozy 2 bedroom cottage steps from Lake Michigan

17–24 May

€ 394 per night

Guest favourite

Cottage in Grand Beach

4.97 out of 5 average rating, 37 reviews

Walk to the beach from BLUE FOX COTTAGE

1–8 May

€ 188 per night

Guest favourite

Flat in New Buffalo

5.0 out of 5 average rating, 15 reviews

Charming 1BR/1BA Retreat with private beach access

25 Feb – 4 Mar

€ 140 per night

Home in Grand Beach

4.83 out of 5 average rating, 6 reviews

Posh Grand Beach Retreat Home - Hot Tub, Lg Priv

11–18 Oct

€ 510 per night

Guest favourite

Home in Trail Creek

4.98 out of 5 average rating, 65 reviews

Leo Lodge

2–9 Dec

€ 124 per night

Guest favourite

Cottage in Michiana Shores

4.97 out of 5 average rating, 75 reviews

Cozy Cottage in the Woods, walk to the beach

17–24 May

€ 192 per night

Quick stats about holiday rentals in Grand Beach

Total rentals
80 properties
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
1K reviews
Nightly prices starting at
€ 122 before taxes and fees

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