Holiday rentals near Shady Creek Winery
We found 1,523 holiday rentals — enter your dates for availability
If you'd like to stay close to Shady Creek Winery, take a look at private holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with family or friends, you'll find the amenities that you need and want, which might include parking and a pool. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Shady Creek Winery
Showing deals for:5 Sept - 12 Sept
Image gallery for Blue Heron Private Retreat in heart of New Buffalo- pool now open!
1010 out of 10 rating
Exceptional
(16 reviews)
Blue Heron Private Retreat in heart of New Buffalo- pool now open!
New Buffalo, MI
9% off
Price is NZ$12,704
NZ$12,704
NZ$1,815 per night
includes taxes & fees
Image gallery for Union Pier - Quick Walk to the Beach - Perfect big family house
1010 out of 10 rating
Exceptional
(39 reviews)
Union Pier - Quick Walk to the Beach - Perfect big family house
Union Pier, MI
8% off
Price is NZ$9,883
NZ$9,883
NZ$1,412 per night
includes taxes & fees
Image gallery for Cozy cottage surrounded by trees and sounds of nature with new hot tub.
1010 out of 10 rating
Exceptional
(7 reviews)
Cozy cottage surrounded by trees and sounds of nature with new hot tub.
Sawyer, MI
12% off
Price is NZ$4,754
NZ$4,754
NZ$679 per night
includes taxes & fees
Image gallery for Close To Beach ~ Private Lovely Pool ~ Family-Friendly Vacation Getaway!
9.89.8 out of 10 rating
Exceptional
(43 reviews)
Close To Beach ~ Private Lovely Pool ~ Family-Friendly Vacation Getaway!
Union Pier, MI
8% off
Price is NZ$6,038
NZ$6,038
NZ$863 per night
includes taxes & fees
Image gallery for NEW! Hot Tub! Short Walk to Sheridan Beach. Free Parking!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
NEW! Hot Tub! Short Walk to Sheridan Beach. Free Parking!
Michigan City, IN
8% off
Price is NZ$6,706
NZ$6,706
NZ$958 per night
includes taxes & fees
Image gallery for Harbor Country Home with Guest Cottage, Private Pool, Short Walk to Beach!
9.69.6 out of 10 rating
Exceptional
(60 reviews)
Harbor Country Home with Guest Cottage, Private Pool, Short Walk to Beach!
Harbert, MI
17% off
Price is NZ$6,799
NZ$6,799
NZ$971 per night
includes taxes & fees
Image gallery for A Cozy Cabin In The Woods & 1/2 A Mile From The Beach, with Firepit
1010 out of 10 rating
Exceptional
(19 reviews)
A Cozy Cabin In The Woods & 1/2 A Mile From The Beach, with Firepit
Michigan City, IN
8% off
Price is NZ$6,399
NZ$6,399
NZ$914 per night
includes taxes & fees
Image gallery for Three Oaks Getaway- 5 BR 2.5 BA- 3 Mins to Downtown- Week Stay Discount
1010 out of 10 rating
Exceptional
(11 reviews)
Three Oaks Getaway- 5 BR 2.5 BA- 3 Mins to Downtown- Week Stay Discount
Three Oaks, MI
17% off
Price is NZ$8,331
NZ$8,331
NZ$1,190 per night
includes taxes & fees
Image gallery for Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
9.09.0 out of 10 rating
Wonderful
(40 reviews)
Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!
Lakeside, MI
8% off
Price is NZ$3,241
NZ$3,241
NZ$463 per night
includes taxes & fees
Image gallery for Secluded Newly Renovated Cottage
1010 out of 10 rating
Exceptional
(15 reviews)
Secluded Newly Renovated Cottage
Harbert, MI
8% off
Price is NZ$3,827
NZ$3,827
NZ$547 per night
includes taxes & fees
Image gallery for Ruby's Retreat - 3BR cottage in Sawyer near Warren Dunes
9.89.8 out of 10 rating
Exceptional
(42 reviews)
Ruby's Retreat - 3BR cottage in Sawyer near Warren Dunes
Harbert, MI
13% off
Price is NZ$3,793
NZ$3,793
NZ$542 per night
includes taxes & fees
Image gallery for Lovely vacation rental home, close to Warren Dunes, restaurants, antiques, fun!
9.49.4 out of 10 rating
Exceptional
(51 reviews)
Lovely vacation rental home, close to Warren Dunes, restaurants, antiques, fun!
Sawyer, MI
9% off
Price is NZ$4,396
NZ$4,396
NZ$628 per night
includes taxes & fees
Image gallery for Newly Remodeled 2bd cottage
9.69.6 out of 10 rating
Exceptional
(47 reviews)
Newly Remodeled 2bd cottage
Lakeside, MI
9% off
Price is NZ$3,083
NZ$3,083
NZ$440 per night
includes taxes & fees
Image gallery for Castaway Villas: Your Spring Getaway Destination Near Lake Michigan!
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Castaway Villas: Your Spring Getaway Destination Near Lake Michigan!
New Buffalo, MI
8% off
Price is NZ$9,123
NZ$9,123
NZ$1,303 per night
includes taxes & fees
Image gallery for Cheerful, charming, super comfy 2BR 2Bath Condo
1010 out of 10 rating
Exceptional
(16 reviews)
Cheerful, charming, super comfy 2BR 2Bath Condo
Valparaiso, IN
8% off
Price is NZ$2,808
NZ$2,808
NZ$401 per night
includes taxes & fees
Image gallery for Last Minute BEACH GETAWAY, New Buffalo, MI
9.69.6 out of 10 rating
Exceptional
(75 reviews)
Last Minute BEACH GETAWAY, New Buffalo, MI
New Buffalo, MI
8% off
Price is NZ$2,462
NZ$2,462
NZ$352 per night
includes taxes & fees
Image gallery for Waterfront home with amazing views!
1010 out of 10 rating
Exceptional
(6 reviews)
Waterfront home with amazing views!
New Buffalo, MI
8% off
Price is NZ$6,246
NZ$6,246
NZ$892 per night
includes taxes & fees
Image gallery for Family friendly home - Just a short walk to the beach!
1010 out of 10 rating
Exceptional
(28 reviews)
Family friendly home - Just a short walk to the beach!
Shorewood-Tower Hills-Harbert, MI
8% off
Price is NZ$7,087
NZ$7,087
NZ$1,012 per night
includes taxes & fees
Image gallery for Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
9.69.6 out of 10 rating
Exceptional
(38 reviews)
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
Michigan City, IN
8% off
Price is NZ$4,204
NZ$4,204
NZ$601 per night
includes taxes & fees
Image gallery for You're in a hot tub; you see gardens and hear wind blowing through the pines.
9.89.8 out of 10 rating
Exceptional
(93 reviews)
You're in a hot tub; you see gardens and hear wind blowing through the pines.
Three Oaks, MI
9% off
Price is NZ$4,042
NZ$4,042
NZ$577 per night
includes taxes & fees
Image gallery for Family Getaway w/ year round Hot Tub
1010 out of 10 rating
Exceptional
(21 reviews)
Family Getaway w/ year round Hot Tub
Three Oaks, MI
8% off
Price is NZ$3,295
NZ$3,295
NZ$471 per night
includes taxes & fees
Image gallery for The Whit: Hot tub & more!
9.49.4 out of 10 rating
Exceptional
(9 reviews)
The Whit: Hot tub & more!
New Buffalo, MI
8% off
Price is NZ$8,256
NZ$8,256
NZ$1,179 per night
includes taxes & fees
Image gallery for Spacious 5 bedroom home with private pool, hot tub & 10 minute walk to the beach
9.29.2 out of 10 rating
Wonderful
(22 reviews)
Spacious 5 bedroom home with private pool, hot tub & 10 minute walk to the beach
New Buffalo, MI
8% off
Price is NZ$10,705
NZ$10,705
NZ$1,529 per night
includes taxes & fees
Image gallery for Updated, bright, and peaceful cottage in Lakeside
1010 out of 10 rating
Exceptional
(12 reviews)
Updated, bright, and peaceful cottage in Lakeside
Lakeside, MI
10% off
Price is NZ$2,584
NZ$2,584
NZ$369 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Shady Creek Winery
Michigan City Mansion / Hot Tub / Fire Pit / Pet Friendly
Sleeps 20 · 6 bedrooms · 2+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Grand Reunion House / Hot Tub / Pet Friendly
Sleeps 21 · 6 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Historic Farmhouse with Hot Tub, Treehouse Shower, & Chickens!
Sleeps 13 · 5 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
1000 FT Beach, Pets OK, Hot Tub, Fire Pit, Bocce
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Recently Updated 3 Bedroom House, Fire Pit, Hot Tub, Game Room
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
Blue Chill | WalktoBeach | HotTub-all yr | Dogs OK
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value