Vacation Rentals in Door Shakespeare, WI: Compare 10+ Sites & Save

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182 Best Vacation Rentals in Door Shakespeare (Starting from $245)

Sunset Shores - Chalet Cabin #3 by Simple Life Rentals
Sunset Shores - Chalet Cabin #3 by Simple Life Rentals
House
Baileys Harbor, WI, USA
0.7k from Door Shakespeare center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
5.0

Review score

1 reviews

$361
Average price / night
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Baileys Harbor Condo, Door County
Baileys Harbor Condo, Door County
House
Baileys Harbor, WI, 54202, United States
0.3k from Door Shakespeare center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

90 reviews

$401
Average price / night
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Sunset Shores - Tiger Lily Cabin #5 by Simple Life Rentals
Sunset Shores - Tiger Lily Cabin #5 by Simple Life Rentals
House
Baileys Harbor, WI, USA
0.7k from Door Shakespeare center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$502
Average price / night
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Lakeside Cabin on Kangaroo Lake - playground for kids!
Lakeside Cabin on Kangaroo Lake - playground for kids!
Cabin
Baileys Harbor, WI, 54202, United States
0.7k from Door Shakespeare center

Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$367
Average price / night
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Sunset Shores - Lakeside Cabin #1 by Simple Life Rentals
Sunset Shores - Lakeside Cabin #1 by Simple Life Rentals
House
Baileys Harbor, WI, USA
0.7k from Door Shakespeare center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$616
Average price / night
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Chalet Cabin on Kangaroo Lake - Dog Friendly and family friendly
Chalet Cabin on Kangaroo Lake - Dog Friendly and family friendly
Cabin
Baileys Harbor, WI, 54202, United States
0.7k from Door Shakespeare center

Barbecue, Extra Bed, Free Parking, Heater, Internet, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom4 Guests
5.0

Review score

2 reviews

$303
Average price / night
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Sunset Shores - Waters Edge Cottage #2 by Simple Life Rentals
Sunset Shores - Waters Edge Cottage #2 by Simple Life Rentals
House
Baileys Harbor, WI, USA
0.7k from Door Shakespeare center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms6 Guests
5.0

Review score

1 reviews

$552
Average price / night
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Right on the water-Dog Friendly Cottage with kids playground
Right on the water-Dog Friendly Cottage with kids playground
Cabin
Baileys Harbor, WI, 54202, United States
0.7k from Door Shakespeare center

Barbecue, Extra Bed, Free Parking, Heater, Internet, Living Area, Microwave, No Smoking, Outdoor Grill

2 Bedrooms6 Guests
7.6

Good

4 reviews

$455
Average price / night
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Sunset Shores - Kangaroo Kabin #6 by Simple Life Rentals
Sunset Shores - Kangaroo Kabin #6 by Simple Life Rentals
House
Baileys Harbor, WI, USA
0.7k from Door Shakespeare center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms8 Guests
New to Booking
$657
Average price / night
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Sunflower Cabin- Dog Friendly on Kangaroo Lake
Sunflower Cabin- Dog Friendly on Kangaroo Lake
Cabin
Baileys Harbor, WI, 54202, United States
0.7k from Door Shakespeare center

Barbecue, Extra Bed, Free Parking, Heater, Internet, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$437
Average price / night
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Sunset Shores - Sunflower Cabin #4 by Simple Life Rentals
Sunset Shores - Sunflower Cabin #4 by Simple Life Rentals
House
Baileys Harbor, WI, USA
0.7k from Door Shakespeare center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom6 Guests
New to Booking
$423
Average price / night
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Tiger Lily Cabin on Kangaroo Lake- Dog Friendly, playground, fire pit
Tiger Lily Cabin on Kangaroo Lake- Dog Friendly, playground, fire pit
Cabin
Baileys Harbor, WI, 54202, United States
0.7k from Door Shakespeare center

Barbecue, Extra Bed, Free Parking, Heater, Internet, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom4 Guests
8.0

Good

3 reviews

$369
Average price / night
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Carraigeen Cottage
Carraigeen Cottage
House
Baileys Harbor, WI, USA
1.5k from Door Shakespeare center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

2 Bedrooms8 Guests
7.0

Good

2 reviews

$562
Average price / night
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Kangaroo Kabin on Kangaroo Lake - playground for kids!
Kangaroo Kabin on Kangaroo Lake - playground for kids!
Cabin
Baileys Harbor, WI, 54202, United States
0.7k from Door Shakespeare center

Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Laundry, Living Area, Microwave

2 Bedrooms8 Guests
8.4

Very Good

6 reviews

$366
Average price / night
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Log Cabin on Kangaroo Lake by Simple Life Rentals
Log Cabin on Kangaroo Lake by Simple Life Rentals
House
Baileys Harbor, WI, USA
1.9k from Door Shakespeare center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom8 Guests
New to Booking
$914
Average price / night
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Three Bedroom Lake House with Boat Dock
Three Bedroom Lake House with Boat Dock
House
Baileys Harbor, WI, 54202, United States
0.7k from Door Shakespeare center

AC, Barbecue, Free Parking, Heater, Kitchen, Living Area, Microwave, No Smoking, Patio

3 Bedrooms8 Guests
9.2

Superb

15 reviews

$245
Average price / night
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Kangaroo East Shore by Simple Life Rentals
Kangaroo East Shore by Simple Life Rentals
House
Baileys Harbor, WI, USA
2.0k from Door Shakespeare center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms14 Guests
New to Booking
$2008
Average price / night
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Beautiful 4-bedroom cottage with AC, WiFi in enchanting Baileys Harbor
Beautiful 4-bedroom cottage with AC, WiFi in enchanting Baileys Harbor
Cottage
Baileys Harbor, WI, 54202, United States
0.9k from Door Shakespeare center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms12 Guests
10.0

Exceptional

25 reviews

$1621
Average price / night
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Roo Retreat by Simple Life Rentals
Roo Retreat by Simple Life Rentals
House
Baileys Harbor, WI, USA
2.0k from Door Shakespeare center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$592
Average price / night
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Starflower Cottage- Vintage Charm on the Lake
Starflower Cottage- Vintage Charm on the Lake
House
Baileys Harbor, WI, 54202, United States
1.0k from Door Shakespeare center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

49 reviews

$519
Average price / night
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Carraig Mor Cottage - Beautiful House, Amazing Garden, Downtown Baileys Harbor
Carraig Mor Cottage - Beautiful House, Amazing Garden, Downtown Baileys Harbor
House
Baileys Harbor, WI, USA
2.9k from Door Shakespeare center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
New to Booking
$784
Average price / night
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Island View Lake House K Lake
Island View Lake House K Lake
House
Baileys Harbor, WI, 54202, United States
1.2k from Door Shakespeare center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

6 Bedrooms16 Guests
10.0

Exceptional

78 reviews

$785
Average price / night
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Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor
Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor
Apartment
Baileys Harbor, WI, 54202, United States
1.2k from Door Shakespeare center

AC, Extra Bed, Free Parking, Heater, Internet, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom4 Guests
9.8

Exceptional

35 reviews

$254
Average price / night
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Secluded home on Lake Michigan.  Perfect for families and groups. Pet friendly.
Secluded home on Lake Michigan. Perfect for families and groups. Pet friendly.
Villa
Baileys Harbor, WI, 54202, United States
1.3k from Door Shakespeare center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet

7 Bedrooms19 Guests
10.0

Exceptional

25 reviews

$1521
Average price / night
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Beautiful Lakeside Cabin - Great Location & Amenities (Canoe, Kayak, Boat, etc)
Beautiful Lakeside Cabin - Great Location & Amenities (Canoe, Kayak, Boat, etc)
Cottage
Baileys Harbor, WI, 54202, United States
1.5k from Door Shakespeare center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms12 Guests
9.8

Exceptional

97 reviews

$468
Average price / night
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Newly Remodeled Waterfront Log Cabin with Boat House and Pier
Newly Remodeled Waterfront Log Cabin with Boat House and Pier
House
Baileys Harbor, WI, 54202, United States
1.5k from Door Shakespeare center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms14 Guests
8.6

Fabulous

20 reviews

$779
Average price / night
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Fabulous 2 Bed, 2 Bath Cottage On Kangaroo Lake
Fabulous 2 Bed, 2 Bath Cottage On Kangaroo Lake
Cottage
Baileys Harbor, WI, 54202, United States
1.5k from Door Shakespeare center

Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms8 Guests
9.6

Exceptional

47 reviews

$664
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Door Shakespeare.

Door Shakespeare Vacation Rentals on the Map

Frequently Asked Questions

You can explore 182 verified vacation rentals in Door Shakespeare. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Door Shakespeare vary depending on the season, property size, and location. Rates typically start from around $245 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Door Shakespeare include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Door Shakespeare welcome pets. Currently, 45 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Door Shakespeare often include amenities such as Fireplace/Heating, Barbecue/Outdoor Cooking, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.