Book Holiday Homes in Bayfield

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Featured Holiday Homes in Bayfield

Motisi's Sandy Beach

Motisi's Sandy Beach

La Pointe
When you stay at this vacation home in La Pointe, you'll be on the beach, just steps from Lake Superior and a 5-minute drive from Big Bay State Park.
Motisi's Sandy Beach
Home with a beautiful view of Lake Superior and Madeline Island

Home with a beautiful view of Lake Superior and Madeline Island

Bayfield
With a stay at this vacation home in Bayfield, you'll be on a lake, within a 5-minute drive of Lake Superior and Apostle Islands National Lakeshore.
Home with a beautiful view of Lake Superior and Madeline Island
Lake Superior Panoramic Direct-Waterfront Views; Summer 2025 Weeks Open!

Lake Superior Panoramic Direct-Waterfront Views; Summer 2025 Weeks Open!

Herbster
With a stay at this vacation home in Herbster, you'll be on the waterfront, within a 15-minute drive of Lake Superior and Bark Bay Slough State Natural ...
Lake Superior Panoramic Direct-Waterfront Views; Summer 2025 Weeks Open!
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Lake Shore Home with private dock and large deck--1 mile from Bayfield

Lake Shore Home with private dock and large deck--1 mile from Bayfield

Bayfield
When you stay at this vacation home in Bayfield, you'll be on the waterfront, just steps from Lake Superior and a 3-minute drive from Madeline Island Ferry ...
Lake Shore Home with private dock and large deck--1 mile from Bayfield
Two bedroom cottage near beautiful Herbster beach.

Two bedroom cottage near beautiful Herbster beach.

Herbster
With a stay at this vacation home, you'll be centrally located in Herbster, a 2-minute drive from Lake Superior and 10 minutes from Boreal Forest.
Two bedroom cottage near beautiful Herbster beach.
3+ Bedroom House +SAUNA,  Patio, DIRECT Snowmobile Trail Access, & Firepit

3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

Washburn
The price is AU$535 per night from 24 Feb to 25 Feb
AU$535
includes taxes & fees
24 Feb - 25 Feb
With a stay at this vacation home in Washburn, you'll be within a 5-minute drive of Lake Superior and Bayfield County Courthouse.
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Get ready for the best-appointed spot to which to escape on Lake Superior’s South Shore!

Get ready for the best-appointed spot to which to escape on Lake Superior’s South Shore!

Herbster
When you stay at this vacation home in Herbster, you'll be on a lake, just steps from Lake Superior and 13 minutes by foot from Bark Bay Slough State Natural ...
Get ready for the best-appointed spot to which to escape on Lake Superior’s South Shore!
300' of Private Beach

300' of Private Beach

La Pointe
With a stay at this vacation home in La Pointe, you'll be on the waterfront, within a 10-minute drive of Lake Superior and Big Bay State Park.
300' of Private Beach
Carriage House - Chequamegon Bay, Bayfield

Carriage House - Chequamegon Bay, Bayfield

Bayfield
The price is AU$691 per night from 24 Feb to 25 Feb
AU$691
includes taxes & fees
24 Feb - 25 Feb
With a stay at this vacation home in Bayfield, you'll be on a lake, within a 5-minute drive of Lake Superior and Christ Episcopal Church.
Carriage House - Chequamegon Bay, Bayfield
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Bayfield Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Bayfield vacation homes are the perfect way for you to wing it.

Holiday houses in Bayfield let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Bayfield in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Bayfield adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Bayfield with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Bayfield vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Bayfield Holiday Homes essential information

Accommodation
91 Holiday Homes
Lowest Price
AU$143
Highest Price
AU$691
Popular accommodation
Motisi's Sandy Beach, Home with a beautiful view of Lake Superior and Madeline Island, Lake Superior Panoramic Direct-Waterfront Views; Summer 2025 Weeks Open!, Lake Shore Home with private dock and large deck--1 mile from Bayfield, Two bedroom cottage near beautiful Herbster beach., 3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit, Get ready for the best-appointed spot to which to escape on Lake Superior’s South Shore!, 300' of Private Beach, Carriage House - Chequamegon Bay, Bayfield

Top trending hotels in Bayfield

Legendary Waters Resort & Casino

Legendary Waters Resort & Casino

2.5 out of 5
37600 Onigamiing Dr, Bayfield, WI
Fully refundableReserve now, pay when you stay
The price is AU$143 per night from 24 Feb to 25 Feb
AU$143
includes taxes & fees
24 Feb - 25 Feb
When you stay at Legendary Waters Resort & Casino in Bayfield, you'll be on the beach, just steps from Lake Superior and 4 minutes by foot from Legendary Waters ...
Legendary Waters Resort & Casino
Harbor's Edge Motel

Harbor's Edge Motel

2.5 out of 5
33 North Front Street, Bayfield, WI
Harbor's Edge Motel is in the heart of Bayfield, within a 10-minute walk of Madeline Island Ferry Line and Lake Superior.
Harbor's Edge Motel
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

Bayfield
When you stay at this condo in Bayfield, you'll be on a lake, just steps from Lake Superior and a 4-minute drive from Christ Episcopal Church.
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles
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Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

Bayfield
The price is AU$195 per night from 24 Feb to 25 Feb
AU$195
includes taxes & fees
24 Feb - 25 Feb
Located in Bayfield, this apartment is in a rural location, within a 5-minute drive of Lake Superior and Christ Episcopal Church.
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
Don't see what you're looking for?
See all available properties in Bayfield
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.