10 Best Vrbo Vacation Rentals In Hayward, Wisconsin - Updated 2024

Megan
Megan 
Updated
| 6 min read

There’s no time like the present to explore one of the Midwest’s most popular vacation destinations, with crystal clear lakes for water sports and fishing, miles of trails for riding snowmobiles, ATVs, cross country skiing, hiking, and road or off-road bicycling. This area is buzzing with activity and world-class events all-year round. After enjoying fishing in the Northwoods, you could go for a shopping adventure in Hayward’s thriving and unique retail community. The National Fresh Water Fishing Hall of Fame is located here, and you could also go to the largest mass start mountain bike race in the United States - the annual Chequamegon Fat Tire Festival. Other events include the annual Lumberjack World Championships, where participants compete in a variety of lumberjack games such as log rolling, chopping, sawing, and chainsaw events and the American Birkebeiner cross-country skiing race, which is the largest cross country ski marathon in North America. Book your home away from home to explore Hayward now!

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 04, 2024.

1. Lakeshore Lily Pad (from USD 79)

This quaint and cosy cabin is in a prime setting, hidden among the woods and nestled just on the shore of Lake Hayward. You can roam around the nearby Hayward’s lively downtown, where you’ll find various restaurants, shops, and art galleries, or take advantage of the many surrounding outdoor activities, including hiking, riding, and skiing.

It has a studio layout and can sleep up to four people due to its one queen bed and a sofa bed that pulls out into a queen-size mattress. Aside from its kitchenette, a grill is accessible outside if you like hosting a barbeque with your loved ones.

Stayed at this property?
Hayward, Wisconsin, United States
7.94 km (5.0 mi) from Sevenwinds Casino, Lodge & Conference Center
cabin 4 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Amenities & Room:
bathroom is extremely small and tiles in shower need a good cleaning
Cleanliness:
cabin was cozy clean well appointed and quiet
the cabin was very clean and cozy
cabin was nice and clean and heat worked well
it was cute very clean and cozy
Host:
matthew is very responsive to questions/concerns
host was great very attentive
the host was super helpful and very fast at getting back to us
we loved that it was pet friendly
Location:
we loved the cabin and location
it was walking/biking distance to town and some other entertainment options
we enjoyed the location and cleanliness of this cabin
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2. Lovely two-floor cottage with a patio (from USD 200)

In this lovely two-floor cottage in the north woods of the town, you may get away from the bustle of the city and relax in the calming atmosphere of the surrounding natural setting. Relax on the patio while drinking your morning coffee, or use the grill to prepare a meal outside.

You may enjoy the great outdoors at this riverside property, which is situated on the Namekagon River and has easy access to Hayward Lake via a public boat minutes away. In addition, downtown Hayward and other attractions are within walking distance from the accommodation.

Stayed at this property?
Hayward, Wisconsin, United States
7.78 km (4.9 mi) from Sevenwinds Casino, Lodge & Conference Center
cabin 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Cleanliness:
beautiful house very clean quiet and comfortable
it’s a cozy cabin very clean and neat
great experience overall property was clean and had all the essentials
the place was clean well equipped and perfectly located
Host:
don’t hesitate to book a stay here hosts were incredibly friendly and attentive
mike and nola were very easy to work with and attentive
we loved our stay the owners seemed to have thought of everything
hosts were very friendly and made sure we had everything we needed even left a nice treat basket
communication with owners was perfect
Location:
great location to town and restaurants
easy walking to downtown hayward
we recommend this place to anyone
the restaurant across the street has good food and the neighborhood is quiet and relaxing
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3. Fancy Fireflies (from USD 79)

Conveniently located in the middle of Hayward, this fully furnished studio cabin is ideal for an intimate couple’s getaway. From this lakefront cabin you can take a few steps and go canoeing or kayaking (there’s no rental available onsite but there’s a rental spot nearby).

Modern comforts such as WiFi and cable TV are provided. If you’re looking to prepare your own meals there’s a kitchenette and even an outdoor charcoal grill for you to use.

You can bring your dog or cat along on this trip as the cabin is pet-friendly (for an extra cleaning fee of 30 USD).

Stayed at this property?
Hayward, Wisconsin, United States
7.99 km (5.0 mi) from Sevenwinds Casino, Lodge & Conference Center
cabin 0 Bedrooms 1 Bathroom

Top guest reviews
Amenities & Room:
i loved all of the extra touches: snack basket toiletries in the bathroom coffee etc
one thought might be to provide better instructions on tv remotes (for us non-techies)
very cold weather cabin was comfortable but glad we brought another down comforter
Cleanliness:
the property was clean and cozy
the cabins are clean and cozy and stocked with necessities
the cabin was very nice clean and cozy
Host:
the manager was very responsive to our request of a different coffee maker when ours didn’t work
Location:
we enjoyed the relaxing privacy of the cabin while still close enough to town to enjoy shopping and restaurants
this cabin along with another cabin on the property was the perfect location for a getaway with friends
also there is a “small town“ downtown area that is in walking distance with nice shops
it was cozy and warm convienent location and the check in/out was easy
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4. Chalet-style cabin with fire pit (from USD 170)

This chalet-style cabin in a beautiful setting of north woods offers plenty of space for a relaxing getaway. Spend quality time together in front of the fantastic fire pit and deck, ideal for gatherings and stargazing over the surrounding 10 acres (4.05 hectares) of serene woodland.

This space can accommodate four guests comfortably, with two bedrooms and a huge loft. All the essentials, including a coffee maker, are included in the kitchen. In addition, there is a 55-inch smart TV for viewing pleasure and high-speed internet access to catch up on social media.

Stayed at this property?
Hayward, Wisconsin, United States
8.33 km (5.2 mi) from Sevenwinds Casino, Lodge & Conference Center
chalet 4 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Amenities & Room:
very comfortable cabin with lots of space and very new and well kept
Cleanliness:
great place clean quiet and modern
it was clean cozy and convenienly located
easy to find and very clean
the space was super clean and well appointed for meals and relaxing
Host:
good communication with owner (even over christmas)
Location:
great cabin and location with the luxury of skiing right out the door
i couldn’t think of a better location
secluded enough that’s quiet and peaceful but still close and easy to get into town
great place if you want peace and quiet for your stay
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5. Charming property with backyard outdoor bar (from USD 398)

Enjoy a great stay at this house, which offers a back patio just right for a cup of coffee in the morning. During your stay, you will also have access to a backyard outdoor bar with a wood-fired pizza oven where you can enjoy a great time during your vacation. Spend several evenings having meaningful conversations under the sparkling sky while gathering around the fire pit.

In addition, there are flat-screen smart TVs, a DVD player, and board games provided for your enjoyment inside. Relax in the cosy atmosphere of the living room with its fireplace while reading some good books. This home offers two paddleboards, four kayaks, and two mountain bikes so that its guests can participate in the many enjoyable activities available in the surrounding area.

Stayed at this property?
Hayward, Wisconsin, United States
8.12 km (5.1 mi) from Sevenwinds Casino, Lodge & Conference Center
PRIVATE VACATION HOME 10 Guests 5 Bedrooms 5 Bathrooms

Top guest reviews
Amenities & Room:
the entertainment center tv with lots of viewing choices was also really nice
Cleanliness:
this home is wonderful the house is clean (even during current covid 19) and spacious
the home was thoroughly cleaned and the grounds well cared for
Location:
this was a great location for a family winter retreat
loved the selection of kid’s books and close proximity to the park
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6. Cosy cabin with hanging egg chairs (from USD 79)

This charming cabin is in a wooded area located on Hayward Lake, and it even has some hanging egg chairs in front of the property for you to use while relaxing. If bad weather forces you to stay indoors, you can still enjoy entertainment thanks to the property’s complimentary WiFi and smart TV.

As one would expect from a community of cabins, there are outdoor amenities, such as fire pits and picnic tables, to make the most of the picturesque setting. You may go canoeing or kayaking on the lake or use one of the many docks to put your boat in the water for a day of fishing or cruising.

Stayed at this property?
Hayward, Wisconsin, United States
7.99 km (5.0 mi) from Sevenwinds Casino, Lodge & Conference Center
cabin 2 Guests 0 Bedrooms 1 Bathroom

Top guest reviews
Amenities & Room:
cute and comfortable cabin for one or two persons - comfy bed quiet ac
two days of -25 weather but the cabin was warm and cozy
Cleanliness:
very clean and cute cabin
there was a lot and of course we had to clean our shoes and the cabin floor
wifi was clean and up to speed
Location:
nice location close to everything
great place to stay near downtown yet close to trails
the location is perfect for restaurants and entertainment in town
very nice place to stay right next to the water
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7. Towering Pines Cabin (from USD 208)

Enjoy the benefits of being up North with all the conveniences and attractions of being located in the town of Hayward, but still have the privacy and seclusion of enjoying your own waterfront here in Towering Pines Cabin. Enjoy the backyard patio with fire pit and easily accommodate additional inflatable mattresses on the floors. It has a huge kitchen/dining area that is fully stocked with a toaster, plates, glasses, silverware and basic spices. Bed linens, 1 set of towels per guest, and paper products are also provided. You will also have access to the Snowmobile Trail right out the backyard and onto the lake, or if you are a bicycle enthusiast, there is a paved bike trail at the end of the driveway!

Stayed at this property?
Hayward, Wisconsin, United States
7.07 km (4.4 mi) from Sevenwinds Casino, Lodge & Conference Center
PRIVATE VACATION HOME 8 Guests 3 Bedrooms 1 Bathroom

Top guest reviews
Amenities & Room:
I loved the long kitchen table
The beds were very comfortable with plenty of closet and drawer space for those that like to unpack
The cabin was perfect and the town of Hayward was amazing
The cabin was well kept and stocked
The cabin is very well stocked from the kitchen to the bath towels
Cleanliness:
The cabin was exactly as pictured
It was clean and everything was in order
The cabin was awesome - very clean
Host:
Janean was very communicative leading up to our arrival for check in check out available amenities recommendations
Steve was also super responsive when we had a question as well
it definitely has the feeling of being secluded Stocked with all the basics and more
This property is well maintained and def a cabin feel-
Very accurately advertised Excellent support via email Property clean and comfortable Fantastic experience
Location:
I am not sure there is a better property on the lake if you want the convenience to walk into town but still have a tucked away house with privacy
Great location near town & biking trails
This place has everything you need and is in a great location
the location was amazing and the views of the lake from the house and backyard were incredible
not modern but very nice and appropriate- very close to downtown which was great
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8. Nelson Lake cabin (from USD 193)

This cabin has great views of Nelson Lake and is located on one of the most sought after areas on the lake. Nelson Lake is a great recreation lake, and its fishing is known for it Walleye’s, Bass and Panfish with lots of great fishing spots. This cabin is located on shoreline that is mostly sand with some rocks, that starts out shallow and then drops off allowing for swimming. There is a boat house with great views of the lake, and do note that this cabin has elevation with stairs. It features 2 bedrooms, and an upper and lower living room. The downstairs was recently re-modeled and has a living room that includes a hide-a-bed allowing for additional sleeping.

Stayed at this property?
Hayward, Wisconsin, United States
13.47 km (8.4 mi) from Sevenwinds Casino, Lodge & Conference Center
PRIVATE VACATION HOME 6 Guests 2 Bedrooms 2 Bathrooms

Top guest reviews
Amenities & Room:
The 88 steps down to the lake and back up to the cabin was not mentioned in the description
The stairs down to the lake were a bit challenging (would be difficult with young kids)
The kitchen was stocked better than anticipated paper towels
The cabin is so cozy and welcoming; we especially enjoyed the porch
Although there is enough room for 6 to 8 guests
Cleanliness:
The property was kept up nicely and the house was clean
The cabin is very clean and well equipped with everything we needed
We found a small beach area near the dam (Park Island Resort-nice little bar & grill) and were able to beach our pontoon and enjoy time in the water with our dog and meeting other boaters
Host:
Property owners where very nice and accommodating and gave great info to help us have a great weekend
the owner maintained excellent communication and made us feel very welcomed
Jon was very helpful with any questions we had
The owner always answered our questions in a timely manner and was easy to work with
Internet was fast and available at all times Owner was available and very attentive to any needs
Location:
The view is lovely and the location is not far from downtown Hayward
too Newly remodeled area was
No sandy access to the lake from this property
We found out from one of the locals that the best pizza was at a place not too far from the house at a place called the Outback
but we liked the exercise
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9. Lake home on Lovejoy Lake (from USD 171)

This lake home is located on a serene, clear, lake east of Hayward, WI and is perfect for a “get away” to enjoy the many winter recreational activities, the beauty of the fall season, and summer fun at the lake. Lovejoy Lake is a small lake with no public access, thus it is very peaceful and during the summer, it is great for kayaking, paddle boarding, or simply enjoying the view of the lake from the screened-in porch. Paddle boards and a paddle boat are also provided. The upper level of this home consists of a master bath and a main bathroom, and the nice-sized open space includes a family room, as well as a spacious screened porch that looks out onto Lovejoy Lake. The owners own chickens and if they lay eggs, you could get some!

Stayed at this property?

7.53 km (4.7 mi) from Sevenwinds Casino, Lodge & Conference Center
52 reviews   Wifi Available
cabin 6 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
There was plenty of room to gather together
We enjoyed the layout of the house with an open concept living room kitchen and dining area
enough chairs for all 6 of us
The view of the lake and listening to the Loons was so enjoyable
The house and the view of the Lake was amazing
Cleanliness:
It's clean updated and very comfortable
The house inside is extremely clean and well-appointed
It was super clean and comfortable
Host:
The hosts live next door and were very welcoming
There's a boat paddleboards floaties and yard games to keep everyone busy having fun
Mary and Mike were great hosts and because they live next door
They live next door and welcomed all of us personally and left very nice welcome gift: freshly baked cookies and also fresh eggs from their chickens
They greeted us personally and baked some most delicious cookies and left us a supply of fresh eggs
Location:
Their beautiful vacation house is huge and surrounded by nature
The location is so quiet and peaceful Lovejoy lake has no public access which makes everything around very quiet and relaxing The lake itself has clear water not too deep but great for water spo...
their favorite places to dine grocery stores and area attractions
Cabin is a convenient 10-20 minutes from Hatchery Creek
The lake is very peaceful and clean If you want a great place to swim and fish off the dock
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10. Lazy Moose Cabin (from USD 143)

This cabin is located in the heart of the Chequamegon National Forest on Moose Lake in Hayward, Wisconsin, where you can enjoy wilderness shoreline! Jump in the fishing boat provided and fish for muskie, panfish, walleye or smallmouth, and find a public landing available just across the lake, at Louie’s Landing. Moose Lake is the perfect lake for a quick ski in the main lake or for a nice swim to cool off on those hot summer days, and the view from your own wrap around deck is absolutely beautiful and relaxing. You’ll want to stretch out for an afternoon nap, have that sunny afternoon barbecue, or use the broadband and wireless internet available.

Stayed at this property?

24.77 km (15.4 mi) from Sevenwinds Casino, Lodge & Conference Center
37 reviews   Wifi Available
House 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
We had campfires in front of the lake at night
It was a very comfortable cabin
The fire pit at the lake edge was real nice for an evening campfire
We liked that it was right next to the road
The cabin was so cozy but spacious and had everything we needed to have a relaxing and fun week away
Cleanliness:
The cabin was larger than expected; everything very clean and uncluttered Cabin sits very close to the lake which is extremely handy
The cabin was great and very clean Loved having a washer and dryer
We stayed at the Lazy Moose and the cabin was clean
Host:
Great getaway with the family
Joanne was so wonderful
She made great recommendations for hikes and things to do
and she was so easy to work with before hand
Joanne was super sweet when we chatted and she was VERY accommodating when we needed something as well as allowing us to stay a bit longer
Location:
The location is a great distance from places to go for day trips
We spent every day either lounging by the lake or boating around
The lake is great for swimming Beautiful sunsets
well kept and in a perfect location
It is such a beautiful area
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Riverside retreats

Hayward is a place to rest, relax and reconnect with nature, and summer is an especially high season, when the town enjoys long days and lashings of sunshine. A vacation home on one of Hayward’s many lakes will give you the option of waterskiing or tubing as well, so book your own home now!

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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