Vacation Home Rentals By Owner In Hayward, WI

Showing 108 Of 108 Vacation Rentals

$438.0

5 Bedrooms/4.5 Baths, Short Walk Downtown Hayward WI

Hayward, Wisconsin, United States

5 bedrooms/4 private suites, each suite has its own private bathroom. brbr***NO Pet Fee, NO cleaning fee *** br5 bedrooms/4 private suites, each suite has its own private bathroom. 100+ 5 star reviews on VRBO! Fully equipped kitchen and backyard bar with wood fired pizza oven. Key-pad entry, Laundry & WIFI. Cozy Living room with fireplace and a large HD TV. Dog friendly upon approval, no charge for dog. Off-street parking, fire pit with supplied firewood, 2 mountain bikes, 4 kayaks, 2 paddle-boards! Walk to Main Street Hayward in 1.5 blocks. Snowmobile, ATV, Bike, Ski Trails! Sauna rental optional.

Bed

Bath

Sleeps

Exceptional(26)

$361.35

/ Nightly

Private Vacation Home

Family Lake Retreat on Lac Courte Oreilles

Hayward, Wisconsin, United States

This beautiful cabin on Lac Courte Oreilles is the perfect place to enjoy watersports during the day and relax by the firepit at night. 2021 20' Suntracker pontoon boat for optional rental right next to the Floe dock, designed with space at the end to enjoy the beautiful sunrise! Maximum capacity is 8 guests, air conditioned, game room in the lower living area with foosball table and card table. Bar area in upper level, upper and lower decks with outdoor furniture for more opportunity to gather with family or friends.

Bed

Bath

Sleeps

Exceptional(86)

$505.08

/ Nightly

Private Vacation Home

Lake home on beautiful private lake, 15 miles from downtown Hayward, WI

Hayward, Wisconsin, United States

Nestled among north woods pines, this chalet-style lake home is a 4-season retreat. The privacy and tranquility of this home is a rare find for vacationers. brbrHouse sits on 4 wooded acres on the shores of Ole Lake in Hayward. This crystal clear water lake is perfect for boating, fishing, swimming, paddle boarding, canoeing, and kayaking. This home offers 200 feet of private lake frontage.brbrBecause it is private, Ole Lake is underfished. It's loaded with musky, northern pike, bass and pan fish. There is no public boat access to Ole Lake. Therefore, we provide our 22-ft pontoon boat exclusively for your use for a separate fee. Boat is not in the water between late October until some time in May.br brAlso, if you wish to bring your own boat, there is easy public boat access to nearby lakes: Lost Land, Teal, Round, Spider, Lac Courte Oreilles, etc. brbrHome is located 1/2 mile from Lost Land Lake Lodge, known for Hayward's best fish fry, where you can enjoy great food and drink with incredible views of Lost Land Lake.brbrLake home has 4 bedrooms. Upstairs bedroom has a Queen size bed, and the 2 bedrooms on the main floor also have Queen size beds. There is also a set of twin bunk beds in the finished area of the basement. Finally, there is a couch/fold down futon which can also be used as a bed. For your convenience, there is a full bath on each of the 3 levels.brbrThis property is connected to miles of trails for cross-country skiing, snowmobiles, ATVs, bicycles, etc. Ski and snowmobile straight from the yard. brbrLocated just 15 miles from downtown Hayward, this retreat offers the best combination of privacy and convenience.brbrPerfect getaway for couples or families with children. No pets, please. This is a pet free/smoke free home.brbrOur home includes WiFi and satellite TV. Bed linens are included. But, please bring your own towels.brbrModern kitchen equipped with refrigerator, oven, dishwasher, microwave, Keurig coffee maker, regular 8-10 cup coffee pot, plates, cups, mugs, eating utensils, basic cooking utensils such as spatulas, mixing spoons, etc. Kitchen also includes pots and pans, crock pot, griddle, toaster, and electric hand mixer.brbrOutdoor fire pit, gas and charcoal grills available for your pleasure.brbrOur property is licensed as a Tourist Rooming House by the Sawyer County Dept. of Health & Human Services. License # MMKY-BGBHLJbrbr

Bed

Bath

Sleeps

Exceptional(3)

$412.79

/ Nightly

Private Vacation Home

Modern mountain- inspired monoslope home located in the beautiful Northwoods

Hayward, Wisconsin, United States

Our home features a spacious open-concept living area with a cozy, modern mountain design, highlighted by soaring wood ceilings, statement fireplaces, and locally milled mantels and floating shelves that add unique character. The living room offers a comfy seating area with stunning Northwood views, complete with a power-reclining sofa and two swivel rockers—perfect for unwinding after a day of adventure. The fully equipped kitchen has everything you need to cook your favorite meals or host a memorable gathering, and the dining area provides ample seating for each group plus two additional queen beds for large groups. Each bedroom is designed for comfort with high-quality linens and calming decor. The bathrooms are modern and well-stocked with essentials. Enjoy additional amenities like a smoker + blackstone grill, fitness essentials, and an oversized outdoor space ideal for grilling, lounging or enjoying a cozy fire. With double road access, guests will have easy entry to all the space and privacy they need for a perfect stay. The highlight of this property is the large field and parking area for oversized loads, offering a warm welcome to all ATV groups and Trail Riders.

Bed

Bath

Sleeps

Exceptional(10)

$611.74

/ Nightly

Private Vacation Home

Price Reduction for July and August! Discounted rate for small groups!

Hayward, Wisconsin, United States

Charming 5-bedroom, 2-bath home facing west on Grindstone Lake. Shorter stays available anytime! Grindstone is one of Hayward's premier clear water destinations, with great fishing and water activities. Beautiful sunsets are a delight with the westerly exposure. On the main floor you have 3 bedrooms, full kitchen, dining area, one full bath, and a living room. The home also has a full lower level with a TV family room, 2 additional bedrooms, (with egress windows), washer, dryer, and a second bathroom. Great place for the kids to hang out. Available at a discounted rate for smaller groups or single families, please contact owner for details. Located ten miles SE Hayward, and five miles from the casino, making many activities close at hand. brbrThe main floor has three bedrooms on the main floor (one with a king, one with a queen and a twin, and one with a queen), plus 2 more bedrooms with egress windowns (three twins and a queen) in the lower level. Two full bathrooms (both newly remodeled), washer/dryer, 2 TV's (one up and one down), and Wi-Fi throughout.brbrKeywords: Fishing, boating, lakefront, Hayward, sunsets, clear water, swimming

Bed

Bath

Sleeps

Exceptional(14)

$627.19

/ Nightly

Private Vacation Home

Spruce Haven on Round Lake - Summer 2026 weeks available

Hayward, Wisconsin, United States

Beautifully remodeled dream home on Round Lake in Hayward, WI! The spacious lake home enjoys a magnificent southern vista overlooking Schoolhouse Bay on 3,000 acre Round Lake. Vacationers love this clear water lake in Northern Wisconsin for its excellent boating and fishing.brbr The waterfront home has 3 bedrooms and a bunk room, 3 full baths and sits on 2+ acres with 200 feet of lakeshore. A short paddle takes you to a public island in the lake that has a sand bar with the best swimming on the lake! Lounge and take in the lake view from the lakeside deck, patio and screened porch.brbr Recent updates include a remodeled great room featuring wood burning fireplace in the living room, open fully-equipped kitchen with new appliances and spacious bath with large glass walk-in shower. The main floor has 2 bedrooms including large master suite with desk overlooking the lake and jetted tub and shower in the bath.brbr The walkout lower level includes a spacious family room with bunk beds, kitchenette, large bath and another lakeside bedroom.brbr This roomy vacation rental offers two levels of living spaces, multiple spots to relax outdoors and gentle slope to the lake with easy dock access to Round Lake and all it offers. The rental comes 2 kayaks so you can really enjoy a lake vacation!brbr Other amenities include Wi-Fi internet, smart TVs, dishwashers and spacious, newly remodeled kitchens and bathrooms, fireplace and more!

Bed

Bath

Sleeps

Exceptional(22)

$646.44

/ Nightly

Private Vacation Home

3 BEDROOMS • 2 BATHROOM • SLEEPS 8

Hayward, Wisconsin, United States

Pontoon included! Three-bedroom executive with three queen beds and sofa sleeper, lakefront on Big Round, two-story loft, two baths with Jacuzzi tub in loft, two fireplaces, high-speed Internet. brbrAmenities:brbrStovebrRefrigeratorbrMicrowavebrCoffee makerbrCoffee packsbrCoffee filtersbrCreamerbrSugar/sweetenerbrSalt & pepperbrBasic pots & pansbrUtensilsbrFlatwarebrDishes and basic serving dishesbrColanderbrCookie sheetsbrCutting boardbrCharcoal grillbrPicnic tablebrPorch furniturebrAll bed linensbrOne set of towels per personbrPaper towelsbrDish soapbrDish cloths & towelsbrSample size bath productsbrTrash bagsbrHair dryerbrIron & ironing boardbrDVD playerbrCable TVbrHigh-speed Internetbr*We have been working with the Department of Health and have new cleaning standards and procedures for all our Beds. On each bed we will provide a fitted sheet, pillow and pillow case, you will need to bring your own blankets and towels.

Bed

Bath

Sleeps

Exceptional(29)

$276.94

/ Nightly

Private Vacation Home

New Cozy Cabin on a Lake for the Perfect Getaway!

Hayward, Wisconsin, United States

Just 10 miles from Hayward, this Devil’s Lake cabin is peaceful with 6 acres of hardwood forest and great views of a 40 acre private lake. This New Cabin is perfect for a getaway that is quiet but close to town. There is a Wood burning stove with wood provided. It is in a peaceful location with a fire pit for campfires and a beautiful view of the lake. Fully stocked kitchen, Laundry facilities with detergent provided, gas grill, DVDs, Kayak & canoe available on this non-motorized lake.

Bed

Bath

Sleeps

Rent a place that suits your needs

Cabin

View 162 Cabin

Private vacation home

View 83 Private vacation home

Most popular vacation rentals in Hayward

Exceptional(29)

$681.52

/ Nightly

Cabin

Wood Haven Lodge/Pets/Nelson Lake/Pontoon Rental

Hayward, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(29)

$606.12

/ Nightly

Cabin

Spacious 5 bedroom cabin in charming Hayward on Windigo Lake

Hayward, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(29)

$647.88

/ Nightly

Private vacation home

Hayward Wisconsin--Eaglesnest-Log home, on Lake Chippewa-Dogs welcome! 64’ Dock

Hayward, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(29)

$658.32

/ Nightly

Lodge

Historic Log Lodge on Quiet Lake

Hayward, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(29)

$675.43

/ Nightly

Cabin

MacLeod Landing - Lakefront Cabin with Boat Dock + Full Gym + Game Room

Hayward, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(29)

$730.54

/ Nightly

Private vacation home

Swim, Hike, Relax: Lakefront Hayward Home w/ Deck!

Hayward, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(29)

$734.15

/ Nightly

Private vacation home

4 bedroom property with premier sand frontage!!

Hayward, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(29)

$731.50

/ Nightly

Cabin

The Clear Lake Island Hideaway

Hayward, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(29)

$588.97

/ Nightly

Cabin

Stunning Lakefront Home- Amazing 5,500 acre Lac Courte Oreilles Lake

Hayward, Wisconsin, United States

Bed

Bath

Sleeps

Exceptional(29)

$700.13

/ Nightly

Cabin

Luxury Lakefront Northwoods Home on LCO - 20min from Hayward

Hayward, Wisconsin, United States

Bed

Bath

Sleeps

Vacation Home Rentals By Owner In Hayward, WI

$438.0

$361.35

$505.08

$412.79

$611.74

$627.19

$646.44

$276.94

Rent a place that suits your needs

Most popular vacation rentals in Hayward

$681.52

$606.12

$647.88

$658.32

$675.43

$730.54

$734.15

$731.50

$588.97

$700.13

Most Popular Cities in Wisconsin