
Holiday rentals in Hayward
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Top-rated holiday rentals in Hayward
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Honey Bear Hideaway Cabin
Surrounded by trees, settled right on Lake Hayward sits this charming & cozy cabin in a little cabin community less than half a mile from downtown Hayward. Launch your canoe just steps from the cabin's entrance, bike into town for lunch, or go hiking or skiing on the nearby trails, this cabin is nestled in the perfect location! This is a studio size cabin with one queen bed and a bunk bed with 2 twin mattresses, bathroom, kitchenette with a fridge, microwave, Keurig coffeemaker & outdoor grill.

Vintage 1940's Hayward Cabin!
Gorgeous 1940's cabin renovated inside and out in 2018! Nestled in the Northwoods, this home has a full kitchen w/ all amenities, cable TV/Wifi, large deck w/ table & chairs, charcoal grill and fire pit! Surrounded by premier lakes with 4 nearby boat landings to both Lac Courte Oreilles and Grinstone. Seasonal view of Lac Courte Oreilles- but no water access granted with rental. Only 15 minutes to downtown Hayward or Stone Lake! Enjoy the pleasure of a home for the price of a hotel room!

Hayward House | Trailers Ok, King Bed, 1mi to Town
The Hayward House is your comfortable home retreat close to downtown Hayward on 2+acres with a spacious living room. ATV right from the house! Plenty of parking for anything - boats, snowmobile & atv trailers. 1 mile to Downtown Hayward. 5 miles from Hatchery Creek for the CAMBA singletrack and Birkie Trail. Less than 1 mile from the start of the Chequamegon 40 and the Birkie Finish Line! Wifi, Smart TV (YouTubeTV, Netflix, Disney+, Amazon), washer & dryer. New heating and central a/c system.

Start Line Inn on Bike & XC Trails Powered by Sun
Silent Sport & outdoor enthusiasts. Rejuvenate in nature. Powered by Solar Energy. Couples getaway or fun with family/friends. Ski, Bike & Hike in/out. Trails for XC, mountain & fat biking & hiking. Scenic routes for road cyclists. 20% OFF at Start Line Services Bike & XC Shop, on property. Water access nearby. Located at American Birkebeiner Start. Cabin charm with modern comforts. Business grade WiFi Work & Play! Wish to reserve more than 6 months ahead? Please send message.

Serene Lake Cottage | on Snowmobile Trails.
2-bedroom cottage rests on a quiet, non-motorized lake which is perfect for kayaking or paddle boarding. 2 kayaks and life vests can be provided. Direct access to snowmobile & ATV trails. XC ski and hiking trails are close! The cottage is just a 10-15 minute drive from Long Lake, and a short drive to many other larger lakes in the area. Close to Hayward & Spooner. Take a break and unwind! Enjoy the sights and sounds of wildlife - loons, owls, fox & whitetail deer are often heard and seen.

Sylvan Chalet, Modern, Lakefront, Close to Trails
Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind. Cabin is brand new as of January 2024. Host is 14 year "superhost" This is a default "no pets" cabin, however certain sizes and breeds are allowed by permission only. We have a NEMA 15-40R outlet for level 2 EV charging. You bring chord and adapter

The Gordon Flowage Cabin
This beautiful, quaint cabin nestled in Gordon WI includes all the perks that Northern WI has to offer. Enjoy the views, sounds, and smells of the majestic St. Croix waters. Admire the various types of wildlife and relax on the patio with a fire pit feet away from a hightop table where you’ll sit and enjoy the summer sun or linger by a fire after dark. This property truly offers a unique opportunity to step away from your busy, everyday lifestyle and melt into a blissful vacation oasis.

Ice fish and Snowmobile NEW Lakeside North Cottage
BRAND NEW Remodeled LAKESIDE Cottage on beautiful crystal clear McKenzie Lake. Sleeps 6. Steps from the sand beach lake. This cute cottage is completely brand new with no expense spared. The cottage has 2 bedrooms and 1 bath with a queen pull out couch. Picture perfect sand beach with 150' of shoreline. Docks, Water toys, Paddle Boat, Kayaks, Yard games, Huge fire pit patio and everything families need for a perfect lake vacation. Wake up to the most pristine sunrise over the lake.

THE SUNROOM SUITE @Loon Loon Lake Guesthouse
Only 10 minutes and a world away from Hayward, the stylishly appointed SUNROOM SUITE is part of Loon Lake Guesthouse. Take in the view of gardens, tall pines and glimmering Loon Lake through windows and skylights that overlook this picturesque setting. Summertime brings swimming, canoeing, bird watching and walking the loop. Venture out for some day tripping or work remotely with Starlink WiFi. And be sure to make time for luxuriating in the soaking tub. Life is sweet in The Sunroom.

Timber Pines
Located near the beautiful Chippewa Flowage, it offers easy access to fishing, boating, and stunning Northwoods scenery. Snowmobile and UTV trails are accessible directly from the property, making it an excellent choice for adventure seekers year-round. The home provides a comfortable and spacious setting to relax after a day on the trails or the water. Whether you're planning a weekend retreat or a longer stay! Plenty of room for parking your boat, UTV and snowmobiles.

Bayside Birch Cottage on Nelson Lake
Welcome to the Bayside Birch Cottage in the Northwoods of Hayward, Wisconsin! Our beautiful, cozy spot on Nelson Lake offers a perfect blend of year-round, family-friendly relaxation and adventure - there's truly something for everyone! We’re only 7 minutes from downtown Hayward, so you can also explore shops, restaurants, recreation rentals and trails, and even the giant Muskie statue!

The Happy Porcupine Cottage
Welcome to The Happy Porcupine Cottage, your charming retreat nestled in the heart of Sawyer County, serving as the perfect gateway to the Northwoods experience. Come and experience the Northwoods lifestyle at The Happy Porcupine Cottage – where adventure, relaxation, and natural beauty converge to create unforgettable memories. Book your stay today!
Popular amenities for Hayward holiday rentals
Other great holiday rentals in Hayward

Level Lake Access. ATV Trail Nature Nelson Lake

Serene Lakefront Cabin: ATV Trail, dock, fishing

Vaskebjorn Lodge beautiful lakefront home

Kayak/SUP/Fish at Hemlock Lodge on Spider Lake!

Pet-Friendly Lakeside Cabin with Kayaks and Canoe!

Hygge House

Luxury Lakefront Lodge with amazing views

Lakefront Cabin on LCO - The Sunset Escape
When is the best time to visit Hayward?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $138 SGD | $158 SGD | $136 SGD | $158 SGD | $161 SGD | $182 SGD | $210 SGD | $191 SGD | $167 SGD | $181 SGD | $158 SGD | $158 SGD |
| Avg. temp | -12°C | -9°C | -3°C | 4°C | 11°C | 16°C | 19°C | 19°C | 14°C | 7°C | -1°C | -8°C |
Frequently Asked Questions
What are the best places to stay in Hayward?
Many visitors choose lakeside cabins, downtown apartments, or forest lodges for a locally rooted stay in Hayward. Neighborhoods near Main Street place you close to shops, galleries, and eateries.
What are the best things to do in Hayward with kids?
Hayward has family-friendly attractions such as interactive museums, mini golf courses, and scenic lakes where kids can try fishing or paddle sports. Exploring nature trails and picnicking at local parks are often suggested for a fun day outdoors.
What are some of the best things to do in Hayward?
Explore lively fishing lakes, browse local woodcarving galleries, and visit regional museums. Outdoor enthusiasts often enjoy hiking, canoeing, or attending one of Hayward’s community festivals.
How is the weather in Hayward?
Hayward has cold, snowy winters from 2–25°F (-16–-4°C), and warm summers near 56–78°F (14–25°C), with moderate rainfall peaking in late spring and early summer. Dressing in layers helps you stay comfortable year-round.
When is the best time to visit Hayward?
Late spring through early autumn is often recommended for mild temperatures and outdoor experiences like boating, fishing, and hiking. Winter draws visitors for snow sports and festive local events.
What are the best places to visit in Hayward?
Explore the National Fresh Water Fishing Hall of Fame, visit the region’s scenic lakes, and wander through local craft shops. Hayward also has nature centers where you can learn about area wildlife and habitats.
What are some hiking trails in Hayward?
Hayward has forested trails at area nature centers and paths winding along its lakeshores. Some routes feature interpretive signs sharing local history and ecology.
What are some family activities we can do in Hayward?
Families explore fishing lakes, visit interactive museums, and enjoy miniature golf or arcade games at entertainment centers. Nature trails and picnic areas are frequently suggested for outdoor gatherings.
What are some of the best day trip ideas from Hayward?
Explore nearby forests, visit small towns with artisan shops, or discover regional state parks known for waterfalls and wildlife watching. Day trips often include hiking, canoeing, and tasting local foods.
Are there any pet friendly accommodations available in Hayward?
Hayward has vacation rentals and lodges that welcome pets, particularly near lakes and wooded areas. Many stays provide access to outdoor spaces suitable for walks with your companion.
What are some local tips for visiting Hayward?
Layer your clothing to adjust to changing temperatures, especially during cooler months. Locals often recommend trying fresh-caught fish dishes and exploring outdoor spaces early in the day for quieter experiences.
What is Hayward known for?
Hayward has distinct freshwater lakes, international fishing competitions, and museums that interpret local sporting and lumber history. Many visitors explore its outdoor activities year-round.
What are the best hidden gems to explore in Hayward?
Hayward has quiet forest trails, locally owned woodcarving workshops, and small galleries that showcase regional artists. Visitors often enjoy exploring lesser-known lakes and wildlife observation areas around the city.
What are the best foods to try in Hayward?
Try freshly caught walleye, locally made wild rice dishes, and pies prepared with regional berries. Community suppers often feature lumberjack-style fare and homemade desserts.
What should I bring for a trip to Hayward?
Pack layers, a rain jacket, comfortable walking shoes, and outdoor gear if planning nature activities. Bug repellent and sunscreen are commonly suggested for visits during warmer months.
What is the nightlife in Hayward like?
Hayward has a laid-back nightlife scene with casual taverns, breweries, and occasional live music around Main Street. After dark, local venues host themed events tied to regional traditions.
What are the most popular events or festivals in Hayward?
Hayward hosts the Lumberjack World Championships in mid-summer, and a well-known American Birkebeiner ski race in winter. Seasonal festivals feature music, local crafts, and regional flavors throughout the year.
Are there family friendly vacation rentals in Hayward?
Hayward has a range of family-friendly vacation rentals, including spacious cabins and centrally located homes near parks and lakes. Many feature kitchens and outdoor areas for group activities.
Quick stats about holiday rentals in Hayward

Total holiday rentals
Explore 30 holiday rentals in Hayward

Nightly prices starting at
Hayward holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 2,900 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Hayward holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Hayward rentals

4.9 Average rating
Hayward stays are highly rated by guests – averaging 4.9 out of 5!
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