House holiday rentals in Hayward

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Top-rated house rentals in Hayward

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Top Guest favourite

Home in Ladysmith

4.95 out of 5 average rating, 235 reviews

North Country Cottage

This beautiful, recently renovated home is out in the country down a dead-end road, but still only a few miles from the town of Ladysmith. It is about a mile from a little county park on the Dairyland Reservoir, only a few miles from the local golf course, and just down the road from hopping on the snowmobile trail in the winter. There is a boat landing at the park for summer and access to ice fishing in the winter. We hope to earn 5*s and look forward to hosting you! State License #VJAS-BCCLDB

Superhost

Home in Chetek

4.9 out of 5 average rating, 136 reviews

Amazing views, remodeled basement, pontoon to rent

Come experience the great Northern Wisconsin. We are located 5 miles from town, sitting on a dead-end road, with public access <1 minute away. It is a quiet place perfect for retreats, family gatherings, romantic getaways, or simply a vacation with friends/family. Several restaurants and bars either a boat or car ride away. This four-season home is the perfect location whether you are looking for a quiet weekend escape, or to fill your weekend with outdoor activities. *PONTOON FOR RENT ON-SITE*

Guest favourite

Home in Chetek

4.89 out of 5 average rating, 103 reviews

EDBD Cozy Home

Lake across the road within view, walking distance to public beach and boat landing, on public snowmobile and ATV trail. Two-bedroom home all on one level with very comfortable beds. Small cabin feel within walking distance to downtown. Newly remodeled bathroom (2024) Massage chair and 2 kayaks available for your use. High Speed Internet that can be used for working remote. Enjoy a peaceful night around a campfire or sitting next to a tiki bar. 46 in. TV available in living area with Roku TV.

Guest favourite

Home in New Auburn

4.92 out of 5 average rating, 102 reviews

Perk & Pete's Peninsula Point

Welcome to our Perk & Pete’s! Updated 5 bedroom, 3 bathroom home with 3800 sq ft inside & over 350' of lake frontage. This beautiful property sleeps up to 10 (absolutely no more allowed due to permit restrictions). It is located on a peninsula on Tenmile lake. The house includes a fire pit area, outdoor grill, sauna, deck, patio, 4 kayaks, paddle boat & dock to maximize your time outdoors. A full kitchen, 3 fireplaces, bar, shuffleboard table & foosball table to keep you entertained inside

Top Guest favourite

Home in Hayward

4.94 out of 5 average rating, 114 reviews

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.

Top Guest favourite

Home in Holcombe

4.98 out of 5 average rating, 126 reviews

The Glass House on Lake Holcombe

Beautiful hilltop home sitting on a private 4.5 acre wooded lot on Lake Holcombe. Perfect for gatherings or a weekend getaway. Features open concept and wall of windows facing the water with 3500 sq ft. 3 bedrooms and 3 full baths, game room with a pool table and a Foosball table adjoining. Chain of lakes/rivers offer almost 4000 acres of water recreation and great fishing. Dogs are welcome. Lake water can be a green in August . Several stairs in the home ranging from 2 steps to 12.

Guest favourite

Home in Ashland

4.87 out of 5 average rating, 153 reviews

Bungalow (House) on Chequamegon Bay.

This newly renovated fully furnished home is located within one block from beautiful Chequamegon Bay, Ashland's Oredock Pier, walking and bike trail, boat ramp, and beach. Grab a pole and head down to fish off the Ashland Oredock pier, or pack up for picnic at the beach, launch your boat, kayak or canoe. Take a walk, bike, or run on the walking trails. It is short walk to a few local restaurants and the downtown area. Access snowmobile trails. No pets are allowed.

Top Guest favourite

Home in Shell Lake

5 out of 5 average rating, 16 reviews

BRAND NEW House on Shell Lake Beach!

NEW! House for rent on pristine and clear Shell Lake - a 2,500-acre lake known for its great bass and walleye fishing as well as crystal clear swimming water. Bring your boat - this incredible rental comes with its own private, sandy beach and dock. Less than two hours from the Twin Cities, Shell Lake is situated right on the famous ATV and snowmobile trails of Northwest Wisconsin - perfect for those weekend warriors who are looking for an easy and relaxing getaway.

Top Guest favourite

Home in Iron River

5 out of 5 average rating, 21 reviews

Buskey Bay Cozy Home

Welcome to our Buskey Bay Cozy Home, with an included secure garage. Located just on the outskirts of Iron River, you're just a short ATV trip away from our many local restaurants and attractions. Just down Buskey Bay Drive, you will find the public boat landing to access our famous Pike Chain of Lakes. With some of the cleanest water for swimming or boating, and excellent fishing opportunities, we are confident there is something for everyone to enjoy.

Guest favourite

Home in Danbury

4.93 out of 5 average rating, 29 reviews

Hangar House-Near the Clubhouse and Airstrip

Located across the street from the Clubhouse and the Airstrip, you won’t find a better location for your next vacation! Step out the front door and enjoy the area’s best 18-hole golf course. You’ll also find a bar and restaurant, indoor pool and fitness center, pickle ball court, tennis courts, mini golf, and much more within steps of the Hangar House. If rain clouds ruin your tee time, use the golf simulator instead!

Guest favourite

Home in Holcombe

4.96 out of 5 average rating, 130 reviews

Behind the Pines, Spacious Home Away From Home

This is a spacious, beautiful home away from home! We are located about a 1/4 mile from gorgeous Lake Holcombe! Nestled away behind the pines :) The area offers plenty of outdoor activities , year-round! Take a walk on the quiet, peaceful Lakeshore , or jump on the trails just down the road for some OTR fun! If you have little ones, there is a beach located within walking distance, to cool off in the summer.

Guest favourite

Home in Hayward

4.92 out of 5 average rating, 26 reviews

The Little House, walking distance to Main Street

Keep it simple at this older, peaceful, and centrally-located home in Hayward, Wisconsin. Less than 2 blocks from shopping, bars, and restaurants. Home is a close drive to many lakes and trails with year round activities!!! Boat and trailer parking is available on the street. Hayward boasts a brewery, winery, casino, lakes, hiking, biking, snowmobile trails, ski trails, and many other tourist attractions.