Perched along the water, this vacation home features 7 bedrooms and 4 bathrooms, accommodating 23 guests. It includes an outdoor pickleball court and a patio for relaxation. Enjoy lake views while engaging in nearby hiking and biking activities. The property is pet-friendly, making it suitable for families.
Highlights
Room to spread out
Enjoy spacious layout that give everyone more room to relax.
Pickleball on-site
A rare find — enjoy pickleball without leaving the property.
Unmatched views, unforgettable moments
Guests like the location for the scenic views.
Discover nearby landmarks
Walk to Lac Courte Oreilles
7 bedrooms4 bathroomsSleeps 23
Popular amenities
Onsite parking available
Dogs and cats allowed
Kitchen
Washer
Air conditioning
Barbecue grill
Explore the area
Hayward, WI
Grindstone Lake
Place, Grindstone Lake
1 min walk
Lac Courte Oreilles
Place, Lac Courte Oreilles
11 min walk
Schoolhouse Lake
Place, Schoolhouse Lake
2 min drive
Rooms & beds
7 bedrooms (sleeps 23)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
2 Queen Beds
Bedroom 4
1 Queen Bed and 1 Double Bed
Bedroom 5
1 King Bed
Bedroom 6
1 Queen Bed
Bedroom 7
1 Twin Bed, 1 Queen Bed and 1 Double Bed
4 bathrooms
Bathroom 2
Bathroom 3
Bathroom 4
Master Bathroom
Spaces
Deck or patio
Kitchen
Office
Balcony
Outdoor play area
Garden
Dining area
About this property
7BR Waterfront Retreat on Grindstone Lake | Sleeps 20+ | Endless Family Fun
Welcome to The Historic Hayward Waterfront on Grindstone Lake, an 7-bedroom Northwoods retreat designed for reunions, celebrations, and unforgettable lake vacations. Sleeping 20+ guests, enjoy 200+ feet of sandy shoreline, two private docks, pontoon adventures, pickleball and basketball courts, game spaces, outdoor dining, and stunning sunset views. With spacious gathering areas, dual kitchens, and activities for every age, The Waterfront is built for connection, relaxation, and lasting memories
The host aims to provide a private and undisturbed stay, allowing guests full enjoyment of the entire property. Interaction will be minimal, but the host is available remotely for any questions or assistance. If Pontoon rental is secured, property management will meet guests to provide keys to pontoon.
Welcome to Hayward & Wisconsin's Northwoods
Nestled among pristine lakes, towering pines, and endless outdoor recreation, Hayward is one of Wisconsin's premier Northwoods destinations. Whether you're visiting for lake life, fishing, hiking, snowmobiling, family gatherings, or simply relaxing by the water, Hayward offers the perfect mix of adventure and small-town charm.
Local Dining Favorites:
Classic Wisconsin Supper Clubs: - Trailways on 27 – A local favorite known for its Friday fish fry and traditional supper club atmosphere. - The Ranch Supper Club – Northwoods hospitality, steaks, seafood, and old-fashioned cocktails.
Casual & Upscale Dining: - The Social Kitchen & Cocktails – Elevated dining, craft cocktails, and a great option for celebrations or group dinners. - The Boulevard – Popular for cocktails, shared plates, and live entertainment. - Main Street Tacos – A casual family-friendly favorite for quick, delicious meals. - Northwoods Bars & Local Hangouts - Bernie's Bar & Grill – Lively atmosphere and a great stop after a day on the lake. - Sawmill Saloon – Rustic Northwoods charm and local character. - Moccasin Bar – A Hayward-area institution with a fun and unique atmosphere.
Things to Do
Enjoy the Lakes: - Boating, fishing, swimming, paddleboarding, and watersports on Hayward's many beautiful lakes. - World-class musky fishing attracts anglers from across the country.
Explore the Outdoors: - Miles of hiking and biking trails. - ATV and UTV trail systems. - Snowmobiling and cross-country skiing in the winter.
Family-Friendly Attractions: - Fresh Water Fishing Hall of Fame & Museum. - Downtown Hayward shopping, coffee shops, and local boutiques. - Seasonal festivals, farmers markets, and community events.
Why Guests Love Hayward: Hayward is the kind of place where mornings begin on the water, afternoons are spent exploring the Northwoods, and evenings end with great food, good company, and unforgettable sunsets. Whether you're planning a family reunion, fishing trip, celebration, or weekend getaway, Hayward offers something for every age and every season.
Guests have full access to all areas of the property, with the exception of the detached 3-car garage building.
The Waterfront is designed for connection, celebration, and unforgettable lakeside experiences. Whether you're enjoying sunrise coffee on the dock, spending the day on the water, hosting a family pickleball tournament, or gathering around the firepit at sunset, every space has been thoughtfully designed to bring people together.
Kitchens & Dining
Gathering over great food is at the heart of every memorable getaway. With two fully equipped kitchens, expansive dining areas, and multiple indoor and outdoor gathering spaces, The Waterfront makes it easy to cook, dine, and celebrate together.
- Two fully equipped kitchens ideal for large groups and family meals - Spacious dining areas for shared meals and celebrations - Custom-built bar for entertaining - Outdoor dining spaces overlooking the lake - Built-in BBQ kitchen (Gas Grill and Blackstone Griddle) for effortless cookouts
Living & Entertainment Spaces
Whether you're relaxing after a day on the lake or enjoying a rainy-day game tournament, there is plenty of space for everyone to spread out and connect.
- Comfortable living areas designed for gathering and relaxation - Shuffleboard table - Ping pong table - Custom bar and entertainment spaces perfect for game nights - Multiple seating areas for conversation, movies, and quality time together
Family-Friendly Amenities
Traveling with little ones is easy at The Waterfront. We've stocked the home with thoughtful family-friendly amenities so parents can pack a little lighter.
- Pack ’n Play / travel crib - High chair - Children's dinnerware - Children's books and toys
Lakefront Living
The property's private shoreline is the centerpiece of the experience, offering endless opportunities for swimming, boating, fishing, and relaxing by the water.
- 200+ feet of flat, sandy shoreline ideal for swimming and lounging - Two private docks for boating, fishing, swimming, and lakeside relaxation - Weekly pontoon rental available with water toys and lake equipment - Expansive lakefront patios and decks with stunning sunset views - Lakeside fireplace and large firepit for s’mores and evening gatherings
Recreation for All Ages
One of the things guests love most about The Waterfront is that there is always something to do. From active competition to laid-back family fun, the property offers entertainment for every generation without ever leaving home.
- Private half basketball court - Pickleball - Rainbow playset for children - Large outdoor spaces for yard games and activities - Multiple decks and gathering areas overlooking Grindstone Lake
Pet Policy: A pet fee of $25 per night per pet applies. Please inquire about specific breed and size restrictions.
Stay 3, Get 1 Free Offer: Valid for stays between October 1 and April 30 (excluding holidays and events like the Birkie). Book 3 nights on our platform, and if available, we will add a 4th night before or after your stay at no extra charge. This offer is subject to availability and not valid on existing reservations.
Our prices include all fees. No hidden fees.
Add dates for prices
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Pets allowed: dogs and cats less than 50 lbs per pet (limit 2 pets total)
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Smoking
Smoking is not permitted
Check-out instructions
The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights
Failure to complete these may result in a negative review from the host.
Pets
Unauthorized pets will result in additional fees and/or immediate termination of the reservation.
Parking
Parking is limited to designated areas only.
Guests may not block neighboring properties, roadways, or access points.
Important information
You need to know
Property # 4924506
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Hayward
Located in Hayward, this vacation home is on the waterfront. Hauer Springs State Wildlife Management Area and Kissick Swamp Wildlife Area reflect the area's natural beauty and area attractions include Wilderness Walk Zoo and Recreation Park and National Fresh Water Fishing Hall of Fame and Museum.
Is 7BR Waterfront Retreat on Grindstone Lake | Sleeps 20+ | Endless Family Fun pet-friendly?
Yes, this property allows cats and dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet.
How much does it cost to stay at 7BR Waterfront Retreat on Grindstone Lake | Sleeps 20+ | Endless Family Fun?
As of Sep 2, 2026, prices found for a 1-night stay for 2 adults at 7BR Waterfront Retreat on Grindstone Lake | Sleeps 20+ | Endless Family Fun on Oct 19, 2026 start from $1,546, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking?
Onsite parking is available at the property.
What time is check-in at 7BR Waterfront Retreat on Grindstone Lake | Sleeps 20+ | Endless Family Fun?
Check-in begins at 4:00 PM.
What time is check-out at 7BR Waterfront Retreat on Grindstone Lake | Sleeps 20+ | Endless Family Fun?
Check-out is at 10:00 AM.
Where is 7BR Waterfront Retreat on Grindstone Lake | Sleeps 20+ | Endless Family Fun located?
This family-friendly Hayward vacation home is located on the waterfront, within a 15-minute walk of Grindstone Lake and Lac Courte Oreilles. Schoolhouse Lake is 1.1 mi (1.8 km) away.
About the host
Hosted by Meg Armstrong
We’re local families who fell in love with Grindstone Lake and transformed the historic Waterfront Restaurant into the Hayward Waterfront Estate — a place for families and friends to gather, celebrate, and relax. Our goal was to preserve the charm of this beloved landmark while creating a fun, comfortable space for new memories. We hope you enjoy every sunset, swim, and s’more as much as we do!
What makes this property unique
The Waterfront Estate combines the charm of the Northwoods with the comfort of modern design. 15 minutes from downtown Hayward. Once the beloved Waterfront Restaurant, this property has been transformed into a luxurious, family-friendly lakeside getaway made for connection and celebration.
Inside:
Sleeps 20+ comfortably across multiple living and entertainment spaces
Dual full kitchens, custom-built bar, shuffleboard table, and large dining areas
Entertainment living spaces designed for group gatherings and relaxation
Outside:
200+ feet of flat, sandy shoreline ideal for swimming and lounging
Two brand-new docks for swimming, fishing, or boating
Pontoon rental available for lake adventures with all toys included
Expansive patios with outdoor dining and built-in BBQ kitchen
Large firepit and lakeside fireplace—perfect for s’mores and sunset views
Private half basketball/pickleball court, Rainbow playset, and outdoor decks
Whether you’re hosting a family reunion, wedding weekend, or multigenerational getaway, the Hayward Oasis offers the perfect blend of fun, comfort, and elegance. From sunrise coffee on the dock to sunset cocktails by the fire, every moment here invites connection and relaxation.