Highland House on Lake Mary with Pool Dock Game Room Sleeps 21

Twin Lakes, Wisconsin
$1311 avg/night
Minimum Stay 2 Nights
Bed 7

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 19

Max Sleeps

Night 2 nights

Min Stay

Whether you're eager to make waves in the water, explore the outdoors, or simply kick back and soak in the lake life, Twin Lakes has something for everyone! The Highland House is a charming property located at the northern end of Lake Mary, and sleeps up to 21 guests across 7 spacious bedrooms. Bring the whole crew, including your furry friends, and embark on a memorable adventure. Start by visiting one of the two namesake lakes in town, where the sparkling waters invite you to swim, boat, fish, and enjoy a variety of water sports.

Pack a picnic and spend the day lounging on the sandy shores, building sandcastles, and basking in the sun with your loved ones. For a unique family outing, consider renting a pontoon boat or kayak to explore the scenic shoreline at your leisure. If you're up for a short trip, Lake Geneva is just under 20 minutes away, offering its own mix of lake and city experiences. This home also features direct lake access via a separate lot, complete with a pier-ideal for parking boats or setting off on kayak or paddleboard adventures.

For more water fun, you don't need to go far; the home's private, in-ground pool provides plenty of opportunities to swim and soak up the sunshine from the surrounding deck seating. Multiple outdoor spaces allow for gatherings, whether you're enjoying the lake views with a good book on the deck, dining on a BBQ lunch from the grill, or sitting around the fire pit toasting treats and sharing stories from the day's adventures.

Inside, the home is just as impressive, with ample room for everyone to find a cozy corner or come together in communal areas for connection and entertainment. Relax in the main or basement living areas on plush sofas and stream your favorite shows on the smart TV. The seamless flow between indoor and outdoor living lets the lake breeze fill the home. The fully equipped kitchen is sure to appeal to the chef of the group, featuring stainless steel appliances, butcher block countertops, and sleek white cabinetry stocked with cookware and dining ware. Two dining tables, seating 8 and 6 respectively, are perfect for formal meals or impromptu game nights.

And there's still more! Step up the fun in the game room above the garage, which boasts a comfortable seating area, smart TV, full-sized pool table, foosball, and a Pac-Man tabletop arcade game. The cottage studio is a sought-after spot, offering a private space separate from the main house with a full bed, bathroom, smart TV, and kitchenette.
**FIREPLACES ARE NOT SAFE FOR GUEST USE**

This home comfortably sleeps 21 guests across 7 private bedrooms:

Main Home:
Bedroom #1: King size bed and smart TV.
Bedroom #2: Queen size bed.
Bedroom #3: Queen size bed.
Bedroom #4: Queen size bed.
Bedroom #5: Queen size bed.
Bedroom #6: Queen size bed, twin-over-twin bunk bed, and 3 standalone twin beds, plus an ensuite bathroom with a single vanity and shower/tub combo.
Bedroom #7: King size bed and a twin-over-twin bunk bed.
The home also includes 3 additional full bathrooms: two with a single vanity and glass walk-in shower, and one with a dual vanity and glass walk-in shower.

THINGS TO NOTE:
*Please note: After your reservation is confirmed, we will send an electronic guest rental agreement. Signing the agreement and completing additional identity verification, which may include providing a valid form of identification, are required to finalize your booking and receive check-in instructions.
*Driveway parking available for up to 12 vehicles.
*Red Cottage is not for guest use, it is a utility pump house for the well
*There are exterior cameras facing the pool and driveway for safety & security purposes
* Pool is Open Memorial Day Weekend - until Sept 30 2025
*Before you check out we ask that you please place your pool/hot tub towels in the washer and start a cycle.
*Pier is a shared pier, if bringing or renting a boat please call to inform us ahead of time with size and length.
*Please note, pier use is guaranteed Memorial Day weekend through Labor Day Weekend. Please inquire if any sooner/past that date.
The Pier is shared with the home directly next door (Big Blue Lakehouse & Pine Street Pointe). You will have full access to tie your boat up on the right side of the pier. One boat max.
*If you are looking for more sleeping for larger groups, consider renting Big Blue Lakehouse (sleeps 12) and/or Pine Street Pointe (Sleeps 12) in addition to this home, all three homes can sleep 45 total combined. They are located next door to each other.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    7 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    4 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • THINGS TO DO

    Birdwatching Nearby Fitness Facilities Nearby Power Boating Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Arcade/game Room Games Pool Or Billiards Table Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Highchair
  • LOCATION HIGHLIGHTS

    Near Outlet Shopping On The Lake
  • SERVICES AND CONVENIENCES

    Concierge Services Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 19

Map Map

School District Availability

Review Review

  • Patrick B.

    Submitted Feb 16, 2026

    Stayed Feb 13, 2026

    We greatly enjoyed staying at this house. The host made it super easy in all areas. The house has an abundance of amenities from the kitchen to the entertainment room. Our large family (4 couple with children) had plenty of private space to enjoy which made it a successful gathering.

  • Sharon C.

    Submitted Jul 30, 2025

    Stayed Jul 9, 2025

    Pros: easy check-in, relatively well-stocked large kitchen (could use a dish strainer, blender and some ice cube trays), loved the table able to seat large group, appreciated the ability to accommodate large group with number of rooms and room configurations, plenty of linens and toiletries, location close to Chicago, POOL!!! SAFETY Issues: 1) Bed frame in small 1st floor room protrudes beyond mattress. 2) Spindles on king lower level bed removed and naked screws sticking up.Problem areas: severe damage to kitchen floor, some furnishings really beat up, cheap covers on couches, bi-fold closet doors all off tracks, microwave handle damaged, cottage less than clean,cheapest TP and paper towels. Rear Deck cushions worn and torn, rear of house filthy, perhaps 10-12 equally filthy lights over rear deck working. Owners need to contract for recycling pick-up!

  • Tracey D.

    Submitted Jun 5, 2025

    Stayed Jun 1, 2025

    Great location, great house and pool, no complaints. Would stay here again.

  • Rebecca P.

    Submitted Oct 10, 2024

    Stayed Sep 27, 2024

    We loved staying here for the weekend. We used the pool a lot, it was awesome. Heated to about 82 degrees. There were just enough beds for our large group. Plenty of towels and linens. Lots of different places to hang out. We'd come back for sure.

  • Janet G.

    Submitted Sep 13, 2024

    Stayed Sep 9, 2024

    12 to 14 of us take a yearly trip with our special needs adult children. This property had all the room we needed, great game room and wonderful pool. While we had a beautiful view of the lake it was about two blocks away. That would be the only negative. We had a great time!

  • Vanessa A.

    Submitted Sep 3, 2024

    Stayed Aug 22, 2024

    Perfect!! Will stay here again! Deanna who manages the property is very accommodating!! House was very clean!!

  • Julie D.

    Submitted Sep 2, 2024

    Stayed Aug 26, 2024

    It was absolutely one of the best places we have stayed at and one of the most relaxing vacations! Dee was wonderful to work with and really went above and beyond to make our stay the best it could be. Many thanks for everything from our family!

  • Carrie K.

    Submitted Aug 20, 2024

    Stayed Aug 9, 2024

    Everyone had a wonderful time relaxing and enjoying the beautiful pool. With 20 people there from age 2-75, we never felt crowded at all!

  • Kristen F.

    Submitted Aug 19, 2024

    Stayed Aug 2, 2024

    We had a wonderful stay at this house! It was very spacious for our family with 11 adults & 6 kids. The layout of the kitchen/dining room was perfect for large family meals. The heated pool was very clean and we spent most of our days in the water. The game room is separated from the house above the garage which was perfect for our group. The adults could go hang out there after the kids went to bed. The property manager checked in on us multiple times to see if we needed anything. Overall, a great stay & we’d definitely return in the future. Only tip would be to pack extra bug spray as there were a lot of mosquitoes (which is to be expected when you’re right near a lake and we had some rain.)

  • Zach B.

    Submitted Aug 4, 2024

    Stayed Jul 26, 2024

    My family picked this place for our biennial family gathering which included 19 people this year. The place was spacious, lots of places to gather as family and good privacy. We were able to accommodate everybody comfortably. The place was wonderful, Dee, the manager, was very responsive, the pool was great and we would consider re-renting this place in two years. Of note, we did use the cottage but the water to the cottage had a strong fetid smell and my family staying there could not use the shower or sink because the odor was too strong. The manager attempted to fix it but was unsuccessful, and the owner refused any reimbursement. The lake was a touch of a walk but the pool made up for it. Lastly, the HVAC unit is located in the basement, and in order to keep the top floor at a comfortable temperature, the basement gets very cold. Whoever plans on sleeping in the rooms down there should enjoy the cold or bring extra blankets.

  • Jack O.

    Submitted Jul 26, 2024

    Stayed Jul 19, 2024

    Our entire family of 16 had a wonderful time at the house. The game room was a real hit with the kids and the pool was excellent. Deanna, our property manager, checked in with us every day to make sure everything was good. She is a wonderful lady and we enjoyed working with her. We hope to visit again. Thank you!

  • Peggy P.

    Submitted Jun 22, 2024

    Stayed Jun 18, 2024

    The home was beautiful but upon our arrival it was obvious the in-ground pool was unusable. Deanna was very responsive to our issues but the issues were unable to be addressed quickly. The home switched owners about 5 months ago and it is my opinion the new owner is unresponsive and only interested in the money he hopes to make. He did end up coming to the house and we were able to give him a list of the issues we found in the house and the pool. I hope I’m wrong and he brings this house back to its original beauty!

  • Gayle S.

    Submitted Jun 19, 2024

    Stayed Jun 14, 2024

    Wonderful long weekend, country cozy, rooms for all, beautiful lake view from large back deck and huge windows, great game room, lake access, lots of room to spread out, modern bathrooms and showers, huge kitchen and dining area, fire pit, amazing swimming pool, 10 minute drive to town.

Your dates are Available!

Total

Includes taxes and fees
$1,311+
View details