Located within a 5-minute walk of Lake Mary, this vacation home is within a 15-minute stroll of Lance Park. The vacation home includes a private pool, a kitchen, and a fireplace.
Twin Lakes Private Park Beach - 4 min drive - 1.4 miles
Getting around
Fox Lake Station - 22 min drive
Kenosha, WI (ENW-Kenosha Regional) - 37 min drive
Restaurants
Burger King - 3 min drive
The Hideaway - 7 min drive
La Casita - 18 min walk
Yolo's Restaurant - 8 min drive
Corner Kitchen Restaurant - 2 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Highland House on Lake Mary with Pool Dock Game Room Sleeps 21
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, while fireplaces in each living space keep things warm and cozy during cooler months, perfect for family movie nights. 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.
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.
The vacation home is air-conditioned and features a kitchen, 4 bathrooms, and a balcony, and there's space to spread out with 7 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fireplace.
Similar properties
Lakefront Big Blue Lakehouse Pier, Game Room, Boat Parking & A+ Views
Lakefront Big Blue Lakehouse Pier, Game Room, Boat Parking & A+ Views
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock
Policies
Check-in
Contactless check-in available
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
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, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.
Property is also known as
887037
Frequently asked questions
What's there to do near this vacation home?
This vacation home is located in Twin Lakes, a short 4-minute walk from Lake Mary and also 17 minutes on foot from Lake Elizabeth. You'll also find Lance Park and Mueller Park less than a mile away.
Is parking available on site at this vacation home?
No, there isn't parking at this vacation home.
Is this vacation home adjacent to a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.
What amenities will couples enjoy at Highland House on Lake Mary with Pool Dock Game Room Sleeps 21?
At this lakeside vacation home, there are many amenities for couples, including a private pool and a fireplace in each accommodation with some featuring lake views.
Does Highland House on Lake Mary with Pool Dock Game Room Sleeps 21 have a hot tub?
No, but this vacation home does have a heated pool.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Will this vacation home allow pets to stay free of charge?
No, pets aren't allowed at this vacation home.
Are there connecting rooms at this vacation home?
No, there aren't connecting rooms at this vacation home.
How close is the airport from this vacation home?
The closest major airport to this vacation home is Kenosha, WI (ENW-Kenosha Regional), which is 23.3 mi away (37 minutes by car).
Are there rooms with balconies that I can book at Highland House on Lake Mary with Pool Dock Game Room Sleeps 21?
Yes, every accommodation at Highland House on Lake Mary with Pool Dock Game Room Sleeps 21 comes with a balcony with some featuring lake views.
Highland House on Lake Mary with Pool Dock Game Room Sleeps 21 Reviews
Reviews
9.4
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 62 out of 79 reviews
10 - Excellent
62
Rating 8 - Good. 12 out of 79 reviews
8 - Good
12
Rating 6 - Okay. 3 out of 79 reviews
6 - Okay
3
Rating 4 - Poor. 1 out of 79 reviews
4 - Poor
1
Rating 2 - Terrible. 1 out of 79 reviews
2 - Terrible
1
9.2/10
Cleanliness
Reviews
10/10 Excellent
Austin R.
Nov 18, 2025
Austin R.
Stayed 2 nights in Oct 2025
8/10 Good
Sharon C.
Jul 30, 2025
Liked: Cleanliness
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!
Sharon C.
Stayed 8 nights in Jul 2025
10/10 Excellent
Tracey D.
Jun 5, 2025
Liked: Cleanliness
Great location, great house and pool, no complaints. Would stay here again.
Tracey D.
Stayed 3 nights in Jun 2025
10/10 Excellent
Rebecca P.
Oct 10, 2024
Liked: Cleanliness
Great for our group
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.
Rebecca P.
Stayed 2 nights in Sep 2024
10/10 Excellent
Janet G., Chicago
Sep 13, 2024
Liked: Cleanliness
Annual Special Olympic Trip
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!
Janet G.
Stayed 4 nights in Sep 2024
10/10 Excellent
Vanessa A.
Sep 3, 2024
Liked: Cleanliness
Team building event
Perfect!! Will stay here again! Deanna who manages the property is very accommodating!!
House was very clean!!
Vanessa A.
Stayed 1 night in Aug 2024
10/10 Excellent
Julie D.
Sep 2, 2024
Liked: Cleanliness
Very nice!
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!
Julie D.
Stayed 4 nights in Aug 2024
10/10 Excellent
Carrie K.
Aug 20, 2024
Liked: Cleanliness
Annual family vacation
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!
Carrie K.
Stayed 5 nights in Aug 2024
10/10 Excellent
Kristen F.
Aug 19, 2024
Liked: Cleanliness
Wonderful stay
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.)
Kristen F.
Stayed 7 nights in Aug 2024
10/10 Excellent
Zach B.
Aug 4, 2024
Liked: Cleanliness
Lovely place for Family Gathering
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.
Zach B.
Stayed 7 nights in Jul 2024
10/10 Excellent
Julie H.
Jul 31, 2024
Liked: Cleanliness
Julie H.
Stayed 4 nights in Jun 2024
10/10 Excellent
Jack O.
Jul 26, 2024
Liked: Cleanliness
O'Malley Vacation-Twin Lakes
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!
Jack O.
Stayed 7 nights in Jul 2024
6/10 Okay
Peggy P.
Jun 22, 2024
Liked: Cleanliness
A beautiful home but many issues
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!
Peggy P.
Stayed 3 nights in Jun 2024
10/10 Excellent
Gayle S.
Jun 19, 2024
Liked: Cleanliness
Country Cozy
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.
Gayle S.
Stayed 4 nights in Jun 2024
10/10 Excellent
Mark W.
Dec 28, 2023
Liked: Cleanliness
Family Christmas
Good property for all 15 of us
Mark W.
Stayed 2 nights in Dec 2023
10/10 Excellent
Tiffany H., Waterville, Ohio USA
Nov 2, 2023
Liked: Cleanliness
Family and friend getaway
What a cozy and inviting home! This home was relaxing with great style, lots of places to sit and relax with the other families. The kids especially enjoyed the game room. Lots of space and a beautiful view!
Tiffany H.
Stayed 3 nights in Oct 2023
10/10 Excellent
Elaine P.
Oct 24, 2023
Liked: Cleanliness
Family Away Wedding stay
We needed a place to stay for our son's wedding in Illinois to hold 20 family members. This home is beautiful and spacious, with a beautiful floor plan allowing you some privacy while never being away from the action. The kitchen is spacious and the center of the home. The window views are amazing! The location was perfect with a beautiful lake view, and a small neighborhood for walking. We had a great time!
Elaine P.
Stayed 3 nights in Oct 2023
10/10 Excellent
Avis S.
Oct 16, 2023
Liked: Cleanliness
Awesome Wedding Weekend
Enjoyed every minute of a wonderful weekend.
Avis S.
Stayed 2 nights in Oct 2023
4/10 Poor
Rex G.
Sep 29, 2023
Disliked: Cleanliness
Disappointed
Way too many interruptions and breakdowns. Rented Pool House had sewage smell. Heated pool had heater turned off. Washing Machine broken. Pipes broken at Washing Machine. Box Springs on one bed broken. Dish Washer did not clean dishes. Clothing from prior renters left in drawers. Pets welcome advertised, but printed welcome page at the house stated it was a pet free rental but if pets were brought along there would be an additional pet cleaning fee and original 12:00 PM checkout time was changed to 10:00AM checkout time. There was not one day during our stay that workmen or repairmen were there interrupting our vacation. When the cleaning lady/caretaker arrived at 10:00 AM to clean the Pool House and Game Room she asked permission to enter the house to start the washing machine. I agreed and my daughter found her making the bunk bed with the soiled sheets removed from the bed instead of clean replacement. (not sanitary). Later when the cleaning lady loudly made a complaint about people bringing pets, my daughter had enough and confronted her. She condescendedly put her hand on my daughter's shoulder and apologized. All this was reported to the owner via text. He asked for my thoughts on how to make up for all this and I responded. He never responded back with a counter proposal.
Rex G.
Stayed 4 nights in Aug 2023
10/10 Excellent
Jenny B., Elm Grove WI
Aug 24, 2023
Liked: Cleanliness
Family Fun
Property was comfortable and accommodated our family (ages 3-62) nicely. It was a very hot few days during our stay. The pool and air conditioned game room sure came in handy. The kids caught lots of fish off the dock, which was nice.
Jenny B.
Stayed 4 nights in Aug 2023
8/10 Good
John S.
Aug 20, 2023
Great place on a lake with a pool
Wonderful time at Twin Lakes - our second stay.
John S.
Stayed 8 nights in Aug 2023
6/10 Okay
Mary J., Chicago
Aug 6, 2023
Nice pool and game room but needs updating.
Pool was great and nice views of the lake but photos were misleading. A walk to the pier and lake not right there and the canoe was fully of moldy water and kayaks were flimsy. The kids enjoyed the game room. The house itself was dated and needs some renovating
Mary J.
Stayed 7 nights in Jul 2023
10/10 Excellent
Dana B.
Jul 1, 2023
Liked: Cleanliness
Loved it
Our family of 16 had a wonderful stay at this property. Well stocked kitchen, gorgeous view, unbelievably clean and large pool. Lots of chairs inside and outside. Lots of places to sleep and hang out. We will definitely consider going back. They provided lots of chairs and beach towels and 2 refrigerators. The dock area is about a 1 block walk and i wasn’t sure how to find it but it’s the only dock with no house on the property and 4 places to sit. We rented a pontoon and got on and off at the dock for a fun day of boating. If you walk to the dock you’ll want to use the street to get there. The game room is brand new and a super fun hangout area for teens. We really appreciate being able to bring our well behaved dog. We had one small maintenance issue and got answers and results immediately. Wonderful property!!
Dana B.
Stayed 4 nights in Jun 2023
8/10 Good
Karen T.
Jun 18, 2023
some all it chaos our family calls it family vacation
We started with a few minor glitches, which were resolved by the next day. The pool was large, could have been a little cleaner. The kitchen was very large, but lacking a few cooking items which we had to bring from home. The view of the lake was spectacular, unfortunately the may flies were all over the patio windows. The king bed in the basement had a noise issue, every time you rolled over or moved on the bed it sounded like crinkling plastic. We had ages from 2 to 82, Overall we enjoyed the home and property and would stay again.
Karen T.
Stayed 7 nights in Jun 2023
8/10 Good
lori c., Valparaiso IN
May 1, 2023
Liked: Cleanliness
Great home and property!
I would make sure you confirm the house check in and out times on the listing was not what they expected. We were rushed out in the morning because they had an early check in and cleaning was there.