Welcome to Hillside Retreat — A Private Estate Getaway in the Heart of Minnesota’s Lake Country
Escape to Hillside Retreat, a secluded estate nestled on 20 acres of towering pines and serene woodlands in the beautiful Brainerd Lakes Area. Whether you’re gathering the whole family, reconnecting with lifelong friends, hosting a golf trip, or leading a wellness retreat, this exceptional property was made for moments that matter.
A Distinctive Northwoods Haven!
This thoughtfully designed 4,000+ square foot estate balances the distinctive character of a large Northwoods residence complemented by character with refined, modern amenities. With room to comfortably accommodate up to 19 guests (16 adults max), you’ll find generous gathering spaces, inviting bedrooms, and private nooks for quiet moments — all infused with warm, timeless style.
Your Own Private Playground in the Woods!
Surrounded by pristine Minnesota forest, Hillside Retreat invites you to unplug and recharge. Stroll miles of wooded trails, relax poolside with a drink in hand, share stories around a crackling fire under the stars, or catch a glimpse of passing deer while sipping your morning coffee on the Front Porch. It’s more than a stay — it’s a setting for your next chapter of memories.
More than just a place to stay, Hillside Retreat delivers an experience tailored for memory-making. Here’s what awaits:
Highlights include:
Heated Pool & Outdoor Hot Tub
* Pool will be closed Oct. 6th for 2025 Season*
Covered Outdoor Kitchen
- Gas grill, Blackstone Griddle, Charcoal grill, 5 burner gas Stovetop, wood fired pizza oven, mini fridge, commercial ice machine
20 acred of wooded, Private Nature Trails
Outdoor Lounge space and Dining Options
Fire Pits & Outdoor Gathering Spots
Built-in Corn hole Court + Lawn Games
Rustic driving range with "golf balling experience"
Child Playground and sand box
Extra refrigerator in Garage
Rentable golf cart
Games
Shampoo, Conditioner, Body Wash
Wood Burning Fireplace
Accommodations: Maximum Sleeping Occupancy: 19 guests | Max 16 Adults
* 1 King Bedroom Ensuite (Main Floor)
* Upper Level - 4 King Bedrooms — including one with twin bunks (for children only) and one with a toddler bed
* Lower Level - 1 King Bedroom with twin bunks (for children only)
* Lower Level - 2 Queen Beds
--- Please note bunk beds are to be used for children only, up to 120 LBS
THE AREA
Traditional Golf Course at Breezy Point Resort (5 min)
Pelican Lake Public Water Access (6 min)
Downtown Pequot Lakes (7 min)
Downtown Nisswa (13min)
Breezy Point Surf Mini Golf (4 min)
Paul Bunyan Trail Access (10 min)
Downtown Pequot Lakes (11 min)
The Preserve Golf Course (11 min)
Crosslake, MN (15 min)
Parking: Please keep on-site parking for up to 8 vehicles, with driveway and roundabout space.
PET POLICY
-Hilltop Retreat is pet friendly with prior approval, a signed pet addendum, and a fee of $50 per day. Max 2 pets allowed. Fee applied to reservation after booking is made. Please remember, you are required to clean up after your furry companions. On top of the pet fee, there will be an additional fee starting at $150 if we deem there is clenaing issues or damage to the property regarding your pets stay.
EVENTS
We welcome family reunions, bachelor/bachelorette parties, golf weekends, and corporate retreats. Interested in hosting a private event? Contact us for details!
Craving something extra? Elevate your getaway with curated local experiences:
Optional Add-On Experiences
Private Chef Dinners
Charcuterie Tables and Boards
Mobile Sauna & Wellness IV Services
Guided Fishing Trips
Farm-to-Table Local Produce & Meat Delivery
Private Yoga Sessions
Interested in hosting a private event? Let’s talk about creating a tailored experience for your group. *** Please feel free to visit our own Wine shop located on property when open. We can also set up an appointment for our guests for a personal wine tasting experience. ---
Important Notes
➝ A signed rental agreement and guest safety screening are required to confirm your reservation.
➝ No smoking permitted on property.
➝ Must be 25 years or older to rent.
↟ Hillside Retreat is proudly managed by Woods to Water Vacation Homes — the Brainerd Lakes Area’s trusted choice for elevated vacation experiences.
