Holiday rentals in Monticello

Wolf Creek Luxury Eco-Tiny Home on the Ridge

Experience our custom-built eco-friendly tiny home perched on the top of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, loft or many windows looking over the valley. Enjoy our private barrel-sauna, fire-pit, gas grill, pond with canoes and kayak or Wolf Creek with a private crystal-clear swimming hole! Or just chill on the ridge watching the many birds and wildlife. Just over an hour drive from the Twin Cities, a romantic and memorable stay awaits you!

The Wissahickon Inn - The Cozy Cabin In The Woods

You'll love our cabin in the woods! Once a historic mercantile, the Wissahickon Cabin has been transformed into a cozy cabin for 2 - 4 guests. The cabin is situated in the forest and visible from the Gandy Dancer Trail. The front porch boasts an access path directly to the popular Woolly Bike Trail. Our cabin is secluded in the woods, but it's less than a 5-minute drive to downtown St Croix Falls, Interstate Park, dining, shopping, and entertainment. Enjoy a peaceful getaway in the north woods!

Loondocks | Lakeside Hideout w/ Sauna

Less than an hour from Minneapolis, the Loondocks is a sun-soaked, pet-friendly hideout on beautiful Big Eagle Lake. Natural stone steps (NOTE: These are uneven, so do not book if you have mobility concerns!) lead down to the bungalow-style house, a stylish bunkhouse, wood-burning sauna, spacious deck with lake views, and flat waterfront yard. Sip coffee and watch the sunrise, lay out a towel at the end of the dock, or share a meal with the whole family! This is the perfect all-season getaway.

Quiet Country Getaway w/ Scenic Trails ~ Sleeps 4

⭐ Our cozy suite offers a peaceful escape in a quiet rural setting ideal for guests looking to slow down, recharge or enjoy an extended stay. The space is thoughtfully designed for comfort & convenience featuring a private entrance & comfortable sleeping areas. Everything you need to settle in & feel at ease. Whether it's visiting family nearby, working remotely, or simply craving a calm place to rest. We’re just a short drive from town amenities. The setting offers a break from city life.

New Home - Perfect Getaway

Take it easy at this unique and tranquil getaway. Home was built in 2024 so everything is new. We offer 2 bedrooms and 1 bath for a standard stay. During winter months of snow, we allow our guests to use the garage to further enhance their stay while by remaining warm/dry If you want to use the golf hitting bay or basketball court. Please contact the owner directly. Depending on the time of year some facilities might not be available. Additional fees for basketball court or golf hitting bay.

Sanders Lodge @Three Acre Woods

You can sleep well after a long day of snowmobiling, hunting, fishing or sight seeing at this peaceful and centrally-located place. Sit around the campfire in the evening and relax. This has a queen bed, twin trundle bed and comfy couch for sleeping. In the kitchenette there is a full size fridge, a two burner stove, microwave, coffee pot, blender and a toaster/pizza/convection oven. Be aware, you will have to share the party room side with some homeschoolers on Wednesday mornings.

Escape the city @ Rice Creek Guesthouse.

Unwind in our charming 1-bedroom log cottage nestled in the heart of nature. Perfect for a romantic getaway or a peaceful weekend retreat, this serene escape offers over a mile of wooded trails—ideal for long walks, cross-country skiing, or snowshoeing. Relax by the covered bridge and cast a line for a quiet afternoon of fishing, or simply watch deer wander by from your doorstep. Whether you’re seeking solitude or adventure, this is the ultimate spot to disconnect and recharge.

Lakefront Cabin with HOT TUB!

Relax and let life slow down a bit at the Crafted Cottage w/NEW HOT TUB overlooking the lake! Renovated home on peaceful 777 acre Maple Lake. Enjoy views of the water from the family room through floor-to-ceiling windows. Play games, cook your favorite meals in the full kitchen or take in a movie on the smart tv. Big living room to hang out in! Year round fun at this cozy cabin. Visit the local brewery or wine bar + the best coffee in town is right up the road!

Grand Legacy Lodge | Lakefront RV Retreat

Grand Legacy Lodge | Lakefront RV Retreat on Ann Lake, your relaxing lakeside retreat with a touch of luxury. Enjoy a unique spring and summer glamping experience right by the water. Wake up to peaceful lake views, spend sunny days outdoors, and unwind with stainless steel appliances and hotel quality bedding. This fully equipped RV offers the perfect mix of comfort, nature, and adventure. Book your stay and create unforgettable lakeside memories this season.

Valclyde Elite Haven| Gym| Patio| Workspace

Spacious 5-Bedroom | Sleeps 12 | 3 Bathrooms | 2 Living Rooms ✨ Escape to your private retreat in beautiful Big Lake, Minnesota which blends modern comfort with timeless charm, creating the perfect setting for families, friends, and remote workers to relax, and make lasting memories. 🌊 Just minutes from Big Lake, you'll enjoy easy access to boating, fishing, hiking, local dining, while the nearby Northstar Rail offers convenient access to Minneapolis.

Kestrel Cabin

Come relax with your family at this quaint cabin with lake views & lake access. Cozy cabin with all the amenities you will need to enjoy your stay. Lake & dock access to bring your own boat or bring an ice house for winter fishing. Small sandy boat launch and beach located by the dock for your boat or launching the kayaks. Fire-pit for summer fires & indoor fireplace for cozy evenings. Close to grocery stores, restaurants & shopping.

Big Lake Getaway *Arcade, Gym, Large Fenced Yard*

Bring the whole family to this great place with lots of room for fun and entertaining. Set on a beautifully treed 1 acre property. Enjoy the fenced yard with firepit, game room, home gym, yard games, bikes, and more! It's located right on the main walking path, and is within 1 mile to Lupulin Brewery or the bowling alley, and 1.5 miles to the beach! 20x40 Party tent, and daily pontoon rental available! Message me for more details!