
Holiday rentals in Monticello
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Top-rated holiday rentals in Monticello
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

The Little Red Barn @Three Acre Woods
This is our little glamping barn! There is electricity and the covered patio has a small fridge, microwave, camp stove, and bbq grill. No running water inside. Living room and one bedroom with a queen bed on the first level. The loft has a full bed and room for a sleeping bag or two for more guests. An out house and outdoor shower. I have added an Arctic Ice cooler for hot nights! But no AC. There is a nice fire pit, playground, and goats to play with! Warning: The cats love to visit!

Stunning Lake Views At Sunset Ridge
You'll be perched on a hill with stunning lake views from nearly every window- this light-filled home offers the ultimate retreat. Enjoy paddle boards, kayaks, swim mat & floats - all provided! For you fishing enthusiasts, the dock is a perfect spot to reel in a catch. Relax and soak in the serene surroundings!” We are located 50 minutes from the Twin Cities so it won't take long before you are relaxing and enjoying the beautiful sunset from your deck & sipping your favorite beverage!

Rustic Deer Lake Boathouse ‘Glamping’ perfection!
Our goal is to provide a peaceful break full of relaxation and fun. Our studio space is unique and fully stocked with anything you might need. Deer Lake is a quiet 163-acre lake perfect for relaxing getaways. It has a lakeside fire pit, a lakeside hot tub just for guests, a beautiful four-poster bed, and more. OUTDOOR portable toilet & our unique OUTDOOR showering facilities with a working a sink with hot water:) FOR A FULL DESCRIPTION refer to ‘Other Details of Note’

Star Gazing Glass House 4 Season with Hot Tub
This glass house has a mini split offering both heat and air conditioning. There is something truly magical about being submersed in nature. Watching beautiful snowflakes cascade around its walls, snuggled under heated blankets while star gazing. Rainstorms have a new meaning, sunsets and sunrises become a life-changing experience. This is a photographer's dream, a romantic getaway, or the perfect place to reconnect with yourself. Private hot tub and fire pit.

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.

Welcome to the Grand Legacy Lodge
Welcome to Grand Legacy Lodge, 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.

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.
Popular amenities for Monticello holiday rentals
Other great holiday rentals in Monticello

Our Studio

River Hideaway

Twin Pines Retreat. HOT TUB! Lakefront

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

Spacious Lower Level on Secluded Property

Lucky Loon! Dock, fire pit, & beautiful lake view!

Ida Lake Year Round Cabin!

The Kinni Cottage - Abide Riverfront Farmstay
Frequently Asked Questions
Are there family-friendly vacation rentals in Monticello?
Monticello has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Monticello?
Experience the best of Monticello with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Monticello?
Yes! Work meets play with ease at over 10 vacation rentals in Monticello featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Monticello have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Monticello. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Monticello have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Monticello. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Monticello have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Monticello. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Monticello have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Monticello. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Monticello?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Monticello

Total holiday rentals
Explore 10 holiday rentals in Monticello

Nightly prices starting at
Monticello holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 420 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Monticello holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Monticello rentals

4.8 Average rating
Monticello stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Mall of America
- Target Field
- US Bank Stadium
- Xcel Energy Center
- Minnehaha Falls
- Nickelodeon Universe
- Target Center
- Minneapolis Convention Center
- Valleyfair
- Minneapolis Institute of Art
- Lake Nokomis
- Mystic Lake Casino
- Allianz Field
- Macalester College
- The Armory
- Walker Art Center
- Stone Arch Bridge
- Guthrie Theater
- Paisley Park
- Minnesota History Center
- Como Park Zoo & Conservatory
- Cathedral of St Paul
- Lake Harriet Bandshell
- Minneapolis Scupture Garden





