Vacation rentals in Monticello

4.99 out of 5 average rating, 200 reviews

The spacious kitchen features light-colored cabinetry and modern appliances. A colorful area rug adds warmth to the wooden floor. Natural light fills the room through the wide window, creating an inviting space for meal preparation and dining.

Home in Hudson

Location, Comfort, Amenities! Downtown Hudson, WI!

*As seen in the film "Christmas Lovers Anonymous" (released November 2021)* Welcome home to this fully renovated vacation rental in downtown Hudson, WI. This immaculate home is just blocks from the St. Croix River, and the fun shops and restaurants in historic downtown Hudson. This home was remodeled specifically to host travelers. Every effort has been made to provide guests with the comforts of home. Check out my other 5-Star Hudson property on River Street! County Permit ID# LDGA-BDQRRV

4.84 out of 5 average rating, 113 reviews

A serene view of the lake is captured, featuring a dock that extends into calm waters. A pontoon boat is moored nearby. Lush greenery frames the scene, with shaded areas inviting relaxation. The gentle reflection of trees on the water enhances the tranquil atmosphere.

Cabin in Richmond

Cozy Cabin in Krons Bay on the Horseshoe Chain

This cabin is ideal for a getaway year round. Set in a peaceful, wooded, quiet bay on Horseshoe Lake on the Chain of Lakes. This cozy, inviting cabin has a gorgeous shoreline with a sandy beach, stunning sunset views, a dock that is perfect for fishing (or jumping in!), a raft to swim to, hammocks to lounge in, and a large bonfire area to end your day. Endless outdoor activities year round! This cabin has everything you need for a memorable, relaxing vacation! No detail has been overlooked.

4.92 out of 5 average rating, 61 reviews

Home in Wyoming

Sunset Bay, 2023 Hot Tub!

Come stay at Sunset Bay, where the sky comes alive as the sun slips below the secluded tree line right out your back door. Here, your family can enjoy that much needed getaway on the near half acre lot, situated on a quite lakeside cul-de-sac. Crisps fall nights beckon for the warmth of the lakeside bonfire pit or living room fireplace. Bring your cross country skis or snowmobile once the snow arrives, your back door will connect you to hundred's of miles of trails and boundless fun.

4.84 out of 5 average rating, 44 reviews

The exterior of a three-story house is showcased, featuring a unique architectural design with a decorative gable. Snow blankets the ground, while wooden steps lead to a covered entryway. Surrounding trees contribute to a peaceful neighborhood atmosphere.

Home in Uptown

Premier modern 5 bed room 5 bath new construction

Unbeatable location steps to Lake of Isles with lake views within easy walking distance to all the shops and restaurants of Uptown area. The house is essentially new construction with all the modern amenities including new HVAC with central air conditioning and new plumbing. Plenty of parking in the large two car garage and driveway and on the street. 1 Gigabyte high speed fiberoptic internet. Bicycles and Kayak provided. 5 bed room 5 bath room with heated floors and private patio.

4.78 out of 5 average rating, 54 reviews

Home in South Saint Paul

Southie Paradise: Minutes to Xcel Energy Center

Walking into Minne-GetAway's Southie Paradise, you will genuinely be amazed at the high end finishes, thoughtfully designed layout, and ambiance created through out the home with the zen-like color palette. Unique textures like the concrete fireplace with ship lap accents and tall beadboard paneling will draw your eye to the details that abound throughout this home. Custom tiled baths, stone countertops, and separate bedrooms on each floor make this home unique for your travel needs.

4.99 out of 5 average rating, 246 reviews

A game room features diverse entertainment options, including a shuffleboard table and air hockey table, all set against a vibrant backdrop of purple lighting. Two washers and dryers are visible, and a dining table with chairs is included for casual seating.

Cabin in Atwater

Cabin in Paradise with Gazebo & Hot Tub

The perfect solution for cabin fever! This romantic & private log cabin overlooks beautiful Diamond lake. Two queen size beds, one is adjustable w/massage. Hand-hewn rock gas fireplace, massage chair, fully stocked modern kitchen, wifi, YouTube TV (local channels & espn) & streaming. Enjoy the gazebo & hot tub next to the cabin throughout the seasons. I live across the street & clean and sanitize, so I know it is done properly. Note: Optional (additional charge) game room available.

4.96 out of 5 average rating, 71 reviews

Home in Stillwater

40-acre estate w/spa 3 mi to downtown Stillwater.

Whether you’re looking for a girls weekend, family vacation, or a beautiful place to stay for a nearby event, you’ll find Silver Creek Acres your perfect home-away-from-home. This home is incredibly secluded with mature pine trees lining the entire property. The beautiful rolling hills bring in a variety of wildlife. Relax and unwind by one of two fireplaces inside the home, or cozy up outside with a smokeless fire pit within steps of a 53 jet hot tub!

4.9 out of 5 average rating, 21 reviews

A charming exterior view of the property features a white house with natural wood accents, surrounded by colorful autumn leaves. The screened-in porch offers a cozy spot to enjoy the outdoors, while a gravel driveway leads to the attached garage.

Home in Litchfield

House in Litchfield

Whether relaxing, or in town for business, this rental property has it all. Close to main street, the fair grounds, Lake Ripley, and all of the Litchfield schools, our rental offers a central location to gather. Whether staying in town for business, visiting family, or any other activity this is a great location for you. There are no permanent residents living in this property and it was designed specifically with renters in mind.

Vacation home in Cambridge

A spacious vacation home is situated near the shore of Spectacle Lake, surrounded by greenery. A sandy beach is presented in the foreground, with a blue dock extending into the water. A paddle board rests beside the dock, while trees and an American flag are visible.

4.94 out of 5 average rating, 88 reviews

The Shady Rest on Spectacle Lake

Come relax in our vacation home on beautiful Spectacle Lake, in Cambridge, MN, located 50 miles north of Minneapolis. Our house includes a private sandy beach, swim raft and dock. We are close to snowmobile trails and parks. Ice fishing is right out the door. Also includes a large deck, gas grill, patio table, modern appliances, fire pit, kayaks, paddle board and a large yard. Lots of memories to be made here at The Shadyrest!

5 out of 5 average rating, 20 reviews

A circular stone patio features five wooden Adirondack chairs arranged around a fire pit, overlooking the serene waters of Lake Orono. Lush green grass surrounds the seating area, complementing the tranquil natural setting under a bright blue sky dotted with clouds.

Home in Elk River

BOAT-SWIM-FISH Lake Cottage

Come make memories at this newly renovated historic cottage on Lake Orono with the whole family! Right on the water with a dock included! Walking distance to downtown Elk River, the Dam, Nature Parks, splash pad, library, dog park and playground and beach. Tons of games for all weather and kitchen is fully stocked to entertain. Weather it’s a short visit or a month stay, this home will accommodate all of your needs.

4.96 out of 5 average rating, 26 reviews

The living room features two cozy armchairs and a spacious sofa arranged around a dark wood coffee table. A neutral area rug lies over light wood flooring. Large windows provide natural light, and a modern fireplace is enhanced by a stone accent wall.

Home in Maple Grove

Pristine Spacious Home and Private Attached Suite

Pristine, spacious, and modern home to yourself. In this space, hotel professionalism meets classy and crisp luxury, in the comfort and privacy of a spacious family home. Whether you are visiting for work or leisure, our home is the perfect place for you to relax and unwind. The space is ideal for large families, family reunions, or any large group to stay comfortably. Sleeps 18 plus 2 infants.

4.96 out of 5 average rating, 197 reviews

Guesthouse in Hager City

Suite Stay on the Mississippi River

Enjoy peaceful scenery & nature. Great fishing spots, large variety of native & migrating birds. A clean, safe, private & SMART stay equipped with smart lighting, thermostat, TV, smoke detector & locks. WIFI available. Owners available 24/7 via text & reside close by.

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What guests are saying

Luxury 1800sq.ft Home - Sleeps 8

5 out of 5 average rating, 43 reviews5 months ago

The house was beautiful and had everything we needed for our multi-generational family stay! I absolutely loved the decor and furnishings...clean, updated and still cozy! The neighborhood was quiet and safe although somewhat off the beaten path (definitely not a complaint, just something to keep in mind when booking a stay in Minneapolis).

Home in Minnetonka

What guests are saying

Grand Getaway

4.89 out of 5 average rating, 44 reviews1 month ago

This place worked great for our group of 12! We had plenty of room in the dining room to eat, and everyone had a place to sleep. It’s a beautiful old house with all the uniqueness of older buildings - our kids had fun opening doors and discovering new things. As the advisor of a group of kids, the creaking stairs made it easy to know when they were all waking up. I thought parking on Grand Avenue would be a nightmare but it was just fine. Crystal was amazing to work with and super cooperative - she was a dream to communicate with. I would recommend!

Home in Saint Paul

What guests are saying

Lake cabin;hot tub, sandy beach, games, space, fun

4.9 out of 5 average rating, 21 reviews2 months ago

We stayed for an extended Super Bowl/birthday weekend and had a great time. Super responsive to messages when there was a very small issue and checked in multiple times to make sure all was well. We would love to go back in summer. Very efficient space for a large group and the new hot tub was a hit with everyone in our party. Thank you!

Cottage in Annandale

What guests are saying

Bright 6 Bed Lakefront w/Docks 1 hr. From The City

4.95 out of 5 average rating, 84 reviews6 months ago

This place is absolutely gorgeous! We used the space for our wedding weekend and to get ready for the wedding. Denise was amazing. She was very communicative! She popped in and said hi and also added some cute little decorations. It was very clean and tidy. Check in and checkout were both super easy as well.

Home in Saint Croix Falls

What guests are saying

Home Away From Home- Eden Prairie, MN

5 out of 5 average rating, 27 reviews1 week ago

Shout out to Jo and Chris amazing host and their home is always cleaned very nicely and the bed sheets smell amazing it’s hard to find someone that really takes pride in cleaning their home. We will continue to stay here if available we just hope it’s not rented. Thanks again Jo and Chris y’all are great!!!

Home in Eden Prairie

What guests are saying

Whispering Pines: rivertown getaway

4.89 out of 5 average rating, 46 reviews3 months ago

We had a lovely stay at Sean and Tanitta place. It’s a very secluded and beautiful place, the instructions to get there were very clear, very easy to check in, the place is comfy, warm, well stocked and very clean. Prescott is extremely charming and has amazing views of Mississippi River. The only downside was that it’s been too cold and the game room doesn’t have a heater to suite the big space, so it was impossible to stay in there to play or sleep, but we just kept closed and played the games at the living room, so nothing that we couldn’t manage. We are really looking forward to come back, I believe the spring around there must be something else, or autumn! It’s just too beautiful. :)

Home in Prescott

What guests are saying

Vintage Retreat (Cabin 5)

4.9 out of 5 average rating, 41 reviews6 months ago

Everything was great. The only thing that I could say for improvement would be to consider leveling the bed, or floor. When at the foot of the bed, the right-hand corner by the headboard was much lower than the left-hand foot of the bed. It was actually more comfortable to sleep with our heads at the foot of the bed. It’s an old cabin, and there is settling of the structure that could be looked at, but other than that, everything was great as I mentioned.

Cabin in South Haven

What guests are saying

Tree House on the St. Croix River

4.94 out of 5 average rating, 87 reviews2 weeks ago

A wonderful location and an even better house. The views, the windows, the simple yet cozy decor all made our time here delightful. Abby was so helpful, and responded immediately with any questions we had. We would (and will) highly recommend this house. Definitely hope to be back!

Cabin in River Falls

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Popular amenities for Monticello vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Monticello's top sights

Applebee's Grill + Bar7 locals recommend

Buffalo Wild Wings6 locals recommend

Lupulin Brewing4 locals recommend

Emagine3 locals recommend

Bertram Chain of Lakes Regional Park3 locals recommend

Cornerstone Cafe & Catering Co3 locals recommend

Other great vacation rentals in Monticello

5 out of 5 average rating, 28 reviews

Home in Big Lake

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

4.99 out of 5 average rating, 130 reviews

A spacious deck is furnished with several outdoor chairs, providing a comfortable seating area. Lush green trees and open fields are visible beyond the railing, offering a serene outdoor view. Natural light enhances the inviting atmosphere of the wooden deck.

Home in Somerset

Château

4.76 out of 5 average rating, 34 reviews

A spacious wooden deck features a large dining table surrounded by several chairs. A gazebo is situated nearby, providing shaded seating. The area is bordered by natural foliage, creating a serene outdoor setting suitable for gatherings.

Home in Isanti

Home sleeps 8 near TPC, soccer complex & Schwans

Guest suite in Forest Lake

Two wooden chairs are positioned on a dock at sunset, overlooking calm waters reflecting vibrant hues of pink and orange in the sky. A boat is moored nearby, and potted flowers add a touch of color to the scene.

4.91 out of 5 average rating, 187 reviews

Romantic Lakeside Loft.

5 out of 5 average rating, 11 reviews

The image captures a serene lakeside view, featuring a wooden dock extending into calm waters. Surrounding grassy areas are seen alongside a fire pit, while boats are anchored nearby, framed beneath a bright blue sky dotted with clouds.

Cabin in Rush City

Rush lake Belle Isle Beachfront

5 out of 5 average rating, 17 reviews

A cabin exterior is captured in golden light, showcasing a wooden deck leading to a grassy area. The tranquil waters of Maple Lake are visible, dotted with ducks, while a silhouette of trees frames the scene, enhancing the peaceful lakeside atmosphere.

Cabin in Maple Lake

Modern Lake Retreat – Boat, Swim & Relax

Apartment in Cannon Falls

A shaded patio area features a round table surrounded by four chairs. A planter with colorful flowers sits at the center of the table. A grassy backyard is visible, with additional seating in the distance and trees providing a natural backdrop.

4.96 out of 5 average rating, 102 reviews

Lovely 2 Bedroom One Block From Bike Trail/Winery