Vacation rentals in May

Harriet Carriage House Adorable 1BR with fireplace

Enjoy a quiet stay in this stylish, centrally located Stillwater Carriage House apartment. This private, stand-alone apartment is just under a mile walk to downtown Stillwater, a few blocks from hand-roasted coffee, a historic neighborhood bar, amazing boozy pies, the Summer Farmer's Market, and Nelson's Icecream Shop. Our gem is poised to please with the atmosphere of a boutique hotel, the convenience & privacy of an apartment, and a gateway to nature, culture, and lasting memories. Lic# 2022-6

Cozy Mother-In-Law Apartment—No Cleaning Fee!

Voted 2021 and 2023 Readers’ Choice Best Bed & Breakfast! Steal your getaway at one of Osceola’s most historic estates. Wonderfully nestled in the St. Croix Valley, this apartment’s location will not disappoint. You’ll be a brief walk from beautiful downtown Osceola, close enough to explore the great outdoors, and a short distance from all that the Twin Cities has to offer. You’ll get a cozy and comfortable layout, thoughtful amenities, attached heated garage, and assistance just a message away!

Lakefront Cabin, Dock, Fireplace, 4kTVs, King

☕ Morning coffee with sunrise on the lake. Enjoy coffee bar with drip coffee, Keurig, and tea selection ❄️Winter Wonderland – Snowmobiling and ice fishers paradise, next to ice access! 🏡 Come inside for cozy fireplaces, games, or movie binge on the Roku 🎣 🛶 Top rated dock Fishing, bring your Paddle Board, Kayak, bring or rent a boat 🔥BBQ cookouts, Fire pit gatherings 🎆 Spectacular 4th of July firework views! 📍5 min to downtown Forest Lake, 30 mins to the Mn State Fair and Twin Cities

Entire home near Afton Alps, state parks, beach

Our cottage is snuggled amongst recreational hotspots, walking distance to the beach, 2 miles from beautiful Afton MN (state park, downhill skiing), 4 miles from Hudson WI (shopping, dining, boat cruises, live music), 15 minutes from historic Stillwater. This small but comfortable home has amenities galore, is nestled on a double lot just 2 blocks from the river & 1 block away from a popular biking/walking trail. Sleeps 5 people comfortably. Unpaved driveway with ample parking for 2 vehicles.

Modern Cozy Suite w/ Kitchen & Private Entrance

Discover an ideal retreat in this well-designed suite. Unwind on a plush queen Casper bed for a restful night. Indulge in a luxurious full bath with complimentary bathrobes, stunning floor-to-ceiling tile and heated floors. Start your day with freshly brewed coffee in a fully equipped kitchen, featuring a stove, oven, microwave, tea kettle, and a spacious fridge with a freezer. Explore the beauty of White Bear Lake, one of the Twin Cities largest lakes. This Airbnb stay is sure to be memorable.

Cozy Cabin on Big Marine Lake

Cozy renovated cabin on the west bay of Big Marine Lake. Launch your speedboat or pontoon at the public access on the north end and spend your day boating, tubing or water skiing. Need a break? Tie off on your private dock and use the stand up paddle boards or kayak your way to the sand bar. Big Marine Lake is one of the nicest, cleanest swimming & fishing lakes in the Twin Cities metro area. Get away without spending hours in the car! This cabin is perfect for a family of four or two couples.

The Blue Lagoon on Big Marine Lake

The Blue Lagoon on Big Marine is a convenient stay near the Twin Cities. The two story home is located in a quiet lagoon where you can dock your boat, enjoy fishing, swimming, and views. A 24' tritoon may be available for an additional fee and signed rental agreement. The Interior is completely updated with a coffee bar overlooking the lake, 3 bedrooms, and an eat-in kitchen. Boat launches and a convenience/liquor store are nearby, and Forest Lake and Stillwater are a 15-20 minute drive.

Spacious Lake Stay, Easy Drive!

Welcome to Wades on the Water, your perfect lakeside escape just a short drive from the Twin Cities. This spacious lake home functions as a full duplex boasting 2 fully stocked kitchens, 2 laundry rooms and 2 full bathrooms making a great large family retreat with the ability to sleep 12. Plenty of hangout spots, a hot tub, fire pit, grill, and kayaks, you will have plenty of space to relax. Consider adding in a pontoon rental for only 350$ per day, minimum 2 days! See details below!

Loons Nest in Stillwater, MN

Entire lower level of home is yours with a private entrance. Welcome to Loons Nest! Located minutes from Stillwater… the 1848 Birthplace of Minnesota located on the scenic St. Croix River! A place where authentic paddle wheel riverboats and gondolas glide the waters. Historic Main Street shopping, dining, lodging and entertainment are yours inside this charming town. Beautiful Stillwater is a short drive from the Twin Cities of Minneapolis/St. Paul and Wisconsin border.

Betty's country farmhouse near Stillwater, MN

Spend some time in the country with this 1930's farmhouse that has tons of character, updates and unique style all its own. This was originally a working dairy farm and we are the 4th generation owners. Step into some history and charm with this updated nostalgic home. Main level full bathroom has been completely redone. Sit on the back porch and relax or take a 5 minute drive to historic Stillwater or Hudson and everything the St. Croix Valley has to offer!

Historic Home w Modern Updates Near Taylor's Falls

Cascade House has all the charm you could ask for in a historic house, and all the updates you need to stay cozy and comfortable. With a fireplace, office, and plenty of living space, you may never want to go out. But if you decide to venture out, Cascade House is just blocks from shops and restaurants in historic downtown Osceola, and minutes from hiking at national and state parks, kayaking, canoeing, skiing and ropes courses, and even ATV/Snowmobile trails.

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.