
Vacation rentals in May
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in May
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

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!

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.

Romantic Lakeside Loft.
A wonderful lakeside getaway, with beautiful lake views from your suite and deck. Guest suite includes full kitchen, living room with fireplace, bedroom with attached full bath. Private entrance on side of home with your own private deck for lounging. dining and grilling. Large yard for playing games, fire pit and outdoor tiki bar. Plenty of dock space for boats. Direct access to lake for floating ,paddling, swimming, fishing and relaxing. Paddleboard and kayak available for your use.

Cozy Cabin on Banks of Willow River (Burkhardt)
Our cozy cottage on the banks of the Willow River is ideally situated for enjoying the Willow River State Park experience while enjoying the comforts of home. Willow Falls is a short walk, and the main entrance is one mile from the front door. The cottage has a unique walk-in shower, luxurious tub, and full kitchen for your own use. The main master bedroom has a queen bed, barnboard walls, large windows, access to back deck & outdoor hottub. Two twin beds in front room sleep 2.

Lake House Retreat: Modern, Stylish, Arty, Fun
Secluded modern design, fun, stylish, lakefront retreat carefully nestled in mature pines on 2.5 acres with 120 feet of easily accessible shoreline and large spa for year-round activities. For families, groups, and pets on a countryside neighborhood. Indoors and outdoors are connected with careful positioning of many large windows, sliding doors, patio and rooftop deck. For a closer look at the design, seasonal moments, and behind-the-scenes details, find us @StaysInColor.

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!

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.

Garden Level @ The Lake Hideaway, downtown WBL
Enjoy a stylish experience at this centrally-located place in downtown White Bear Lake. Steps away from our most popular bars and restaurants: Washington Square, Brickhouse, and Big Wood Brewery. Moments away from Lake Ave and the Mark Sather walking and biking trail. The Lake Hideaway is nestled in White Bear's historic downtown. Located on 3rd Street in Hardy Hall (est. 1889). Enjoy a touch of history and unique art deco flare in your retreat.

Cozy 2-Bedroom Stillwater Retreat
Welcome to The Guesthaus on Maple! A brand-new listing in beautiful Stillwater, Minnesota, this home is completely remodeled. Appliances and furniture are brand new! This idyllic retreat is perched upon a hill with a view of Lake McKusik. The quiet street connects with walking trails around the lake. Pets welcome. License #2023-02

The Loft at Strawberry Hill Farm
Welcome to comfort and relaxation! Exquisite rural setting in the river valley of the St Croix. Cozy up in this new barn apartment on our property that is close to beautiful parks and trails and many attractions and also a half hour from the twin cities.
Popular amenities for May vacation rentals
Other great vacation rentals in May

Lovett Farm on Shady Lane

Jono Vines

Bayside Retreat

Cambrian& Co Chic Downtown Falls Overlook Loft

Luxury Lake Cottage - Private Lake Access

Private Riverfront Cabin with Wooded Hiking Trails

Unity Farm-The Cottage/tennis court/river access

Serenity Haven, Entire Home, Fast Wi-Fi, Pets
Destinations to explore
- Upper Peninsula Vacation rentals
- Platteville Vacation rentals
- Minneapolis Vacation rentals
- Milwaukee Vacation rentals
- Wisconsin River Vacation rentals
- Minnesota River Vacation rentals
- Madison Vacation rentals
- Wisconsin Dells Vacation rentals
- Twin Cities Vacation rentals
- Thunder Bay Vacation rentals
- Lake Geneva Vacation rentals
- Duluth Vacation rentals
- Uptown
- Target Field
- US Bank Stadium
- Minnehaha Falls
- Xcel Energy Center
- Mall of America
- Nickelodeon Universe
- Trollhaugen Ski Area
- Valleyfair
- Minneapolis Institute of Art
- Wild Mountain
- Interstate State Park
- Afton Alps
- Allianz Field
- Target Center
- Lake Nokomis
- Guthrie Theater
- Stone Arch Bridge
- Walker Art Center
- Macalester College
- The Armory
- Minnesota History Center
- Mystic Lake Casino
- Minneapolis Convention Center





