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.

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Top guest favorite

A charming cabin is set against a lush green lawn, with large windows reflecting the warm hues of sunset. Tall trees provide shade to the exterior, while a screen porch offers an inviting space for evening relaxation. The serene lakefront is visible in the background.

Cabin in Marine on St. Croix

5.0 out of 5 average rating, 30 reviews

Superb Shore Side Cabin-AMAZING location and view!

This is a 1-of-a-kind, rare find! Imagine a remote northern lake, loons, frogs, eagles, panoramic views of the stars & realize you’re only 30 minutes from town! No hassle of driving 4 hrs north to be stuck on a lake with a 1000 other people & neighbors 2 feet f/you -this is remote w/o being remote! Look no further, you’ve found it!Convenient, safe, wifi, memorable moments just waiting for you! This little gem won’t disappoint! NOTE: NO NEED TO CONTACT ME TO ASK IF IT’S FOR SALE -IT ISN’T. 😃

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Top guest favorite

The living room features large windows allowing soft natural light to brighten the space. A cozy seating arrangement includes two black armchairs and a spacious gray sofa. A central round coffee table is complemented by a decorative piece, and a small side table is positioned beside the sofa.

Home in Hudson

5.0 out of 5 average rating, 135 reviews

DT Hudson Home w/Hot Tub, 1 block from Riverwalk!

Step into history at our 5-bedroom downtown Hudson retreat! Nestled just 4 blocks from shopping and dining, and only 1 block from the historic St. Croix River, this home seamlessly combines modern comfort with timeless charm. Gather your friends or family and enjoy dining, shopping, nature, and the many other local attractions in Hudson...then, come back and refuel in this comfortable space with a hot tub! Immerse yourself in downtown Hudson and relax and enjoy a beautiful, historic home.

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Guest favorite

Apartment in Stillwater

4.86 out of 5 average rating, 21 reviews

Lakefront Villa at Golden Acres

Welcome to our fully remodeled, lakeside apartment nestled above the main office at Golden Acres Campground on beautiful Square Lake. This one-bedroom, one-bath retreat offers panoramic views of the lake and campground, thanks to large windows throughout and a brand-new private deck that overlooks it all. While the apartment has been fully modernized—complete with a new bathroom, granite countertops, and a private deck—it still holds a vintage charm and all the perks of campground living.

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Guest favorite

A light and airy living room features two comfortable sofas, a round coffee table, and a woven rug. Large windows allow natural light to filter in, complementing the neutral color palette. A potted plant adds a touch of greenery to the inviting space.

Cottage in Arden Hills

4.96 out of 5 average rating, 272 reviews

Heirloom Cottage | Wooded Retreat, Hot Tub & Sauna

A beautiful 1920s cottage on 1.2 wooded acres on a quiet Arden Hills street, 15 minutes from Minneapolis and St. Paul. It feels a world away. Cared for by Luke and Beka. Cozy fireside sitting room, peaceful sunroom with a hanging swing, well-stocked kitchen with a coffee bar, and a glass-walled backyard studio. Hot tub and sauna open year-round. Comfortable beds and thoughtful touches. Sleeps 10. Built for friend trips, family weekends, and anyone who could use a good exhale. Come rest.

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Top guest favorite

Apartment in Forest Lake

5.0 out of 5 average rating, 123 reviews

Beauty & Serenity. 6 guests/2 bedrooms!

The space is tastefully decorated! It has two bedrooms with a Day bed with pull-out trundle, a Queen sofa bed in the living room. Has parking & private entry, full kitchen, dining & living room with private full bath, Dish-network TV in each bedroom & living room. Forest Lake is a quaint town 30 minutes from both downtowns of the twin cities. It’s close to the Blaine airport, sports center+Running Aces Casino. It has several shops+ restaurants+ a beach area on Forest Lake!

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Top guest favorite

An outdoor patio space features a dining table surrounded by chairs, with an umbrella for shade. A hot tub is positioned nearby, and a section of the deck is adorned with a patterned rug. Lush greenery provides a natural backdrop.

Home in Stillwater

5.0 out of 5 average rating, 23 reviews

Private Stillwater Oasis/Hot Tub/5 min to DT

📍3 wooded acres • 5 minutes to downtown Stillwater & the St. Croix River • 5 bedrooms | 4 bathrooms • Fully stocked kitchen • Multiple gathering spaces • Hot tub • Fire pit • Outdoor dining • Private backyard oasis Perfect for: • Girls’ getaways • Bachelorette getaways • Family vacations • Friends’ weekends Enjoy a peaceful setting just minutes from restaurants, shopping, wineries, breweries, and the riverfront. 📆 Book your Stillwater getaway today! License #2026-01

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Top guest favorite

The exterior of the home features a combination of stone and wood elements, set against a backdrop of vibrant autumn foliage. A chimney is visible on the roof. The surrounding trees contribute to a serene atmosphere, while a fence delineates the property.

Home in Mahtomedi

4.97 out of 5 average rating, 120 reviews

Stone home, walk to lake + paddleboards

Enjoy chic cabin vibes, just 25 minutes from the twin cities in the suburban small town of Mahtomedi. Our home is the private top level of a duplex in a tree-filled, quiet and family-friendly neighborhood. Take a quick walk to the crystal clear, White Bear Lake or stroll the endless wooded paths, access just steps away. - Stillwater - 15min - St Paul- 20 min - Downtown White Bear - 5min - MSP Airport - 30 min Perfect for: - Girls weekend - Wedding guests - Family visits

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Top guest favorite

A single-story home is framed by lush greenery and flowering shrubs. The entrance features a decorative door and stone accents, while a well-maintained lawn leads to the front. The surrounding trees provide a natural setting, enhancing the peaceful environment.

Guest suite in Stillwater

4.99 out of 5 average rating, 214 reviews

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.

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Guest favorite

The modern retreat features an expansive outdoor patio with comfortable seating arrangements. Large windows accentuate the two-story structure, revealing a seamless blend of indoor and outdoor living areas. Surrounding tall trees provide a sense of isolation and tranquility.

Home in Somerset

4.96 out of 5 average rating, 139 reviews

Artful Countryside Retreat • Hot Tub • Fire Pit

Secluded, modern, stylish retreat nestled in mature pines on 2.5 acres near Apple Lake. Enjoy a large hot tub, fire pit and year-round activities. The property sits on a lagoon that is currently separated from the lake due to low water levels. The lagoon is suitable for kayaking, pedal boating and fishing, but not swimming. Large windows and sliding doors connect indoors and out, with a patio and rooftop deck. For more design and seasonal moments, find us @StaysInColor.

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Top guest favorite

An aerial view captures a spacious rural landscape featuring two silos and a large barn amidst colorful autumn foliage. A serene river lies in the background, with a bridge connecting the distant shore. The area is surrounded by cornfields, highlighting the agricultural heritage of the property.

Farm stay in Hudson

5.0 out of 5 average rating, 149 reviews

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!

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Guest favorite

A welcoming living area features a patterned area rug centered on a warm hardwood floor. Two armchairs and a small table complement a cozy seating arrangement, while a decorative fireplace adds charm. A workspace with a chair and desk is visible in the background.

Home in Osceola

4.93 out of 5 average rating, 203 reviews

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.

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Top guest favorite

A two-story home is illuminated under a clear sky, surrounded by bare trees. A spacious deck with railings wraps around the upper level, while multiple steps lead down to a lower wooden path. Outdoor seating and tables are visible on the deck.

Home in Marine on St. Croix

4.92 out of 5 average rating, 71 reviews

Big Marine Lakeside Retreat

Welcome to Big Marine Lakeside Retreat. This beautiful lake home, right on the east bay of Big Marine Lake is just waiting to host you and your memories. The home features a newly remodeled kitchen with all new appliances and plenty of counter space. The open concept main level opens up to a cozy living space with vaulted ceiling and a wall of windows to enjoy the beautiful view of the lake. Big Marine Lake is known for its clear water and great fishing!

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