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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Guest favorite
Place to stay in Saint Croix Falls
4.94 out of 5 average rating, 448 reviews

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!

Guest favorite
The kitchen features dark cabinetry paired with a granite countertop, accented by two barstools. Stainless steel appliances, including a gas stove and refrigerator, are included. Ample natural light from the nearby window illuminates the warm wooden walls.
Cabin in Marine on Saint Croix
5 out of 5 average rating, 26 reviews

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.

Top guest favorite
An aerial view showcases a rural property featuring multiple buildings, including a large red barn, a farmhouse, and a smaller structure. Lush greenery surrounds the area, with trees and an open field visible. Pathways connect the buildings, creating an inviting outdoor space.
Farm stay in Cottage Grove
4.95 out of 5 average rating, 593 reviews

Luxury Barn Cottage and Villa at Hope Glen Farm

The Corn Crib Cottage Barn or Villa is a luxurious and rustic 1100 square foot space. The Corn Crib originally used to dry corn and animal housing. This is a very rare historical building built in the 1920's The villa has a 2 person whirlpool jacuzzi , rain shower, beautiful full kitchen, fireplace and next to the 550 acre Washington County Cottage Grove Ravine regional park reserve. The Cottage is near the famous lofty lodge treehouse in the area. Treehouse on airbnb listing number 14059804

Top guest favorite
A charming two-story home with a yellow exterior is presented, showcasing a welcoming front porch adorned with hanging planters. The roof features gables and multiple windows, contributing to its classic design. A spacious lawn leads to a paved walkway, offering easy access to the entrance.
Townhouse in Osceola
4.98 out of 5 average rating, 202 reviews

Dr Combacker’s Historic 1880s Home

Voted 2021 & 2023 Readers’ Choice Best Bed and Breakfast! Historic charm marries modern luxuries in this beautiful 1880s home. Built by the pioneering Dr. Henry Combacker, this one of a kind home boasts original woodwork and amazing craftsmanship. Families and groups alike will enjoy the fully stocked kitchen, outdoor living spaces, entertainment for all ages, attention to detail, and close to downtown location. Dr. Combacker’s has all you need for a calm, relaxing stay in and out and about.

Top guest favorite
Home in Stillwater
5 out of 5 average rating, 50 reviews

Peaceful and Private Stillwater Chalet On Water

As you venture down the woodsy driveway of the Stillwater Chalet, you may notice your blood pressure seems to have lowered and your shoulders feel a little lighter. You have entered a private waterfront refuge in the historic town of Stillwater, with downtown 3 miles away. Sip coffee and take in the panoramic view of the backyard pond, play lawn games, and explore the glossy water by kayak. End your day with a relaxing steam shower and an evening beverage around the fire pit under the stars.

Top guest favorite
An inviting exterior view of the guesthouse features a thatched umbrella over decorative patio furniture. The facade is adorned with a blend of red and dark wood, complemented by greenery. A Costa Rican flag flutters beside a private entrance, ensuring a warm welcome.
Guesthouse in Somerset
4.96 out of 5 average rating, 83 reviews

Somerset “La Casita”in the Pines & Peacocks

Take it easy at this unique and tranquil getaway. Enjoy this cozy space with in-floor heat, gas fireplace and charming decor. Set in the pines with walking trails, pet friendly, motorcycle friendly-ATV trails, private patio, fire pit (wood provided). Close to everything Somerset has to offer, the Apple River, Amphitheater, Cedar Lake Speedway, , and more. Conveniently located between Stillwater, Hudson, New Richmond and Osceola.The Casita is cozy and charming with a Costa Rican vibe

Superhost
Apartment in Stillwater
4.79 out of 5 average rating, 14 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.

Guest favorite
A comfortable outdoor seating area is shown, featuring a cushioned sectional arranged around a wooden deck. An umbrella provides shade, while a serene view of the lake and boats is visible in the background. Colorful flowers are positioned along the railing.
Guest suite in Forest Lake
4.9 out of 5 average rating, 225 reviews

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.

Top guest favorite
A spacious bed with crisp white linens is positioned against a wall adorned with an abstract art piece. Natural light filters through a large window, complementing the minimalist decor, which includes a wooden nightstand and a soft area rug underneath.
Guest suite in White Bear Lake
4.99 out of 5 average rating, 160 reviews

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 including stunning floor-to-ceiling tile, heated floors & bathrobes. 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.

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, 201 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.

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 out of 5 average rating, 144 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!

Top guest favorite
The exterior view of a charming two-story home features a light-colored facade with red decorative accents. A welcoming front porch is adorned with dark chairs and flower pots. A brick walkway leads to the front door, flanked by green grass and landscaped greenery.
Apartment in Somerset
5 out of 5 average rating, 19 reviews

Terry's Place - lower unit of a two-story duplex

At Terry's Place, it's all about location! The library and two lively bars are across the street. Pop over to Kennedy's Cafe for some breakfast. Sam’s Christmas Village, Ampitheater, La Pointe Event Center, Oliphant Brewing, hockey rink, grocery store and Apple River are within minutes. This property is cozy! What it lacks in size, it makes up for in charm. Enjoy the updated kitchen and bathroom while taking in much of the original 1940's vibe at Terry's Place!

Popular amenities for May vacation rentals