Vacation rentals in May Township

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Top-rated vacation rentals in May Township

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Top guest favorite

A cozy living area features a modern gas fireplace beneath a flat-screen TV. A leather chair with a side table is positioned next to a low coffee table, while a large window allows natural light to fill the space. A sliding glass door leads to an outdoor deck.

Guesthouse in Stillwater

4.97 out of 5 average rating, 108 reviews

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

Top guest favorite

A light-filled living space features a comfortable leather sofa, a wooden coffee table, and a flat-screen TV mounted on a wooden cabinet. A round dining table with two chairs is positioned near the window. Decorative horse-themed accents are visible on some furnishings.

Guest suite in Osceola

4.96 out of 5 average rating, 245 reviews

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!

Top guest favorite

A rustic cabin exterior features wooden siding and a sloping roof. Two rocking chairs are placed on the front porch, framed by large windows adorned with lace curtains. Surrounding trees display vibrant autumn foliage, enhancing the natural setting.

Place to stay in Saint Croix Falls

4.94 out of 5 average rating, 324 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!

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, 106 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 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.

Top guest favorite

The exterior of the cedar home is framed by tall trees and showcases large glass windows reflecting the colorful sunset. The snow-covered yard adds a serene touch, while the stone wall and pathway lead to the entrance, inviting guests to explore the space.

Cabin in Scandia

4.99 out of 5 average rating, 100 reviews

Luxury 4BR / 3BA Home on 12 Acres, Sauna, Theater

Welcome to Croix Hollow. This custom built cedar home is nestled on 12 acres in the St. Croix River Valley. It features a soaring great room with a wall of windows, remodeled kitchen with quartz countertops, 3 gas fireplaces, 4 bedrooms, 3 bathrooms, sauna, bar, & theater room! Recently renovated and new to the rental market as of February, 2022. Located halfway between historic Stillwater & Taylor's Falls. Wander through the Franconia Sculpture Garden or have a wine tasting at Rustic Roots.

Top guest favorite

An open-concept living area highlights rustic exposed brick walls and hardwood flooring. A comfortable sofa is adorned with colorful cushions, facing a decorative glass coffee table. A stylish lounge chair and a potted plant are present, enhancing the spacious layout. A cast-iron wood stove adds a cozy touch.

Loft in Stillwater

4.97 out of 5 average rating, 380 reviews

Downtown Loft Getaway with Rooftop Deck

With a downtown Main Street location that can't be beat, Stillwater's best restaurants, shops, and riverfront activities are just steps outside the door! This loft apartment combines a sophisticated mix of modern decor, while maintaining the historic architecture and rustic charm. (License number STR2024-14) SOMETIMES THERE IS LOUD MUSIC PLAYED BY OUR NEIGHBORS THAT YOU CAN HEAR THROUGH OUR SHARED BRICK WALL. IF THIS WOULD BOTHER YOU, PLEASE CONSIDER BOOKING OUR "MAIN STREET RETREAT" APT.

Superhost

A glass house reflects natural surroundings, enclosed by trees and sunlight. The interior features a spacious bed draped in white linens, with cozy seating visible nearby. A wooden deck extends outwards, complemented by outdoor furniture and decorative lanterns.

Dome in Afton

4.87 out of 5 average rating, 319 reviews

Star Gazing Glass House 4 Season with Hot Tub

This glass house is heated by 3 infrared heaters in the winter and a portable AC unit during the summer. 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.

Superhost

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

4.91 out of 5 average rating, 193 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

The entrance of a home is highlighted at dusk, featuring a warm, glowing front door surrounded by subtle landscape lighting. Flanking the entrance are dark shutters and a small seating area with decorative accents, offering a welcoming view into the well-maintained yard.

Guest suite in Stillwater

4.97 out of 5 average rating, 102 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, 101 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

A spacious living area features orange walls that enhance its warmth. Two comfortable armchairs are positioned beside a wooden side table, with a table lamp on each. A light-colored sofa adds to the seating, while large windows provide natural light and a view of the surroundings.

Guesthouse in Saint Paul

4.99 out of 5 average rating, 152 reviews

The Birchwood B & B

We are so excited to share our beautiful, secluded woodsy setting with you. When you are here, you are in a sanctuary full of birds, deer, water and wildlife. We are blocks from White Bear Lake, hiking, biking and skiing trails and quiet tree lined streets to wander down. We have bicycles for your use. If shopping, theatre, sports events and concerts are more your thing, we are just moments from major highways to take you directly to the Twin Cities.

Guest favorite

A cozy great room features a sectional sofa in neutral tones, complemented by decorative pillows. A smart TV is mounted on the wall above a modern fireplace. Stained glass windows allow soft light to fill the space, which is anchored by a patterned area rug.

Apartment in White Bear Lake

4.96 out of 5 average rating, 105 reviews

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.