Holiday rentals in May Township

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Top-rated holiday rentals in May Township

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Guest favourite
A charming treehouse is nestled among the lush branches of a large, mature oak tree. The wooden structure features multiple levels with a spacious deck that connects to the main entrance, surrounded by greenery, creating a serene and natural environment.
Home in Cottage Grove
4.98 out of 5 average rating, 700 reviews

Tree House Luxury Stay

Perched high in the majestic arms of a 150 year old Burr White Oak tree. This cozy 1200 square foot, seven-room house not only has breathtaking views it also has enchanting and delightful surprises befitting of a fairytale. Climb 40 feet up onto the Observation Tower, where a telescope waits for you, ready to scan the night sky, and reveal the panorama of the heavens -- overlooking 500 acres of natural splendor right next door. Step into the hot, bubbling jets of the jacuzzi, or warm caress of the rain shower, and restore your spirits by soothing your muscles, melting away any residual tensions of the day. Get a restful sleep in one of our soft beds. In the morning, pad around on in-floor radiant heated floors (so cozy during winter-time.) Or enjoy your morning coffee on one of four outside decks. And don’t forget to solve the mystery of the Treehouse, that awaits your discovery within its wood beamed walls. This treehouse was custom designed by its architect with three dimensional chess in mind. Artisan architectural details are found throughout. Crystal chandeliers bedeck its high ceilings, and marble countertops grace the elegant, fully appointed kitchen. (A surround sound system helps set the mood for those special dinners in the dining nook.) One of two fireplaces adds luxurious touches to the primary bedroom with a queen bed, and hideaway bed in the secret room, along with a jacuzzi and rain shower in the primary bath, as well as a second bathroom in the secret room. Perfect for honeymooners, couples, business/corporate overnights, solo travelers and families with children over twelve years old. These are only a few of the many luxury details in this spectacular vacation spot must-see. Spend your days snuggled up beside the fireplace of your choice, while enjoying the panoramic views. You can stream your favorite movies and shows with Broadband Wi-Fi throughout the house. Come down for a leisurely walk around the grounds, and stop by to visit and feed the goats and chickens that call Hope Glen Farm their home in the corral of this historic farmstead. Bring your stress levels down and your heart rate up by walking over to Washington County Cottage Grove Park Reserve, just steps away, and answer its call to explore over 550 acres of fields and forests. Go hiking and biking down its trails, geocaching the hills and ravines for hidden treasures, or spend the afternoon fishing and kayaking in the lakes. And don’t let cooler temperatures keep you from discovering the pristine natural beauty of winter! Winter activities include cross country skiing and snowshoeing on the blankets of snow. Breathe deeply of the crisp Minnesota winter air -- truly one of life’s great pleasures. Plus, only a ten minute drive brings you to nearby Afton Alps in Afton State Park offering downhill skiing and snowboarding. For clarity, the Treehouse has 2 private bedrooms: Bedroom 1 is has a queen bed. Bedroom 2 has a bedroom with standard sofa bed with attached half bathroom, which is the secret room a must find. Give yourself the gift of this luxurious enchanting TreeHouse Suite in the treetops, for a enchanting vacation experience you'll never forget. Something to write home about!

Top guest favourite
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.
Guest house in Stillwater
4.97 out of 5 average rating, 126 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 favourite
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
4.95 out of 5 average rating, 262 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 favourite
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 377 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 favourite
Guest house in Stillwater
4.98 out of 5 average rating, 129 reviews

Bright & Comfy Stillwater Loft Apartment

Welcome! We're so glad you've chosen to stay at our sunshiny, spacious Stillwater apartment! You will have everything you need for your St. Croix River Valley adventure! Whether you're snuggling in on a wintry weekend, using this as home-base for summer explorations, or unwinding after a historic downtown event, you'll find all your creature comforts met while planning your next outing. Simply a mile from the historic downtown and river areas, you'll have easy access to the best of Stillwater!

Top guest favourite
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, 127 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 favourite
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, 118 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! The home is located halfway between historic Stillwater & Taylor's Falls. Wander through the Franconia Sculpture Garden, have a wine tasting at Rustic Roots or hike at William O'Brien State Park, there is plenty to do!

Top guest favourite
A cabin surrounded by snow-covered terrain is depicted, with large glass windows reflecting the cloudy sky. Leafless trees frame the structure, and the peaceful atmosphere is enhanced by a blanket of snow covering the ground.
Cabin in Marine on Saint Croix
5 out of 5 average rating, 38 reviews

Outdoor Lovers & Romantic’s Dream!

Enjoy your winter wonderland activities at this peaceful & conveniently located cabin. Bring your sleds, tip ups, books & comfy clothes for endless hours of cozy, snow packed fun! Set just a few feet from the lake front (very rare!) set your tip ups (you can see them from the couch!) & head back in to the fireplace for some cards & delicious food -maybe some wine! The state trail for snowmobiles is accessible from the lake. Curl up with some books, food, bevvies and friends for a fun weekend!

Top guest favourite
A tranquil cabin is nestled among tall trees, with soft lighting emanating from its windows. A wooden walkway leads to the entrance, inviting guests into a harmonious natural setting. The roof features a classic red color, complementing the surrounding greenery.
Cabin in Grantsburg
4.95 out of 5 average rating, 722 reviews

Quiet Seclusion at Trade River Retreat Cabin

Remote, tranquil, quiet and exceedingly private getaway right on the banks of a protected river, only 1.5 hours from the Twin Cities! Even the beautiful drive there is relaxing. Enter a world of peace and calm deep in the woods. Make delicious meals in a well-stocked modern high-end kitchen, play in the river, relax in the sauna or enjoy a bonfire. This is not your typical cabin but a spiritual eco-oasis with a unique eclectic blend of modern, rustic, Native American and Japanese aesthetic.

Guest favourite
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, 217 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 favourite
The exterior of a two-story home is presented, featuring a combination of siding and stone accents. A spacious driveway leads to a double garage, while a clear blue sky complements the structure. A water tower is visible in the background amidst trees.
Flat in Forest Lake
5 out of 5 average rating, 109 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!

Top guest favourite
A wooden deck with a railing overlooks a green, grassy yard. A single blue chair sits beside a potted fern. Trees and distant houses can be seen in the background beneath a partly cloudy sky.
Guest suite in White Bear Lake
4.95 out of 5 average rating, 166 reviews

The Grace Place

In downtown White Bear Lake. Walking distance to caribou, shops, restaurants & cupNcone. Home is an upper level with 2 bedroom & 1 bathroom. Guests must walk up a flight of stairs located in the rear of the home to enter the house. If stairs are not your friend you will want to pass on this listing . Home has smart TV with Netflix and local channels. Pet welcome for $100 a trip or $25 a night (whichever is less). There is also a charge for more then 5 guests of $25 a night.

Popular amenities for May Township holiday rentals