Holiday rentals in Osseo

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!

Luxe Zen Gem in Walkable West 7th!

Welcome to your private oasis! This Modern Victorian home is nestled on secluded grounds offering breathtaking views of the majestic Mississippi River Valley. This charming abode is centrally located, tucked away in the heart of it all! Beautiful gardens surround this home on a peaceful street Convenience at your fingertips - just a few steps to Coffee Shops, Popular Breweries, Cocktail Lounge, and countless restaurants. Xcel Energy Center and all of Downtown St. Paul are a short stroll away!

Family-Friendly Getaway | Walk to Shops & Eats

Escape to this cozy Downtown Osseo apartment in a charming 1950s building. Perfect for a couple or families, it features two bedrooms (a queen bed and a kids’ bunk bed), a clean bathroom with a bathtub and shower, and a fully equipped kitchen. The living room comes with free Disney+, ESPN+, Hulu, and board games. You’ll also enjoy complimentary coffee, snacks, and Wi-Fi. Located in the heart of an old town, you’ll be just steps from local shops and restaurants, making it a fun unique getaway.

Northeast Oasis with Hot Tub

Welcome to your cozy retreat in Northeast Minneapolis! This charming two-bedroom home captures the essence of the neighborhood with its unique decor and warm atmosphere. The living area is inviting, perfect for relaxing after a day of exploring. The fully equipped kitchen makes meal prep a breeze, while the dining space offers fun & functionality. Step outside to unwind in the private hot tub under the stars, surrounded by the local charm—ideal for a romantic getaway or small family retreat!

Mpls Marvel: Spacious Retreat

Welcome to our spacious four-bedroom home, perfect for large groups and families! With cozy sleeping arrangements, everyone will feel comfortable. Just across the street, enjoy access to a wonderful park featuring a large playground, picnic areas, tennis and basketball courts, and a walking paths—ideal for everyone. Relax on our two decks and soak in the beautiful MN outdoors. Our home offers quick and easy access to downtown Minneapolis, making your stay both relaxing and convenient.

Tree-Top Urban Cabin: A-Frame Loft + Private Porch

Enjoy a cedar-plank A-frame oasis in the city. This unique "Urban Cabin" features 2 queen beds, a private tree-level porch, and a cozy loft. Perfect for concert-goers & sports fans: walk to The Armory (0.6 mi) and US Bank Stadium (0.5 mi). Direct Blue Line access to MSP Airport, First Ave, and the U of M. Enjoy a full kitchen, high-speed WiFi, ample work space, and a woody, cabin-like retreat in the heart of Minneapolis. Free street parking in a vibrant, diverse neighborhood!

Hidden Garden Suite & Spa: Sauna & Hot Tub

Perfect for anniversaries, birthdays, or simply a rejuvenating getaway. Find out why Minnesotans enjoy the winter as you relax in the 104* hot tub or 190* sauna while gazing into the trees. Included is a king bed, sofa bed, lush robes, slippers and numerous amenities for you to enjoy! This unit is attached to a larger home (that is available for rent). However, only one group stays on the property at a time, by either renting this smaller space or by renting the entire house.

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.

Light & Bright MN Retreat 15 mins from everything

This charming home features 4 bedrooms and 4 beds, and 2 baths. The open floor plan seamlessly connects the living room to the dining area and kitchen, with beautiful flooring, stainless steel appliances, and an impressive stone fireplace. This home provides a warm and welcoming atmosphere with all new furniture. A fenced-in yard with a huge deck perfect for entertaining. The combination of modern amenities and timeless features creates an atmosphere that feels just right!

SpaLike Private Oasis

Spa quality stay in a private-entry, large master suite, minutes from airport and MOA. High end amenities you won't find in most hotels, all to yourself! Relax in a luxury 2 person hot tub & steam shower. Cuddle up in a comfy lounge area! Convenient kitchenette & work space. In the heart of peaceful SE Mnpls, we are blocks away from Lake Nokomis beaches, trails, rentals, unique dining & more. 15 minutes to downtown. Come pamper yourself while you discover Minneapolis!

Lakefront Cabin with HOT TUB!

Relax and let life slow down a bit at the Crafted Cottage w/NEW HOT TUB overlooking the lake! Renovated home on peaceful 777 acre Maple Lake. Enjoy views of the water from the family room through floor-to-ceiling windows. Play games, cook your favorite meals in the full kitchen or take in a movie on the smart tv. Big living room to hang out in! Year round fun at this cozy cabin. Visit the local brewery or wine bar + the best coffee in town is right up the road!

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.