
Holiday rentals in Osseo
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Top-rated holiday rentals in Osseo
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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!

Modern 2BR Townhome-Balcony-Fireplace-2 car Garage
Bright, stylish & cozy 2BR/2.5BA townhome designed for comfort. Enjoy Hotel Collection® bedding. King + Queen beds, fireplace, fast WiFi, dedicated workspace, and in-unit washer & dryer. Fully equipped kitchen, coffee station and a private deck for relaxing. Free 2-car garage included. Ideal for relocations, remote work, business travelers, couples & families. Dog-friendly. Located in a quiet, safe area close to groceries, restaurants & scenic trails-closer to Minneapolis, MSP Airport & MOA.

The Lott Nest; A Hideaway in the City
Kick back and relax in this open concept, tree top bungalow. Feel at peace nestled in the tree tops. Designed with stylish eco-conscious details in mind, this recently renovated unit boasts a new bathroom and upcycled kitchen. There is a sweet lil den and 2 bistro decks to enjoy morning coffee and a glass of vino at night. The king sized bed is nearly tucked into the trees, so you’ll get the best nights of rest! Restaurants and stores within walking distance! Owner occupied first floor unit:)

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!

Unique Mid-Century Modern in a Great Neighborhood
Urban Zen retreat; unique mid-century modern meets Japan in a great neighborhood full of architectural gems. Updated 1950's architect-built passive-solar artist retreat home, surrounded by trees and Japanese Gardens. Casual comfort far from sterile, filled with art. Complete tranquility 10 min from downtown Mpls and very close to both U of MN campus. Lively, friendly neighborhood in walking distance to grocery store, gift shops, wine shop, yoga studio, coffee shops and great restaurants.

Stunning Lake Views At Sunset Ridge
You'll be perched on a hill with stunning lake views from nearly every window- this light-filled home offers the ultimate retreat. Enjoy paddle boards, kayaks, swim mat & floats - all provided! For you fishing enthusiasts, the dock is a perfect spot to reel in a catch. Relax and soak in the serene surroundings!” We are located 50 minutes from the Twin Cities so it won't take long before you are relaxing and enjoying the beautiful sunset from your deck & sipping your favorite beverage!

Modern Minimalist NorthEast Apartment
Make yourself at home in our modern & minimalist 1 bedroom apartment. This cozy ~500 sqft apartment provides all the comfort and has been optimized for functionality! Located in Northeast Minneapolis, you are within walking distance to main metro lines, minutes from downtown, & a short car/bike ride from the UMN. There are tons of restaurants and upscale or dive bars that are each unique. Explore the local experience of the eclectic Northeast Art District. Book your stay today!

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!

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.

The Seasons - Family Friendly in the 'Burbs!
Where families unwind with the seasons. Welcome to The Seasons at Maple Grove: a 4-bedroom, 2-bath retreat with two spacious living areas for multigenerational comfort. Explore nearby Elm Creek Reserve year-round, or visit kid favorites like Playground Plaza and Arbor Lakes. Grown-ups will love being close to Omni Brewing and Maple Tavern. Thoughtfully stocked and styled for families, this is your perfect home base in every season.
Popular amenities for Osseo holiday rentals
Other great holiday rentals in Osseo

The Sanctuary Retreat-Sleeps 5, Laundry, Theater

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Stunning 5 BR, 2 King Suites, 4 BTH Home w Hot Tub

The Medena | Steps to Lake + Shops + Dining

Lakefront hideaway in the city

Spacious Private Lower Level Suite

Relaxing and Modern Home
Destinations to explore
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- Uptown
- Target Field
- Treasure Island Resort & Casino
- US Bank Stadium
- Minnehaha Falls
- Xcel Energy Center
- Nickelodeon Universe
- Mall of America
- Trollhaugen Ski Area
- Valleyfair
- Minneapolis Institute of Art
- Wild Mountain
- Afton Alps
- Interstate State Park
- Guthrie Theater
- Buck Hill
- Walker Art Center
- Target Center
- Macalester College
- Lake Nokomis
- Minnesota History Center
- Stone Arch Bridge
- Mystic Lake Casino
- Allianz Field




