
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!

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.

The Place Between The Lakes: Inspired & Peaceful
You're surrounded by beauty, both inside and out of this charming and immaculate main floor 1930s duplex with quality and inspired decor. Steps from Cedar Lake Beach, just a few blocks from Bde Mka Ska and Lake of The Isles. Prepare a gourmet meal in the updated and fully appointed kitchen. Walk out the french doors onto the custom cedar deck. Take in the mid-day sun, grill on the Traeger, or spend your evenings under the lights on the sectional sofa or the outdoor dining table.

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.

5000sf house-13 acres of privacy-Abundant wildlife
Spacious 5,000 sq ft home on 13 peaceful acres with abundant wildlife and a quiet, private setting. Ideal for families and guests traveling to the area who want space to relax and unwind. Only registered guests listed on the reservation may be on the property. The home is not suitable for parties or open-invite gatherings. There are several popular wedding venues nearby including Courtyards of Andover, Bunker Hills Event Center, and White & Sable.

Yellowstone feel 3Bd lodge/farm
This picturesque farm with a charming 3 bedroom cottage home will give you the best of what country living has to offer! The home has a true "Yellowstone" feel to it with its style and decor. Feel refreshed when you stay in this rustic gem. The home has one king bed in the primary suite and two queens in the other two bedrooms. There is also a fold out couch with a full-size mattress that is very cozy in front of the fireplace.

Heirloom Cottage | Private Retreat Hot Tub & Sauna
A 1920s cottage on 1.2 wooded acres, just north of the Twin Cities. 15 minutes from downtown Minneapolis or St. Paul, but it feels a world away. Fireside sitting room, sunroom with a hanging swing and sunrise views, full kitchen, and a glass-walled backyard studio. Outside: fire table, hot tub, sauna and string lights on the deck. Sleeps 10. Built for getaways, friend trips, and anyone who could use a good exhale. Come rest.

Great Patio, Hot Tub, 4 Bedroom
A wide variety of entertainment awaits you. Enjoy the hot tub, pool table, poker table, outdoor tv's & patio areas. My place is close to public transportation, parks, and plenty of restaurants, bars & shopping. You’ll love my place because of the outdoor space, comfy bed, neighborhood, and the ambiance. We do live in the home, but when guests rent we spend the time at our cabin, so you would have the house to yourselves.
Popular amenities for Osseo holiday rentals
Other great holiday rentals in Osseo

The Sanctuary Retreat-Sleeps 5, Laundry, Theater

Cozy Home in Minneapolis

"City Cabin" steps to Theo Wirth, mins to downtown

Cozy Family Duplex with park nearby

Lakefront House w/ Sauna & Kind size Bed, +ADA

Remodeled Home, King Beds, FastWIFI, Lake Access

Lakefront hideaway in the city

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





