Holiday rentals in Osseo

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Top-rated holiday rentals in Osseo

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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, 732 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 spacious living room features vaulted ceilings with exposed wooden beams and two ceiling fans. Comfortable seating options are arranged around a cozy fireplace, with a large screen displaying Netflix. Natural light pours in through sizable windows, illuminating the rich hardwood floors.
Home in Mounds View
4.98 out of 5 average rating, 44 reviews

2 Kings 2 Queens, comfy, big fenced yard

The whole group will enjoy easy access to everything twin cities from this centrally located home. Within a short walk there are miles of wooded bike trials. On the corner is one of the Midwests largest entertainment venues, the Mermaid Entertainment & Events Center. Say hello to Executive Chef Jordan Reed. The kitchen is prepared for cooking. Coffee included. Please, come and enjoy a stay. If the entire dates for your trip are not available, I recommend a hotel for part of your trip. Thank you.

Top guest favourite
A well-maintained townhouse is framed by lush greenery and flowering trees. A charming fountain is positioned at the center, surrounded by a circular stone seating area. The clear blue sky provides a vibrant backdrop for this inviting outdoor space.
Townhouse in Champlin
4.92 out of 5 average rating, 83 reviews

Cozy Townhome • Balcony • 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.

Top guest favourite
Flat in Osseo
4.91 out of 5 average rating, 116 reviews

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.

Guest favourite
Home in Northeast Minneapolis
4.93 out of 5 average rating, 148 reviews

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!

Top guest favourite
Home in Saint Paul
4.94 out of 5 average rating, 527 reviews

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.

Top guest favourite
The three-story house is shown from the front, featuring a textured gray exterior with a gabled roof. A welcoming front porch is visible, with steps leading to a manicured lawn and garden beds. Green grass surrounds the walkway, creating a peaceful entrance.
Home in Northeast Minneapolis
4.98 out of 5 average rating, 156 reviews

NE Minneapolis Clean and Cozy Arts Flair Home!

Comfortable, 3 story, 5 bedroom, 2 full bath, arts loving home in the NE Minneapolis Arts district. Audubon Park is a neighborhood near many restaurants, 2 parks with playgrounds, grocery stores, restaurants, and a Buddhist Monastery. Stay in a neighborhood close to downtown to get the best of both worlds! Easy 10-12 minute drive/ride share to Downtown which includes: US Bank Stadium, Target Center, Target Field, First Avenue, 7th St Entry, and Minneapolis Convention Center.

Top guest favourite
Home in Shoreview
5 out of 5 average rating, 13 reviews

Luxury Lakefront Retreat | Hot Tub | Sleeps 14

Welcome to the Turtle Lake Escape - a luxury lakefront retreat just minutes from the Twin Cities. Perfect for elevated family gatherings and peaceful friend getaways, this spacious home offers a private sandy beach, an 8-person hot tub, and a heated game room, all on one of Minnesota’s most coveted lakes. Enjoy modern comforts, a gourmet kitchen, coffee bar, spa robes, kid-friendly amenities, and panoramic lake views. Relax, reconnect, and recharge without leaving the metro.

Top guest favourite
The luxury master bathroom features marble tiled walls, a whirlpool jet tub elevated on a platform, and a glass-enclosed steam shower. Double sinks with sleek design are complemented by modern fixtures. Natural light flows in through multiple windows, enhancing the spacious atmosphere.
Guest suite in Minneapolis
4.99 out of 5 average rating, 542 reviews

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!

Guest favourite
The glass house exterior features a wooden deck adorned with decorative lanterns and a vibrant area rug. Inside, a spacious bed and a cozy sofa are visible, separated by sheer curtains. A private hot tub is positioned nearby, surrounded by nature.
Dome in Afton
4.87 out of 5 average rating, 411 reviews

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.

Top guest favourite
Home in Anoka
4.94 out of 5 average rating, 70 reviews

Pinky Promise House in Anoka, MN

Walking distance to downtown Anoka! Pretty in pink with a location you can’t beat! 1 Block from Anoka Social District •10K Brewing •201 Tavern & Grill •Ambi Wine Bar •Anoka Hardware Store Speakeasy •Billy’s Bar & Grill •Casa Rio Tex Mex •Club 300 & Nucky’s Speakeasy •Ibiza West •MaGillycuddy’s •Serum’s Good Time Emporium •The Wheelhouse 1 Block from Anoka Classic Car Show 0.3 Miles from Lyric Arts Main Street Stage 1.7 Miles from Riverdale Village

Top guest favourite
Cottage in Arden Hills
4.96 out of 5 average rating, 249 reviews

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.

Popular amenities for Osseo holiday rentals

  1. Airbnb
  2. United States
  3. Minnesota
  4. Hennepin County
  5. Osseo