Holiday rentals in Osseo

Cozy Luxe Hideaway Near West End, Parks & Downtown

Kick back and relax in this calm, stylish space. Here is a transformed newly remodeled luxury basement level home filled with everything you need. The home is nestled in a quiet neighborhood with quick access to the West End shops, trails, parks, fine dining, entertainment, sporting events and all major routes to Minneapolis Downtown and the MSP airport. Hosts live upstairs on the main level but very private, quiet and require no direct interaction with guests, as everything is self-service!

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.

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!

The Lana Flat

Welcome to The Lana Flat, our peaceful & centrally located in Anoka, MN! For nature enthusiasts & outdoor activities, you'll find an abundance of parks in the area, perfect for walks & taking in the serene surroundings. Step inside, relax & unwind, you'll be greeted by a cozy, bright & comfortable atmosphere. Venture out & discover nearby restaurants. Explore the local culinary & indulge in a variety of dining. Experience the nearby attractions and exploring beautiful parks.

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!

Blue Cabin

LOCATION: Entire house located off Hwy 169 on the frontage road. Please note the house is right off the highway. My unit is a 650 sq ft house. One bedroom 1 bathroom. Has a full kitchen and laundry free to use. • PROFESSIONALLY CLEANED • EASY ACCESS TO DOWNTOWN (15 MINS) • EASY ACCESS TO AIRPORT & MALL OF AMERICA (30 MINS) • MEDICINE LAKE WALKING PATHS (2 MIN) • FREE COFFEE • FREE PARKING • FREE FAST WIFI • SELF CHECKIN WITH KEYPAD NO SMOKING AND NO PETS PLEASE

Country Living One Mile West of Maple Grove!

Enjoy this thoughtfully decorated three bedroom, three bath home that's conveniently located to all that the Twin Cities has to offer. Spend your days exploring Maple Grove & beyond (a few minutes away) local parks and one or more of the many restaurants before returning to your new home-away-from-home with loved ones! Snuggle up to the gas fireplace, play games or watch movies on the 90" TV. You will also enjoy the views & serenity on this private 2+ acre lot.

Wynnie55427

Welcome to Wynnie55427! If you are looking for a place to find peace and recharge while you are traveling, look no further. This place is intentionally curated to feel like a home away from home. The ambiance and decor is not just a staged space, but an extension of the owner. Additionally, your stay in the Twin Cities and specifically at the house can be tailored to your needs with a variety of additional services available that the host is happy to provide.

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.

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

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.