Holiday houses in Osseo

Year-round enjoyment with all the comforts of home

Enjoy all four seasons of Minnesota. Whether it's spending the day on the lake boating, swimming, or fishing in the Summer, enjoying the beautiful colors of Fall, exploring on the many miles of snowmobile trails or ice fishing in the Winter, or simply watching the migration of a variety of birds in the Spring, the Laid-back Loon is your go-to destination for family fun. The Twin Cities is only 30 minutes away - where you can include world class dining, sports, and entertainment during your stay.

Rosy’s Luxury Stay-Elegant Townhome • 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!

Cozy & Quiet Getaway

Escape to Tranquil Haven, a peaceful 2-bedroom, 1-bath retreat in Brooklyn Haven, MN. Also has its own kitchen! Part of a multi-unit property, this private unit offers comfort and convenience. Explore nearby gems like Coon Rapids Dam Regional Park for scenic walks and picnics or Rush Creek Trail for biking and hiking. Unwind in a serene setting while staying close to shops, dining, and entertainment. Whether for work or relaxation, this home away from home is the perfect place to recharge.

Heirloom Cottage | Wooded Retreat, Hot Tub & Sauna

A beautiful 1920s cottage on 1.2 wooded acres on a quiet Arden Hills street, 15 minutes from Minneapolis and St. Paul. It feels a world away. Cared for by Luke and Beka. Cozy fireside sitting room, peaceful sunroom with a hanging swing, well-stocked kitchen with a coffee bar, and a glass-walled backyard studio. Hot tub and sauna open year-round. Comfortable beds and thoughtful touches. Sleeps 10. Built for friend trips, family weekends, and anyone who could use a good exhale. Come rest.

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.

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.

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

NEW BUILD Near DT w/ KING Bed+Full Kitchen+Laundry

⭐🌆🌠Chic & modern 1BD retreat💎 perfectly located near downtown Minneapolis! This newly built unit blends comfort & style, with every detail thoughtfully designed to feel like home🌠🌆⭐ In one of the cities most charming and serene neighborhoods, you're minutes from downtown, parks🌳, coffee shops☕, dining🍝 & shopping🛍️. Quick access to major highways & public transit makes exploring the entire city simple, while enjoying your peaceful, cozy home base!⭐

Spacious Oasis- Theater | Billiards | Gym | Office

Welcome to your spacious executive home located minutes from the heart of all Maple Grove has to offer. This home is the perfect balance of suburban peace yet easy access to the city’s best attractions. Whether you're here for work or play, this home has everything you need for a comfortable and enjoyable stay.