Holiday rentals in Osseo

Charming Linden Hills cottage by Lake Harriet

Our enchanting 1+ BR, 2 level cottage backs up to prime Minneapolis William Berry Park and Lake Harriet. Fully-equipped kitchen plus breakfast nook, LR/DR, entry parlor w/piano, Br w/queen bed. Walk-out lower-level patio, family room w/sleeping cubby, queen-sized mattress, full-size laundry, Roku/internet, outdoor hot tub - glorious in winter! Just 800 feet from the shore of gorgeous Lake Harriet and a few blocks from Lake Bde Maka Ska (formerly Lake Calhoun), connected to all Minneapolis Lakes.

Old world charm meets modern swag in unique duplex

Welcome to my new home and Airbnb listing with fresh updates. Cleanliness & your comfort is my priority for every guest! I live on the 2nd level, separate unit with separate entry. Treat yourself to the elegance of a by-gone era while staying in this modernized, classic 1900 home featuring mid-century décor, high ceilings, original hardwood floors and central air. Updated amenities include off street parking & EV charging (14-50 outlet 40 amp). Enjoy entire, private, fully stocked main level.

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.

Luxury Barn Cottage and Villa at Hope Glen Farm

The Corn Crib Cottage Barn or Villa is a luxurious and rustic 1100 square foot space. The Corn Crib originally used to dry corn and animal housing. This is a very rare historical building built in the 1920's The villa has a 2 person whirlpool jacuzzi , rain shower, beautiful full kitchen, fireplace and next to the 550 acre Washington County Cottage Grove Ravine regional park reserve. The Cottage is near the famous lofty lodge treehouse in the area. Treehouse on airbnb listing number 14059804

Tree-Top Urban Cabin: A-Frame Loft + Private Porch

Enjoy a cedar-plank A-frame oasis in the city. This unique "Urban Cabin" features 2 queen beds, a private tree-level porch, and a cozy loft. Perfect for concert-goers & sports fans: walk to The Armory (0.6 mi) and US Bank Stadium (0.5 mi). Direct Blue Line access to MSP Airport, First Ave, and the U of M. Enjoy a full kitchen, high-speed WiFi, ample work space, and a woody, cabin-like retreat in the heart of Minneapolis. Free street parking in a vibrant, diverse neighborhood!

Hidden Garden Suite & Spa: Sauna & Hot Tub

Perfect for anniversaries, birthdays, or simply a rejuvenating getaway. Find out why Minnesotans enjoy the winter as you relax in the 104* hot tub or 190* sauna while gazing into the trees. Included is a king bed, sofa bed, lush robes, slippers and numerous amenities for you to enjoy! This unit is attached to a larger home (that is available for rent). However, only one group stays on the property at a time, by either renting this smaller space or by renting the entire house.

Cozy Luxury 2BR Townhome-Balcony -Fireplace-Garage

Bright & cozy 2BR/2.5BA Champlin townhome with Hotel Collection® bedding, King + Queen beds, fireplace, fast WiFi & dedicated workspace. Fully equipped kitchen + coffee station, plus free 2-car garage. Perfect for short stays or extended stays (30–60 days) — ideal for relocations, insurance stays, remote work, business travelers, couples & families. Dog-friendly (no cats). Close to groceries, restaurants & trails — about 20–25 min to Downtown Minneapolis, MSP Airport & MOA.

Lakeview Retreat w/sauna & more

Lake retreat awaits you! Smores at the fire pit, kayak, SUP, paddleboat, fish on quiet lake (catch/release). Bike/Hike trails in Carver Park/Lowry Nature Cntr. Grill dogs/burgers right outside your private, ground level living space w/ queen bed, living room, kitchen, bath, & sauna. Trails down hill to lake - watch sunset. Complimentary use of water toys. Summer, Spring Fall - enjoy swim, canoe, kayak, fishing in our duck boat, hike, bike. Winter snowshoe, ski, bike, hike!

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!

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.

Minnetonka Carriage House Guest Suite

This is a separate guest suite built with excellence, comfort, and relaxation in mind. It has a separate entry inside the Carriage House. Owner works in and around the hospitality industry and has a goal to make your experience here a great one: great bed and sleep, great shower, great place to work and to relax. In a residential area but close to many great restaurants, retail shops, and services . This is designed for business travelers or couples.

Cedar House Retreat

Amazing spacious property with Lake View! Gather your friends, or bring the whole family to this beautiful home. This retreat has a spacious open floor plan with two owner's suites, a home gym, a sauna for two, a home theater space, access to two lakes, one block from a public beach on Lake Minnewashta, and a park with a playground, tennis court, and pickle ball courts.