Holiday rentals in Osseo

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Top-rated holiday rentals in Osseo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Townhouse in Champlin

4.91 out of 5 average rating, 88 reviews

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.

LocationFamilyHospitality

Top guest favourite

A living room area features a comfortable gray sofa, a sleek coffee table, and a modern armchair. A wall-mounted TV displays options for streaming services. Decorative shelves with small items and a green plant create a cozy atmosphere, complemented by natural light from a nearby window.

Flat in Osseo

4.92 out of 5 average rating, 120 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.

FamilyValueComfort

Top guest favourite

An aerial view showcases a rural property featuring multiple buildings, including a large red barn, a farmhouse, and a smaller structure. Lush greenery surrounds the area, with trees and an open field visible. Pathways connect the buildings, creating an inviting outdoor space.

Farm stay in Cottage Grove

4.95 out of 5 average rating, 593 reviews

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

FamilyValueLaundry

Guest favourite

A spacious living area features a large sectional sofa adorned with colorful throw pillows. A coffee table sits at the center, complemented by a vibrant area rug. A wall-mounted television displays a serene image, while natural light streams through the windows, creating a bright ambiance.

Home in Northeast Minneapolis

4.94 out of 5 average rating, 161 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!

ValueLocationBack garden

Superhost

A two-story residential home is depicted, featuring a combination of stone and siding on the exterior. A grey roof is visible, along with a single-car garage. Leafless trees surround the house, which is situated on a gravel driveway with patches of snow.

Flat in Minneapolis

4.69 out of 5 average rating, 29 reviews

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.

ValueLocationNearby

Guest favourite

A light and airy living room features two comfortable sofas, a round coffee table, and a woven rug. Large windows allow natural light to filter in, complementing the neutral color palette. A potted plant adds a touch of greenery to the inviting space.

Cottage in Arden Hills

4.95 out of 5 average rating, 263 reviews

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.

LocationValueLayout

Guest favourite

A bright living room features a white brick fireplace as a focal point. A comfortable sofa is positioned near a large window, allowing natural light to fill the space. Decorative shelves display minimalist accents, and a textured area rug enhances the inviting atmosphere.

Home in Fridley

4.89 out of 5 average rating, 203 reviews

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.

FamilyValueBathroom

Superhost

A spacious A-frame studio features wooden walls and vaulted ceilings. Two skylights provide natural light, illuminating a seating area with a couch and decorative items. A large bed occupies one corner, with a cozy rug beneath a wooden coffee table situated at the center.

Loft in Minneapolis

4.91 out of 5 average rating, 1160 reviews

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!

LocationFamilyCleanliness

Guest favourite

An inviting living space features a brown sofa, a white coffee table, and a patterned area rug. Nearby, a dining table is visible, complemented by large windows that allow natural light to brighten the room. The open layout connects to the kitchen area.

Home in Minneapolis

4.97 out of 5 average rating, 180 reviews

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!

ValueLocationAmenities

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, 565 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!

ValueFamilyIndoor spaces

Top guest favourite

A bright kitchen features light grey walls and pastel pink curtains. Stainless steel appliances sit alongside ample counter space. A dining area offers a long table with soft seating, while the adjoining living space presents two cozy pink beds, complemented by framed artwork on the walls.

Home in Anoka

4.95 out of 5 average rating, 81 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

LocationFamilyCheckout

Top guest favourite

The rustic cottage features a wooden exterior with a sloped roof and a stone chimney. A welcoming porch is framed by lush greenery and a well-maintained lawn, enhancing the serene outdoor setting.

Farm stay in Mayer

4.97 out of 5 average rating, 162 reviews

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.

LocationFamilyParking