Holiday rentals in Osseo

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.

Quiet Country Getaway w/ Scenic Trails ~ Sleeps 4

⭐ Our cozy suite offers a peaceful escape in a quiet rural setting ideal for guests looking to slow down, recharge or enjoy an extended stay. The space is thoughtfully designed for comfort & convenience featuring a private entrance & comfortable sleeping areas. Everything you need to settle in & feel at ease. Whether it's visiting family nearby, working remotely, or simply craving a calm place to rest. We’re just a short drive from town amenities. The setting offers a break from city life.

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

Stunning 5 BR, 2 King Suites, 4 BTH Home w Hot Tub

This fully furnished, stunning 3 level home on a cul-de-sac includes 5 bedrooms, 4 bathrooms, 2-stall garage, & gazebo with hot tub (open all season). 2 patio couches, & a fire table. The home is in the heart of Maple Grove & a 5 minute drive from 494. It is a short distance from Arbor Lakes ​shopping/dining, walking trails, parks, and stadiums. The home is a 30 minute drive to the MSP International Airport and the Mall of America. The home features 2 king suites, massage chair, and wi-fi.

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.

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.

Riverfront Retreat | King Beds & Soaking Tub

Stylish riverfront retreat in a quiet neighborhood, just 15 minutes from downtown Minneapolis & St. Paul. Thoughtfully designed with modern luxury and cozy comfort, it’s ideal for couples, small families, or business travelers seeking a peaceful stay. Maximum occupancy: 4 guests - no exceptions, no visitors. Parties, events, or gatherings are not permitted. We may ask for identification for adults staying at the house. This will be needed in order to keep your reservation confirmed.

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!

The Lakeview Landing at West Medicine Lake

Escape to this peaceful lakeside getaway on beautiful West Medicine Lake in the heart of Plymouth. This charming 3-bedroom, 1.5-bath home offers the perfect blend of comfort, nature, and convenience—ideal for families, couples, or small groups looking to unwind by the water. Wake up to serene lake views and enjoy your morning coffee on the wrap around deck overlooking the water. In the evening, gather around for sunset views, a game of pool and cozy indoor living.

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.

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