Holiday rentals in Pine City

Game Room, Theater, Fire Pit, Pet Friendly

Escape to Pine Lake Lodge – only 1 Hour from the Twin Cities Unplug at this cozy 2BR lakefront cabin, perfect for families, couples or small groups. Our guests love the private deck with amazing sunset views, fire pit & grill, and fabulous game room with 75" Roku TV. We are pet-friendly (fee), have tons of kid-friendly extras, and include free watercraft (kayak, canoe, paddle boat during warmer months). Winter fun with provided snowshoes and sleds. Right on SnoBug Trail 108 snowmobile access.

Cozy Mother-In-Law Apartment—No Cleaning Fee!

Voted 2021 and 2023 Readers’ Choice Best Bed & Breakfast! Steal your getaway at one of Osceola’s most historic estates. Wonderfully nestled in the St. Croix Valley, this apartment’s location will not disappoint. You’ll be a brief walk from beautiful downtown Osceola, close enough to explore the great outdoors, and a short distance from all that the Twin Cities has to offer. You’ll get a cozy and comfortable layout, thoughtful amenities, attached heated garage, and assistance just a message away!

The Wissahickon Inn - The Cozy Cabin In The Woods

You'll love our cabin in the woods! Once a historic mercantile, the Wissahickon Cabin has been transformed into a cozy cabin for 2 - 4 guests. The cabin is situated in the forest and visible from the Gandy Dancer Trail. The front porch boasts an access path directly to the popular Woolly Bike Trail. Our cabin is secluded in the woods, but it's less than a 5-minute drive to downtown St Croix Falls, Interstate Park, dining, shopping, and entertainment. Enjoy a peaceful getaway in the north woods!

Quirky & Cozy in Pine City

A quirky late 1800’s cozy upper duplex in Downtown Pine City, MN. Things were different in the 1890’’s so there are steep stairs that lead up to the unit. This is a small, private, & very clean space. It’s perfect for travelers who are budget conscious who want a clean quiet place to sleep. It has a queen bed, kitchen, tv & bathroom! Walk to restaurants, shops, and bars. Just 20 mins. to Casino iHinckley, 5 mins. from Cross Lake and Snake River! Excellent snowmobile trails in every direction.

Big Oak River Retreat

Unwind at our cabin in the woods! Located only an hour north of the Twin Cities, enjoy great fishing and gorgeous views with private riverfront access or retreat to the electric barrel sauna. Cabin also includes a screened in front porch with a fire table and plenty of space to gather. Enjoy the modern kitchen, full bath, 2 bedrooms, and a cozy living space with fireplace. ***Located next door to our Little Oak Cabin also available to rent (each w/ private sauna, fire pit and river access)***

Wild West tiny hotel with breakfast/spa/wifi

Escape to a nature-inspired luxury suite! One of five stays on 8 gorgeous acres at the Wooded Retreat. Our unique tiny home, designed as a wild West hotel, offers upscale accommodations in a serene wooded setting. Relax on a full-size pillow-top brass bed amidst vintage charm. Enjoy the cozy ambiance of wood floors and plush linens. Indulge in the well-equipped kitchen and rustic bathroom. Explore the private pond and unwind in nature's embrace. Year around water provided (no shower oct-april)

Quiet Seclusion at Trade River Retreat Cabin

Remote, tranquil, quiet and exceedingly private getaway right on the banks of a protected river, only 1.5 hours from the Twin Cities! Even the beautiful drive there is relaxing. Enter a world of peace and calm deep in the woods. Make delicious meals in a well-stocked modern high-end kitchen, play in the river, relax in the sauna or enjoy a bonfire. This is not your typical cabin but a spiritual eco-oasis with a unique eclectic blend of modern, rustic, Native American and Japanese aesthetic.

Black Friday-buy2 get 1 free-w/ cozy fireplace

BLACK FRIDAY SPECIAL- Book 2 nights before12/7 and get 1 night free! Dates valid until Dec of 2026. PLEASE MESSAGE BEFORE BOOKING for discount to be applied. Very unique exterior mirrored A Frame-this modern completely remodeled A frame is located on 4 wooded acres. Full kitchen, gas fireplace, and full bathroom. Look at the stars through the skylights. There's a firepit out back with lots of free firewood for long conversations and good beverages. Close to State parks, lakes, and trails.

Nostalgia Room - Downtown Loft w/ Views

Welcome to our modern 1-bedroom loft, centrally located in the heart of downtown North Branch. Housed in a beautifully restored 1920s building with modern decor, you can admire the Americana Coca Cola mural featured on the exterior of the building. The loft's central location means you're just a stone's throw away from essential amenities, including a quaint café, a health food store, and a women's clothing boutique conveniently located below. Everything you need is within arm's reach.

The Lake House

Cozy 2Bed/2bath lake house only 70 miles from the Twin Cities. Perfect for quick getaways, for couples, families or solo travelers. Property has a fantastic view. The house has all amenities and all you need for enjoying great meals (gas grill, gas stove). Enjoy beautiful sunsets while barbecuing, or sit around the fire pit, right by the lake. Cross lake is beautiful. Good for swimming, kayaking or rowing. PLEASE NOTE: - MAXIMUM NUMBER OF GUESTS IS 5 - THE HOUSE HAS NO TELEVISIONS

Snowshoe Creek & Little Wood Lake Tiny House

New 520 sf 'not too tiny' house on 20 wilderness acres. Year 'round fun. Dog friendly. RV & EV plug. Firepit. Your Snowshoe Creek and Little Wood Lake trails. Free canoe, kayak, paddleboat. $40/day mini-pontoon boat. Fishing. Internet. WiFi. AC. Gas Fireplace. Sleep by Number. Lovely bathroom. New gas stove. Ice maker. 2 TVs. 3 towns + Burnett Dairy/Bistro, 4 golf courses, DQ to fine dining, mini-golf, antiquing, multi-theater, Siren beach & 'Music in Park'. Wildlife! You'll return.

Northwoods Feel Only an Hour from the Twin Cities

This bright and cozy 3 bed/2 bath home is a relaxing getaway just 70 miles north of the twin cities. Our cabin is set on a beautiful, pine filled peninsula offering amazing views of Cross Lake from the oversized deck or any window in the house! Whether you're interested in a relaxing get-away with the family, fishing Cross Lake (in summer or winter), hitting the casino (just a short 10 minute drive) or enjoying the nearby snowmobiling trails this cabin is a perfect fit.