Holiday rentals in Southside

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Top-rated holiday rentals in Southside

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Guest favourite
A charming treehouse is nestled among the lush branches of a large, mature oak tree. The wooden structure features multiple levels with a spacious deck that connects to the main entrance, surrounded by greenery, creating a serene and natural environment.
Home in Cottage Grove
4.98 out of 5 average rating, 732 reviews

Tree House Luxury Stay

Perched high in the majestic arms of a 150 year old Burr White Oak tree. This cozy 1200 square foot, seven-room house not only has breathtaking views it also has enchanting and delightful surprises befitting of a fairytale. Climb 40 feet up onto the Observation Tower, where a telescope waits for you, ready to scan the night sky, and reveal the panorama of the heavens -- overlooking 500 acres of natural splendor right next door. Step into the hot, bubbling jets of the jacuzzi, or warm caress of the rain shower, and restore your spirits by soothing your muscles, melting away any residual tensions of the day. Get a restful sleep in one of our soft beds. In the morning, pad around on in-floor radiant heated floors (so cozy during winter-time.) Or enjoy your morning coffee on one of four outside decks. And don’t forget to solve the mystery of the Treehouse, that awaits your discovery within its wood beamed walls. This treehouse was custom designed by its architect with three dimensional chess in mind. Artisan architectural details are found throughout. Crystal chandeliers bedeck its high ceilings, and marble countertops grace the elegant, fully appointed kitchen. (A surround sound system helps set the mood for those special dinners in the dining nook.) One of two fireplaces adds luxurious touches to the primary bedroom with a queen bed, and hideaway bed in the secret room, along with a jacuzzi and rain shower in the primary bath, as well as a second bathroom in the secret room. Perfect for honeymooners, couples, business/corporate overnights, solo travelers and families with children over twelve years old. These are only a few of the many luxury details in this spectacular vacation spot must-see. Spend your days snuggled up beside the fireplace of your choice, while enjoying the panoramic views. You can stream your favorite movies and shows with Broadband Wi-Fi throughout the house. Come down for a leisurely walk around the grounds, and stop by to visit and feed the goats and chickens that call Hope Glen Farm their home in the corral of this historic farmstead. Bring your stress levels down and your heart rate up by walking over to Washington County Cottage Grove Park Reserve, just steps away, and answer its call to explore over 550 acres of fields and forests. Go hiking and biking down its trails, geocaching the hills and ravines for hidden treasures, or spend the afternoon fishing and kayaking in the lakes. And don’t let cooler temperatures keep you from discovering the pristine natural beauty of winter! Winter activities include cross country skiing and snowshoeing on the blankets of snow. Breathe deeply of the crisp Minnesota winter air -- truly one of life’s great pleasures. Plus, only a ten minute drive brings you to nearby Afton Alps in Afton State Park offering downhill skiing and snowboarding. For clarity, the Treehouse has 2 private bedrooms: Bedroom 1 is has a queen bed. Bedroom 2 has a bedroom with standard sofa bed with attached half bathroom, which is the secret room a must find. Give yourself the gift of this luxurious enchanting TreeHouse Suite in the treetops, for a enchanting vacation experience you'll never forget. Something to write home about!

Guest favourite
A serene view of the lake is captured, featuring a dock that extends into calm waters. A pontoon boat is moored nearby. Lush greenery frames the scene, with shaded areas inviting relaxation. The gentle reflection of trees on the water enhances the tranquil atmosphere.
Cabin in Richmond
4.84 out of 5 average rating, 133 reviews

Cozy Cabin in Krons Bay on the Horseshoe Chain

This cabin is ideal for a getaway year round. Set in a peaceful, wooded, quiet bay on Horseshoe Lake on the Chain of Lakes. This cozy, inviting cabin has a gorgeous shoreline with a sandy beach, stunning sunset views, a dock that is perfect for fishing (or jumping in!), a raft to swim to, hammocks to lounge in, and a large bonfire area to end your day. Endless outdoor activities year round! This cabin has everything you need for a memorable, relaxing vacation! No detail has been overlooked.

Guest favourite
A spacious room features a queen bed draped with light bedding, complemented by a cozy couch and soft pillows. Decorated with Turkish globes, the room is illuminated by natural light from surrounding windows. A small writing desk is positioned near the entrance.
Treehouse in Glencoe
4.95 out of 5 average rating, 162 reviews

Cozy Cedar Treehouse

Our space is a 30 x 12 cedar 4 season porch enhanced in boho decor with Earth's natural elements and warmth of a treehouse. Relaxing authentic Turkish globes surround you. Private sitting areas in the trees, perfect for grilling, entertaining or hanging low and watching the stars. Private courtyard for a more tranquil, intimate setting with a gas glass lit firepit. Come alone, bring your spouse, friend or child. It's a perfect spiritual retreat located 45 min west of MSP Airport.

Top guest favourite
A serene outdoor space features a stone pathway leading to a wooden deck overlooking the lake. Lush green grass surrounds the area, complemented by trees and colorful flower beds. The scene captures a tranquil atmosphere perfect for relaxation by the water.
Cabin in Atwater
4.99 out of 5 average rating, 274 reviews

Cabin in Paradise with Gazebo & Hot Tub

The perfect solution for cabin fever! This romantic & private log cabin overlooks beautiful Diamond lake. Two queen size beds, one is adjustable w/massage. Hand-hewn rock gas fireplace, massage chair, fully stocked modern kitchen, wifi, YouTube TV (local channels & espn) & streaming. Enjoy the gazebo & hot tub next to the cabin throughout the seasons. I live across the street & clean and sanitize, so I know it is done properly. Note: Optional (additional charge) game room available.

Superhost
The A-frame cabin showcases a wooden exterior with large glass doors, allowing a glimpse into the inviting interior. Surrounded by lush trees, a spacious front deck is visible, featuring outdoor seating and a propane grill, perfect for outdoor gatherings.
Cabin in Brook Park
4.89 out of 5 average rating, 293 reviews

Stylle Hytte ///\ Northern Cabin Retreat

Our Nordic inspired A-Frame is known as the Stylle Hytte which is Norwegian for ‘Quiet Cabin’. Here you can take in 5 secluded acres of woods with trails winding down to the private riverfront. Only an hour north of the Twin Cities, enjoy modern conveniences like WIFI (60mbps), smart TV, complete kitchen, full bathroom, a bedroom and loft both with queen beds, a cozy living room with a real wood fireplace and an outdoor electric barrel sauna. Calendars are open 9 months in advance.

Guest favourite
A cozy reading nook is featured, with a built-in bench adorned with plush cushions. Shelves are filled with books and decorative items, while a plaid blanket drapes casually over the bench. A woven basket sits nearby, adding a touch of warmth to the space.
Home in Willmar
4.95 out of 5 average rating, 116 reviews

Cozy Basement Apartment (With Private Entrance)

Basement apartment featuring a cozy reading nook, washer and dryer, WiFi, and TV with access to all streaming services. Guests have separate entrance on the side of the house and parking in driveway. Perfect for two but can sleep up to four. No AC? Not a problem here! Our basement space stays cool and comfortable all throughout the hot and humid summer days of MN. We also have fans available and we constantly run a dehumidifier to circulate the air and keep away moisture.

Top guest favourite
The serene lake view features a calm water surface framed by lush green trees. A wooden dock with two Adirondack chairs is visible on the shore, accompanied by a bright yellow flag. Reflections of trees are seen on the water, enhancing the peaceful setting.
Guest house in Buffalo
4.95 out of 5 average rating, 241 reviews

Rustic Deer Lake Boathouse ‘Glamping’ perfection!

Our goal is to provide a peaceful break full of relaxation and fun. Our studio space is unique and fully stocked with anything you might need. Deer Lake is a quiet 163-acre lake perfect for relaxing getaways. It has a lakeside fire pit, a lakeside hot tub just for guests, a beautiful four-poster bed, and more. OUTDOOR portable toilet & our unique OUTDOOR showering facilities with a working a sink with hot water:) FOR A FULL DESCRIPTION refer to ‘Other Details of Note’

Guest favourite
An open living space features a spiral staircase leading to a loft area, with large windows allowing natural light to fill the room. A cozy gray sofa is positioned next to a unique kitchen area with rustic cabinets and modern appliances, set against a backdrop of wood accents and textured tile flooring.
Cabin in Upsala
4.93 out of 5 average rating, 852 reviews

Treehouse (LOTR) Stargazer Skycabin

Our LOTR themed treehouse, along with our LOTR Wizard's Cottage, have been described as a "love letter to Tolkien himself." We have been featured on PBS and WJON radio. A manager lives on the acreage, about 200 ft. from the Wizard's Cottage and very far from the treehouse, which is located on the back part of the acreage. It has a fenced-in portion that makes up the Shire Garden. Down the hill is our nod to Mordor. Feel free to visit and dare to open the "Mor Do(o)r."

Top guest favourite
A cabin with a red exterior is situated by the water's edge. A deck with seating overlooks the lake, while a private dock extends into the water. Lush green trees provide shade, enhancing the serene lakeside environment.
Cabin in Maple Lake
4.95 out of 5 average rating, 222 reviews

Cast Away - on Indian Lake - Maple Lake, 1 of 2

This beautiful little cabin sits on the water edge on Indian Lake. Great Lake to fish on. There is a swimming raft that you can swim to along with a paddle boat. Great access to snowmobile trails. This is a small place on a septic system. Not far from Annandale or Maple Lake . 2 vehicle parking. Please note docks come out of water labor day weekend each year. Pontoon rental $200 per day with Gas, $50 cleaning fee if not clean. Fish house rental available.

Guest favourite
A firepit area surrounded by natural stone sits within a grassy yard by the lake. Black Adirondack chairs are arranged around the firepit, providing seating for gatherings. Views of the water and lush trees create a serene setting for outdoor relaxation.
Cabin in Maple Lake
4.97 out of 5 average rating, 185 reviews

Lakefront Cabin with HOT TUB!

Relax and let life slow down a bit at the Crafted Cottage w/NEW HOT TUB overlooking the lake! Renovated home on peaceful 777 acre Maple Lake. Enjoy views of the water from the family room through floor-to-ceiling windows. Play games, cook your favorite meals in the full kitchen or take in a movie on the smart tv. Big living room to hang out in! Year round fun at this cozy cabin. Visit the local brewery or wine bar + the best coffee in town is right up the road!

Guest favourite
The glass house exterior features a wooden deck adorned with decorative lanterns and a vibrant area rug. Inside, a spacious bed and a cozy sofa are visible, separated by sheer curtains. A private hot tub is positioned nearby, surrounded by nature.
Dome in Afton
4.87 out of 5 average rating, 409 reviews

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.

Guest favourite
The exterior of the cabin is visible, featuring a spacious deck and a gently sloped yard leading to the water. A wooden dock extends into the lake, surrounded by smooth rocks. Lush green trees provide shade, enhancing the serene lakeside setting.
Cabin in Maple Lake
4.91 out of 5 average rating, 100 reviews

Cast Away Point - Indian Lake - 2 of 2

"This beautiful little cabin sits on the point of the lake water all around you on Indian Lake. Great access to snowmobile trails. This is a small place on a septic system with only 2 vehicle parking." Also 1 door down is another cabin called Cast-Away. Also have a pontoon for rent. Pontoon rental $200 per day with Gas, $50 cleaning fee if not clean. Fish house rental available. Please note docks come out of water labor day weekend each year.

Popular amenities for Southside holiday rentals

  1. Airbnb
  2. United States
  3. Minnesota
  4. Wright County
  5. Southside