Vacation rentals in Southside

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Top-rated vacation rentals in Southside

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Top guest favourite
The guesthouse exterior features a simple design with vinyl siding and a pitched roof. One dormer window and two additional windows are visible on the side, providing a glimpse of natural light. A paved path leads to the entrance, framed by a grassy area.
Home in Litchfield
4.99 out of 5 average rating, 67 reviews

Arch Acres

Located on a gravel road in rural Minnesota, this peaceful and cozy guesthouse has two bedrooms, an ADA accessible main floor and bathroom, full kitchen, full laundry, and country views. We are located approximately 15 minutes from Litchfield, Kimball, Dassel/Darwin, and more. We have plenty of parking if you have a trailer, camper, or boat. Fruit trees and raspberries for seasonal snacking. Since we live in an agricultural area, you maybe experience bugs at different times of the year.

Top guest favourite
A spacious lakefront home is displayed, featuring a covered wrap-around deck that overlooks the lush, green yard. The exterior showcases a combination of stone and wood siding, with multiple roofs and large windows that allow for natural light. Surrounding trees add to the serene setting.
Home in Maple Lake
5 out of 5 average rating, 24 reviews

Welcome to the quiet country!

Relax with the whole family at this peaceful and luxurious lakefront home! Escape to this beautiful four bedroom, two 1/2 bathroom country retreat. Nestled on 2 acres, and a quiet environmental 275 acre lake, this home offers plenty of room for outdoor activities. This is the perfect getaway for those seeking tranquility and outdoor adventure. Located 3 miles southwest of Maple Lake, there are 26 lakes located within 10 miles of the property. Enjoy the wrap around deck for sunsets!

Guest favourite
An open-concept living space is featured, displaying a comfortable sofa and a wooden coffee table. A dining area with multiple chairs surrounds a central table. Light-colored cabinets and modern appliances are visible in the kitchen, complemented by large windows allowing natural light to fill the room.
Guesthouse in Kimball
4.97 out of 5 average rating, 34 reviews

The Rose Ranch father-in-law suite

Guests will enjoy all the modern comforts of home. Semi secluded yet close to town. Enjoy the relaxing country views. In unit laundry, a full kitchen and wifi make this a great option for extended stays. The kitchen has all the essentials for you to make home cooked meals including dishes, pots, pans, utensils and basic spices. There is a TV with a streaming apps for your use. The laundry is in-unit so having clean clothes is convenient. Parking is directly adjacent to the entrance.

Guest favourite
A charming cabin is reflected on the calm waters of Indian Lake, surrounded by vibrant autumn foliage. The structure features multiple levels with large windows, wood accents, and a welcoming porch that overlooks the serene lakefront.
Cabin in Maple Lake
4.95 out of 5 average rating, 221 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 with a NEW ! 40 gallon water heater with only 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.

Superhost
Cabin in Annandale
4.84 out of 5 average rating, 32 reviews

Clearwater Cottage

Charming lake home located on Clearwater Lake in Annandale, MN. The pristine lake, loon calls, and cozy home make you feel like you've gone 'up north,' but it's less than an hour from the Twin Cities. Enjoy nearby walking and biking trails, as well as some of the best fishing and recreation lakes in the area! You will enjoy our two-bedroom lakefront home with private lake access, kayaks, living room, kitchen, full bath, deck and outdoor dining, grill and fire pit.

Top 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, 184 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 exterior of the cabin features a welcoming entrance with a wooden deck and a set of stairs leading up. The cabin is painted in blue and brown hues, with large windows that offer views of the surrounding landscape. Grass borders the deck, providing a natural 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.

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, 149 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.

Guest favourite
Cabin in South Haven
4.81 out of 5 average rating, 43 reviews

Tiny Barn (Cabin 4)

Experience the breathtaking beauty of one of Minnesota's most stunning lake views by staying at our cabin. This unique lakeside cabin, just steps from shore, provides an unparalleled view. Picture waking up to the incredible lake view and the soothing sound of nature. Step outside, jump on your boat, and embark on an unforgettable fishing experience. Follow the journey on FB & IG @lakeaugustacabins

Guest favourite
Home in South Haven
4.97 out of 5 average rating, 33 reviews

Lighhouse Point Cabin Rental

The drive down this private dead-end road to the cabin is stunning. This cabin offers 3 bedrooms with 3 bathroom and sleeps 8. This cabin has 2 living rooms, a large screened in porch, full kitchen and large dining room with open floor plan. This cabin sits on a private peninsula sounded by water and is absolutely gorgeous. Don't miss out on exploring the land and walking out to lighthouse point.

Guest favourite
An open concept living area features a spacious seating arrangement with a light-colored sofa and two black chairs. Large windows fill the space with natural light, while a modern kitchen and dining area are visible in the background. Subtle decor elements enhance the contemporary design.
Home in Monticello
4.94 out of 5 average rating, 143 reviews

Spectacular Locke Lake Home in Monticello, MN!

Spectacular lake home on Locke Lake! Enjoy the lake views from all rooms and open floor plan. Relax on the sandy beach, dock, pedal boat, kayak or paddle boards. 133 acre lake (49' deep). Forty five minute commute from the Twin Cities. MAXIMUM 14 GUESTS on the property at all times. MAXIMUM 8 CARS (enforced by our property manager, the lake association and local neighbors).

Superhost
Dome in Maple Lake
4.86 out of 5 average rating, 7 reviews

The Maple Lake Dome Home

Welcome to the Dome Home—a one-of-a-kind lakefront stay on a private 1.5-acre setting. This geodesic dome sleeps up to 8 with a cozy loft and multiple bedrooms. Enjoy peaceful lake views, deep restful sleep, and built-in red light therapy for relaxation and recovery. Pet-friendly with fee, perfect for couples, families, or a truly unique getaway you’ll never forget.

Popular amenities for Southside vacation rentals

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