Holiday rentals in Southside

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Top-rated holiday rentals in Southside

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

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Guest favourite
Guest suite in Cokato
4.94 out of 5 average rating, 102 reviews

Cozy Midcentury Inspired GuestSuite w/Lots of Room

Bring your family and friends to this adorable midcentury inspired guest suite w/lots of room. Your space has 2 spacious bedrooms (1 king, 1 queen) & 2 twin beds located in second living room. Two living rooms: one for watching TV & one for being cozy by the fireplace. The full kitchen has all needed amenities and there is lovely dining space for eating meals together. One full bathroom w/shower and laundry room included in the unit. Child items available. Beautiful backyard space with fire pit.

Guest favourite
A serene lakeside view showcases the cabin grounds, featuring multiple cabins under lush trees. The crystal-clear water gently laps at the shoreline, reflecting the vibrant green foliage and blue sky, creating a peaceful natural environment along Lake Augusta.
Cabin in South Haven
4.79 out of 5 average rating, 42 reviews

Cozy Charm (Cabin 2)

Experience the breathtaking beauty of "Lake Augusta Cabins" one of Minnesota's most charming lakefront getaways. This lakeside cabin rental, just steps from shoreline, offers unmatched panoramic view - you'll feel like you're floating. Wake up to sound of a natural spring, and the relaxation that a true waterfront cabin can offer. Step outside, hop on your boat, and enjoy exceptional fishing on Lake Augusta, known for its clear waters and abundant fish. Follow our journey - Lake Augusta Cabins

Top guest favourite
A two-story lake home is set against a colorful sky, featuring large windows framed by handrails. Stone landscaping creates a tiered design in the front yard, complemented by vibrant flower beds and grassy areas leading up to the entrance.
Cabin in Clear Lake
4.93 out of 5 average rating, 165 reviews

Large Family Lake Oasis with log furniture charm!

Immerse yourself in our lake home's charm on Minnesota's Briggs chain of lakes, offering a unique blend of luxury and rustic decor. The large living space features handcrafted log furniture and themed rooms like 'The Bear' and 'Moose,' perfect for groups or large family gatherings. Enjoy the tranquility of lakeside living as you fish, boat, and swim. Create memorable moments in this carefully curated retreat. Experience more than just a stay; embark on a journey to the heart of lake country.

Guest favourite
A spacious deck offers views of the serene lake, where a sandy beach area meets the water. Colorful chairs are situated along the shore, complemented by lush green grass and a vibrant flag fluttering nearby. Trees provide gentle shade, enhancing the outdoor space.
Cabin in Annandale
4.88 out of 5 average rating, 78 reviews

French Lake Cabin

Come & relax at this adorable lakefront cabin on French Lake in Annandale, MN. French Lake Cabin has an amazing beach/swimming area along with many wonderful outdoor spaces, including ample dock space for hanging out & boat parking. Bring your fishing rods & head out on the lake for a day of fishing. Have drinks at the sand bar {in the bunkhouse} & enjoy the beautiful lake views. There is a large lakeside firepit to relax at in the evening & the bunkhouse provides extra sleeping space.

Top guest favourite
Cabin in Dassel
4.95 out of 5 average rating, 20 reviews

Lakefront dream home, hot tub, pool, 2 fireplaces

Welcome to Westview Lodge, your dream Minnesota lake getaway. Enjoy stunning west-facing sunsets, a sandy beach perfect for swimming, kayaking, and relaxing. Gather on the expansive patio, jump into the above ground pool or soak in the hot tub under the stars. Inside, the open layout and spacious kitchen make it perfect for family vacations, reunions, bachelorette weekends, or retreats. Wood-burning fires, board games and game room. Peaceful and unforgettable. Sleeps 20 people comfortably.

Guest favourite
Home in Annandale
4.98 out of 5 average rating, 63 reviews

Cozy Clean Cabin on Sugar - Pontoon/Jet Ski Rental

Welcome to Sugar Lake Cabin! Escape to this cozy, year-round retreat on pristine Sugar Lake in Annandale, MN. Beautiful one level, open floor plan cabin perfect for quality time with family and friends. Cook meals together in the large, open kitchen or grill on the fully furnished deck. Enjoy stunning views of the lake from the cabin, deck and private dock. Large, flat lot perfect for yard games. Cozy up in the evenings by the lakeside fire pit and enjoy all that lake life has to offer.

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
5.0 out of 5 average rating, 36 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!

Top guest favourite
A inviting outdoor setting features five white chairs arranged around a circular fire pit made of stones. The grassy area is surrounded by trees, with a charming house visible in the background. Sunlight filters through the leaves, creating a serene atmosphere.
Home in Maple Lake
4.97 out of 5 average rating, 30 reviews

Lake home - private sand beach/swimming Maple Lake

We welcome families, small groups for girl’s getaways, retreats, tabletop gaming weekends, and would love to host your family for vacation. Location is only 50 minutes from downtown Minneapolis. Maple Lake is over 800 acres of great fishing where you can enjoy paddling, boating, skiing, wake surfing and swimming. This memorable house is the perfect lake home on Maple Lake. Nestled in a tranquil setting, this delightful property offers everything you need for a truly amazing stay.

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
4.97 out of 5 average rating, 88 reviews

Arch Acres

Located on a gravel road in rural Minnesota, this peaceful and cozy guesthouse will give you privacy, great sleep, and beautiful sunsets. The main floor is ADA accessible and has a bathroom, bedroom, full kitchen, full laundry, and living room. 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, as well as fresh farm eggs!

Top guest favourite
A cozy cabin is presented, featuring a stone chimney and green trimmed windows. The structure is surrounded by a spacious yard with well-maintained grass. In the background, the serene lake is visible across the road, contributing to the tranquil setting.
Cottage in South Haven
4.98 out of 5 average rating, 56 reviews

Lake Sylvia Cottage

Take it easy at this Lake Sylvia getaway. Welcome to a cozy cabin with a true cabin feel with 55 ft of lakeshore access. Access the lake for all summer and winter lake activity. Let’s talk Summer! Nothing better than swimming in this crystal clear, spring fed lake with 20 ft clarity. 2 kayaks, pedal boat, floating raft, and dock available . *Lakeshore is across Quinn Avenue, with stairs down to the lake. Located 5 mi from Annandale, an hour from Minneapolis.

Top guest favourite
Home in Annandale
4.95 out of 5 average rating, 64 reviews

Newly Renovated! Clearwater Lake Family Retreat!

Our Newly Renovated Clearwater Lake Retreat in Annandale, MN! Just one hour from the Twin Cities. Sleeps 10 comfortably, with a large living space, a full kitchen, and plenty of outdoor space! The Retreat is on the "Gold Coast" of Clearwater Lake which is known for the beautiful view of the sunsets and sandy bottom swimming! Only 10 minutes from Downtown Annandale which has everything you might need. Grocery Store, Pharmacy, Restaurants, Shopping, Liquor Store, etc.

Guest favourite
Cabin in Annandale
4.87 out of 5 average rating, 47 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.

Popular amenities for Southside holiday rentals