Holiday rentals in Annandale

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Top-rated holiday rentals in Annandale

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Guest favourite
A serene lakeside view is captured, showcasing a sandy beach and dock that extends into the calm water. Lush trees frame the scene, with gentle waves reflecting the soft colors of the setting sun. A figure is visible near the water's edge, adding to the tranquility.
Cabin in Richmond
4.84 out of 5 average rating, 131 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.

Top guest favourite
Home in Annandale
5 out of 5 average rating, 58 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 charming log cabin is nestled among lush greenery, featuring a prominent stone chimney and large windows that invite natural light inside. The exterior showcases natural wood siding, complemented by vibrant landscaping that enhances the peaceful setting.
Cabin in Atwater
4.99 out of 5 average rating, 268 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.

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, 177 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.

Guest favourite
A spacious living area features vaulted wooden ceilings and large windows providing natural light and lake views. A comfortable sectional sofa is arranged around a coffee table, and a stone fireplace serves as a focal point. Modern decor complements the inviting space.
Cabin in Annandale
4.94 out of 5 average rating, 31 reviews

Cedar Lake getaway w/sauna - cozy fireplace!

Welcome to Cedar Lake! Escape to this cozy cabin on one of the best lakes in the area. Beautiful open floor plan with stunning views of the lake from inside, on the deck, or sitting on the dock. This 4 bed/3 bath cabin is perfect for quality time with friends and family. Sauna/paddle boards/kayaks included w/rental. Whispering Pines Golf Course is less than one mile away! Snuggle up by the fire pit and enjoy all that lake life has to offer.

Top guest favourite
The rustic cabin features a blend of original log and repurposed barn wood, beneath a green metal roof. A welcoming porch with wooden railings is set amidst trees, surrounded by fallen leaves, creating a peaceful, natural setting.
Cabin in Grove City
4.96 out of 5 average rating, 147 reviews

A Rustic Cabin on Long Lake

This rustic cabin is tucked away on 2 acres on Long Lake. The original log structure dates to 1858 with a new addition built out of repurposed barn wood. Enjoy a quiet retreat or a romantic getaway by the fireplace. Spend some time by the lake enjoying the fresh air and wildlife, or reconnect with family around the table playing games. Our cabin is the perfect place to re-energize and reconnect.

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).

Top guest favourite
Flat in Dassel
4.99 out of 5 average rating, 166 reviews

Quiet Countryside Apartment with Lake View

One bedroom apartment with private entrance located on 40 acres of rolling hills. Apartment is on second floor. Quiet location with beautiful views of a lake and countryside. Perfect place for a personal or writer's retreat or if you enjoy a quiet night's sleep. The apartment is attached to a single-family home which is our personal residence. Our home was constructed in 2014.

Guest favourite
Dome in Maple Lake
4.83 out of 5 average rating, 6 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 Annandale holiday rentals

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