Holiday rentals in Annandale

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Top-rated holiday rentals in Annandale

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Top 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, 720 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!

Superhost
A sunlit sunroom features large windows providing an unobstructed view of the lake and surrounding greenery. A round white table with two wooden chairs is set for visitors, with a small vase of flowers positioned at the center.
Cabin in South Haven
4.74 out of 5 average rating, 34 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
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.

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, 179 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, 33 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.

Superhost
A vibrant sunset reflects over the calm waters of Swartout Lake, casting warm hues of orange and pink across the sky. Silhouetted trees line the horizon, enhancing the natural beauty of the serene lakeside setting.
Home in Annandale
4.64 out of 5 average rating, 88 reviews

Lake Front Home with Pool and Stunning Views

Indulge in a peaceful lake home retreat just an hour away from Twin Cities Downtown. Our modern home offers all the comforts and more, with wall-to-wall views of Swartout Lake – one of the quietest and most private lakes in Annandale. Enjoy spectacular sunsets over the west-facing lake, surrounded by the beauty of a bird sanctuary. Take a dip in the heated pool with serene lake views. This is your escape to tranquility and modern living.

Top guest favourite
A serene outdoor space features a manicured lawn by the lake, with wooden steps leading up to the cabin. Cozy seating areas are arranged in a circle around a fire pit. Trees provide natural shade, while the sun sets over the water in the background.
Cabin in Harris
4.99 out of 5 average rating, 168 reviews

Scandinavian Lake Cabin Ideal for Romantic Getaway

Peace and relaxation await at this newly-renovated lake cabin where modern amenities meet Scandinavian simplicity. With 150’ of private lakeshore on Goose Lake, it’s the perfect getaway for couples, small families, or outdoor enthusiasts. After a day of enjoying the lake, spend your evenings listening to records next to the fireplace, or enjoy a bonfire and watch the sunset while roasting S’mores. Only 1-hour from the Twin Cities.

Top guest favourite
An open-concept kitchen and living area features a large island with a light countertop and wooden cabinetry. A cozy Jøtul fireplace is positioned against a brick accent wall. Natural light fills the room through windows, highlighting the modern furnishings and inviting atmosphere.
Flat in Carver
5 out of 5 average rating, 165 reviews

Riverside Getaway | Apt above Getaway Motor Café

A two-bedroom apartment above Getaway Motor Cafe in historic downtown Carver, MN. Built in 1871, carefully restored, and designed with a Nordic Modern warmth that makes you want to stay a little longer. Jøtul fireplace, gourmet kitchen, private balcony over the creek, and a cafe downstairs for morning coffee and evening cocktails. Sleeps 4. Small-town charm, miles of trails. Come rest.

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