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, 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!

Superhost
Home in Annandale
4.85 out of 5 average rating, 26 reviews

Cottage on Clearwater - Pontoon/Jet Ski Rental

Welcome to Clearwater Lake Cottage! Escape to this cozy retreat on Clearwater Lake in Annandale, MN. Beautiful one level, open floor plan cottage perfect for quality time with family and friends. Cook meals together in the open kitchen or grill on the fully furnished deck. Enjoy stunning views of the lake from the cottage, deck and private dock. Cozy up in the evenings by the tabletop fire pit and enjoy all that lake life has to offer. The perfect weekend escape just 60 minutes west of the Metro

Top guest favourite
Tiny home in Saint Croix Falls
4.92 out of 5 average rating, 272 reviews

Wolf Creek Luxury Eco-Tiny Home on the Ridge

Experience our custom-built eco-friendly tiny home perched on the top of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, loft or many windows looking over the valley. Enjoy our private barrel-sauna, fire-pit, gas grill, pond with canoes and kayak or Wolf Creek with a private crystal-clear swimming hole! Or just chill on the ridge watching the many birds and wildlife. Just over an hour drive from the Twin Cities, a romantic and memorable stay awaits you!

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 sunroom offers expansive windows showcasing lake views and natural light. A small table and chairs create a cozy seating area, while wood paneling and a ceiling fan enhance the relaxed ambiance. Decorative flowers add a welcoming touch to the space.
Cabin in South Haven
4.9 out of 5 average rating, 21 reviews

The Cottage: Cozy Lakefront 2 Bedroom

Enjoy your getaway about an hour from the Twin Cities. Relax with the whole family at this peaceful cabin in South Haven, MN on the beautiful Clearwater Lake. The cabin is near several parks with walking and biking trails. Clearwater is one of the best fishing and recreation lakes in the area! You will enjoy our two-bedroom lakefront cabin with private lake access, kayaks, living room, kitchen, 3/4 bath, deck with sitting area, outdoor gas grill, outdoor small charcoal grill and fire pit.

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.

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, 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.

Top guest favourite
The interior space features vaulted wooden ceilings and a blend of rustic decor. A granite-topped kitchen island is positioned in the foreground, with a farmhouse-style table and lighting fixtures visible. Large windows allow natural light to illuminate the room, showcasing timber accents.
Farm stay in Mayer
4.97 out of 5 average rating, 152 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.

Top guest favourite
Flat in Carver
5 out of 5 average rating, 176 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.

Superhost
Dome in Maple Lake
4.75 out of 5 average rating, 8 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

Quick stats about holiday rentals in Annandale

  • Nightly prices starting at

    Annandale holiday rentals start at £89 per night before taxes and fees

  • Verified guest reviews

    Over 50 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Annandale rentals

  • 4.9 Average rating

    Annandale stays are highly rated by guests – averaging 4.9 out of 5!

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