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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, 715 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!

Guest favourite
Cabin in Upsala
4.93 out of 5 average rating, 842 reviews

Treehouse (LOTR) Stargazer Skycabin

Our LOTR themed treehouse, along with our LOTR Wizard's Cottage, have been described as a "love letter to Tolkien himself." We have been featured on PBS and WJON radio. Joan and I live on the acreage, about 200 ft. from the Wizard's Cottage and very far from the treehouse, which is located on the back part of the acreage. It has a fenced-in portion that makes up the Shire Garden. Down the hill is our nod to Mordor. Feel free to visit and dare to open the "Mor Do(o)r." Diversity is welcome.

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
4.92 out of 5 average rating, 152 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
4.89 out of 5 average rating, 64 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
The guesthouse is situated on a grassy hillside, overlooking a serene creek. Tall trees frame the property, while stone landscaping adds texture to the view. A balcony extends from the upper level of the guesthouse, offering a vantage point for enjoying the peaceful surroundings.
Guest house in Clear Lake
4.97 out of 5 average rating, 396 reviews

Escape the city @ Rice Creek Guesthouse.

Unwind in our charming 1-bedroom log cottage nestled in the heart of nature. Perfect for a romantic getaway or a peaceful weekend retreat, this serene escape offers over a mile of wooded trails—ideal for long walks, cross-country skiing, or snowshoeing. Relax by the covered bridge and cast a line for a quiet afternoon of fishing, or simply watch deer wander by from your doorstep. Whether you’re seeking solitude or adventure, this is the ultimate spot to disconnect and recharge.

Top guest favourite
A spacious A-frame studio features wooden walls and vaulted ceilings. Two skylights provide natural light, illuminating a seating area with a couch and decorative items. A large bed occupies one corner, with a cozy rug beneath a wooden coffee table situated at the center.
Loft in Ventura Village
4.91 out of 5 average rating, 1,139 reviews

Tree-Top Urban Cabin: A-Frame Loft + Private Porch

Enjoy a cedar-plank A-frame oasis in the city. This unique "Urban Cabin" features 2 queen beds, a private tree-level porch, and a cozy loft. Perfect for concert-goers & sports fans: walk to The Armory (0.6 mi) and US Bank Stadium (0.5 mi). Direct Blue Line access to MSP Airport, First Ave, and the U of M. Enjoy a full kitchen, high-speed WiFi, ample work space, and a woody, cabin-like retreat in the heart of Minneapolis. Free street parking in a vibrant, diverse neighborhood!

Guest favourite
The spacious living room features wooden beams overhead and a stone fireplace as a focal point. A plaid sofa and two armchairs surround a wooden coffee table. Natural light filters in from multiple windows, enhancing the inviting atmosphere of the room.
Cabin in Waverly
4.89 out of 5 average rating, 133 reviews

Charming & spacious lakeside cabin w paddleboat

Charming 4 bedroom/2 bath cabin on Little Waverly Lake, just an hour from the Twin Cities. Great fishing and rural, small-town feel. Spacious living room opens to the sun porch and its beautiful views of the lake. Swim, boat, fish or play games. Full kitchen with dishwasher; W/D. Level yard walks directly to lake and on-site boat launch. Although not handicap accessible, the main floor bedroom/living area and level lot would accommodate someone with limited mobility.

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, 175 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!

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, 167 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
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.

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
The historic brick building features decorative molding along the roofline and large windows adorned with flower boxes. A sign for 'One Division Art' hangs prominently, while green plants enhance the entrance's appeal. The clear blue sky adds to the inviting atmosphere.
Flat in Buffalo
4.89 out of 5 average rating, 108 reviews

Downtown Buffalo Art Gallery with Artist's Apt

Located in old downtown Buffalo, this beautiful building was built in 1894 as Buffalo State Bank. The retail space is now a fine art gallery. Sturges Park (2 min walk) is across the street and provides: Kayak, Paddle Board, Canoe, Pontoon, Playground, outdoor cooking, skate park, swimming, fishing, boat launch and yes... skating rink in the winter!

Popular amenities for Annandale holiday rentals

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