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, 727 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!

Top guest favourite
A cozy tiny home is illuminated at night, revealing warm light from its windows. A stone pathway leads to an inviting front deck surrounded by greenery. Nearby, a decorative lantern can be seen in the foreground, enhancing the serene ambiance.
Tiny home in Saint Croix Falls
4.91 out of 5 average rating, 265 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 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.

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, 66 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
A serene view of the lake is captured at sunset, with vibrant colors reflected on the water. A patio area with a table and chairs is visible in the foreground, framed by trees and string lights that add a soft glow.
Cabin in Big Lake
4.95 out of 5 average rating, 194 reviews

Stunning Lake Views At Sunset Ridge

You'll be perched on a hill with stunning lake views from nearly every window- this light-filled home offers the ultimate retreat. Enjoy paddle boards, kayaks, swim mat & floats - all provided! For you fishing enthusiasts, the dock is a perfect spot to reel in a catch. Relax and soak in the serene surroundings!” We are located 50 minutes from the Twin Cities so it won't take long before you are relaxing and enjoying the beautiful sunset from your deck & sipping your favorite beverage!

Superhost
The A-frame cabin showcases a wooden exterior with large glass doors, allowing a glimpse into the inviting interior. Surrounded by lush trees, a spacious front deck is visible, featuring outdoor seating and a propane grill, perfect for outdoor gatherings.
Cabin in Brook Park
4.89 out of 5 average rating, 285 reviews

Stylle Hytte ///\ Northern Cabin Retreat

Our Nordic inspired A-Frame is known as the Stylle Hytte which is Norwegian for ‘Quiet Cabin’. Here you can take in 5 secluded acres of woods with trails winding down to the private riverfront. Only an hour north of the Twin Cities, enjoy modern conveniences like WIFI (60mbps), smart TV, complete kitchen, full bathroom, a bedroom and loft both with queen beds, a cozy living room with a real wood fireplace and an outdoor electric barrel sauna. Calendars are open 9 months in advance.

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
Cabin in Maple Lake
4.97 out of 5 average rating, 180 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
A glass house reflects natural surroundings, enclosed by trees and sunlight. The interior features a spacious bed draped in white linens, with cozy seating visible nearby. A wooden deck extends outwards, complemented by outdoor furniture and decorative lanterns.
Dome in Afton
4.87 out of 5 average rating, 403 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 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.

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, 170 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
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).

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!

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