Holiday rentals in Annandale

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Top-rated holiday rentals in Annandale

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Guest suite in Cokato
4.95 out of 5 average rating, 92 reviews

Cozy Midcentury Inspired GuestSuite w/Lots of Room

Bring your family and friends to this adorable midcentury inspired guest suite w/lots of room. Your space has 2 spacious bedrooms (1 king, 1 queen) & 2 twin beds located in second living room. Two living rooms: one for watching TV & one for being cozy by the fireplace. The full kitchen has all needed amenities and there is lovely dining space for eating meals together. One full bathroom w/shower and laundry room included in the unit. Child items available. Beautiful backyard space with fire pit.

Top guest favourite
A woodpecker is seen perched on a tree trunk amidst a backdrop of bare branches and grasses. Soft sunlight filters through the area, illuminating the bird's colorful feathers. The lake is visible in the distance, partially reflecting the serene landscape.
Guest suite in Dassel
4.9 out of 5 average rating, 247 reviews

Peace of Nature Rustic Retreat

Peace of Nature Rustic Retreat is located in a beautiful wooded property between a lake and a pond and wetland. The retreat features private entrance & covered patio with woods & lake views. A bird watchers dream with a variety of woodpeckers, nuthatch, hummingbirds, Bluejays & cardinals. Enjoy observing the many other critters here too — deer, ermine, otter, trumpeter swan, blue Herron, fox squirrels and more. Located within 10 minutes to fishing, hiking, bike trails, cc skiing and much more.

Guest favourite
Cabin in Upsala
4.93 out of 5 average rating, 826 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
An aerial view showcases a rural property featuring multiple buildings, including a large red barn, a farmhouse, and a smaller structure. Lush greenery surrounds the area, with trees and an open field visible. Pathways connect the buildings, creating an inviting outdoor space.
Farm stay in Cottage Grove
4.95 out of 5 average rating, 549 reviews

Luxury Barn Cottage and Villa at Hope Glen Farm

The Corn Crib Cottage Barn or Villa is a luxurious and rustic 1100 square foot space. The Corn Crib originally used to dry corn and animal housing. This is a very rare historical building built in the 1920's The villa has a 2 person whirlpool jacuzzi , rain shower, beautiful full kitchen, fireplace and next to the 550 acre Washington County Cottage Grove Ravine regional park reserve. The Cottage is near the famous lofty lodge treehouse in the area. Treehouse on airbnb listing number 14059804

Top 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
4.92 out of 5 average rating, 61 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
4.98 out of 5 average rating, 385 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 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, 162 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 lakeside view shows a well-maintained property surrounded by greenery. A large dock is featured, accommodating a pontoon boat and two additional watercraft. The clear water reflects the natural surroundings, while the cabin nestled among the trees offers a cozy retreat for guests.
Home in Annandale
4.95 out of 5 average rating, 56 reviews

Clearwater Lake Family Retreat! -Pontoon Rental!

Clearwater Lake Retreat in Annandale, MN! Just one hour from the Twin Cities. Sleeps 10 comfortably, with a large living space, a full kitchen, and plenty of outdoor space! The Retreat is on the "Gold Coast" of Clearwater Lake which is known for the beautiful view of the sunsets and sandy bottom swimming! Only 10 minutes from Downtown Annandale which has everything you might need. Grocery Store, Pharmacy, Restaurants, Shopping, Liquor Store, etc.

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
4.92 out of 5 average rating, 25 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 cottage features a wooden exterior with a sloped roof and a stone chimney. A welcoming porch is framed by lush greenery and a well-maintained lawn, enhancing the serene outdoor setting.
Farm stay in Mayer
4.96 out of 5 average rating, 131 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 Dassel
4.99 out of 5 average rating, 162 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
A contemporary guest house is presented with a silver exterior, featuring large windows that enhance natural light. An orange fabric shade is draped over one side, providing a splash of color against the blue sky. Lush greenery surrounds the property, creating a serene outdoor setting.
Guest house in Howard Lake
4.94 out of 5 average rating, 260 reviews

Guest House Loft on Lake!

Only 45 minutes West of Minneapolis, this private guest house is lofted; offering a private entrance, virtual glass living room, dinette, small refrigerator, microwave, queen bedroom with full bath, 2 private docks and a canoe on an 80 acre setting with trails. Dutch Lake Guest House is the name of our social media presence - follow us to learn more!

Popular amenities for Annandale holiday rentals

Quick stats about holiday rentals in Annandale

  • Nightly prices starting at

    Annandale holiday rentals start at £82 per night before taxes and fees

  • Verified guest reviews

    Over 40 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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