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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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.

Top guest favourite
Guest house in Big Lake
4.95 out of 5 average rating, 236 reviews

Sanders Lodge @Three Acre Woods

You can sleep well after a long day of snowmobiling, hunting, fishing or sight seeing at this peaceful and centrally-located place. Sit around the campfire in the evening and relax. This has a queen bed, twin trundle bed and comfy couch for sleeping. In the kitchenette there is a full size fridge, a two burner stove, microwave, coffee pot, blender and a toaster/pizza/convection oven. Be aware, you will have to share the party room side with some homeschoolers on Wednesday mornings.

Superhost
A spacious room features a queen bed draped with light bedding, complemented by a cozy couch and soft pillows. Decorated with Turkish globes, the room is illuminated by natural light from surrounding windows. A small writing desk is positioned near the entrance.
Treehouse in Glencoe
4.95 out of 5 average rating, 153 reviews

Cozy Cedar Treehouse

Our space is a 30 x 12 cedar 4 season porch enhanced in boho decor with Earth's natural elements and warmth of a treehouse. Relaxing authentic Turkish globes surround you. Private sitting areas in the trees, perfect for grilling, entertaining or hanging low and watching the stars. Private courtyard for a more tranquil, intimate setting with a gas glass lit firepit. Come alone, bring your spouse, friend or child. It's a perfect spiritual retreat located 45 min west of MSP Airport.

Top guest favourite
A charming log cabin is nestled among lush greenery, featuring a prominent stone chimney and large windows that invite natural light inside. The exterior showcases natural wood siding, complemented by vibrant landscaping that enhances the peaceful setting.
Cabin in Atwater
4.99 out of 5 average rating, 270 reviews

Cabin in Paradise with Gazebo & Hot Tub

The perfect solution for cabin fever! This romantic & private log cabin overlooks beautiful Diamond lake. Two queen size beds, one is adjustable w/massage. Hand-hewn rock gas fireplace, massage chair, fully stocked modern kitchen, wifi, YouTube TV (local channels & espn) & streaming. Enjoy the gazebo & hot tub next to the cabin throughout the seasons. I live across the street & clean and sanitize, so I know it is done properly. Note: Optional (additional charge) game room available.

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.

Guest favourite
Cabin in Upsala
4.93 out of 5 average rating, 847 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. A manager lives 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."

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
4.9 out of 5 average rating, 134 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.

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, 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
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
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).

Superhost
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

Quick stats about holiday rentals in Annandale

  • Nightly prices starting at

    Annandale holiday rentals start at £88 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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