
Holiday rentals in Annandale
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Top-rated holiday rentals in Annandale
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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.

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.

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.

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.

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.

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."

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.

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.

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!

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.

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).

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
Other great holiday rentals in Annandale

Maple Lake Cabin with Hot Tub!

Sunny Rush Retreat

Swan Lake Shores!

LACE LEAF CABIN - 4 bedroom, luxury lake getaway

Quaint cabin with sauna on peaceful Lake Francis

Loondocks | Lakeside Hideout w/ Sauna

Stoney Ridge Treehouse

River Hideaway
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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- Uptown
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- Guthrie Theater
- Walker Art Center
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