Holiday rentals in Annandale

The Little Red Barn @Three Acre Woods

This is our little glamping barn! There is electricity and the covered patio has a small fridge, microwave, camp stove, and bbq grill. No running water inside. Living room and one bedroom with a queen bed on the first level. The loft has a full bed and room for a sleeping bag or two for more guests. An out house and outdoor shower. I have added an Arctic Ice cooler for hot nights! But no AC. There is a nice fire pit, playground, and goats to play with! Warning: The cats love to visit!

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."

SpaLike Private Oasis

Spa quality stay in a private-entry, large master suite, minutes from airport and MOA. High end amenities you won't find in most hotels, all to yourself! Relax in a luxury 2 person hot tub & steam shower. Cuddle up in a comfy lounge area! Convenient kitchenette & work space. In the heart of peaceful SE Mnpls, we are blocks away from Lake Nokomis beaches, trails, rentals, unique dining & more. 15 minutes to downtown. Come pamper yourself while you discover Minneapolis!

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!

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.

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.

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.

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.