
Holiday houses in Freeport
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Top-rated holiday rentals in Freeport
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Wizard's LOTR Cottage and Treehouse! Pet Friendly!
Our LOTR-themed Wizard's Cottage, along with our LOTR Stargazer treehouse, are on 2+ acres, & have been described as a "love letter to Tolkien himself." Our home is about 200 ft. from the Cottage & far from Stargazer (back of the acreage). Greenery provides privacy. Enjoy our hot tub & Mordor -(dare to open the "Mor Do[o]r")! We are solidly in farm country; 2 miles from lovely Cedar Lake; Soo Line Trail has hiking, biking & snowmobiling; park & bar in walking distance. Diversity is welcome.

Modernized Quality & comfort with convenience!
Amazing Location! Sleeps 4, Great Quality! From the linens to the kitchen to furniture! Great walkability to restaurants, beautiful river parks, groceries and shopping all within blocks. only 4 minutes from St cloud hospital. Whether your enjoying the 65" 4K smart tv, hooked up on wi-fi, cooking in our beautiful well stocked kitchen or just sleeping you will find comfort and quality. Outdoor patio with fire pit, table & charcoal grill. Free parking 10'x55' can accommodate truck and trailer.

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!

The Maynard Cabin, a Civil War era log cabin
The Maynard Log Cabin was erected by a homesteader after the civil war. We have moved and restored it and made it available for rent. It is off the grid, but it has a complete functioning kitchen, wood stove and sitting room downstairs. There are two antique beds with new mattresses upstairs. There is no electricity but the cabin is furnished with kerosene lanterns. The bathroom facilities consist of wash basins and outhouse. The cabin is surrounded by 40 acres of woods and meadows.

Quaint modern cabin set in private woodland
Escape into the forest at the Ursa Minor cabin. Built in 2017, this comfortable and tranquil getaway includes a full kitchen, bathroom with a cedar-lined shower, electric in-floor heat, a wood stove, warm pine siding throughout, and a spacious sleeping loft. A covered porch, fire pit and fully-stocked woodshed are right outside the door. Your stay includes access to more than ten kilometers of trails traversing hundreds of acres of private woodland originating steps from your door.

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.

The Rose Ranch father-in-law suite
Guests will enjoy all the modern comforts of home. Semi secluded yet close to town. Enjoy the relaxing country views. In unit laundry, a full kitchen and wifi make this a great option for extended stays. The kitchen has all the essentials for you to make home cooked meals including dishes, pots, pans, utensils and basic spices. There is a TV with a streaming apps for your use. The laundry is in-unit so having clean clothes is convenient. Parking is directly adjacent to the entrance.

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.

Farmer's Cabin - Serene Views, SAUNA, peaceful
Nestled at the end of a quiet dead-end road, our newly renovated, farm-themed cabin offers the ultimate cozy lake escape. Wake to peaceful water views, sip coffee on the large patio, and enjoy a flat sandy shore perfect for swimming and playing. We provide a raft, lily pad, paddle board, tons of water toys, and a relaxing sauna. Inside, everything is fresh, bright, and filled with charm — a perfect private retreat to unwind, recharge, and make lasting memories.

Bayside Hideaway on the River
Wake up to tranquility and wildlife at this bayside location on the Mississippi River. Uniquely perched at the water’s edge, the fresh bright interior design provides modern comfort and stunning views of the private bay and river through expansive windows. If you are looking for a quiet respite and a change of scene, this cozy gem shuts out the noisy world and allows nature to remind you how important it is to rest and reset.

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.

Economical 2-bedroom basement apartment w/hot tub
This basement apartment is large, comfortable and furnished with everything you'll need. It's close to Taunton Stadium and a mile from downtown. It's a little chilly, but the price is right and we the hosts live upstairs so we're close by in case of need. And you can park off the street!
Popular amenities for Freeport holiday rentals
Other great holiday rentals in Freeport

O'Halloran House-Feathered Acres Learning Farm

Perfect for family gatherings and retreats

Riverside 2bedroom cottage, 4deck, firepit, kayaks

Our Studio

Spacious lot on Big Birch Lake

Week to week May thought September

Best's Bunkhouse

“The Playhouse In The Woods”
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