
Holiday houses in Tripoli
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Top-rated holiday rentals in Tripoli
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Nature’s Nest
Unwind and immerse yourself in nature at this cozy cabin overlooking Timber Coulee Creek. Large living room windows and a spacious deck provide you with a bird’s eye view of the rippling river and many types of wild life. Deer amble through the property; eagles soar and keep an eagle eye on everything. Turkeys, squirrels, coons, and myriad of birds go about their business in this serene environment. Trout fishing is an excellent pastime for those who care to cast a line. Rest, at Nature’s Nest.

Stunning Views! - Bunker Hill @HighPointRetreats
Perched in the solitude of nature, our ridge top cabin offers a picturesque view at one of the top elevations in all La Crosse County. Cozy up to your loved ones, relax with friends, or find inspiration in this luxury cabin in the woods. Bunker Hill sleeps four and is non-smoking. Get your front row sunset seats on the private patio and relax by the fire. Immerse yourself in the tranquility and come stay us. *Check out our six other one-of-a-kind retreats listed on Airbnb located in Mindoro, WI

Cozy Lovers Lane Cottage | Hot Tub + River Views
Nestled atop historic “Lover’s Lane” in Waverly, Iowa, begin your morning with complimentary coffee and a river view. Step down to the lower deck to unwind fireside, or soak in the private hot tub. Located within walking distance of downtown Waverly’s unique shopping and dining area, this space also features a 'Kid's Corner', complete with chalkboard painted walls and toys for all ages! If you’re looking for a relaxing get-a-way, this is your space! Complimentary streaming services included!

Stunning Home! HotTub, Arcade, Iowa’s Top 10!
See VIDEO Link Below. Nestled on 3+ serene wooded acres WITHIN Waverly & just minutes to Waterloo/ CF. Gorgeous & unique! Start the day with coffee on the deck, soaking up the view and watching abundant wildlife. Relax in the NEW HOTTUB sipping wine. Why rent 3 hotel rooms? This home can sleep up to 12. Upscale furnishings & outstanding amenities. *Inquire for KAYAK / CANOE RENTALS & TRIPS. *Please PREAPPOVE pets & large groups / events. CUT / PASTE VIDEO LINK: https://youtu.be/U2E5utD3Qyc

Cozy Riverfront Home on the Beautiful Cedar River
The Cozy Confluence is uniquely nestled between Rock Creek and the beautiful Cedar River. The home is spacious yet cozy. There is a large attached deck where you can enjoy a morning cup of coffee while listening to the creek babble nearby. If you are an outdoor enthusiast, this is the place for you! There are hiking trails throughout the property with incredible canopies of mature hardwoods. River access on the property makes kayaking, canoeing, or tubing a breeze. Plan your escape today!!

Cozy creekside Driftless Log Cabin on beaver pond!
Peeping frogs, singing birds, rustling trees, hooting owls, gurgling creek, howling coyotes: these sounds will surround you during a week here! Cabin is cozy, with an aesthetic we're calling supper-club-chic. The perfect place to read, relax, reconnect. Nestled in the heart of Wisconsin's Driftless area, a remote, lovely, nearly-wild kingdom, easy driving distance from Chicago and Madison. As of 2025, a resident beaver family are redesigning the creek/yard: you'll have a front row seat.

CR Station Train Caboose
Enjoy the restoration of our charming and cozy caboose! Complete with all the amenities you'll need and more! Linens and towels, refrigerator, microwave, a double burner hot plate, dishes for cooking, barware for cocktailing, and even the original conductor's chairs to watch the sunset over the horse pasture. We also offer guided trail rides on our horses for up to 3 guests. You can book through Airbnb Experiences here: https://www.airbnb.com/experiences/6860469?viralityEntryPoint=2&s=7

Custom Floating Suite-HOT TUB!
Enjoy a stay directly on the backwaters of the Mississippi River. This custom cabin is floating right on the water, and you won't find anything like it! Grab your loved one or friend and surround yourself in nature, while soaking in the hot tub on the floating patio, or in the beautiful tub inside. Relax in the king size bed thats in front of one of the two fireplaces. The cabin has everything you need, including a small kitchen. This floating oasis is located at Millennium Marina.

Swanky Downtown Loft
Unique downtown studio loft with balcony overlooking the Cedar River. Loft sleeps up to 4 adults, one queen sized bed and 2 high quality full sized futons (pack and play available upon request for small children). Located right down town with shopping and night life steps away. This unit does not have a full kitchen. (small sink, small fridge/freezer, pizzaz, microwave, and electric griddle are in the bar area) Public Parking located off of 1st St NE to the North of Bremer Ave.

Bella's Suite at Stars Hollow
Bella's Suite is the private, lower level of our home, with a separate entrance. The beautifully decorated space includes living & dining room, fully equipped kitchen, bath, bedroom & a massage room. Our farm is nestled beside 140 acres of beautifully groomed public trails. Feed the cows, read a book on the beach, take a hike, fish for bluegills in our lake, race a pig, skip rocks or canoe in the creek, have a bonfire (S'mores provided) & stargaze from the relaxing hot tub!

Cushion Cabins East
Very private, secluded and relaxing spot within 30 yards of walking or biking trail. Enjoy wildlife, plenty of deer and eagles to watch off the large open front porch. Fire pits for each cabin with firewood provided. Grill provided in front yard. Two private bedrooms with a queen bed in each. Kitchen included microwave, 2-burner stove and full size refrigerator. Coffee make and toaster also provided. River for canoeing and kayaking within walking distance.

Paradise Point sleeps 2 Hot Tub
1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region.
Popular amenities for Tripoli holiday rentals
Other great holiday rentals in Tripoli

Secluded Bardo Retreat w/ Hot Tub + View

Spacious Town Home in Waverly

Mississippi River Cottage

The Firefly Cabin

Graf House

The Overlook Cabin

Peaceful Driftless A-Frame

The Lodge Modern Cabin w/ Hot Tub Hiking Camping
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