Holiday rentals in Strawberry Point

Private 110-Acre Retreat. Ponds, Trails & Views.

Take it easy at this unique and tranquil getaway. legacy landing has a brand new 450 sq ft. shouse resting atop of 110 acres of beautiful woodlands. The shouse is covered from wall to ceiling in pine and cedar accents harvested from our forest and sleeps 5. Inside find a fully furnished kitchenette with indoor griddle/grill, air fryer and microwave. There are two lofts upstairs with a queen bed on one side and a twin bed on the other. Down stairs is a queen futon. 2 fully stocked fishing ponds.

Cozy Cabin by the Pond

Primary guest must be 21+ Quiet country location to relax & enjoy. Just 9 miles west of Dubuque, near Wineries, Heritage Trail, Sundown Mountain Resort. Primary guest must be 21+ to book. Cozy cabin & 1/4 acre pond. We're sure you’ll love this space as much as we do. Not suitable for children under 12, we strictly enforce no children or pets, and must be 21+ to book. Outdoor space, gas grill, gas fire pit. Fully stocked cabin, with breakfast items included for you to enjoy at your leisure.

Highland Hideaway

A cozy, secluded two bedroom cabin located in the driftless region with incredible views of the Mighty Mississippi!!! If you’re looking for peace & quiet, beautiful sunsets, watching wildlife or barges cruise this is your place. Only 20 minutes from Wyalusing or pikes peak state park, The Effigy Mounds (Indian Burial Grounds)and Historic Villa Louis. This beautiful cabin centers you 30 miles from amazing hiking, fishing, hunting and nature for a weekend of disconnecting from busy life.

The Bridge View Studio

Perfect getaway and a perfect location to get to know Elkader with it’s coffee shops, antique mall, shops, opera house and beautiful Turkey River. Property was homesteaded in 1841 and sits directly across from the courthouse and looks over the famous Keystone Bridge and downtown. Come stay awhile. ***NOTE: Because we are located across from the court house the clock tower bells can be heard from our location. Main part of the house is our residence, Airb&b has separate entrance on the side.

Old Mission Road House - A Home Away from Home

This is a newly built house with full kitchen. All dishes, pans and linens are supplied. There are 3 queen size bedrooms, 2 full bathrooms , washer and dryer. Flat screen TVs access to WIFI in the kitchen and in the loft area and also in each bedroom. Fully air conditioned. Front and back patio with chairs and table, grill and fire pit with wood supplied. Backbone State Park is three miles away. A great area for trout streams, hunting , hiking , golfing and snowmobling in the winter.

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.

The Kimball House

Beautiful Victorian home in the heart of Fayette only one block from downtown & Upper Iowa University. Features an updated kitchen w/ stainless steel appliances and family room w/gas fireplace. Formal living room & dining room have original hardwood floors; upstairs has engineered hardwoods. Updated bathroom has double vanity and shower. Downstairs 1/2 bath and laundry room has sink and shower. This charming home has everything you need to make your visit to NE Iowa fantastic!

Unplug and get back to nature

The log cabin was built as a place to unwind, relax, and truly unplug. Nestled among 15 acres of rolling hills, the cabin can serve as a place to hunker down and read three novels, or a home base for hiking, cycling and putting the nature back in your life. Be advised, there is NO television and that’s for good reason. Cook, drink, eat, play, relax and refresh yourself. Wake up to the songs of birds and listen to the owls at night while you’re warming yourself around a bonfire.

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.

Cabin in the Woods

Rustic cabin surrounded by small timber tract. Very cozy cabin with relaxing space, sleeps 6 guests; 4 beds, 1 Queen & 3 full beds. Quiet and private. You have the entire cabin to yourself. Enjoy the fire pit and feel to walk around the grounds. Close to The Field of Dreams, Mississippi and Maquoketa Rivers. Also, close to Jones and Delaware county fair grounds. You’ll also find that Farley Speedway and Tristate Raceway are minutes away. Nature awaits!!

Cozy Farmhouse Getaway

Come stay at this warm and cozy farmhouse style home. This newly renovated home has everything to offer. This kitchen is unbelievable and has all your kitchen needs. Relax on the patio outback and grill some of your favorite foods! This home is located in a quiet neighborhood. It is right next to Manchester’s fair grounds and very close to downtown Manchester which includes the river, beer and food. You can’t get a better location!

Taste of History- 2 bedroom lower level apartment

Set in a small midwest town, this home, built in 1888 has maintained it's charm and will provide the perfect space for you and your family to stay while in the area. It's truly a gift to be able to share my home with others and we look forward to accommodating travelers from all stages of life. For a while, “hot water” was listed as something that was “unavailable”; this is not the case. The house is fully equipped with hot water