Holiday rentals in Chickasaw County

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Top-rated holiday rentals in Chickasaw County

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Top guest favourite
The exterior of the property showcases multiple outdoor decks, where comfortable seating is arranged. Natural surroundings feature vibrant autumn foliage. A private hot tub is noted to be positioned beneath the upper deck, adding a touch of relaxation to the space.
Home in Waverly
4.99 out of 5 average rating, 144 reviews

Modern Cottage Oasis Perfect for Family w/ Hot Tub

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!

Top guest favourite
The outdoor patio area features a large HotTub, a wood-burning fire pit surrounded by seating, and a charming dining setup. Hammock chairs are nestled on the deck above, which is draped with string lights, enhancing the inviting atmosphere of the wooded surroundings.
Home in Waverly
4.95 out of 5 average rating, 382 reviews

Stunning Home! Kayak, HotTub &Arcade Nature Galore

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

Guest favourite
A kitchen area features a wooden table with two chairs and a bottle of wine. A refrigerator and stove are visible in the background, along with light-colored cabinets. A door leads to another space, and natural light streams through nearby windows.
Guest house in Decorah
4.94 out of 5 average rating, 111 reviews

Monroe Street Cottage - Walk to Downtown & River

The Monroe Street Cottage is perfectly located within minutes of downtown Decorah, the Upper Iowa River, Pulpit Rock Brewery, the Whippy Dip, and so much more! It is the perfect retreat to slow down and relax. The cottage features a living room, kitchen, 1 bedroom with a queen bed, 1 full bathroom, washer/dryer, grill, and private outdoor space. We are excited to welcome you to the cottage; please let us know if you have any questions! Please note the cottage is located behind a house.

Top guest favourite
A ranch-style home is set on a grassy yard surrounded by trees. A covered front porch with two rocking chairs provides a welcoming space. The exterior features light-colored siding and a central front door, with a garage visible in the background.
Home in Waverly
4.96 out of 5 average rating, 133 reviews

Private and Relaxing Acreage in West Waverly

The perfect location for your getaway! Cozy and private yet just minutes from downtown Waverly and Wartburg College! The open concept layout includes a full kitchen, 70" tv + electric fireplace. The bathroom includes a 74x60 shower, a heated bidet + floors, double sinks, and a separate makeup vanity. The sunroom off the back faces an entirely private backyard complete with a fire pit & seating area. Laundry access! 1 queen and 2 single beds. Sleeps 4 but happy to accommodate extra guests!

Top guest favourite
A cozy balcony features outdoor seating with cushions, providing a view of the Cedar River. The serene landscape includes trees along the shoreline and a backdrop of buildings, with gentle water flowing over a dam, illuminating the scene during dusk.
Loft in Waverly
4.98 out of 5 average rating, 170 reviews

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.

Guest favourite
A spacious circular driveway is framed by a flowering tree and lush green grass. The main house features light-colored siding and a welcoming front porch, while a large barn stands in the background, both structures surrounded by greenery.
Home in Nashua
4.94 out of 5 average rating, 125 reviews

Lake House sleeps (16+) Boat Rental & Beach

Nov-April: Sleeps 15 in the house (no heat in barn) May-Oct: Sleeps 16+ (AC in the UP BARN) This Spacious Lake Front Home is perfect for the whole family with full service Amenities! Enjoy an acre of land, 4 bdrm house + bunkroom. 1st floor of barn filled with games, & ample seating. Enjoy the waterfront w/ dock, boat slip, swing & fire pit. The outdoor bball court, frisbee course, sand volleyball, splash pad, playground to entertain. (Extra fee applies to groups over 16)

Top guest favourite
A single-story cabin building is set amidst greenery, featuring a series of covered porches with wooden railings. Each unit has large windows, allowing natural light to fill the rooms. A paved walkway leads to the entrance, surrounded by a well-kept lawn and gravel driveway.
Flat in Fayette
4.95 out of 5 average rating, 101 reviews

Cushions Cabins West

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.

Top guest favourite
A dining area features a wood dining table surrounded by wooden chairs, set on a vibrant Persian rug. The space is complemented by a potted plant and a warm light fixture. Exposed brick walls and modern cabinetry create a cozy atmosphere in the adjoining kitchen.
Loft in Decorah
4.97 out of 5 average rating, 583 reviews

Decorah House • Bright, sunny, walk downtown!

This apartment is on the second floor of a historic brick house just five blocks from downtown Decorah. The renovated space is full of natural light, handmade furniture, and plenty of books. The space includes a full bathroom, small kitchen, table, and seating area. Pulpit Rock Brewing Co, La Rana Bistro, Impact Coffee, Oneota Food Coop, Hotel Winneshiek, Vesterheim and all of downtown is an easy walk.

Top guest favourite
A cabin with a rustic wooden facade is set against a backdrop of colorful autumn foliage. A vibrant red tree stands prominently on the lawn, while a gravel driveway leads to the structure. Green grass surrounds the cabin, providing a natural and inviting outdoor space.
Cabin in Decorah
4.91 out of 5 average rating, 164 reviews

WHITETAIL CABIN

Decorah named most charming town in Iowa - again Decorah is one of 50 Best small towns in America. Cabin with full kitchen, bedroom with queen bed, 1 full bath, lower level has 2 futons, satellite TV, central air, extra large deck, gas grill. Less than 1 mile from Decorah's bike trail, Decorah Eagle Nest, Iowa State Fish Hatchery, 500' to snowmobile trail, fire pit with wood supplied.

Top guest favourite
A rustic cabin is set against a backdrop of lush green pastures and large trees. A herd of Icelandic sheep is seen quietly grazing, with the sun casting a warm glow over the landscape. The peaceful rural setting invites relaxation and reflection.
Guest house in Decorah
5 out of 5 average rating, 276 reviews

Acorn Cabin

Acorn Cabin sits perched on a lovely family farm just 3 minutes from downtown Decorah. The Cabin is a restored granary dating back to 1912 and has been crafted with love and attention to detail. Perfect for couples and small families. Enjoy this opportunity to stay on a working Icelandic Sheep farm with quiet, peaceful evenings, and glorious views of the surrounding countryside.

Top guest favourite
A charming cabin is depicted with a welcoming front porch featuring rocking chairs. Lush greenery surrounds the structure, and a gravel path leads to the entrance. The roof is sloped, and several windows offer natural light, contributing to the overall inviting appearance.
Cabin in Calmar
4.99 out of 5 average rating, 240 reviews

Buffalo Lodge

Enjoy a nice quite place with a pond and wildlife to watch. Enjoy coffee or drinks on the porch overlooking the pond. Minutes from Decorah where there is a bike trail and trout stream. Has outdoor fire pit. Firewood included. Enjoy paddle boating and kayaking on the pond. 1 paddle boat and 2 kayaks are included in your stay.

Guest favourite
Home in Decorah
4.85 out of 5 average rating, 377 reviews

Creekside on Winnebago in downtown Decorah

Welcome to Creekside on Winnebago in beautiful downtown Decorah, Iowa. Come enjoy this updated two bedroom/ one bath home located just steps from all the amenities downtown Decorah has to offer! We first made this private cottage home available in 2019 and are pleased to have you visit!

Popular amenities for Chickasaw County holiday rentals

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