Holiday rentals in Windsor Heights

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Top-rated holiday rentals in Windsor Heights

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A vibrant living room features a curvy orange couch, complementing a playful area rug with geometric patterns. A glass window allows natural light to illuminate the space, highlighting the eclectic decor on a nearby shelf. Seating includes a striped chair and a coffee table.
Home in Beaverdale
4.96 out of 5 average rating, 260 reviews

MidCentury, technicolor Ranch w/yard, w+d, parking

- Ranch home in Des Moines' friendly Beaverdale neighborhood - Steps from grocery store, ice cream shop+dining - Blocks to more dining+shops - Less than 5 minutes from Drake University - Around 10 minutes from downtown, Des Moines, Arts Center, parks - Easy access within 15 minutes to suburbs - 1000+ feet with open living, dining and kitchen, 2 beds, 1 bath, laundry and on-site parking - Outdoor front porch, back patio+fire pit - Perfect for a family or two couples ***Send your special requests!

Top guest favourite
A vibrant game room displays a colorful mural of Des Moines and is equipped with playful lighting. A green turf floor sets the scene, complemented by a pink door and seating. Tables are available for games, while a vending machine adds convenience.
Home in Windsor Heights
5 out of 5 average rating, 133 reviews

Sassy, Fun, Adult Getaway! Gameroom!

Prof. designed w/feminine sass, this space has so many details to make you smile! From the cuss word coffee bar to the game room, to the aromatic scent bar to the adult themed card/board games, to the choice of soft cheetah print robes & luxurious throw blankets, no detail has been left out. Walking dist. to restaurants, bars, coffee shops, grocery stores, a spa/nail place & easy access to the bike trails & I235. 10 mins to downtown DSM or the nightlife of West Glen. Super safe, quiet nbrhood.

Top guest favourite
A tranquil scene along a serene pond features a wooden dock with views of mist rising from the water. A cozy mug and an open notebook rest on a wooden surface nearby, inviting relaxation and reflection in a picturesque natural setting.
Tiny home in Norwalk
4.98 out of 5 average rating, 130 reviews

*Winter Getaway* Waterfront Tiny House & Sauna

The true definition of rest & relaxation, this unique tiny house is situated on a three-acre pond suitable for catch and release fishing, kayaking, or stand up paddle boarding. Bring your gear and leave your worries behind. Built with special touches and details including stained glass windows and intricate woodwork, this tiny home boasts warmth throughout. Wake up to bird songs and coffee with the sunrise. After a day of fun, take a soak in the wood-burning sauna and relax by the campfire.

Superhost
A contemporary tiny house exterior is showcased, featuring a wooden facade and a garage below. A private deck rests atop, surrounded by greenery. Large windows allow natural light, while the entrance is framed by two sleek doors, blending modern aesthetics with a welcoming appeal.
Tiny home in Des Moines
4.83 out of 5 average rating, 179 reviews

Des Moines' coolest Tiny Home! +Deck/garage

Kick back and enjoy this calm, stylish tiny house. In an awesome location near downtown, it's the perfect place for a memorable stay in Des Moines! (Fall 2025*, please note there is an active new construction project next door- which shouldn't effect your peace or experience.) You can easily walk to great bars, restaurants, grocery, etc. Peaceful and large deck to relax and unwind.. Convenient garage parking included! *Large trucks may not fit fully in garage. Tiny house experience! 🛖

Top guest favourite
A comfortable living area features a black leather sofa adorned with light-colored pillows, complemented by a dark brown ottoman. Soft light emanates from a floor lamp against a navy wall, while sheer curtains gently filter natural light. A massage chair is visible in the background.
Place to stay in Sherman Hill
4.98 out of 5 average rating, 344 reviews

Historic 1-bedroom carriage house apartment

Located in the heart of the Sherman Hill Historic District, this charming one bedroom carriage house has everything you need whether you’re visiting for business or pleasure. It features a plush king bed that guests rave about, a 50” television, massage chair, fully stocked kitchen, large shower, high end linens and beautiful courtyard. The property is within walking distance to downtown, historic Hoyt Sherman Place Theater, restaurants, a world class sculpture park and live entertainment.

Top guest favourite
A private patio area is sheltered by a wooden overhang, featuring a comfortable seating arrangement. Decorative lights hang from the ceiling, and a small wind chime adds a subtle decorative touch. Lush greenery surrounds the space, offering a sense of privacy.
Guest suite in Des Moines
4.98 out of 5 average rating, 606 reviews

Cozy, Private Guest Suite & Backyard Oasis

Enjoy a peaceful stay in our private basement suite. You'll love the tall ceilings, natural light, and watching wildlife in our backyard! Private entrance from the back patio, & off-street parking for 1 car. Includes: 1 bedroom with queen bed, bathroom with shower/tub, full kitchen, living room with futon couch, floor mattress, and pack 'n play. Ask for pet policy before booking. If interested in a blocked date, message me (new job=less weekly availability). 10% discount for educators 🏫❤️.

Top guest favourite
Barn in Highland Park
4.98 out of 5 average rating, 306 reviews

“The Miles Barn” Gorgeous Industrial Loft

Welcome to our beautiful open concept industrial loft. Upon entering our cozy abode, you'll find a clean, bright, well decorated home with many great amenities where you can kick back, relax and enjoy your stay. If high ceilings and beautiful polished concrete floors are your thing, you will be in heaven. Steel railings give it a true industrial feel. Everything needed for your stay is well thought out and ready to be used. We hope you love our loft as much as we do! ***Pet Fee is $125***

Top guest favourite
A warm living area features a brown leather sofa with decorative blue pillows, positioned next to a round coffee table on a soft area rug. A blue armchair complements the seating arrangement, and natural light enters through nearby windows. Archways lead into the adjoining rooms.
Home in Drake
4.99 out of 5 average rating, 213 reviews

Peaceful Setting & Modern Style

Escape the hustle and bustle of the city and retreat to your own private oasis with this charming 2 Bedroom Airbnb. The house provides present-day amenities while still honoring the original 1930s character. You’ll enjoy a new and sparkling clean kitchen, complete with all the appliances and utensils you need. The bathroom, laundry, dining room, reading nook and living room have all been beautifully updated as well, ensuring that you'll feel right at home from the moment you arrive.

Guest favourite
A spacious living area is highlighted by a soft sectional sofa and an accent chair, set on a textured area rug. Natural light filters through a window, illuminating the neutral paneling and creating an inviting ambiance. Shelving displays decor and plants, adding a touch of green.
Home in Windsor Heights
4.92 out of 5 average rating, 360 reviews

• Iconic Lustron home with 2 king beds •

This Lustron home is located in the peaceful neighborhood of Windsor Heights. This all steel ranch has 2 king beds, one bathroom with shower/tub, and a dining room open to the living room. The four seasons porch is surrounded by trees and over a thousand shade plants. Offering so much privacy you’ll forget you’re in the city! Conveniently located off the interstate near restaurants, grocery stores, shopping, and a 10 minute drive to downtown Des Moines. Complimentary Hulu provided.

Guest favourite
The exterior of the duplex features a welcoming porch with multiple seating areas, surrounded by a spacious lawn. The house showcases a combination of red and green siding, with a steep roofline and large windows that invite natural light.
Home in Drake
4.89 out of 5 average rating, 104 reviews

The Carol Anne-Charming 2bd/2ba Victorian near DT!

This Victorian-era duplex is the perfect mix of Victorian and modern for all the comforts of home. Perfect for quick or extended trips. Location can't be beat: Walking distance to Drake University. Minutes by car to downtown, hospitals, Ingersoll district and proximity to I-235 gets you anywhere in the city. Off street parking/electronic locks make check-in a easy. 2 large bedrooms w/queen beds, 2 bathrooms, kitchen, laundry, closets, and more making it ideal for multiple guests!

Top guest favourite
A balcony view reveals a vibrant sunset casting shades of pink and orange across the sky. Silhouetted trees frame the scene, with distant buildings emerging in the background. A round glass table with colorful cushions offers a place to enjoy the view.
Home in Des Moines
4.97 out of 5 average rating, 176 reviews

Woodland Heights hist. district house on the hill.

Beautiful historic duplex house in the heart of woodland heights. Walking distance to downtown and next to Ingersoll avenue which is full of shops, bars, restaurants and more. Our place allows 2 parking spots on site with a side entrance to your upstairs Airbnb. The 800+ sq ft space includes a private kitchen, bathroom, bedroom, living room, and balcony with views of downtown. Picnic table and grassy area below balcony can be used on those nice Iowa days.

Top guest favourite
A bright bedroom features a spacious bed against a warm, beige wall. Windows allow natural light to fill the room, with greenery visible outside. A dresser and chair provide ample storage and seating, while a smart TV is mounted on an adjacent wall, enhancing the room's functionality.
Guest suite in Windsor Heights
5 out of 5 average rating, 16 reviews

Secret Garden Suite

Escape to the Secret Garden Suite in Windsor Heights! This private 1-bedroom retreat boasts a king bed, jacuzzi, and keyless entry. Unwind in a fenced backyard with patio. Enjoy Wi-Fi, smart TV (complimentary YouTubeTV + NFL Sunday Ticket), Keurig, fridge, microwave, and washer/dryer. Just 15 min to downtown Des Moines, Jordan Creek; 10 min to Drake; 20 min to State Fair; 0.25 mi to bike trail. Book this luxurious, cozy gem for a perfect getaway!

Popular amenities for Windsor Heights holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Polk County
  5. Windsor Heights