Vacation rentals in Windsor Heights

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Windsor Heights

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

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Guest favourite
The kitchen features classic wooden cabinetry and retro-style appliances, including a pale cream refrigerator. A patterned backsplash complements the checkered floor, while shelves display colorful dinnerware. Natural light fills the space, enhancing the inviting atmosphere for cooking and gathering.
Home in Ankeny
4.97 out of 5 average rating, 206 reviews

Historic Home on 4 Acres - Hot Tub, Pool, Tiki Bar

Our 1948 vacation home is on 4 acres & boasts 3 bedrooms, 3 full baths, 2 half baths, Bridal Suite (4th bedroom), 70s TV/Game Room, Tiki Bar, & Children's Playroom. Outside we have a pool (guaranteed to be open 5/26 - 9/5) & hot tub (year round). Located 15min away from Downtown DSM & a mile away from a grocery store/restaurants. Up to 2 dogs allowed for an additional fee. ***Events/photo shoots are allowed with written permission only and will be an added fee. No events larger than 25 total.***

Top guest favourite
A spacious living area features large windows, offering expansive views of the skyline. Modern furnishings include a cozy couch, two accent chairs, and a coffee table. A sleek electric fireplace is positioned beneath a wall-mounted TV, enhancing the contemporary design of the space.
Townhouse in Des Moines
4.94 out of 5 average rating, 149 reviews

This is the best Des Moines has to offer!

Welcome to a beautiful 3 story townhome in the heart of Des Moines. If an upscale modern home with an incredible view is your thing, you will be in heaven. Inside you’ll find a clean, bright and well decorated home with all the amenities you'll need to kick back, relax and enjoy your stay. Minutes from shopping, dining and nightlife. The bike trail is across the street where you can ride to Gray’s Lake or stroll to downtown DSM and enjoy the Farmer's Market, Civic Center and Principal Park.

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, 164 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 spacious living area features a billiards table, a modern wood fireplace, and a casual seating arrangement. Light wood beams enhance the ceiling, while large windows allow natural light to fill the space. A dining area with stylish bar stools is visible in the background.
Home in Urbandale
4.94 out of 5 average rating, 200 reviews

RARE Mid-Mod Home. Spacious inside-and-out.

Don't miss your chance at this unique mid-century modern home located in the heart of Des Moines where you'll be just minutes from many local restaurants, bars and area attractions. Entertain your guests with 3,600sf of open-concept mid-century living while enjoying all the amenities this house has to offer! Relish in billiards indoors or escape outdoors for yard games, grilling or an evening bonfire. This newly remodeled 4 bed, 2.5 bath property has everything you need on your next vacation.

Top guest favourite
A cozy living area features a retro-style olive sofa and blue armchair arranged around a dark wood coffee table. A sleek smart TV is positioned to the left, while large windows invite natural light and views of the mature trees outside.
Home in Urbandale
4.98 out of 5 average rating, 126 reviews

Peaceful oasis, private wooded back yard, games

You'll love this well appointed 3 BR mid-mod styled home, located in a quiet neighborhood yet just minutes from everything. Also located next to an extensive walking & biking trail. Cook for the family from the well equipped kitchen. Stream your favorite show on one of the 2 living areas with smart 55 & 65in TVs. Lower level has Ms PacMan arcade game, ping pong, air hockey and board games. Gas grill & eating area on the stone patio. Nearby are several dining & shopping options. Welcome Home!

Top guest favourite
The living space features a modern gray sectional sofa complemented by a green armchair. A coffee table rests on a patterned rug. Two floral artworks adorn the wall, while warm lighting is provided by standing lamps. Natural light enters through multiple windows.
Home in Des Moines
4.95 out of 5 average rating, 391 reviews

Cozy Historic Escape

This comfortable bungalow is stylish with historic charm. The front porch is perfect for morning coffee. The main living space has original hardwood floors and classic brick fireplace with craftsman style built-ins. The house also has fenced in backyard with patio for enjoying temperate days. It is centrally and conveniently located close to Des Moines Playhouse, ~6 minutes from Casey’s Center and Downtown Des Moines, ~13 minutes to Jordan Creek Town Center, and ~15 minutes to DSM Airport.

Top guest favourite
Home in Urbandale
5 out of 5 average rating, 13 reviews

Peaceful · 4 BR · 2 BA · Ranch · Backyard · Deck

We configure the house as you need it before your arrival. Family dinner up to 25. Centrally located. Downtown is 15 minutes. Step back to 1983 in this well-preserved ranch almost as it was built. It’s a genuine time capsule in excellent condition, perfect for groups who value space, comfort, and shared experiences. The home sleeps up to 8 overnight guests and is already set up to seat up to 25 people at once for shared meals and gatherings. Could build out to 48 if needed.

Top guest favourite
A spacious living area features a modern design with a large sofa and two green accent chairs. A sleek entertainment unit with a fireplace is centered on the wall. Large windows provide natural light, enhancing the open and airy atmosphere.
Barn in Des Moines
5 out of 5 average rating, 170 reviews

8000sqft Barndo | Indoor Court + 2 Living Qtrs

Welcome to The Lodge on 3rd - a massive 8000 sq ft Barndominum. Nestled in the heart of Des Moines, Iowa, this stunning retreat offers the perfect blend of rustic charm and modern elegance. With 4 spacious bedrooms and a large loft, there is plenty of room for you and your guests to unwind in style. This property is next door to Luxury Living on Third. airbnb.com/h/luxurylivingonthird These combined properties are ideal for family reunions, etc. ***$200 Pet Fee***

Top guest favourite
The exterior of a modern duplex is presented, featuring a symmetrical façade with a white and dark exterior. A spacious driveway and garage are visible, accommodating vehicles. The landscape is neatly maintained, showcasing a lawn that complements the structure.
Home in Urbandale
4.98 out of 5 average rating, 131 reviews

Central Cozy Urbandale duplex!

Welcome to our charming Airbnb in the heart of Urbandale Iowa Our 2 bedroom, 2 bathroom duplex offers a cozy and stylish retreat for your stay. The open-concept living area is perfect for relaxing after a day of hard-work, and the fully equipped kitchen provides everything you need to whip up a delicious meal. Note: This Airbnb is a duplex. The owner lives on the other side. However you will have you own private entrance, only thing shared is the driveway.

Top guest favourite
A Spanish-style home is framed by lush greenery. The beige exterior features a tiled roof and decorative window glass. A welcoming front porch is adorned with a festive wreath, leading to a blue door. Colorful plants border the walkway, complementing the inviting entrance.
Bungalow in Windsor Heights
4.99 out of 5 average rating, 412 reviews

Unique Spanish Bungalow!

Come experience a house unlike any other in Des Moines. This unique Spanish-style home has a global personality and centrally located. Walking distance to many amenities and pet friendly! The words most often used by guests are warm, inviting, eclectic, spotless, charming, and peaceful. PLEASE NOTE: Street construction will be happening Summer/Fall 2026 near the house. Access to the house and driveway should not be affected.

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, 26 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, Keurig, fridge, microwave, reverse osmosis water, 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!

Guest favourite
A bright living room features a vivid blue couch and two green accent chairs surrounding a wooden coffee table. Shelves display various decorative items, and a flat-screen television is mounted on the wall. Natural light enters through a window adorned with textured curtains.
Bungalow in Des Moines
4.97 out of 5 average rating, 576 reviews

Etta’s Place - private 1b/1b - MidCentury Modern

We love our neighborhood and are excited to share it with you! We have partnered with local restaurants, bars, coffee shops, boutiques, & tea shops to offer exclusive discounts to guests of “Etta’s Place.” It’s our hope that this Airbnb allows you to enjoy the wonderful Ingersoll District. Des Moines is a great place to visit, lots of outdoor activities, amazing food, and unique experiences around every corner!

Popular amenities for Windsor Heights vacation rentals