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 clear blue swimming pool is framed by a spacious wooden deck. Umbrellas in red and blue provide shade for the nearby seating areas. The house is visible in the background, featuring large windows that open to the outdoor space.
Home in Urbandale
4.97 out of 5 average rating, 135 reviews

Big Groups/Pool/Hot tub/Large backyard/Fire Pit

Gather your group in this spacious 5BR, 3BA retreat made for connection and fun. After a day exploring, come back to the pool, hot tub, and sunroom dining. Inside, unwind in two cozy lounges or spark friendly competition in the arcade and game-filled garage. With room for 16, this home isn’t just a stay—it’s where family and friends celebrate, play, and make lasting memories together. Close to: 🏴󠁴5 mins to Get Air Trampoline Park ⛳ 10 minutes to Topgolf 🌆 20 minutes to Downtown Des Moines

Top guest favourite
Home in Urbandale
4.98 out of 5 average rating, 139 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. With additional sleeping arrangements in the basement.The open-concept living area is perfect for relaxing after a long day 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 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
5.0 out of 5 average rating, 176 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 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, 132 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
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, 206 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.

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
4.94 out of 5 average rating, 401 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
5.0 out of 5 average rating, 17 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
5.0 out of 5 average rating, 175 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 living room features comfortable seating with light-colored sofas and accent pillows. A flat-screen TV is mounted above the fireplace, while large windows flood the space with natural light. A soft area rug anchors the room, and a decorative table adds a touch of style.
Home in Urbandale
4.98 out of 5 average rating, 115 reviews

Stunning Suburban Home in Quiet Neighborhood

Bring the whole family to this amazing suburban home with lots of room for fun. Enjoy billiards, reading, board games inside, or escape outdoors on the large deck with peaceful greenspace in the background. Easy access to I-80/I-35 and Hwy 235. Community trails, playgrounds and parks are within a 5 min walk. Direct 15 min access to downtown Des Moines. This newly remodeled 4 bed, 3.5 bath is in a safe and quite neighborhood, has everything you need to relax on your trip!

Guest favourite
The exterior of a two-story home is shown, featuring a combination of light siding and brick accents. The front porch is framed with columns, providing access to the entrance. A spacious driveway leads up to a two-car garage with a white door.
Home in Urbandale
4.79 out of 5 average rating, 100 reviews

Beautiful comfy five bedroom home sleeps 13

Visiting Des Moines for a business crew, Family, or sports team? Stay in this Beautiful Furnished five bedroom home just minutes from everything. Rent by the month for so much less than a hotel stay for 10 people and everything you need is already there! Sleeps 11+ and has two sitting rooms with big screen tvs and comfortable sofas. Roomy kitchen with all appliances and a large deck in the beautiful back yard. Enjoy a taste of Iowa life during your stay in Des Moines!

Guest favourite
A charming exterior features a brick facade with warm orange accents. A covered front porch offers seating around a table, while steps lead to a well-maintained yard surrounded by greenery. Natural light filters through large windows, creating an inviting entrance.
Home in Des Moines
4.87 out of 5 average rating, 242 reviews

Charming Des Moines Home with a GREAT location!

Location, location, location! Charming 4 bedroom on a quiet tree lined street in central Des Moines. A 3-minute drive to the interstate which takes you Downtown or to West Des Moines in 10 minutes either way. Nature and bike trails a 5-minute walk from the front door. Newly renovated this last year, everything is clean and updated. Fire pit to sit outside and relax at the end of the day and pool table/ping pong in the basement to enjoy as well!

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, 418 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.

Popular amenities for Windsor Heights holiday rentals