Holiday houses in Windsor Heights

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

The Hay Loft: Hot Tub • Game Room • Fire Pit • BBQ

Centrally located to Downtown Des Moines, sits our fully remodeled, 5 bedroom, 2 full bathroom home that can sleep 14 guests. The Hay Loft offers privacy for your large group, yet it's also close to everything that Des Moines has to offer! Our amenities include: spacious hot tub, fire-pit, grill, office space and a fully stocked kitchen. Fiber internet/WiFi + smart TVs in every room. Just a couple of blocks from Drake College, and within three miles of the Iowa Event Center and Casey's Center

Sleeps 12 | Hot Tub | Air Hockey | 3.5 Baths

Bring the whole crew to this spacious 3-level Urbandale home — ideal for family reunions, group getaways, or Des Moines sports weekends. Soak in the year-round hot tub after a long day, then challenge everyone to air hockey in the walk-out basement rec room. Spread out across 4 bedrooms and 3.5 baths with fast fiber WiFi and 65" smart TVs in both living areas. The fenced backyard and quiet suburban street are perfect for kids and pets. Minutes from downtown Des Moines and the Jordan Creek Mall.

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.

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.

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.

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!

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.

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***

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!

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.

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!