Holiday houses in Windsor Heights

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.***

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.

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!

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.

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 🏫❤️.

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.

The Plot Twist - Comfortable Duplex Near I-235!

Welcome to the Plot Twist — a cozy getaway designed for book lovers, movie buffs, or anyone looking for a relaxing stay. This 3-bedroom, 1.5-bath home comfortably sleeps up to 6 guests, and gives you plenty of space to relax or enjoy your favorite hobbies. Enjoy a fully equipped kitchen, comfortable gathering spaces, and an outdoor patio with a gas firepit. Conveniently located near the interstate, shopping, restaurants, and local attractions. Connected to "The Game House" AirBNB.

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.

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!

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!

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.

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!