Vacation rentals in Windsor Heights

RARE Spacious Treehouse & Sauna Near Des Moines

Come home to luxury in nature in this spacious, double king-bed treehouse and sleep among the stars. Expansive views of rolling hills greet you as you sip your pour-over coffee on the wrap around balcony twenty feet above ground. Rain? No problem. Tuck away on the three-season screened-in porch to watch the iconic Iowa pink sunsets. Built with special touches including stained glass and intricate woodwork, this treehouse boasts warmth throughout and is sure to be a once-in-a-lifetime get-away.

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.

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!

Drake neighborhood cottage

Great location, close to Drake University (less than 2 miles). Two Master, King bed bedrooms each with newly renovated bathrooms, with beautiful tile showers and smart toilets. This is a cozy home that is perfect for four adults, or a family of four. Newly remodeled kitchen with new refrigerator, gas range and dishwasher. Hardwood floors throughout the home, with tiled kitchen and baths. Conveniently located within a short walk to the Waveland Cafe (300 ft), a favorite breakfast spot.

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.

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.

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.

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.

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!

The Suburban Oasis

Relax and unwind in this spacious 3-bedroom retreat. Enjoy the peace of a serene setting with plenty of room to roam featuring a large backyard where you might even spot local wildlife. The entire home is yours to enjoy, with TVs in every bedroom and a fully equipped kitchen ready for all your cooking needs. Whether you're here to explore or simply recharge, this cozy getaway offers comfort, privacy, and relaxation.