
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.

MidCentury, technicolor Ranch w/yard, w+d, parking
- Ranch home in Des Moines' friendly Beaverdale neighborhood - Steps from grocery store, ice cream shop+dining - Blocks to more dining+shops - Less than 5 minutes from Drake University - Around 10 minutes from downtown, Des Moines, Arts Center, parks - Easy access within 15 minutes to suburbs - 1000+ feet with open living, dining and kitchen, 2 beds, 1 bath, laundry and on-site parking - Outdoor front porch, back patio+fire pit - Perfect for a family or two couples ***Send your special requests!

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.

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.

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 Wells Fargo Arena and Downtown Des Moines, ~13 minutes to Jordan Creek Town Center, and ~15 minutes to DSM Airport.

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.

Private *Fall Oasis* Waterfront Tiny House & Sauna
The true definition of rest & relaxation, this unique tiny house is situated on a three-acre pond suitable for catch and release fishing, kayaking, or stand up paddle boarding. Bring your gear and leave your worries behind. Built with special touches and details including stained glass windows and intricate woodwork, this tiny home boasts warmth throughout. Wake up to bird songs and coffee with the sunrise. After a day of fun, take a soak in the wood-burning sauna and relax by the campfire.

Des Moines' coolest Tiny Home! +Deck/garage
Kick back and enjoy this calm, stylish tiny house. In an awesome location near downtown, it's the perfect place for a memorable stay in Des Moines! (Fall 2025*, please note there is an active new construction project next door- which shouldn't effect your peace or experience.) You can easily walk to great bars, restaurants, grocery, etc. Peaceful and large deck to relax and unwind.. Convenient garage parking included! *Large trucks may not fit fully in garage. Tiny house experience! 🛖

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.

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 🏫❤️.

Peaceful Setting & Modern Style
Escape the hustle and bustle of the city and retreat to your own private oasis with this charming 2 Bedroom Airbnb. The house provides present-day amenities while still honoring the original 1930s character. You’ll enjoy a new and sparkling clean kitchen, complete with all the appliances and utensils you need. The bathroom, laundry, dining room, reading nook and living room have all been beautifully updated as well, ensuring that you'll feel right at home from the moment you arrive.

• Iconic Lustron home with 2 king beds •
This Lustron home is located in the peaceful neighborhood of Windsor Heights. This all steel ranch has 2 king beds, one bathroom with shower/tub, and a dining room open to the living room. The four seasons porch is surrounded by trees and over a thousand shade plants. Offering so much privacy you’ll forget you’re in the city! Conveniently located off the interstate near restaurants, grocery stores, shopping, and a 10 minute drive to downtown Des Moines. Complimentary Hulu provided.

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.
Popular amenities for Windsor Heights holiday rentals
Other great holiday rentals in Windsor Heights

Joshua's Northland Bungalow

Luxury Downtown Oasis - 2 Beds

Cozy, Spacious, Entertaining, Pool Table & More!

Forest Court Envy!

Entire Bungalow in Walkable Neighborhood!

Des Moines Private Room, Bath near Downtown, Drake

Des Moines Retreat 2

NEW & Modern 1bed/1bath - KING bed- FREE Parking 5
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