Vacation rentals in Windsor Heights

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Top-rated vacation rentals in Windsor Heights

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A vibrant living room features a curvy orange couch, complementing a playful area rug with geometric patterns. A glass window allows natural light to illuminate the space, highlighting the eclectic decor on a nearby shelf. Seating includes a striped chair and a coffee table.
Home in Beaverdale
4.96 out of 5 average rating, 254 reviews

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!

Guest favorite
A spacious living area features large windows, offering expansive views of the skyline. Modern furnishings include a cozy couch, two accent chairs, and a coffee table. A sleek electric fireplace is positioned beneath a wall-mounted TV, enhancing the contemporary design of the space.
Townhouse in Des Moines
4.93 out of 5 average rating, 123 reviews

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.

Top guest favorite
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, 170 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.

Top guest favorite
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 out of 5 average rating, 131 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.

Guest favorite
A dining area is highlighted by a round glass table surrounded by four upholstered chairs. Natural light filters through two large windows, enhancing the cozy atmosphere. A decorative circular mirror adorns one wall, while hardwood flooring adds warmth to the space.
Home in Waveland Park
4.92 out of 5 average rating, 108 reviews

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.

Top guest favorite
A tranquil scene along a serene pond features a wooden dock with views of mist rising from the water. A cozy mug and an open notebook rest on a wooden surface nearby, inviting relaxation and reflection in a picturesque natural setting.
Tiny home in Norwalk
4.98 out of 5 average rating, 129 reviews

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.

Top guest favorite
A comfortable living area features a black leather sofa adorned with light-colored pillows, complemented by a dark brown ottoman. Soft light emanates from a floor lamp against a navy wall, while sheer curtains gently filter natural light. A massage chair is visible in the background.
Place to stay in Sherman Hill
4.98 out of 5 average rating, 341 reviews

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.

Top guest favorite
A private patio area is sheltered by a wooden overhang, featuring a comfortable seating arrangement. Decorative lights hang from the ceiling, and a small wind chime adds a subtle decorative touch. Lush greenery surrounds the space, offering a sense of privacy.
Guest suite in Des Moines
4.98 out of 5 average rating, 603 reviews

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 🏫❤️.

Top guest favorite
Barn in Highland Park
4.98 out of 5 average rating, 303 reviews

“The Miles Barn” Gorgeous Industrial Loft

Welcome to our beautiful open concept industrial loft. Upon entering our cozy abode, you'll find a clean, bright, well decorated home with many great amenities where you can kick back, relax and enjoy your stay. If high ceilings and beautiful polished concrete floors are your thing, you will be in heaven. Steel railings give it a true industrial feel. Everything needed for your stay is well thought out and ready to be used. We hope you love our loft as much as we do! ***Pet Fee is $125***

Top guest favorite
Apartment in Des Moines
4.95 out of 5 average rating, 950 reviews

Unique "Little Italy" Apartment

Drive into the attached garage and go upstairs where you will find your very private entrance to a quiet, peaceful, and restful living. Located 1 mile from the downtown area on a street loaded with large Oak and Walnut trees. A huge back yard in which to stroll or barbecue. It is the top half of my house complete with it's own kitchen, bathroom, and bedroom. My residence is the bottom half of the house. Lots of excellent restaurants nearby. Check out the "Guide to Restaurants".

Guest favorite
A spacious living area is highlighted by a soft sectional sofa and an accent chair, set on a textured area rug. Natural light filters through a window, illuminating the neutral paneling and creating an inviting ambiance. Shelving displays decor and plants, adding a touch of green.
Home in Windsor Heights
4.92 out of 5 average rating, 358 reviews

• 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.

Top guest favorite
A balcony view reveals a vibrant sunset casting shades of pink and orange across the sky. Silhouetted trees frame the scene, with distant buildings emerging in the background. A round glass table with colorful cushions offers a place to enjoy the view.
Home in Des Moines
4.97 out of 5 average rating, 176 reviews

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 vacation rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Polk County
  5. Windsor Heights