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, 247 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!

Top guest favorite
The kitchen features classic wooden cabinetry and retro-style appliances, including a pale cream refrigerator. A patterned backsplash complements the checkered floor, while shelves display colorful dinnerware. Natural light fills the space, enhancing the inviting atmosphere for cooking and gathering.
Home in Ankeny
4.96 out of 5 average rating, 168 reviews

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.***

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, 122 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 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, 129 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.

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, 128 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.

Superhost
A contemporary tiny house exterior is showcased, featuring a wooden facade and a garage below. A private deck rests atop, surrounded by greenery. Large windows allow natural light, while the entrance is framed by two sleek doors, blending modern aesthetics with a welcoming appeal.
Tiny home in Des Moines
4.82 out of 5 average rating, 176 reviews

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! 🛖

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, 337 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
Barn in Highland Park
4.98 out of 5 average rating, 300 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***

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 cozy living room features two gray sofas and a comfortable reclining chair. A patterned ottoman sits in the center, accompanied by table lamps on either side. A television is mounted on the wall above a white media console, with natural light filtering in through nearby windows.
Guest suite in Waveland Park
4.96 out of 5 average rating, 366 reviews

Quite, 2-Bedroom Vacation Home Close to downtown

Lower level of the house. 1 bedroom with a king size bed and the 2nd bedroom has a queen bed. Queen sofa sleeper couch in the living room. The four season porch walks out to a patio with firepit and gas grill. Walking distance to Waveland Golf Course & Tennis Courts, Neighborhood Diner Waveland Cafe and La Mie Bakery. Minutes away from Ingersoll Avenue, downtown Des Moines, and Court Avenue. 20 minutes from Adventureland amusement park and Prairie Meadows Casino.

Guest favorite
A private bedroom features a spacious bed adorned with decorative pillows and a patterned comforter. Two bedside lamps stand on wooden nightstands, alongside a dresser with framed pictures. Natural light filters through a window, brightening the warm-toned wooden flooring.
Guest suite in Ankeny
4.9 out of 5 average rating, 247 reviews

Spacious One Bedroom apartment

This apartment features over 1,200 square feet of living space. Enjoy a full kitchen with granite countertops, full oven, full refrigerator, dishwasher, and microwave oven. Spend time playing ping pong with family or enjoy popcorn and a movie. The location is situated in a quiet and safe neighborhood about 20 minutes from downtown Des Moines. Weather your planning a get-away with family or friends or a relaxing time alone we want our home to be your oasis.

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, 175 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