Holiday houses in Cumming

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Top-rated holiday rentals in Cumming

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

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Guest favourite
A spacious great room features large glass wall panels that invite natural light and views of the tranquil backyard. Comfortable seating arrangements include a long sofa and armchairs, accented by indoor plants. The concrete floor creates a seamless connection with the outdoors.
Home in Des Moines
4.98 out of 5 average rating, 83 reviews

The Draper-MCM Spacious Ranch minutes to it all

The Draper is a love story. A love for architecture, a love for functional design and a love for all things mid century modern. It’s a time capsule containing all the hope and wonder of the design revolution of the mid century movement, providing a rare respite from the demands of modern living but with the comforts we now expect. This 1957 California Dream Home exudes romance, nostalgia and playfulness. The inside/outside design honors California, 5 minutes from the DSM airport & downtown DSM.

Top Guest favourite
The exterior of the suite features a covered patio with a small dining set and a pathway lined with vibrant pink flowers. Soft lighting from the wall sconces accentuates the welcoming atmosphere of the entrance.
Guest suite in Des Moines
4.99 out of 5 average rating, 303 reviews

Executive Guest Suite w/ Laundry

Our luxury studio suite is situated on a quiet, up-scale, cul-de-sac - 5 mins from Airport, 10 mins to downtown. Amenities include private entrance and deck, keyless entry, on-suite 3/4 bath, laundry, exercise room w/ rower and 4 person infrared sauna, heated tile floors, dedicated heat & A/C controls, soft water, microwave, coffee maker, minifridge/freezer, 1 GBPS High Speed WIFI , 50" Smart TV, Apple TV, Netfilx, Hulu, Disney+, Windows 10 PC, 27" monitor, printer, iron & board, & hair dryer.

Top Guest favourite
Cabin in Prole
4.98 out of 5 average rating, 118 reviews

Tranquil Cabin Retreat Near Des Moines

Welcome to Timberlandia! Just south of the Metro, at the border of Madison & Warren counties in the Middle River Valley, the cabin is on 2 acres of shaded lawns with plenty of exploring options on 18 acres of wooded paths & walking trails. Timberlandia is a secluded tranquil getaway, but only 15 minutes from the Airport, 20 minutes from West Des Moines Jordan Creek, and 25 minutes from downtown. Our cabin is great for romantic getaways, family gatherings, festivals, retreats & wedding stays.

Guest favourite
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
4.97 out of 5 average rating, 164 reviews

Charming 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.

Guest favourite
An open-concept living area features a cozy dining table with four chairs, complemented by a floral-patterned refrigerator. Two comfortable armchairs are positioned near a light-colored rug, while natural light illuminates the wood-tone cabinets and kitchen space in the background.
Home in Des Moines
4.86 out of 5 average rating, 189 reviews

Effortless Landing near Airport & Downtown

Welcome to the Effortless Landing! Our super clean and comfy, Boho style retreat. Private keyless entry with off street parking. Enjoy a queen bed, additional pull out queen bed in couch, local coffee, & all the amenities like fiber wifi, TV, linens, full kitchen, & laundry. Add that to the wonderful surroundings of the city of Des Moines, in a quiet, centrally located neighborhood. Conveniently located 4 minutes from the Des Moines International Airport, & 7 minutes to Downtown Des Moines!

Guest favourite
Home in Norwalk
5 out of 5 average rating, 12 reviews

The Beardsley House Norwalk Iowa

Newly renovated, peaceful seclusion Nestled on 10 acres with stunning views, this spacious home features 4 bedrooms, 3 baths, hardwood floors, and 2 acres of fenced yard. Enjoy sunsets from the multi-level deck or relax in the hot tub. Space to entertain for all your guests. Inside: a large kitchen, dining room, office, and cozy fireplace. Located in Norwalk, just 12 minutes from West Des Moines—close to parks, trails, shops, and city attractions. Perfect for families or travelers alike!

Top Guest favourite
Barn in Des Moines
4.98 out of 5 average rating, 321 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 favourite
The historic stone house is illuminated by warm exterior lighting, showcasing its textured stone wall and charming architectural features. Surrounding lights provide a soft glow in the evening, while trees and foliage can be seen in the background, creating a serene outdoor atmosphere.
Home in Winterset
4.95 out of 5 average rating, 329 reviews

The Legacy Stone House

The most unique stay in Winterset! Legacy Stone House AirBnB is a historic residence located one mile east of Winterset, Iowa. Built in 1856 during the Settlement Era of Madison County, it is one of nearly 100 stone houses built during that time in the area. Officially named the William Anzi Nichols House, it is listed on the National Register of Historic Places. Convenient centralized location if visiting Madison County’s six covered bridges and two minutes from grocery, gas and dining.

Top Guest favourite
Home in Cumming
4.97 out of 5 average rating, 39 reviews

Reunion Ready | Pickleball Barn | Hot Tub | 14

🏓 PRIVATE PICKLEBALL BARN Indoor pickleball court 9' kid-approved slide (kids LOVE it) Climate-controlled for year-round fun 🔥 OUTDOOR OASIS 6+ person hot tub Large fire pit 12-person outdoor dining table Private 3 acres Gorgeous sunrise/set 🎬 INDOOR ENTERTAINMENT 98" TV in basement living room Foosball, ping-pong, pool table & Pacman 2nd living room upstairs for quiet escapes 🏡 PERFECT FOR GROUPS Sleeps 14 comfortably Multiple hangout zones Great for multiple families + teams

Top Guest favourite
A dining area is highlighted by a wooden table set for eight, featuring light green glassware and decorative plates on the wall. A large floral arrangement in a vase adds a natural touch, while warm light floods in through sliding glass doors.
Home in Norwalk
4.94 out of 5 average rating, 88 reviews

Victoria's House at Rose Farm

Victoria's House is situated in the idyllic Norwalk countryside at Rose Farm, a boutique flower farm. The home has been thoughtfully designed to exude the warmth + charm that Victoria, my late mother-in-law, herself radiated. You'll find a basket to collect eggs from the coop each day, vases to fill with flowers you harvest from the gardens (seasonally), and fresh ground coffee ready to be brewed each morning. Come take a sabbatical and enjoy the slow pace + beauty of the country.

Top Guest favourite
An inviting outdoor deck area features a wooden seating arrangement under a metal roof, adorned with string lights. A spacious couch offers comfort, while a long wooden table complements the rustic charm. Lush greenery and open space are visible in the background.
Cabin in Cumming
4.98 out of 5 average rating, 175 reviews

Iconic Iowa - A 1920 Built Country Cabin

This 1920 Log Cabin sits at the beginning of the Madison County covered bridges Scenic Byway and features 2 rural country acres of space and a wonderfully remodeled home with loads of character and style. Situated just 10 minutes south of the West Glen area of West Des Moines and 25 minutes from downtown Des Moines, you'll experience the quiet and beauty of rural Iowa while being close enough for shopping or to go out for a nice dinner or evening show. This is a great getaway.

Top Guest favourite
The exterior of a galaxy bell tent is softly illuminated by string lights, highlighting its unique shape. The surrounding area features a natural landscape, with trees visible in the background, creating a serene nighttime setting.
Tent in Perry
4.95 out of 5 average rating, 243 reviews

Relaxing galaxy bell tent getaway

Come sleep under the stars in this cozy galaxy bell tent. You can enjoy a good nights sleep in the comfortable King bed and stay comfortable with an air conditioner and heater. There is also a fridge for keeping your food fresh. Soak up nature while you hike the trails around Oak Haven Acres, a 32 acre farm in rural Iowa. For your security we have a trail camera at the beginning of the driveway that won’t intrude on your privacy.

Popular amenities for Cumming holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Warren County
  5. Cumming