Holiday rentals in Cumming

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Top-rated holiday rentals in Cumming

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Top guest favourite
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, 189 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 favourite
A cozy reading nook features a white tufted sofa beside a polished wooden piano. Bookshelves filled with colorful books are mounted on the gray walls, while a light area rug lays atop the hardwood floor, adding warmth to the space.
Home in West Des Moines
4.94 out of 5 average rating, 132 reviews

Gray Manor

Your family will be close to everything when you stay at this centrally-located home in West Des Moines, just off I-35. A bike trail leading to parks and local businesses runs through the backyard. With comfortable furnishings, and spacious rooms it's perfect for gathering with friends and family. Mere minutes from West Glen Town Center or Jordan Creek Mall! During your stay you'll have access to 4 bedrooms and 4 baths, a fully equipped kitchen, spacious living rooms, and large deck with grill.

Guest favourite
A high wooden ceiling features exposed beams, creating a rustic atmosphere. A railing offers a view down to a living area with a neutral color palette, where a fireplace and decorative elements can be seen in the background.
Cottage in Redfield
4.98 out of 5 average rating, 127 reviews

Raccoon River Retreats

Come & experience the magic of this unique getaway,where the warmth of a renovated 1900's home meets the natural wonders of the Raccoon River. 30min from DSM,Ia.Whether you enjoy an adventure on the river of kayaking, paddle boarding, fishing,a peaceful moment along the biking trails,cozy up with a cup of coffee by the fireplace or a fire in the outdoor fire pit,our retreat has an idyllic setting to create lasting memories.A scenic landmark, local restaurant,Dairy shop & Dollar General are near

Top guest favourite
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, 136 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 favourite
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, 185 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 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
4.99 out of 5 average rating, 144 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.

Top 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, 163 reviews

Effortless Landing near Airport

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!

Top 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
4.96 out of 5 average rating, 313 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
5 out of 5 average rating, 30 reviews

Pickleball Barn | Firepit + Hot Tub | Sleeps 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
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, 170 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
A modern kitchen features white cabinetry and a granite countertop with seating for two at the stylish black bar stools. Stainless steel appliances, including a refrigerator, stove, and microwave, are visible, complemented by warm lighting throughout the space.
Guest suite in Ankeny
5 out of 5 average rating, 109 reviews

Briarwood Retreat

Lovely remodeled basement apartment located in a quiet neighborhood close to I-35. Newly remodeled apartment has a full kitchen with fridge, stove, microwave, dishwasher, coffee maker and cooking basics. Enjoy an electric fireplace in the living room. The sizable bedroom has a comfy queen bed and a large walk-in closet. A twin size daybed is in the family room. A pack-n-play is available. Enjoy the pool/ping-pong table and TV. Close to public golf course.

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, 229 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