Family-friendly holiday rentals in Grimes

Families/GameRM/Pool/Hot tub/Large backyard/Fire

Gather your group in this spacious 5BR, 3BA retreat made for connection and fun. After a day exploring, come back to the pool, hot tub, and sunroom dining. Inside, unwind in two cozy lounges or spark friendly competition in the arcade and game-filled garage. With room for 16, this home isn’t just a stay—it’s where family and friends celebrate, play, and make lasting memories together. Close to: 🏴󠁴5 mins to Get Air Trampoline Park ⛳ 10 minutes to Topgolf 🌆 20 minutes to Downtown Des Moines

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.***

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

Sleeps 12 | Hot Tub | Air Hockey | 3.5 Baths

Bring the whole crew to this spacious 3-level Urbandale home — ideal for family reunions, group getaways, or Des Moines sports weekends. Soak in the year-round hot tub after a long day, then challenge everyone to air hockey in the walk-out basement rec room. Spread out across 4 bedrooms and 3.5 baths with fast fiber WiFi and 65" smart TVs in both living areas. The fenced backyard and quiet suburban street are perfect for kids and pets. Minutes from downtown Des Moines and the Jordan Creek Mall.

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.

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.

Maggie's Place

Freshly refreshed & full of charm, this cozy little gem is officially back on Airbnb with an updated look & feel after a long-term rental. Newly updated interior & a refreshed exterior. Maggie's offers a warm, relaxing stay for guests. We’re still waiting on a few updated photos, but here’s your first sneak peek at what’s new. Nestled in the heart of Dallas Center, you’ll enjoy the perfect balance of peaceful small-town living with quick & easy access to everything Des Moines has to offer.

Peaceful oasis, private wooded back yard, games

You'll love this well appointed 3 BR mid-mod styled home, located in a quiet neighborhood yet just minutes from everything. Also located next to an extensive walking & biking trail. Cook for the family from the well equipped kitchen. Stream your favorite show on one of the 2 living areas with smart 55 & 65in TVs. Lower level has Ms PacMan arcade game, ping pong, air hockey and board games. Gas grill & eating area on the stone patio. Nearby are several dining & shopping options. Welcome Home!

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 🏫❤️.

“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***

8000sqft Barndo | Indoor Court + 2 Living Qtrs

Welcome to The Lodge on 3rd - a massive 8000 sq ft Barndominum. Nestled in the heart of Des Moines, Iowa, this stunning retreat offers the perfect blend of rustic charm and modern elegance. With 4 spacious bedrooms and a large loft, there is plenty of room for you and your guests to unwind in style. This property is next door to Luxury Living on Third. airbnb.com/h/luxurylivingonthird These combined properties are ideal for family reunions, etc. ***$200 Pet Fee***

Stunning Suburban Home in Quiet Neighborhood

Bring the whole family to this amazing suburban home with lots of room for fun. Enjoy billiards, reading, board games inside, or escape outdoors on the large deck with peaceful greenspace in the background. Easy access to I-80/I-35 and Hwy 235. Community trails, playgrounds and parks are within a 5 min walk. Direct 15 min access to downtown Des Moines. This newly remodeled 4 bed, 3.5 bath is in a safe and quite neighborhood, has everything you need to relax on your trip!