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Family-friendly vacation rentals in Crosby

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Crosby

  • Total vacation rentals

    Explore 40 vacation rentals in Crosby

  • Nightly prices starting at

    Crosby vacation rentals start at G$16,734 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,700 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Crosby vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Crosby rentals

  • 4.9 Average rating

    Crosby stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Crosby

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A warm living area features two leather sofas positioned around a wooden coffee table. A patterned area rug lies beneath, and a ceiling fan is visible. The open kitchen with bar stools is in the background, and light-colored curtains gently frame a window.
Home in Crosby
4.97 out of 5 average rating, 149 reviews

Cozy 4BR 2BA Cabin in Town near Trails. Fire Pit+

The Iron Willow cabin is just 3-4 blocks from the bike trails and Main Street. Main floor is an open floor plan with: fully-stocked kitchen, LR, 2 BR, 1 BA. Basement has: LR, 1 BR, 1 non-standard BR (no egress window), 1 BA and laundry closet. Enjoy 5 TVs, fast WIFI, a front yard deck with gas grill, picnic table, fire pit, games, fridge with ice & water, secure storage shed, off-street parking, self-check-in. Amenities galore - we want the Iron Willow to feel like your "home away from home"!

Top guest favorite
An A-frame cabin is framed by tall trees, featuring a black metal exterior. A circular patio is surrounded by wooden posts and includes a fire pit, outdoor seating, and a propane grill. Snow covers the ground, indicating a peaceful winter setting.
Tiny home in Brainerd
4.94 out of 5 average rating, 101 reviews

A Frame-Sauna-Cold Plunge-Fire Pit-Seclusion

✔ Sleeps 4 – Lofted bedroom +pull-out couch (Both Queen Beds) ✔ Cozy & stylish – In-floor heating, A/C, 50” TV ✔ Fully equipped – Kitchen, Combo Washer/Dryer, fast WiFi ✔ Outdoor retreat – Sauna, Private patio, BBQ grill, firepit, string lights ✔ Secluded yet close to Brainerd Book now for the ultimate nature escape! -2 Miles from direct access to Paul Bunyon Trail -6 Miles from Northland Arboretum -7 Miles from Brainerd International Raceway -15 Miles from Crosby -20 Miles from Breezy Point

Guest favorite
A modern kitchen and dining area features a large island with a dark countertop and a sink. Three pendant lights hang above the island, providing illumination. A dining table is visible, along with seating in the living area, and large windows allowing natural light to fill the space.
Home in Deerwood
4.94 out of 5 average rating, 185 reviews

Cuyuna Wattage Cottage. Modern, Clean, Relaxing.

Welcome to the Cuyuna Wattage Cottage! We built this ultramodern cabin to be an energy-efficient retreat for you to enjoy after biking, hiking, snowmobiling, or otherwise exploring this beautiful area. You’ll love viewing a sunrise through two story windows in the main living space or warming up by the fireplace. Located a 1/2 mile away from the Cuyuna mountain bike trail system Yawkey trails. 1/2 to the beach, 2 mi. to Crosby. It is the only house on the street, on seven acres. Great privacy!

Top guest favorite
A cozy living area is highlighted by a black sectional couch with decorative pillows. A bicycle-themed wall artwork in red and blue decorates one wall, while a wooden door leads to the hallway. A bookshelf filled with books is positioned nearby, adding to the inviting ambiance.
Loft in Crosby
4.98 out of 5 average rating, 157 reviews

The Bike Vault 3BR 1.5BA Loft Overlooking Main St

This is the coolest MTB-themed Airbnb you'll ever stay in right in the heart of the action in downtown Crosby - steps away from restaurants, shops & trails. It's a little bit bike museum, little bit historic, a little bit chic Euro-modern. Our guests tell us they love bike-themed atmosphere & touches, convenience and accessibility. If you're looking for a distinctly different Airbnb, book your stay now. BONUS: store your bikes in the original 1930s bank vault (heated + oh, so, very secure).

Top guest favorite
A vibrant red exterior of the Casa is complemented by natural stone boulders in the garden area. A patio features a grill and seating arrangement, surrounded by grass and trees, inviting outdoor activities and relaxation in a tranquil setting.
Home in Crosby
4.98 out of 5 average rating, 134 reviews

Crosby House

Crosby Casa is by the creek and close to bike trails, downtown, and the lake; a two block walk to a vibrant main street where you can eat, drink, and shop. Includes full kitchen, washer/dryer, patio, bbq supplies in shed, bike cleaning station, hose, LOCKED BIKE STORAGE (see important note in other details section below), E-bike charging outlet (115V/20A inside storage unit), and EV car charging at 115V/20A. We are available during your stay. Smoke and pet free for those with allergies.

Top guest favorite
Cabin in Ironton
4.99 out of 5 average rating, 108 reviews

Iron Owl Cabin | Minutes From Cuyuna Rec Area

Enjoy this design-forward cabin in the pines, just one mile from the Cuyuna Lakes Trailhead and historic downtown Crosby. Perched above 20+ acres of wetlands, the cabin offers peaceful views, wildlife sightings, and beautiful sunrises. Designed by a husband-and-wife team, it sleeps four with a queen bedroom on the main level and a cozy loft. Relax on the patio or warm up by the tiny wood stove for a quiet, nature-filled getaway—close to adventure, lakes, shops, and great places to eat.

Top guest favorite
A bicycle with a wicker basket holding a vibrant assortment of wildflowers is positioned on a dirt path. The pathway is flanked by lush greenery and trees, creating a serene environment perfect for leisurely rides.
Cottage in Crosby
4.95 out of 5 average rating, 123 reviews

Molly's Cottage -3BR, secure space/garage, firepit

Molly's Cottage is waiting for you! If you love quaint, simple, and clean, Molly’s Cottage is for you. Steps away from the popular Red Raven and within walking distance to the brewery, antique/thrift shops, coffee shops, The Hudson Smoke House, Mac Daddy's Donut Garage, Rafferty's Pizza, Trailside Tavern, Cana Wine Bar, Hardwater Lounge, lake, bike trail for both the leisure and the adventurer! Crosby is also for history enthusiasts, and just plain enjoying life enthusiasts.

Top guest favorite
A cozy cottage is illuminated by string lights, surrounded by trees as the sun sets. A circular fire pit area with seating is visible in the foreground, creating a warm gathering space. The serene backdrop features distant water and a peaceful woodland atmosphere.
Cottage in Ironton
4.97 out of 5 average rating, 155 reviews

Cuyuna Creek Cottage • Steps to Cuyuna Trailhead

Relax and unwind in the heart of the Cuyuna Country State Recreation Area. Cuyuna Creek Cottage is a cozy, unique home nestled into 3+ acres of a woodland haven alongside a creek. Directly next to the trailhead of the Cuyuna Lakes State Trail. Less than a minute walk to the trail, which includes a world-class mountain bike trail system. Only 1/2 mile away from the new Sagamore Unit! Conveniently located between Crosby & Brainerd - there are endless amounts of things to do nearby!

Guest favorite
A serene outdoor space is showcased with a circular fire pit area surrounded by wooden chairs. The Aframe cabin stands in the background amidst lush greenery, framed by trees under a partly cloudy sky.
Place to stay in Deerwood
4.95 out of 5 average rating, 264 reviews

Custom Built Aframe | Dog Friendly

Relax in style, then eat, drink and explore in historic Downtown, Crosby. Hilhaus is a brand new Aframe cabin custom built with love and ready to be shared with you. Enjoy your morning on the back deck, cozy up in the swinging hanging chair, or unwind around the fire pit out back. Perfect for a couples weekend, birthday treat, family getaway, or mountain biking retreat! Upgraded to Starlink WIFI January 2023. Stay up to date with all the latest on IG @hilhausaframe

Guest favorite
Tiny home in Crosby
4.88 out of 5 average rating, 125 reviews

Hot Tub + Sauna Tiny Pine A\ Cuyuna Matata

NEW TWO PERSON HOT TUB! Relax and unwind with your closest friends or loved ones in this newly built 500 sqft A Frame. The Tiny Pine A\\ is one of the three Cuyuna Matata Cabins on 8.5. acres overlooking the peaceful Pine River. An ideal nature getaway far enough away from town yet a short 10 minute drive to Cuyuna State Rec biking trails. Enjoy the new cedar wood barrel steam sauna and complimentary items such as snowshoes for the winter and kayaks in the summer!

Top guest favorite
A light-filled bedroom features a spacious queen bed covered in a white bedspread, alongside a trundle bed that can serve as additional sleeping space. Large windows provide views of the snowy outdoors, and soft curtains frame the scene. A small dresser is positioned against the wall.
Place to stay in Crosby
4.9 out of 5 average rating, 182 reviews

The Townie. Convenient location in town!

Roomier than a hotel suite! Upstairs of a 1.5 story home wich consists of 2 bedrooms, walk in closet, bathroom, and mini kitchenette, no sink. Coffee table with lift top to seat 4. There is a daybed with trundle as well as 2 queen beds. Most comfortable for 4 guests. Private entrance and front screen porch. Quiet neighborhood. Great location! 1 block from main street and short ride to bike trails. 3 blocks from Serpent Lake! Garage storage for bikes.

Top guest favorite
A modern kitchen features a large island with wooden cabinetry and bar stools. Bright light fills the space, highlighting the clean lines and minimalist design. A small planter adds a touch of greenery, while the tiled backsplash complements the sleek countertop.
Cottage in Crosby
5 out of 5 average rating, 298 reviews

Metanoia Cottage

Charming and sumptuous, Metanoia Cottage is everything a retreat ought to be. This property was built in 2019 and offers all the luxuries of home, with the added benefit of a tranquil respite. Metanoia Cottage is just a few blocks from the entrance to the Cuyuna Country State Recreation Area, and only 2 minutes from downtown Crosby, where you’ll find note-worthy restaurants, cafes, artisan ice cream, antiques, and gourmet provisions.

Popular amenities for Crosby family-friendly rentals

When is the best time to visit Crosby?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,794 GYDG$33,050 GYDG$33,259 GYDG$33,468 GYDG$35,560 GYDG$36,605 GYDG$38,906 GYDG$38,697 GYDG$35,560 GYDG$34,514 GYDG$33,259 GYDG$32,631 GYD
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