Family-friendly holiday rentals in Crosby

4.99 out of 5 average rating, 119 reviews

Cabin in Ironton

Iron Owl | Modern Cabin Near Cuyuna

Enjoy this design-forward cabin in the pines, just one mile from the Cuyuna Lakes Trailhead and historic downtown Crosby. Sitting above 20+ acres of wetlands, the cabin offers peaceful views, wildlife sightings, and beautiful sunrises. Designed & built 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.

Indoor spacesFamilySolo travel

A modern two-story lakefront home is nestled among trees, showcasing large windows that provide ample natural light. A spacious screened porch is visible, along with a patio area furnished with outdoor seating, all surrounded by a manicured lawn.

4.99 out of 5 average rating, 103 reviews

New Home on Serpent Lake in Cuyuna area!

Looking for the ultimate large family/group getaway? This home built in 2020 is a stunning lakefront 4-bed, 3.5-bath home in Deerwood situated on the shore of Serpent Lake, minutes from Cuyuna Mountain Bike Trails! Features amenities like 2 primary suites, huge screened porch, large yard and patio, 60-ft dock and over 200 feet of shoreline! When you're not on the water, the luxury 2,400-square-foot open-plan comfortably accommodates 10 guests with an open floor plan and a fully equipped kitchen!

FamilyKitchenView

4.95 out of 5 average rating, 113 reviews

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

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

FamilyIndoor spacesQuiet

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.

4.93 out of 5 average rating, 194 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!

FamilyIndoor spacesCheckout

5.0 out of 5 average rating, 100 reviews

A modern kitchen is displayed, featuring a spacious island with four high-backed stools. Sleek black appliances are complemented by wooden accents and ample natural light through surrounding windows. A cozy dining area with a wooden table is visible, enhancing the open layout.

Home in Crosby

New 6 BR home, 1 block to downtown Crosby.

Situated at the crossroads of nationally acclaimed mountain bike trails and small-town charm, this stunning 6-bedroom, 2-bathroom house combines boutique, modern amenities with comfortable living spaces. An open main floor living room is anchored with a 65" TV, turntable, and full modern kitchen. The lower level features a living area with 55'' TV. Best of all, the garage is insulated and heated with a 75" TV, Beer Fridge and lots space for bike and snowmobile storage. Work remote; ride wild.

FamilyKitchenSleep quality

4.96 out of 5 average rating, 304 reviews

The entrance displays a spacious porch supported by large wooden beams, featuring a stone façade. Double doors with decorative windows welcome guests. Two chairs are positioned on the porch, creating an inviting area for relaxation.

Cabin in Aitkin

The River Lodge

The River Lodge sits on a peaceful 5 acres on the banks of the Mississippi River featuring three levels with 7 bedrooms plus additional sleeping areas in the loft and game room, making it possible to fit up to 22 guests. The great room provides a large gathering space, perfect for reunions and retreats. With 3 additional living rooms all with smart TVs, 5 bathrooms, a game room with ping pong, several outdoor sitting areas, a beautiful fire pit patio and hot tub to enjoy, there's fun for all!

Indoor spacesKitchenCheck-in

4.98 out of 5 average rating, 160 reviews

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

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).

KitchenFamilySkiing

4.95 out of 5 average rating, 134 reviews

A tranquil lakeshore scene showcases sandy beach and gently sloping steps leading to the water. A wooden dock extends towards a boat, with sunlight reflecting off the calm lake surface, surrounded by lush trees and a rocky border enhancing the natural setting.

Home in Crosby

Spacious lake house w/ room for the whole family!

Perfectly located near downtown Crosby on Rabbit Lake, this 2-acre lot w/ 400 ft of sandy lakeshore is the ideal up-north getaway for groups. All bedrooms are upstairs w/ 1 king bed, 7 Queens, a crib, and a standing desk. The lower level boasts a fully updated kitchen, dining room, game room/bar, & spacious living room w/ a gas fireplace, great wifi, and streaming services! Outdoor dining, yard games, beach/water toys, swim dock, propane grill, fire pit, and a 7-person Jacuzzi hot tub!

KitchenIndoor spacesDecor

4.94 out of 5 average rating, 126 reviews

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

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.

Indoor spacesFamilyWalkability

4.88 out of 5 average rating, 133 reviews

Tiny home in Crosby

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!

Indoor spacesFamilyAir conditioning

4.9 out of 5 average rating, 192 reviews

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

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.

KitchenFamilyLocation

5.0 out of 5 average rating, 308 reviews

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

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.

Indoor spacesKitchenWalkability

Popular amenities for Crosby family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 145 reviews

Cabin in Crosslake

Private Lake, Fall fires | Hot tub & Sauna

Indoor spacesFamilyQuiet

Guest suite in Merrifield

A charming cottage features a welcoming front porch adorned with seating and vibrant flowers. A flag gently waves beside the entrance, while the surrounding lawn showcases manicured grass and natural stones. Sunlight streams through the trees, creating a serene outdoor ambiance.

Mission Lake Cottage with New Hot tub.

Indoor spacesKitchenBackyard

4.95 out of 5 average rating, 117 reviews

4.89 out of 5 average rating, 169 reviews

The interior features a warm and inviting space with high wooden ceilings and an intricately designed railing overlooking the loft. A stone fireplace stands centrally, surrounded by comfortable seating. Soft light illuminates the cozy atmosphere, enhancing the charm of the cabin's rustic decor.

Cabin in Pequot Lakes

Perfect Hideaway (The Nest)

Indoor spacesFamilyAccess

4.98 out of 5 average rating, 159 reviews

An aerial view captures a home surrounded by lush greenery, showcasing a spacious and private backyard. The nearby Pelican Lake glimmers in the sunlight, with trees framing the scene and distant houses nestled along the shoreline.

Home in Breezy Point

Year-Round Hot Tub! Home in Breezy Point Resort

KitchenIndoor spacesLocation

4.98 out of 5 average rating, 158 reviews

Home in Brainerd

Lakeside Escape: 4 Kings, HotTub, Fireplace

KitchenFamilyView

Shipping container in Crosby

The exterior view of The BirchBox Container showcases a modern shipping container cabin among lush greenery. The sleek design features a covered patio with comfortable seating, and large windows integrate the structure with the natural surroundings, inviting guests to enjoy the outdoors.

Secluded Crosby Shipping Container | Hot Tub

KitchenFamilyBiking

5.0 out of 5 average rating, 63 reviews

4.95 out of 5 average rating, 21 reviews

Serpent Lake Cottage

KitchenIndoor spacesAccess

4.97 out of 5 average rating, 65 reviews

An aerial view captures a tranquil lakefront property nestled on a peninsula, surrounded by lush greenery. Gentle ripples reflect the trees along the water's edge, while a small cabin is visible among the foliage, creating a serene retreat atmosphere.

Cabin in Deerwood

Sutter's Point: Hot Tub, Sauna, Private Peninsula

KitchenIndoor spacesAmenities

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 129 reviews

A spacious living area features a comfortable sectional sofa and a coffee table. Dual chairs provide additional seating. Natural light fills the room through large windows, while a ceiling fan and a simple fireplace add to the inviting ambiance. The kitchen is visible through an open doorway.

Home in Ironton

Red Dirt Digs

KitchenIndoor spacesAmenities

4.79 out of 5 average rating, 130 reviews

An open kitchen area features a wooden island with a coffee maker and decorative clock, complemented by a brick accent wall. The dining area is visible, showcasing a table with seating for four. Natural light fills the space, enhancing its inviting design.

Home in Crosby

Crosby Wheel House. Dog friendly, RV/EV charger

KitchenFamilyOutdoor spaces

4.95 out of 5 average rating, 424 reviews

A cozy living area features a brown sofa and a wooden coffee table at its center. A wood stove stands in the corner, providing warmth, while a large window allows natural light to fill the space, framed by wooden walls.

Cottage in Pequot Lakes

Private Cottage w/Queen Bed + Lakes, golfing, etc.

KitchenFamilySkiing

4.95 out of 5 average rating, 116 reviews

Cabin in Pequot Lakes

Dog Friendly Up North Private Escape

FamilyIndoor spacesValue

4.81 out of 5 average rating, 215 reviews

An evening view of the lake is framed by trees, showcasing calm waters reflecting soft colors of twilight. A dock extends into the lake, illuminated by lights that create a serene atmosphere. The distant shoreline reveals the subtle twinkling of lights from nearby homes.

Cabin in Brainerd

Fishing, Fun and Family Cabin on the Lake

FamilyKitchenBathroom

4.95 out of 5 average rating, 348 reviews

A charming red cabin is set among a dense grove of pine trees, showcasing a metal roof and white trim. A patio area features outdoor seating and a charcoal grill, providing a serene spot to relax in nature.

Cabin in Pine River

Scandinavian Cabin in the Pines w/Sauna & River

FamilyIndoor spacesBackyard

4.97 out of 5 average rating, 119 reviews

A cozy living space features a brown sofa and a comfortable armchair placed on a geometric rug. Exposed wooden beams and paneling create a warm atmosphere, while large windows allow natural light to fill the room. A wall art piece depicting a bull is displayed prominently.

Cabin in Brainerd

Bonnies Bungalow (and bunk room!)

FamilyIndoor spacesPets

4.95 out of 5 average rating, 141 reviews

Cabin in Pequot Lakes

Babe’s Cabin - Pequot Lakes

Indoor spacesFamilyLayout

Family-friendly home rentals with a pool

A hot tub is situated in a wooded area, surrounded by tall trees. Bubbling water creates gentle waves, and a view of the lake can be seen in the background, showcasing the natural serenity of the location.

4.99 out of 5 average rating, 118 reviews

Hot tub, fishing, pool table, scenery, privacy!

FamilyKitchenNearby

4.67 out of 5 average rating, 58 reviews

Home in Crosslake

6000 Sq Feet w/Year Around Indoor Pool-King Beds

KitchenFamilyAir conditioning

4.81 out of 5 average rating, 54 reviews

A serene view of a calm lake is displayed, featuring wooden docks extending into the water. Two geese stand on the sandy shore, while boats are anchored at various points along the lake, framed by lush green trees in the background.

Home in Lake Shore

The Blue Ox on Gull. (Sleeps 17)

FamilyKitchenBiking

5.0 out of 5 average rating, 4 reviews

Home in Nisswa

Newly Built - Quarterdeck Resort 4 BedroomCabin

PoolWalkabilityHot tub

4.75 out of 5 average rating, 4 reviews

Townhouse in Nisswa

Cozy Gull Lake Cabin – Perfect 2BDR Stay

Indoor spacesFamilyCleanliness

5.0 out of 5 average rating, 4 reviews

Condo in Crosslake

Crosslake Condo| Indoor Pool, Hot Tub, Sauna

FamilyIndoor spacesHospitality

5.0 out of 5 average rating, 3 reviews

An individual glides through the air on a zip line, suspended high above the ground. Surrounding evergreen trees create a natural backdrop, enhancing the sense of adventure. The person wears safety gear, including a helmet and harness, ensuring a secure experience in the outdoors.

Townhouse in Nisswa

Serene Cabin Escape in Beautiful Nisswa

ViewPoolCheck-in