Family Vacation Homes That Double as Work-From-Anywhere Retreats

There’s a new kind of travel trend on the rise, one where family vacations and remote work blend seamlessly. Families aren’t just escaping to the mountains or the beach anymore; they’re setting up temporary homes in places that make both Zoom calls and sunset walks possible.

Across Houfy, you’ll find family vacation homes designed with this balance in mind—spaces that feel relaxed yet functional. Think sunny patios turned offices, reliable Wi-Fi for video calls, and cozy corners for kids to read or play while you finish up your last meeting. These work-from-anywhere vacation rentals make it easy to live, work, and explore, all under one roof.

The Best Family Vacation Homes for Remote Work

1. Casa Do Mapa: Lisbon Work and Play Family Getaway - Lisbon

For families chasing sunshine and stable Wi-Fi, Casa do Mapa hits the sweet spot. This Lisbon apartment combines cozy vibes with all the essentials for a modern workcation, like air conditioning, fast Wi-Fi, and a dedicated workspace tucked upstairs for focus time. When the workday wraps, the riverside is right outside your door for sunset walks or family cycling trips along the water.

Inside, it feels personal, filled with heirlooms, books, and local character that make it more than just a rental. Parents can join a quick Zoom call from the work-from-anywhere setup, while kids dive into board games or movies in the living room. The dining area doubles as a casual coworking spot, so everyone can stay connected.

And when it’s time to unplug, Lisbon’s best sights—Belém Tower, MAAT, and those famous Pastéis de Belém—are all within walking distance. It’s the kind of stay for remote work and family travel, where mornings start with coffee and emails, and evenings end with river breezes and shared adventures.

Parents working remotely at a cozy family-friendly rental

2. A Spacious Family Home of Family Fun Stockton - Stockton

This spacious four-bedroom home feels tailor-made for families mixing work and play under one roof. With its open office area right off the foyer, high-speed internet, and bright, airy layout, it’s the kind of space where parents can check in with the office while the kids unwind upstairs in the loft game room. Every corner is designed for ease, whether you’re streaming a show in the great room, cooking together in the chef’s kitchen, or sneaking away for some quiet time in the private suite downstairs.

For longer work-from-anywhere stays, the thoughtful touches make all the difference. There’s a dedicated workspace for calls or creative projects, a laundry room for convenience, and cozy queen-sized beds in every room for a well-deserved rest. When it’s time to log off, the family can gather for a round of pool in the loft, watch a movie marathon on the 75-inch smart TV, or share dinner on the sunlit patio framed by lush trees.

It’s a home that balances productivity and togetherness, perfect for families seeking remote work flexibility without losing that sense of connection. Between the modern design, the backyard retreat, and the spacious layout, this is a workcation hub built for family fun.

Spacious vacation home with a laptop desk

3. Two Bedroom + Office - Honeycomb Workspace - Chicago

For remote-working families who still crave a taste of city life, Honeycomb Workspace combines big-city buzz with a home-like feel. Set in Chicago’s vibrant Avondale neighborhood—ranked among the coolest in the world—it’s a bright, top-floor apartment where parents can plug into meetings while kids explore local parks or join for a coffee run at a nearby café. Natural light floods the space, energizing mornings spent at the dedicated office setup with dual monitors and a printer ready to go.

Two bedrooms, a fully stocked kitchen, and plush living spaces make downtime easy, while the thoughtful details like Nespresso pods, eco-friendly essentials, and super-soft linens turn a work trip into something that feels like home. Every inch is meant to simplify life for guests, balancing family time with professional demands.

After the workday, unwind with a homemade dinner from the air fryer or stroll through Avondale’s mix of restaurants, art, and local energy. Whether you’re logging on for meetings or logging off for family nights, this stay proves you don’t have to choose between productivity and presence—you can have both.

Work-from-anywhere family retreat

4. Luxury Park City Home, 8 Guests, Garage Parking - Francis

This Park City townhouse brings together the best of both worlds: ski season and remote work. Just minutes from the lifts at Park City, Deer Valley, and Canyons Village, it’s designed for travelers who want to chase powder by day and power through projects by night. With a dedicated workspace equipped with a monitor, printer, and high-speed Wi-Fi, you can clock in before breakfast, then trade your desk for a snowboard or a stroll down Main Street once you log off.

Families will love the privacy of three ensuite bedrooms, each with a smart TV, and the togetherness of the open-concept living area that flows into a fully equipped kitchen. There’s room for everyone, whether you’re hosting a group work session around the island, cooking up comfort food after a day on the slopes, or catching up on Netflix beside the fireplace. The coffee nook and mountain-view balcony make it easy to recharge between video calls or family outings.

And the best part? No chores, no stress. Just pure relaxation between ski runs and video calls. From its modern amenities to its unbeatable location, this home redefines the work-from-anywhere lifestyle.

Remote work vacation rental for families

5. Pet-friendly Apartment With Workspace - Portland

For those who crave a little city pulse with their work-from-anywhere freedom, this pet-friendly downtown apartment offers the perfect setup. Floor-to-ceiling windows flood the space with light, revealing sweeping skyline and river views. It’s the kind of place where you can balance deep focus with small pleasures—a stretch of yoga in the sunroom, a slow dinner by the window, or a quick walk through the lively neighborhood before your next call.

The dedicated workspace with fast Wi-Fi lets you stay productive without missing a beat, while the living area doubles as a cozy spot for movie nights or brainstorming sessions. When the Oregon rain rolls in, board games keep the laughter going, and blackout curtains guarantee the deep, quiet sleep you need after long days of work and exploration. Every detail, from the memory foam beds to the stocked dining area, has been designed for comfort.

And yes, your furry co-worker’s invited too. With a gated dog park nearby and thoughtful pet amenities, it’s easy to keep tails wagging while you meet deadlines. Whether you’re in town for a few days or setting up a longer remote work stay, this apartment makes it effortless to blend productivity, comfort, and that unmistakable downtown energy.

Peaceful home perfect for a family vacation and remote work setup

6. The Duet Cottage - Montague

For anyone craving quiet mornings, lake breezes, and the comfort of working where time seems to slow down, this romantic Lake Michigan cottage feels like a gentle exhale. Just a short walk from the private beach access, it’s the kind of spot where you can set up your sit-stand desk for the morning, take a break with your toes in the sand by afternoon, and catch a golden sunset over the water before dinner. The air smells faintly of pine and salt, the Wi-Fi’s fast enough for Zoom calls, and everything feels easy.

Evenings are where the magic happens here. Light up the solo stove, sip something warm with your loved ones, and let the quiet rhythm of the lake take over while your dog naps by your feet. When you’re not catching up on work, explore the shared bluffs, wander the trails, or spark up a beach fire under the stars. It’s simple, unhurried living.

Between the fast Wi-Fi, beach gear, and those long, slow sunsets that spill across the horizon, this cottage gives you the best of both worlds: focus when you need it, peace when you don’t. Whether you’re here for a romantic workcation or just a few days off-grid with the family, Lake Michigan has a way of making everything feel softer.

Working remotely from a scenic vacation home

Finding That Sweet Spot Between Work and Home

Let’s be honest, working remotely while traveling with family isn’t always picture-perfect. There are kids running through Zoom calls, laptops on kitchen counters, and spontaneous beach breaks that turn a one-hour task into three. But that’s kind of the beauty of it, right? The chaos, the connection, the freedom to build a rhythm that’s yours.

The homes on Houfy make that balance possible: spaces that invite you to focus when you need to, unplug when you can, and be fully present for both work and family. Whether it’s a morning of deep work followed by an afternoon swim, these homes remind you that the best kind of productivity leaves room for living.