25 Airbnbs for Families With Putting Greens, Bowling Alleys, & More

Bed & bath: 5 bedrooms, 5 baths (with 2 half baths)
Top amenities: Private pool, private bathroom for each bedroom, outdoor showers

This pod-style home in Hawaii is ideal for large groups that want a little more privacy. Each bedroom is a building of its own, and all four rooms (three kings and one with two doubles) are clustered around the gorgeous outdoor pool—the perfect gathering space. If you need an additional place to sleep, the game room has a queen-size sofa bed alongside an Xbox. There's also a laundry room, lanai porch, spacious indoor-outdoor living area, and a golf cart and e-bikes available for use during your stay.

Bed & bath: 11 bedrooms, 9 baths
Top amenities: Five themed bedrooms, proximity to Walt Disney World, arcade room, movie theater, private pool

One thing we can promise you: This Airbnb will be like no other you've stayed in before. The 11 bedrooms sleep up to 29 guests and feature five themed rooms: Frozen's ice castle, a Mario Bros. room with a slide, a Harry Potter bedroom, an Avengers headquarters, and a room pulled right from Toy Story. Adults can enjoy some relatively “normal” rooms (if they opt out of a themed one) and cozy up in one of the additional four king and two queen bedrooms. The property is just a nine-minute drive from Walt Disney World, and when you're not spending the day with Mickey and Minnie, the movie theater, glow-in-the-dark jungle-themed arcade room, and private pool will keep you entertained on premises.

Bed & bath: 6 bedrooms, 5 baths
Top amenities: Pool, gym (with Peloton), Par 3 golf course, batting cage, baseball field, full playground, zip line, basketball court, orchard, walking paths

In the dusty browns of the desert outside San Diego, find an unexpected explosion of verdant greenery. This 15-acre estate is another mega-sports complex made luxury. It’s also under a half-hour’s driving distance from the San Diego Zoo, downtown, and the beach. Notes one review of the property’s transformative quality: “My 79-year-old Dad found his inner child and took advantage of the pickleball court … [he] even played a game of baseball with the kids.”

Bed & bath: 7 bedrooms, 7.5 baths
Top amenities: Proximity to an apple orchard, pool, hot tub, porch swings

Five generations of apple trees have flourished on the land surrounding this property—all the better for you to bring along five generations of your own family for a stay! With seven bedrooms, there’s certainly plenty of space. This upstate New York estate is within walking distance from an orchard and as such enjoys unrivaled views of the neat crops. Happy families do the picking, and you of course can make yourself one of them. But you also needn’t step beyond the property line if you don’t want to—swim in the pool, swing on the covered porch, and bask in the classic beauty of your temporary home.

Bed & bath: 6 bedrooms, 4 baths
Top amenities: Bowling lane, private yard, pool

This charming, perfectly unassuming property on the popular Georgia island houses something unexpected. Originally constructed as a library and bowling alley in 1910 for the residents of the town, the rental home as of late returned to one of its roots. And it’s not that the house is scattered with books. A brand new bowling lane, complete with an automatic pinsetter and ball return, sits conveniently between the dining and living rooms—a clean white palette keeps the house minimal in the face of such an extravagance. Out back, a pool offers an outdoor activity onsite.

Bed & bath: 3 bedrooms, 2 baths
Top amenities: Firepit, beach chairs, toys, coolers, and parking passes

We were sold on this cabin in Maine from the moment we laid eyes on its pink front doors. With three bedrooms and four beds between them, a large open kitchen and wood-paneled living room, an extra-large back porch, and a backyard fire pit, there's plenty to keep you entertained onsite. (A travel crib and kids' toys are also available here.) But, a stay at the house also includes parking passes for the nearby beach.

Bed & bath: 10 bedrooms, 7 baths
Top amenities: Bowling, volleyball court, shuffleboard, putting green, pickleball court, basketball court, playground, soccer field, outdoor BBQ, gas fire pit, saltwater pool with waterfall

Astonishing when viewed from above, this vast and well-equipped kingdom of a compound sleeps a population in the double digits with absolute ease. The reviews largely talk of family reunions and other similar ventures—groups of five families or more made up of all ages, comfortably housed. The estate totals 10 acres, meaning you can get your steps in and then some flitting from the pickleball court to the putting green to a cocktail beside the gas fire pit, all before a hearty dinner at the 18-seater dining table. Entertain en masse!

Bed & bath: 4 bedrooms, 2 baths
Top amenities: Firepit, BBQ, free parking, natural and organic household products

On the outskirts of Asheville on an acre of land, this four-bedroom modern cabin has plenty of space inside for everyone to spread out. (There's a bunkbed room for kids of all ages, with a lower double bed and an upper single.) But it's the outside that's the real perk, with a spacious deck, grill, and fire pit with a seating area. Note, this Airbnb only has a kitchenette, with a mini-Smeg fridge and microwave, so plan to grab takeaway from Asheville's incredible restaurants (we'd start with Benne on Eagle and Cúrate, if we were you).

Bed & bath: 4 bedrooms, 2 baths
Top amenities: Pet-friendly, seasonal pool, vintage wood-burning stove

The pool is the draw at this Hamptons Airbnb, with both steps and a ladder to get in and plenty of surrounding land for kids to play, plus a stone patio (the pictured deck has been replaced) with lots of seating and loungers, too. But the 3,000-square-foot house itself has plenty of perks, with room for 10 guests across four bedrooms, including one with both a king and single bed inside. Despite being such a huge home, the design is incredibly cozy—we're partial to the sunroom with a daybed—and makes us want to steal a few decor ideas for our own homes.

Bed & bath: 5 bedrooms, 2.5 baths
Top amenities: Dinosaur backyard, arcade, Xbox

You don’t need to book a room at a Disney property in order to secure something special and experiential during your off hours from the park. This Airbnb is all about the kitsch–model T. rexes, brachiosauruses, and more are frozen in time out back, standing sentinel over a pristine putting green. There’s also a BBQ grill and outdoor dining table, as well as a fully-equipped Xbox inside for days when the weather may grow dreary. The reviews largely exalt how easy it is to entertain their kids here, and it’s not hard to see why.

Bed & bath: 6 bedrooms, 2 baths
Top amenities: Fully-equipped kitchen, private terrace, long-term stays allowed

Nestled in the heart of Old Montreal, this six-bedroom penthouse is just steps away from the city’s oldest and most sought-after landmark, Notre-Dame Basilica. As you make your way down the cobblestoned street, you’re met with vivid markers of the past—but the moment you make your way inside, you're placed into a mindfully decorated, postmodern penthouse. The dark, moody floorboards and brick walls are paired with tan furnishings and pops of yellow, burnt orange, and green. While making your way through bedrooms, you’ll find familiar faces—Drake, Marilyn Monroe, John Lennon, and Homer Simpson are just some of the funky portraits that dress the walls. The eccentric and eclectic decor will make it an Instagrammable moment for any teen. The living room functions as the main entertainment hub, but during the summer months the rooftop terrace offers views of the waterfront while hosting family game nights or dinners.

Bed & bath: 5 bedrooms, 5.5 baths
Top amenities: Heated plunge pool, beach access, board games

The space is geared toward older, larger families that are looking to appreciate the simplicity of life in a luxury villa. The villa itself is built around a pool that takes center stage in the courtyard. Veiny leaves stretch out atop the lounge chairs, shading sunbathers from awful sunburns, and continue on across the walls and rooftop patio. Guests can refuel in the fully-equipped, open concept kitchen or make a reservation at one of the numerous restaurants that line the town’s streets with freshly caught seafood and locally grown produce. With sleeping space for up to 14 guests across its 7 king- and queen-sized beds, there’s no shortage of space and comfort.

Bed & bath: 3 bedrooms, 2 baths
Top amenities: Two swimming pools (one for adults, one for kids), gazebo, gardens, basketball court, hammock

Key to this rental is the bunk room—four full beds in one stone-walled enclave!—which ensures that any number of kids can pile in for the night. The other two bedrooms, one with a king bed and the other with two full beds, can be for sets of parents or older siblings. Sleeping arrangements are hardly of the utmost concern, however. You’ll be spending most of your time in the gardens, wandering the paths and taking in the greenery or kicking back in the shade of the gazebo. Energy can be expelled in either of the two pools or on the basketball court.

Bed & bath: 4 bedrooms, 4.5 baths
Top amenities: Ocean and jungle views, private pool, included concierge and housekeeping services

Head to the tropics where you'll find this perfect family gathering spot in gorgeous Costa Rica. Cool off in the private pool after a long day of enjoying the nearby beach or jungle. Each of the four massive bedrooms features a king or queen bed, and with four and a half baths, you won't fight over who gets to take a shower first. Ideal for those with older kids, this property is within walking distance of surf shops, markets, restaurants, and more—plus it comes with a housekeeping service and concierge included in the price.

Bed & bath: 5 bedrooms, 3.5 baths
Top amenities: Fully stocked toiletries, room-darkening shades, indoor fireplace

The Algarve region is home to over 10 yellow sand beaches, a hot commodity in the warmer months when tourists are flocking to Portugal to experience their Euro summer. This five-bedroom villa is just steps away from three separate beaches, making it the ultimate beach getaway. After some time spent lounging in the sun, you’ll be welcomed home by shades of azure, apricot, coral, citrine, and emerald that create elaborate motifs across the bedroom decor. The space is heavily influenced by Moroccan layout and design concepts, with thin-lined designs etched onto the decor and a full lounge area near the pool. On the opposite side of the patio, a small playground with seesaws and bungeed polo ponies waiting for a rider has been built for young guests.

Bed & bath: 6 bedrooms, 2.5 baths
Top amenities: Pool, hot tub, croquet, grass tennis, orchards, blackcurrant fields

For outdoor play of any sort in Great Britain, you’d better come during the warmer months. This manor house is best visited in the summer, for this is the season when the pool opens and tennis can be played on the grass. It’s not a stretch to describe the property as a cottagecore fantasy, with its quaint brick and surrounding gardens. Make a game out of claiming your room—each of the six boasts its own name and a personality to match. Apparently, the best goes by Shetland and sits on the very top floor. The best detail gleaned from the reviews? That the property made an excellent setting for a Great Gatsby-themed hen party.

Bed & bath: 5 bedrooms, 5.5 baths
Top amenities: Private pool, nearby vineyards and olive groves, air conditioning

Sure, you could stay in a low-key villa, but why not live out your dream of being royalty by booking this massive Italian castle? While the property is particularly known for being a great spot for destination weddings and events, it is also wonderful as a family reunion location since it sleeps up to 10. The five bedrooms are made up of three double beds, one queen bed, and one room with two singles, and unlike the castles of old, you'll find that this one is comfortably outfitted with air conditioning. Take a dip in the private pool, wander through the olive groves, or simply enjoy the atmosphere of this quiet Tuscan getaway.

Bed & bath: 3 bedrooms, 2 baths
Top amenities: Hot tub, ski storage, foosball

On the sunny side of Ortisei, this serene home is in the ultimate location. The ski bus even stops here in the winter! It’s Chalet Bernardi, a recently renovated and, per guest reviews, impeccably clean rental. The interiors are variously composed of soft white neutrals and warm wood paneling, the latter being especially appropriate in framing the snowy vistas outside the windows. There’s a sunroom for the cold months and outdoor dining and foosball on the porch for the summer—either way, rest assured you’ll be basking in the mountain views.

Bed & bath: 7 bedrooms, 6 baths
Top amenities: Hot tub and subterranean spa, game room with poker and pool tables, direct beach access

One might tire of the Maltan beach at this venue, for no reason other than that it’s so easy to access. And if one takes too many journeys down the stairs and straight onto the sand that they can simply take no more, there are plenty of other options on hand. Descend another staircase and find a subterranean spa outfitted with a hot tub, sauna, and rain shower among other amenities. There’s also a game room—foosball and poker and pool, oh my!

Bed & bath: 12 bedrooms, 12 baths
Top amenities: Pool, water slide, floating breakfast

The jungle river is in sight, but you’d be just as well off closing your eyes. Hear the flow of the water and the chirp of the wildlife; smell the lush fragrance of a place so alive; feel perfectly at ease. When Bali’s adults-only resorts feel too remote and hushed, and kids under 18 are coming along, steal away to these two adjoining villas with your gang. A trip or two down the water slide can be enjoyed by any person of any age.

Bed & bath: 3 bedrooms, 2.5 baths
Top amenities: Indoor climbing wall, close to ski resort

A place you’ll love so much, you’ll be scaling the walls. People come to the village of Hakuba to ski and enjoy the vibrant downtown neighborhood of Echoland’s nightlife. This is a place that hosted several events in the 1998 Winter Olympics, and as such boasts some fabulous infrastructure. It’s only a two-minute drive to Echoland, and a four-minute walk to the ski resort shuttles. The climbing wall in the living room spans two stories.

Bed & bath: 3 bedrooms, 3.5 baths
Top amenities: Private pool, sun deck, three en suite bathrooms, fully landscaped garden

Adventurous families, rejoice! This Cape Town property is the perfect place to call home at the base of Table Mountain. Hiking, biking, walking, and running trails are all nearby, as well as the lush Kirstenbosch National Botanical Garden—that is, if you can pull yourself away from the onsite private pool, tennis court, and massive sun deck. The three en suite bedrooms (two queens and a king) also come with a crib, and those with little ones can request the use of a high chair, cot, or kids toys when they book.

Bed & bath: 3 bedrooms, 2 baths
Top amenities: Nearby beach, bunk beds for kids, woodburning fireplace

Get in touch with Mother Nature at this secluded Australian stay that sleeps up to eight guests. Two queen bedrooms are ideal for parents or older kids while a third room with two sets of bunk beds is a great home base for the little ones. Spend the majority of your days exploring the nearby sights like Johanna Beach, The 12 Apostles (iconic limestone rock stacks in the water), and many waterfalls. Tell stories around the woodburning fireplace, cook up a delicious meal in the full kitchen, and enjoy the sunset after an exciting day from the back deck.