Family-friendly holiday rentals in North America

Cozy Cottage on the Penobscot – Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Family · Indoor spaces · Accuracy

The Dome At Blueberry Hill

Escape to The Dome at Blueberry Hill, where comfort meets nature for a truly unforgettable glamping experience. Set on two private acres along the scenic Shawnee Hills Wine Trail and minutes from the charming village of Cobden- you’ll enjoy peaceful seclusion with easy access to local charm. The fully insulated dome offers cozy, climate-controlled comfort year-round. Sip wine under the stars or unwind in style indoors. Make lasting memories at The Dome- your luxury glamping retreat awaits.

Kitchen · Indoor spaces · Nearby

Beautiful Orchard House on the Farm- Jacuzzi/Pool

A very magical place we call home. Nestled in the middle of 20 acres of established walnut trees, lies your new favorite getaway! You can simply sit back and chill in the beautiful Orchard House or come outside and enjoy the patio/pool/barbecue/ fire pit and spa. One of the bedrooms listed is upstairs in a gaming tower, filled with entertainment options!! Also if you love animals as much as we do, you can help feed our furry and feathered friends .Either way....Prepare to fall in love!

Family · Indoor spaces · Quiet

Log Cabin on a Duck Pond.

Log Cabin on a Duck Pond Hot tub; pond Fountains 5-bedrooms; 4-baths; 1 Bathroom upstairs shared in Hallway by 2 bedrooms. Bathroom downstairs has door to shut during night to make private & by day open. . Darts-Ping Pong-Air Hockey-Basketball-Frisbees-Corn hole Toss-Board games-cards-Private Swimming Pool- Fishing in the 2 Ponds-Black Bass, Perch, Catfish; catch & release-5 acres Fenced & Gated-1/2 hour to Ft. Worth; surrounded by nearby Wedding Venues-great Restaurants 30 minutes.

Kitchen · Indoor spaces · Location

Bide In The Trees Romantic Treehouse +100' Skywalk

Named one of the Most Beautiful Treehouses in the U.S. by TripsToDiscover, this private, multilevel sanctuary is the ultimate luxury escape designed exclusively for couples. Escape 20 feet into the canopy of towering Georgia pines, leaving the world behind. At Bide in the Trees, we invite couples to disconnect from the noise and reconnect with each other. Tucked away on five private, gated acres, we blend the wild romance of forest glamping with the upscale amenities of a luxury resort.

Indoor spaces · Family · Checkout

Sunrise House - Oceanfront, Private Beach, Hot Tub

Welcome to Sunrise House — named for the gorgeous year-round sunrises you can watch over the ocean right from the front deck. Sip your morning coffee on the private beach, spend the day kayaking along PEI’s shoreline & red cliffs, then unwind in the hot tub with a beautiful view. With a spacious gazebo, fire pit, and everything you need for a comfortable stay, Sunrise House is made for slowing down and enjoying life by the sea. Nearby towns offer easy access to all the necessities.

Family · Kitchen · Check-in

Tiny Dice House - Tiny Home Shaped Like Giant Dice

Welcome to the Tiny Dice House! An 𝘼𝙞𝙧𝙗𝙣𝙗 𝙊𝙈𝙂! 𝙁𝙪𝙣𝙙 𝙬𝙞𝙣𝙣𝙚𝙧, this unique tiny home is shaped like a giant pair of stacked dice. Nestled on several acres in the woods of Upstate South Carolina, it was made for bold souls who love adventure, creativity and unleashing their inner child. This one-of-a-kind architectural design and build is filled with endless fun and play – the interior is just as fun as the exterior. You'll never experience anything else like this!

Indoor spaces · Kitchen · Value

Casa Eden, Barra de Santiago. Motor boat included

Escape to Casa Edén, a beachfront and estuary retreat—perfect for sharing with family or friends. 🌊🌿 🏖️ Relax in the private pool with views of Barra de Santiago beach, or unwind on the deck overlooking the estuary, volcanoes, and mountains. 🚤 Craving adventure? Your stay includes access to a motorboat, kayak, paddle board, and even inflatable tubes for water fun. ✨ Here, every day becomes an unforgettable experience: relaxation, adventure, and memories that last forever.

Indoor spaces · Kitchen · Decor

Smoky Mtn Views Hot Tub Sauna Game Room

Escape to a luxury 3-story authentic log cabin with panoramic Smoky Mountains views in the exclusive Brothers Cove gated community. Relax in the private hot tub and barrel sauna, enjoy the arcade, pool table, and game room, and spot black bears, deer, and eagles from the deck. Sleeps up to 7 guests with 3 full bathrooms. Minutes from Dollywood, Pigeon Forge, Gatlinburg, and Great Smoky Mountains National Park—offering true mountain privacy without the crowded cabin-condo feel.

Family · Indoor spaces · Layout

Timber Hollow Retreat | Sauna + Forest Trail

Welcome to Timber Hollow Retreat, a luxury modern Scandinavian-inspired cabin on over 4 private wooded acres in the beautiful Appalachian foothills of Berkeley Springs, West Virginia. Thoughtfully designed for couples, weekend getaways, wellness retreats, and nature lovers, this secluded escape combines contemporary comfort with an unforgettable outdoor experience. Despite feeling completely surrounded by nature, you’re just 10 minutes from historic downtown Berkeley Springs.

Kitchen · Indoor spaces · Cleanliness

The Crooked Cabin | Wood-Fired Hot Tub near RRG

Step into a fairytale at The Crooked Cabin, a one-of-a-kind woodland escape tucked away in the hills of Kentucky. Built with crooked windows, whimsical details, natural wood and imagination, this cozy hideaway feels like another world. Wander the forest, relax by a fire, soak under the stars in a wood-fired hot tub, and listen to the nearby spring. Discover the story of GhondlePop and Doris MossBottom, the mysterious woodland couple who helped bring The Crooked Cabin to life.

Kitchen · Indoor spaces · View

Secluded A-Frame Escape with Private Pool

Secluded A-frame on a gorgeous private lot. Enjoy a private pool (pool is NOT heated, but open year round), outdoor lounging, record player, and a high-end kitchen. 35 mins. To downtown Savannah’s, and plenty of dining, boating and shopping closer. 3 bedrooms, 1.5 baths. 6 guests max. No parties or outside guests allowed. IMPORTANT: Home is NOT suitable for infants or children under 13 due to steep stairs, unrailed elevated decks, fragile glass architectural features.

Kitchen · Family · Pool