City getaways

Exciting city getaways in 2025

City getaways invite you to explore architectural gems, new cuisine, and a bustling culture. Whether you're seeking a comfortable place for weekend trips or short-term rentals for longer stays, you'll find it all on Vrbo. Having a spacious home to relax in after a busy day's sightseeing is essential for city breaks. Short-term rentals come in all shapes and sizes: cozy apartments for romantic weekend getaways, spacious townhouses for family reunions, and sleek condos for city breaks with friends.

When you book weekend trips with Vrbo, you'll get a break from the usual, without the surprises. Our no-host policy means you've got the whole place to yourself, and upfront pricing keeps things clear from the get-go. Our 24/7 live support with humans — not bots — means you're never alone, either. Plus, with One Key, those city getaways don't just leave you with memories; you'll earn rewards you can use for future weekend trips.

Weekend getaways in a metropolis

If you're plotting city getaways in bustling New York City, you'll need a home that fits the part. Check out cozy apartments in Greenwich Village, a neighborhood dotted with quaint cafés and hidden bookshops. Or how about a romantic loft on the Upper West Side? Imagine strolling hand-in-hand along the Hudson River, admiring the light of the setting sun on historic high-rises. These neighborhoods will place you in the heart of the action. From there, set off to explore Central Park's winding paths, catch a Broadway show, or go shopping near Times Square.

Turning to Chicago, city getaways in the Windy City are enhanced by finding the right short-term rentals. Seek out a family-friendly townhouse in Lincoln Park to enjoy leafy green spaces at your doorstep. If you're on a romantic escape, a snug apartment in River North will grant you easy access to Chicago's renowned art galleries and rooftop bars. Delve into the city's eclectic neighborhoods and streets. You'll encounter artisan bakers in Andersonville, vintage clothes stores on Milwaukee Avenue, and sweeping lake views from Promontory Point.

City getaways by the coast

Miami is among the best cities to visit for urban adventures with coastal vibes. City getaways in Miami will thrust you into the colorful streets of Little Havana, with the sound of Latin beats filling the air. You'll encounter a multitude of trendy short-term rentals in Miami, too. From cozy city apartments to lush condos, each comes equipped with all the amenities you need to unwind after a day on the beach. Wake up to views of palm-lined avenues and Art Deco architecture. Whatever type of Miami home you choose, you're guaranteed a hassle-free weekend trip.

Switching gears to the Pacific, San Francisco city breaks promise iconic sights and tranquil beachside living. Picture yourself wandering down Lombard Street, taking in panoramic views of the Golden Gate Bridge, or exploring the historic halls of Alcatraz Island. San Francisco's townhouses offer private stays, Victorian architecture, and stunning Bay views. Snuggle up with your loved one after a busy day exploring Fisherman's Wharf or laugh the night away hosting a dinner party with friends. San Francisco's short-term rentals are the stage to your Pacific Coast city getaways.

Weekend trips full of history and culture

If it's historic charm and melodic moments you're craving, New Orleans and Charleston are some of the best cities to visit. Thanks to its Creole cuisine, French-style architecture, and blues music, city getaways in New Orleans are packed with culture. Book a charming apartment in a historic building nestled in the heart of the French Quarter and find yourself moments away from the iconic Café du Monde. After dinner, head back to your spacious pad where you can sink into the sofa and relax.

For a change of scenery, why not choose city getaways in Charleston? Here, whole homes offer you intimacy and comfort. Book a historic house in the center of town and you'll be a stone's throw away from Rainbow Row's colorful facades. Many short-term rentals are homes with inviting porches where you can sit on the steps and plan your urban adventures. Charleston City Market and the Magnolia Plantation & Gardens are 2 must-see sights.