Milwaukee vacation rentals

We found 1,142 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Milwaukee by choosing from 512 houses, 309 apartments, and other vacation rentals. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll find the amenities you need and want, which might include WiFi and a washer and dryer. Whatever you're looking for, you're sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Milwaukee (and vicinity)

Showing deals for:Apr 17 - Apr 24

Image gallery for "Five Bedroom Luxury by the River "

Front of the House
9.8 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)

"Five Bedroom Luxury by the River "

Glendale

9% off
Price is $1,048
$7,334 for 7 nights
All fees included
"Five Bedroom Luxury by the River "

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Find out more about Milwaukee

Why visit Milwaukee

  • Outdoor Adventures: Milwaukee offers beautiful urban parks and stunning beaches perfect for relaxation and fun.
  • Family-Friendly Attractions: The city is packed with activities that cater to families, ensuring everyone has a great time.
  • Charming Neighborhoods: Explore unique areas like South Milwaukee for a welcoming vibe and budget-friendly accommodations.
  • Cultural Richness: Experience Milwaukee's vibrant downtown, showcasing the city's rich culture and history.
  • Variety of Accommodations: Enjoy diverse lodging options, from cozy apartments to spacious vacation homes, tailored to your needs.

Popular types of accommodation in Milwaukee

Planning a getaway to Milwaukee? You're in for a treat. Discover the top vacation rentals this vibrant city has to offer, including houses, cozy apartments, and charming cottages. Whether you're looking for a Milwaukee BnB or spacious house rentals, you'll find plenty of options that cater to your needs. Enjoy your stay with transparency, savings, and reassurance as you explore all that Milwaukee has to offer.

  • Houses: The top choice for travelers, offering spacious and comfortable stays for families or groups in Milwaukee.
  • Apartments: A popular option for visitors seeking convenience and a home-like atmosphere in the heart of the city.
  • Cottages: Charming and cozy, these rentals provide a quaint escape with a touch of nature.
  • Condos: Modern and stylish, ideal for those looking for upscale amenities and downtown access.
  • Cabins: A favored retreat option, perfect for enjoying the natural beauty surrounding Milwaukee.**

Top attractions in Milwaukee

Milwaukee is a fantastic destination for outdoor adventures, family fun, and romantic getaways. Explore urban parks, historic colleges, and event venues that showcase the city's rich culture. Don't miss the vibrant downtown Milwaukee, where you can enjoy a variety of attractions suited for travelers seeking both relaxation and excitement. Whether you're traveling solo or with loved ones, Milwaukee offers something for everyone to enjoy.

  • Harley-Davidson Museum: Dive into the iconic world of motorcycle culture at this transport museum. Explore rich history, unique exhibits, and stunning motorcycles that showcase the spirit of freedom and rebellion. Family-friendly vibes make it an engaging experience for all ages.
  • Wisconsin State Fair Park: Enjoy a vibrant fairground atmosphere filled with outdoor events, delicious foods, and family-friendly activities. Experience the local culture through exciting rides, games, and annual fairs that celebrate Wisconsin’s agricultural heritage.
  • University of Wisconsin-Milwaukee: Discover a modern college campus with diverse programs and a lively urban vibe. Stroll through beautiful grounds, engage in cultural events, and experience the dynamic energy of student life in the heart of Milwaukee.

Things to do recommended for couples

For a romantic getaway in Milwaukee, enjoy the lively atmosphere at Henry W. Maier Festival Park with its concerts, relax at the luxurious Pewaukee Lake Beach, and savor delicious meals at Palermo's Pizza Factory, perfect for a cozy evening together. Create lasting memories in this vibrant city.

Things to do recommended for families

Families visiting Milwaukee can experience the excitement of a game at American Family Field, unwind at The Rock Sports Complex, and have a splash-tastic time at Springs Water Park, where adventure and family fun await. Enjoy a memorable getaway filled with sports, relaxation, and entertainment.

Things to do recommended for groups

In Milwaukee, your group can enjoy shopping at Mayfair Mall, catch a show at the Riverside Theater, and explore local flavors at the Milwaukee Public Market. Each venue offers a unique blend of entertainment and local culture, perfect for creating memorable experiences together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Milwaukee

If you're traveling with friends, family, pets, or planning an extended stay, be sure to prioritize your preferences when filtering your options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Milwaukee with a group: Think about how many bedrooms you'll require and any additional features you might want, like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Milwaukee with young kids: Traveling with young kids can be a bit challenging. It’s important to prioritize their comfort and safety, along with finding age-appropriate amenities, like a private pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Milwaukee: For many families, a trip just isn’t the same without their beloved pet by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Milwaukee: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Milwaukee

Milwaukee is a vibrant metropolis offering a unique blend of outdoor adventures, family-friendly activities, and romantic getaways. Explore the charming neighborhoods like South Milwaukee, where you can find budget-friendly vacation homes and enjoy the welcoming city vibe. Don't miss the beautiful beaches in downtown Milwaukee, perfect for relaxation and fun. Whether you're traveling solo or with loved ones, this city and its surroundings promise an unforgettable experience.

  • Milwaukee: Milwaukee, a vibrant city located along the shores of Lake Michigan, is a fantastic destination for travelers seeking family fun, sports, or romantic experiences. The city boasts a rich cultural scene with numerous music concerts and theater performances to enjoy. Sports enthusiasts will appreciate the iconic local stadiums and sports facilities, while those looking for educational experiences can explore various museums and galleries. The Milwaukee Art Museum, with its stunning architecture, is a must-visit landmark that encapsulates the city's artistic spirit.
  • Downtown Milwaukee: Downtown Milwaukee is the bustling hub of the city, where visitors can immerse themselves in a dynamic atmosphere filled with family-friendly activities and romantic spots. The neighborhood is home to an array of theaters and concert venues, providing ample opportunities to catch live performances. Nearby, the Milwaukee Riverwalk offers scenic views and a variety of dining options. Local landmarks include the Fiserv Forum, a premier event venue, and the Wisconsin Center, which hosts major conferences and events, making it a perfect blend of entertainment and business.
  • Brookfield: Brookfield, a charming city located just outside Milwaukee, is ideal for families and those seeking a more suburban atmosphere. The city features a variety of shopping centers and malls, perfect for a day of retail therapy. Brookfield is also known for its fairgrounds and showgrounds, where local events and festivals take place throughout the year. With its blend of city amenities and a relaxed vibe, Brookfield provides a delightful escape for visitors wanting to experience the best of both worlds.

Best time to go to Milwaukee

If you're planning a trip to Milwaukee, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to February and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.1°F (-5.5°C)Light RainMostly CloudyLowSlightly Low
February23.5°F (-4.7°C)No Rain (Dry)Mostly CloudyLowSlightly Low
March34.7°F (1.5°C)Light RainMostly CloudyAverageAverage
April43.7°F (6.5°C)Light RainMostly CloudyAverageSlightly Low
May54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyHighSlightly High
July71.4°F (21.9°C)Light RainMostly SunnyHighSlightly High
August70.7°F (21.5°C)Light RainMostly SunnyHighSlightly High
September64.2°F (17.9°C)Light RainMostly SunnyAverageAverage
October52.0°F (11.1°C)Light RainMostly SunnyAverageAverage
November39.2°F (4.0°C)Light RainMostly SunnyLowAverage
December29.7°F (-1.3°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Unlock savings with One Key

Plan your group getaway by booking a qualifying Vrbo, and you'll earn OneKeyCash on your reservation. Being the organizer has its perks. When you become a member of our travel rewards program, One Key, you'll gain immediate access to exclusive savings and the ability to earn and redeem OneKeyCash on eligible bookings. Join us today and start enjoying the benefits.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient space for you to plan new adventures, manage your existing itineraries, and keep track of your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Head to the artsy city of Milwaukee

Come and experience Milwaukee and its museums, art galleries and live music. This city's festivals, theaters and riverfront draw many visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Milwaukee

Do you want to discover attractions to see in the area? Venture out of your cozy vacation rental and experience everything that makes Milwaukee a fun place to get away. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Henry W. Maier Festival Park (0.7 mi / 1.2 km)
  • Milwaukee Mile Speedway (5.4 mi / 8.7 km)
  • Milwaukee County Zoo (6.8 mi / 10.9 km)
  • Crystal Ridge (9.7 mi / 15.6 km)
  • Ray's MTB Indoor Mountain Bike Park (10.3 mi / 16.6 km)
  • Walter Schroeder Aquatic Center (10.5 mi / 16.9 km)

Exploring the natural landscape of Milwaukee

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Milwaukee. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Lakeshore State Park (0.6 mi / 0.9 km)
  • Veteran's Park (0.6 mi / 0.9 km)
  • Mitchell Park Horticultural Conservatory (2.2 mi / 3.5 km)
  • Bradford Beach (2.3 mi / 3.7 km)
  • Lake Park (2.8 mi / 4.5 km)
  • Atwater Park & Beach (3.9 mi / 6.3 km)

Transportation options to and around Milwaukee

The nearest airport is in General Mitchell Intl. Airport (MKE), located 6.3 mi (10.1 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Waukesha, WI (UES-Waukesha County), which is 16.8 mi (27 km) away.

If you prefer to travel by train, Milwaukee Intermodal Station, Milwaukee Airport Station and Sturtevant Station are the main stations in the area. Consider catching a ride on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop to more easily navigate the city.

Frequently asked questions

What is the best area to stay in Milwaukee when booking a vacation rental?
When considering a vacation rental in Milwaukee, a popular area to stay is the Historic Third Ward. This vibrant neighborhood is known for its charming mix of galleries, boutique shops, and trendy restaurants. One of the top attractions here is the Milwaukee Art Museum, renowned for its stunning architecture and impressive collection of over 30,000 works of art. Another highlight is the lively Riverwalk, which offers a scenic stroll along the Milwaukee River, featuring public art installations and plenty of dining options.

Another excellent choice is the East Side, which boasts a youthful and energetic vibe. This area is home to the iconic Lakefront Brewery, where visitors can enjoy local craft beer and scenic views of Lake Michigan. The East Side also features the beautiful Bradford Beach, great for relaxation and outdoor activities during the warmer months. With numerous vacation rental options available, this neighborhood caters to a variety of preferences, from cozy apartments to larger homes.

For those seeking a quieter atmosphere, Bay View is a lovely option. This neighborhood has a more laid-back feel and is known for its parks and proximity to Lake Michigan. You can explore the stunning Kinnickinnic Park or enjoy the local dining scene at unique eateries.
How much does it cost to rent a vacation home in Milwaukee?
Prices for vacation rentals in Milwaukee vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Milwaukee to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Milwaukee vacation house rentals?
You can find great discounts on house rentals in Milwaukee on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Milwaukee?
For renting a beach house in Milwaukee, Wisconsin, travelers should consider the scenic shoreline along Lake Michigan, particularly in the neighborhoods of Bay View and Shorewood. The area near South Shore Park is a popular choice, offering access to sandy beaches and beautiful lake views. Many vacation rentals here come equipped with outdoor spaces like decks or patios, great for enjoying the summer sun, as well as amenities such as fully stocked kitchens and spacious living areas for families or groups.

In the Shorewood neighborhood, visitors can find charming homes that reflect the area's historic architecture, often featuring cozy interiors and easy access to the beach. Some properties may also include recreational amenities like barbecues and fire pits, ideal for evening gatherings after a day spent by the lake.

Additionally, the Bradford Beach area is a key highlight for beach enthusiasts, with nearby rentals providing easy beach access and proximity to local cafes and restaurants.
What is the most popular type of vacation rental accomodation in Milwaukee?
In Milwaukee, apartments are the most popular type of vacation rental, with around 442 available throughout the city. Many of these apartments are located in vibrant neighborhoods such as the Historic Third Ward and Walker's Point, close to attractions like the Milwaukee Art Museum and the Riverwalk. Most rooms come equipped with modern amenities, including fully stocked kitchens, spacious living areas, and often in-unit laundry facilities, providing a comfortable home base for travelers.

For those seeking a bit more space, there are approximately 389 vacation houses available. These homes typically offer multiple bedrooms, private yards, and outdoor seating areas, making them ideal for families or larger groups. Condos, though less common with about 33 options, usually feature similar amenities to apartments but may include additional facilities like swimming pools or fitness centers. Cottages and cabins, though limited, provide a more rustic experience, often set near parks or lakes for nature enthusiasts.
Are there any family house rentals in Milwaukee?
In Milwaukee, there are numerous family-friendly house rentals—around 405 available throughout the city. Neighborhoods such as Bay View and Wauwatosa are particularly inviting for families, offering spacious homes with amenities that cater to all ages. Many of these properties feature large living areas, fully equipped kitchens for preparing meals, and outdoor spaces where children can play or families can gather for barbecues.

Bay View, known for its vibrant community and proximity to Lake Michigan, allows visitors to enjoy parks and waterfront activities. Meanwhile, Wauwatosa boasts charming local shops and easy access to the Milwaukee County Zoo, superb for family outings.

Additionally, many rentals come equipped with conveniences like Wi-Fi, laundry facilities, and air conditioning, ensuring a comfortable and enjoyable stay.
Can I rent a vacation home with a pool or hot tub in Milwaukee?
In Milwaukee, there are several vacation homes available for rent that feature pools and hot tubs, with around 74 options to choose from. This vibrant city, known for its rich cultural scene and beautiful waterfront, offers a variety of neighborhoods where these properties can be found. Travelers can explore areas such as the Historic Third Ward, which boasts a mix of trendy shops and restaurants, or the picturesque Lakefront area that provides stunning views of Lake Michigan.

Many of these rentals come equipped with desirable amenities, including private pools, relaxing hot tubs, and outdoor entertaining spaces. Fully equipped kitchens are common, making it easy for guests to prepare meals, while some properties may also feature game rooms or spacious patios for gatherings. The presence of air conditioning and Wi-Fi ensures a comfortable and convenient stay.
Can I find long-stay vacation rentals in Milwaukee?
A long-stay vacation rental in Milwaukee is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Milwaukee?
In Milwaukee, there are numerous pet-friendly house rentals available, with over 300 options for travelers to choose from. Many of these homes are located in desirable neighborhoods such as Bay View and the Historic Third Ward, offering a mix of modern amenities and local charm. Travelers can expect features like spacious backyards, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups traveling with pets.

Bay View, for instance, is known for its vibrant community atmosphere and proximity to parks like South Shore Park, which provides ample green space for walking dogs and enjoying outdoor activities. In the Historic Third Ward, visitors can appreciate a blend of urban living and artistic vibe, with easy access to pet-friendly cafes and shops.
Are there any remote work vacation rentals in Milwaukee?
In Milwaukee, there are numerous vacation rentals suitable for remote work, with around 757 options available throughout the city. Many of these properties come equipped with amenities designed to facilitate a productive work environment, including dedicated desks, high-speed Wi-Fi, and comfortable office chairs. Some rentals also feature additional conveniences like laptop workspaces, safe storage for valuables, and business centers accessible 24 hours a day.

Travelers can find these remote work-friendly accommodations in vibrant neighborhoods such as the Historic Third Ward and Bay View, both known for their local charm and proximity to amenities. These areas offer a mix of modern apartments and spacious homes, often with features like fully equipped kitchens, allowing for easy meal preparation during work breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Milwaukee vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Milwaukee with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Milwaukee?
In Milwaukee, popular vacation rental amenities include WiFi, kitchens, coffee and tea makers, onsite parking, and patios. These features cater to travelers looking for convenience and comfort during their stay. The availability of kitchens allows guests to prepare their own meals, while WiFi ensures connectivity for both leisure and work purposes.
When is the best time to visit Milwaukee for a vacation rental?
The best time to visit Milwaukee for a vacation rental is during the peak season from May to July, with July being particularly popular. This vibrant period invites travelers eager to explore the city's rich culture, enjoy outdoor festivals, and partake in waterfront activities along Lake Michigan. The warm summer temperatures, typically ranging from the mid-60s to the low 80s Fahrenheit, create a delightful atmosphere for sightseeing, dining al fresco, and experiencing the bustling nightlife.

During these months, Milwaukee comes alive with events such as Summerfest, one of the largest music festivals in the world, drawing in crowds and offering a diverse lineup of artists. This is an ideal time for those who thrive in energetic environments and love to connect with other travelers while enjoying the city's charm.

For those seeking a more budget-friendly option, consider visiting in December. While this month is less crowded, it offers a great experience filled with holiday cheer, festive decorations, and the chance to explore Milwaukee's renowned Christmas markets. The winter season, with temperatures around the low 20s to mid-30s Fahrenheit, creates a cozy atmosphere great for enjoying warm beverages and seasonal treats.

Ultimately, the best time to book your vacation rental in Milwaukee hinges on your preferences for lively summer activities or a quieter winter escape.
How early should I book a Milwaukee vacation rental?
Book your Milwaukee vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Milwaukee?
In Milwaukee, visitors can immerse themselves in a variety of attractions spread across distinct neighborhoods. The Historic Third Ward is renowned for its vibrant arts scene, featuring the Milwaukee Art Museum with its iconic brise soleil and the bustling Milwaukee Public Market, which offers a range of local food vendors and artisan shops. Vacation rentals in this area often provide easy access to waterfront views and cultural events.

Another popular area is the East Side, where travelers can explore the eclectic shops and restaurants along North Avenue. The nearby Lake Park offers scenic walking trails and stunning views of Lake Michigan, making it a great spot for outdoor enthusiasts. This neighborhood is also home to the historic North Point Lighthouse, adding to its charm.

For a taste of Milwaukee's brewing heritage, the Walker's Point neighborhood is great, as it is home to several craft breweries and the popular Harley-Davidson Museum, showcasing the city's automotive history. Rentals here often reflect a modern urban vibe while being close to lively nightlife options.

Lastly, the Bay View neighborhood offers a more laid-back atmosphere with access to beautiful parks, like South Shore Park, which features a beach and picnic areas.
Can I change or cancel my Milwaukee home rental booking on Vrbo?
To find Milwaukee vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Milwaukee vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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