Downtown Crossing vacation rentals

We found 522 vacation rentals — enter your dates for availability

Discover a selection of 66 apartments and other vacation rentals in Downtown Crossing that are perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, such as parking and a washer and dryer. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

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Find out more about Downtown Crossing

Why visit Downtown Crossing

  • Cultural experiences: Immerse yourself in rich historical and cultural attractions throughout Downtown Crossing.
  • Shopping and dining: Enjoy trendy shops and a variety of dining options perfect for families and food lovers.
  • Urban parks: Relax in scenic urban parks that offer fresh air and a vibrant atmosphere.
  • Family-friendly activities: Discover an array of engaging activities suitable for visitors of all ages.
  • Diverse accommodations: Choose from a range of vacation rentals, from cozy apartments to modern condos.

Popular types of accommodation around Downtown Crossing

Discover the perfect getaway in Downtown Crossing with our selection of vacation rentals. From private homes to modern condos, we cater to all your travel needs. Whether you’re looking for Boston apartments, rentals near Downtown Crossing station, or stunning view apartments, we’ve got you covered. Choose the right accommodation for your trip and enjoy the vibrant city life at your doorstep. Your adventure starts here.

  • Houses: This is the top choice for travelers in Downtown Crossing, perfect for families or groups seeking a home-like atmosphere.
  • Apartments: A popular option for those wanting a convenient and comfortable stay, ideal for solo travelers or couples.
  • Condos: These stylish units offer a blend of luxury and amenities, making them a favored choice for a trendy urban experience.
  • Cottages: A charming option that provides a cozy and intimate setting for a relaxing getaway.
  • House Boats: Unique accommodations that allow you to experience waterfront living in a fun and memorable way.**

Top attractions near Downtown Crossing

Downtown Crossing is perfect for family-friendly, city-themed, and culture-themed vacations. Visitors can explore a variety of attractions, including urban parks, historic colleges and universities, and event venues. This vibrant area offers rich cultural experiences and urban adventures, making it an ideal destination for travelers seeking to immerse themselves in the local scene while enjoying quality time with family.

  • Fenway Park: Experience the rich history of America's oldest ballpark, home to the Boston Red Sox. Enjoy the lively atmosphere filled with sports culture, and catch a game or take a guided tour to learn about its storied past.
  • TD Garden: This premier venue hosts major sporting events and concerts. Feel the energetic business vibe as you watch the Boston Celtics or Bruins play or attend a captivating live performance.
  • Boston Common: Embrace the natural beauty of America’s oldest public park. Ideal for families, it offers lush landscapes, walking paths, and playgrounds, perfect for outdoor relaxation right in the city.

Things to do recommended for couples

For a romantic getaway in Downtown Crossing, enjoy a music concert at MGM Music Hall, just 2 miles away, or indulge in a sailing adventure at Courageous Sailing Center, only 1 mile away. Don’t miss the enchanting performances at Jose Mateo Ballet Theatre, 3 miles from your stay.

Things to do recommended for families

Your family will love visiting the Charles Hayden Planetarium, just a mile away, for an entertaining experience. For sports enthusiasts, Agganis Arena, located 3 miles away, offers an exciting atmosphere. Additionally, the Chestnut Hill Reservation, 5 miles away, provides a peaceful spot for relaxation and wellness.

Things to do recommended for groups

Explore the vibrant Faneuil Hall Marketplace for shopping and entertainment, just 0.4 miles from Downtown Crossing. Enjoy a show at the Orpheum Theater, only 0.1 miles away, or experience the local craft beers at Harpoon Brewery, located 1 mile from your base.

*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 around Downtown Crossing

When traveling with a group, family, pets, or planning an extended stay, be sure to refine your search according to your key priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Downtown Crossing with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Downtown Crossing with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding suitable 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 Downtown Crossing: For many families, a vacation isn’t truly enjoyable without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and pet beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Downtown Crossing: If you're seeking vacation rentals with special offers for month-long stays, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Downtown Crossing

Downtown Crossing is a vibrant neighborhood in Boston perfect for family-friendly and culturally themed vacations. Here, you can enjoy a casual stroll through trendy shops and experience the rich historical atmosphere. With its urban vibe and friendly locals, you'll find fresh air and scenic spots that invite exploration. Don't miss the chance to immerse yourself in the unique charm that surrounds this bustling area, making your visit truly memorable.

  • Boston: As a vibrant metropolis, Boston is a hub of history, education, and culture. Located in the heart of Massachusetts, this city offers a rich tapestry of experiences for travelers. From the historic Freedom Trail to the lively atmosphere of Faneuil Hall, Boston is perfect for those interested in city-themed adventures. Enjoy a concert at the TD Garden or shop at the many malls and boutiques scattered throughout the city. Key landmarks such as Fenway Park and the Boston Convention and Exhibition Center make it an exciting destination for family outings and cultural exploration.
  • Downtown Boston: Just 0.3 miles from Downtown Crossing, Downtown Boston is a bustling neighborhood filled with shops, restaurants, and attractions. This area is particularly appealing for families and culture enthusiasts, offering easy access to educational venues and shopping centers. Visit the iconic Boston Common or catch a game at TD Garden—home to the Boston Celtics and Bruins. The historic sports stadium and event conference venues are highlights that draw visitors looking for a dynamic urban experience.
  • Back Bay: Located 1 mile from Downtown Crossing, Back Bay is a picturesque neighborhood known for its stunning brownstone architecture and upscale shopping. This area attracts city lovers and families alike, with attractions like the Boston Public Library and the beautiful urban park, the Commonwealth Avenue Mall. The shopping scene is vibrant, featuring everything from high-end boutiques to popular retail chains. Back Bay is also home to cultural institutions and offers a charming ambiance perfect for leisurely strolls and outdoor activities.

Best time to go to Downtown Crossing

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January30.0°F (-1.1°C)Light RainMostly SunnyAverageSlightly Low
February31.5°F (-0.3°C)Light RainMostly CloudySlightly HighSlightly Low
March37.9°F (3.3°C)Light RainMostly SunnySlightly HighSlightly Low
April48.2°F (9.0°C)Light RainMostly SunnySlightly HighAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
June66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
July73.6°F (23.1°C)Light RainMostly SunnyAverageSlightly High
August72.7°F (22.6°C)Light RainMostly SunnyAverageSlightly High
September65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
October55.6°F (13.1°C)Light RainMostly SunnySlightly LowSlightly High
November44.4°F (6.9°C)Light RainMostly SunnySlightly LowAverage
December36.3°F (2.4°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming travel plans? Being open to adjusting your travel dates can lead to significant savings, as prices often vary. Additionally, opting for a longer stay can often unlock even greater discounts. To help you discover the perfect Vrbo property that fits your budget, feel free to utilize our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers you a user-friendly area to plan your upcoming adventures, revisit previous trips, or manage your itineraries. Here, you can easily view and organize properties you've saved or booked, sorted into categories such as Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Downtown Crossing?
In Downtown Crossing, apartments are the most common type of vacation rental, with about 18 available in the area. These apartments are typically situated in vibrant neighborhoods close to shopping, dining, and entertainment options, providing easy access to the lively option of the city. Most units feature fully equipped kitchens, inviting living areas, and amenities like fitness centers or rooftop terraces that enhance the urban experience. Additionally, there are several condos and vacation houses available, which offer more space and privacy, making them suitable for families or larger groups.
How much does it cost to rent a vacation home in Downtown Crossing?
Prices for vacation rentals in Downtown Crossing 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 Downtown Crossing 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 Downtown Crossing vacation house rentals?
You can find great discounts on house rentals in Downtown Crossing 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.
What are popular rental amenities in Downtown Crossing?
In Downtown Crossing, popular vacation rental amenities cater to both business travelers and leisure visitors. Many rentals feature a well-equipped kitchen, allowing guests to prepare their own meals conveniently. A desk area is common, providing a dedicated space for work or planning activities. For added comfort, most units include a sofa bed, which can accommodate extra guests, and a desk chair to complement the workspace. Additionally, a coffee and tea maker is often provided, ensuring that travelers can enjoy their morning beverages with ease.
Can I find family house rentals in Downtown Crossing?
In Downtown Crossing, Massachusetts, there are numerous family-friendly house rentals available—around 12 in total. This vibrant area is known for its lively option and proximity to various attractions, making it an excellent choice for families. Many of these homes offer spacious living areas, fully equipped kitchens for preparing meals, and comfortable bedrooms, ensuring everyone has a cozy place to unwind after a day of exploration.

Visitors will appreciate the convenience of nearby points of interest such as the Boston Common, a great spot for outdoor activities and picnics, as well as a variety of shops and restaurants. The area is also close to cultural landmarks like the Boston Public Library and the historic Theater District, providing ample opportunities for family outings.
Are there any Downtown Crossing vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Downtown Crossing 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.
Can I book pet-friendly vacation rentals in Downtown Crossing?
In Downtown Crossing, travelers can find several pet-friendly vacation rentals that cater to a variety of preferences. Many of these rentals come equipped with modern amenities such as fully stocked kitchens, high-speed internet, and spacious living areas, making them ideal for both short and extended stays. The area's vibrant setting is complemented by its proximity to numerous parks and green spaces, allowing pet owners to enjoy leisurely walks with their furry companions.

Additionally, Downtown Crossing is known for its shopping, dining, and entertainment options, providing plenty of opportunities to explore the local culture while accommodating pets.
Can I find long-stay vacation rentals in Downtown Crossing?
A long-stay vacation rental in Downtown Crossing 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.
When is the best time to visit Downtown Crossing for a vacation rental?
February marks the beginning of the peak season in Downtown Crossing, Massachusetts, drawing visitors who are eager to experience the vibrant energy of the city during this lively winter month. With temperatures typically ranging from the low 20s to mid-40s Fahrenheit, February offers a refreshing chill that makes exploring the bustling streets and historic landmarks invigorating.

During this peak season, from February to April, travelers can enjoy a variety of activities, including shopping at the iconic boutiques and dining at acclaimed restaurants. The atmosphere is alive with winter festivals and events, making it an ideal time for those seeking a blend of urban adventure and cultural experiences.

For those considering a more budget-friendly option, December presents a wonderful opportunity to visit Downtown Crossing. The holiday season transforms the area into a winter wonderland, complete with festive decorations and seasonal events. Although this month is quieter in terms of tourist traffic, it allows for a more relaxed exploration of the sights and sounds of the city.

Ultimately, your choice of when to visit Downtown Crossing will depend on your preferences for a lively option filled with events and activities or a serene holiday experience.
How early should I book a Downtown Crossing vacation rental?
Book your Downtown Crossing 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 Downtown Crossing, Massachusetts, United States of America?
In Downtown Crossing, visitors can explore a variety of attractions that reflect the vibrant urban landscape. This area is known for its shopping, with the historic Filene's Basement and a mix of local boutiques and chain stores lining the streets. The nearby Boston Opera House offers a cultural experience with Broadway shows and other performances, making it a great spot for entertainment lovers.

Additionally, the area is close to the iconic Boston Common, where travelers can enjoy scenic walks, picnics, and seasonal events. Just a short distance away is the Freedom Trail, which leads to significant historical sites like the Massachusetts State House and the Park Street Church.
Can I change or cancel my Downtown Crossing home rental booking on Vrbo?
To find Downtown Crossing 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 Downtown Crossing 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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