Downtown Crossing holiday lettings

We found 518 holiday rentals — enter your dates for availability

Discover a selection of 66 apartments and other holiday rentals in Downtown Crossing that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as air conditioning and Wi-Fi. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

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Why visit Downtown Crossing

  • Bustling shopping district: Experience a vibrant mix of historic architecture and modern boutiques, perfect for retail therapy.
  • Cultural experiences: Immerse yourself in Boston's rich history with nearby attractions and urban parks.
  • Scenic strolls: Enjoy leisurely walks through Boston Common and the beautiful urban landscape.
  • Diverse accommodation: Choose from a range of options, including stylish apartments and modern condos with excellent amenities.
  • Local cuisine: Savor delicious food at charming eateries, reflecting the friendly atmosphere of Downtown Crossing.

Popular types of accommodation around Downtown Crossing

Discover a variety of accommodation options in Downtown Crossing with Vrbo, tailored to suit every traveller's needs. Whether you prefer a private vacation home, a stylish apartment, or a modern condo, you'll find excellent amenities, including free parking and stunning views from upper floors. With top hotels nearby, Downtown Crossing is the perfect base for your adventure. Choose the ideal rental for your stay and enjoy the vibrant atmosphere of this bustling area.

  • Houses: The top choice for visitors, these homes offer a unique and comfortable stay, perfect for families or groups seeking a home-away-from-home experience in Downtown Crossing.
  • Apartments: A popular option, apartments provide a convenient and stylish base for exploring the vibrant area, suited for couples or solo travellers.
  • Condos: These modern accommodations offer great amenities and are ideal for those wanting a blend of hotel-like services and home comforts.
  • Cottages: Quaint and charming, cottages are perfect for those seeking a cosy retreat while being close to the city's attractions.
  • House Boats: For a unique experience, house boats offer a distinctive stay on the water, adding a touch of adventure to your trip.**

Top attractions near Downtown Crossing

Downtown Crossing in Boston is perfect for family and culture-themed holidays, offering attractions such as urban parks, historic colleges, and conference venues. Visitors can enjoy a stroll through Boston Common and explore nearby attractions, making it an ideal spot for those seeking a vibrant city experience. With plenty of activities and cultural experiences, Downtown Crossing promises a delightful getaway for tourists of all ages.

  • Fenway Park: A historic sports stadium, Fenway Park is renowned for its rich baseball heritage and vibrant atmosphere, making it a must-visit for sports enthusiasts.
  • TD Garden: This premier event and conference venue is the heartbeat of Boston's sporting and entertainment scene, offering a dynamic mix of live events and business activities.
  • Boston Common: A beautiful urban park, Boston Common invites families and visitors to enjoy its lush greenery, walking paths, and seasonal events in a lively city setting.

Things to do recommended for couples

Looking for a romantic getaway in Boston? Enjoy live music at the House of Blues, embark on an adventure at the Courageous Sailing Center, or immerse yourselves in culture at the Jose Mateo Ballet Theatre. Each offers a unique experience just a stone's throw from Downtown Crossing.

Things to do recommended for families

Families can enjoy the exciting atmosphere at Agganis Arena, just 1.9km from Downtown Crossing, delve into the wonders of the universe at the Charles Hayden Planetarium, only 621m away, or unwind in the serene surroundings of Chestnut Hill Reservation, situated 3.1km from the city centre.

Things to do recommended for groups

Your group can enjoy a vibrant day at Faneuil Hall Marketplace, indulge in culture at Wilbur Theatre, or savour local produce at Boston Public Market, all located within a short walk of Downtown Crossing. These experiences offer a perfect blend of entertainment and local charm.

What do I need to keep in mind when booking a vacation around Downtown Crossing

If you're travelling with a group, family, or pets, or you're seeking longer stays, it's essential to filter your options according to your specific priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Downtown Crossing with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Downtown Crossing with young kids: Journeying with young children can present its difficulties. It's essential to prioritise their comfort and safety, alongside suitable facilities, such as a private swimming pool. Additionally, it's wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Downtown Crossing: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, explore Vrbo accommodations that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at ease.
  • Planning for a long term stay visiting Downtown Crossing: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filter, you can effortlessly locate and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Downtown Crossing

Downtown Crossing is a vibrant hub in Boston, perfect for families and culture enthusiasts alike. Explore the bustling shopping district, where you’ll find a mix of historic architecture and modern boutiques. The friendly atmosphere invites you to savour the local cuisine and enjoy scenic strolls through this urban landscape. Whether you're indulging in retail therapy or soaking up the rich history, Downtown Crossing promises an unforgettable holiday experience in the heart of Boston.

  • Boston: As a vibrant metropolis located 186m from Downtown Crossing, Boston boasts a rich tapestry of history and culture. Visitors flock to this iconic city for its diverse experiences, from educational institutions to music concerts. The shopping malls and centres here cater to those looking for retail therapy. Key attractions include historic sports stadiums and event venues that resonate with both locals and tourists, making Boston a must-visit for anyone seeking an energetic urban experience.
  • Downtown Boston: Situated a mere 186m from Downtown Crossing, Downtown Boston is a bustling neighbourhood that encapsulates the essence of city life. Ideal for families and culture enthusiasts, it offers a plethora of activities, including educational sites and shopping centres. Notable attractions include historic sports stadiums and event conference venues that enhance the community's vibrant atmosphere. With its blend of family-friendly activities and cultural highlights, Downtown Boston is an essential stop on your journey.
  • Cambridge: Located 1.9km from Downtown Crossing, Cambridge is renowned for its academic heritage and vibrant cultural scene. This city attracts visitors seeking family-friendly experiences, educational opportunities, and a rich cultural landscape. With its historic colleges and universities as key landmarks, Cambridge offers an engaging atmosphere filled with museums, theatres, and charming shops. The proximity to stadiums and historic sports venues adds to its appeal, making Cambridge a delightful destination for those looking to explore beyond the city.

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 SunnyAverageSlightly High
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 LowAverage
November44.4°F (6.9°C)Light RainMostly SunnySlightly LowAverage
December36.3°F (2.4°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can result in significant savings. Furthermore, opting for a longer stay often brings about even better deals. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a helpful area for you to plan new journeys, resume your previous arrangements, or keep track of your travel itineraries. You can easily view the properties you’ve saved or booked, neatly organised into categories such as Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Downtown Crossing?
In Downtown Crossing, apartments are the predominant type of holiday rental, with about 72 available throughout the area. These apartments are typically situated in vibrant, urban neighbourhoods, close to shopping, dining, and cultural attractions. Most feature modern amenities such as fully equipped kitchens, open-concept living spaces, and often include access to fitness facilities or rooftop terraces, providing guests with a convenient and comfortable stay.

Additionally, there are around 12 condominiums that offer similar comforts but may provide a more upscale experience, with added features like concierge services or swimming pools. For those needing even more space, several holiday houses are available, often featuring multiple bedrooms and private outdoor areas, making them suitable for families or larger groups.
How much does it cost to rent a holiday home in Downtown Crossing?
Prices for holiday 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 holiday 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, holiday rentals often feature a range of popular amenities that cater to both leisure and business travellers. Most properties include a fully equipped kitchen for convenient meal preparation, alongside a desk area great for those needing to catch up on work or correspondence. Additionally, many rentals offer a comfortable sofa bed, allowing extra sleeping space for guests. A coffee and tea maker is typically available to help guests enjoy a warm beverage at any time.
Can I find family house rentals in Downtown Crossing?
In Downtown Crossing, Massachusetts, there are some family house rentals available, offering a great base for visitors looking to explore the vibrant city. This area is known for its bustling atmosphere and proximity to several points of interest, including the historic Boston Common and the picturesque Boston Public Garden.

Many of the homes in this locale boast spacious living areas, fully equipped kitchens ideal for preparing family meals, and comfortable bedrooms that cater to larger groups. Additionally, some properties may feature amenities such as outdoor spaces for relaxation, Wi-Fi for staying connected, and laundry facilities for added convenience.

Families can enjoy easy access to local attractions, including shopping, dining options, and cultural sites, ensuring a memorable stay in the heart of Boston.
Are there any Downtown Crossing holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Downtown Crossing with parking available—perfect for families or travellers 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 holiday rentals in Downtown Crossing?
In Downtown Crossing, there are several pet-friendly holiday rentals available, making it a welcoming destination for travellers with furry companions. This vibrant area features a mix of modern apartments and stylish condos, many of which come with amenities such as fully equipped kitchens, spacious living rooms, and access to fitness centres.

The neighbourhood is well-connected, allowing easy access to nearby parks where you can enjoy leisurely strolls with your pet. The Boston Common and Boston Public Garden are within walking distance, providing ample green space to explore, along with scenic walking paths and beautiful landscapes that are superb for pets and their owners to enjoy together.
Can I find long-stay holiday rentals in Downtown Crossing?
A long-stay holiday rental in Downtown Crossing is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Downtown Crossing for a holiday rental?
February to April is the most popular time to visit Downtown Crossing, particularly for those seeking a vibrant urban experience filled with cultural events and activities. During these months, the city comes alive with a variety of attractions, including art exhibitions, theatre performances, and lively street festivals, all set against the backdrop of early spring's budding flora.

February, in particular, offers a refreshing climate with temperatures ranging from -5 to 5 degrees Celsius, providing a comfortable setting for outdoor activities such as strolling through the historic streets or visiting nearby parks. The festive atmosphere is great for enjoying the local cuisine at the many restaurants and cafés, allowing you to immerse yourself in the city's dynamic culture.

If you're looking for a more budget-friendly option, consider visiting in December. This month, while quieter, offers a unique charm with festive decorations and holiday markets, providing an excellent opportunity to experience the local community spirit in a more relaxed environment.

Ultimately, the best time to book a holiday rental in Downtown Crossing hinges on your preference for bustling energy and events or a quieter, more intimate experience.
Are there any remote work holiday rentals in Downtown Crossing?
In Downtown Crossing, Massachusetts, there is an abundance of remote work holiday rentals available, with around 88 options to choose from. This vibrant area is known for its convenient access to public transport, shopping, and dining, making it an ideal location for those working remotely. Many of the rentals come equipped with essential amenities for productivity, such as high-speed Wi-Fi, designated workspaces with desks and chairs, and quiet environments conducive to focus.

Additionally, the proximity to local cafes and coworking spaces offers varied options for a change of scenery. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Downtown Crossing holiday rental?
Book your Downtown Crossing holiday 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 holiday 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 engage in a vibrant urban atmosphere with a mix of shopping, dining, and cultural experiences. The area is renowned for its historic architecture, and a stroll down Washington Street reveals a variety of shops and boutiques, superb for those looking to indulge in retail therapy.

The iconic Boston Opera House, located nearby, offers a range of performances and is a significant cultural landmark. Just a short walk away, the Boston Common provides a lovely green space for relaxation and outdoor activities, while the nearby Public Garden, with its famous swan boats, is a delightful spot for a leisurely afternoon.

Food lovers will appreciate the diverse culinary scene in Downtown Crossing, with numerous restaurants and cafes offering everything from casual bites to fine dining.
Can I change or cancel my Downtown Crossing home rental booking on Vrbo?
To find Downtown Crossing holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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