Downtown Crossing holiday homes

We found 418 holiday rentals — enter your dates for availability

Discover a selection of 24 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.

Holiday rentals with weekly discounts - Downtown Crossing

Showing deals for:19 Dec - 26 Dec
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Downtown Crossing

  • Cultural experiences: Discover a blend of history and modernity with cultural attractions and historic colleges.
  • Shopping galore: Enjoy a variety of shopping options, from trendy boutiques to well-known department stores.
  • Scenic walks: Stroll through urban parks and vibrant streets, perfect for leisurely exploration.
  • Family-friendly activities: Engage in walking tours and events that cater to all ages, creating lasting memories.
  • Inviting atmosphere: Experience the friendly vibe and lively surroundings that make Downtown Crossing a must-visit.

Top attractions near Downtown Crossing

Downtown Crossing is a fantastic spot for a family getaway, offering a blend of culture and city experiences. You can explore urban parks, historic colleges, and event venues, making it ideal for a diverse range of activities. Don't miss out on walking tours, vibrant shopping destinations, and top attractions that showcase the local charm and history. There's plenty to enjoy in this lively area, perfect for creating memorable experiences.

  • Massachusetts Institute of Technology: A renowned institution known for its innovative spirit and historic architecture, MIT offers a unique glimpse into cutting-edge technology and research amidst a vibrant campus atmosphere.
  • Newbury Street: This famous street is lined with charming boutiques, cafes, and art galleries, making it a delightful place to shop and soak in the bustling city vibes.
  • The Freedom Trail: A captivating 4.0km walk through Boston’s rich history, this trail links 16 historical sites, allowing you to explore the culture and heritage of the American Revolution.

Things to do recommended for couples

For a romantic getaway in Downtown Crossing, indulge in a meal at The Russell House, catch a show at MGM Music Hall at Fenway, or embark on an adventure with Courageous Sailing Center. Each offers unique experiences perfect for couples seeking connection and fun.

Things to do recommended for families

Families can explore the Charles Hayden Planetarium for an entertaining experience just 1.6km from Downtown Crossing. For a bit of fun, the Frog Pond Carousel is only 483m away, while sports enthusiasts can catch a game at Agganis Arena, located 4.8km away.

Things to do recommended for groups

Explore Faneuil Hall Marketplace for shopping and entertainment, just 644m from Downtown Crossing. Catch a show at the Orpheum Theater, 161m away, for a cultural experience. Don’t miss Harpoon Brewery, 1.6km away, for some craft brews and good vibes with your mates.

*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

If you're heading off with a group, family, or pets, or if you're considering a longer stay, it's important to prioritise your preferences when filtering your options. Here are some handy Vrbo booking tips to help you out.

  • 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 get-togethers. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Downtown Crossing with young kids: Traveling with young kids can be a bit tricky. It's important to prioritise their comfort and safety, along with finding suitable amenities, like a private swimming pool. It’s also wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Downtown Crossing: For many, a family holiday feels incomplete without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone, including your four-legged friend, feels comfortable and at home.
  • Planning for a long term stay visiting Downtown Crossing: If you’re on the lookout for holiday rentals that offer special rates 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 options like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Downtown Crossing

Downtown Crossing offers a vibrant mix of historical charm and urban energy, perfect for families and culture enthusiasts alike. Just a short stroll from the heart of Boston, you’ll find excellent shopping options, from trendy boutiques to iconic department stores. The friendly atmosphere and scenic surroundings make it an inviting place to explore, ensuring that your visit is filled with memorable experiences and delightful discoveries in this bustling neighbourhood.

  • Boston: Boston is a vibrant metropolis steeped in history and culture, making it a must-visit for any traveller. As Downtown Crossing is located within Boston, you’ll find a myriad of activities to enjoy. From the historic Freedom Trail to contemporary shopping at the Boston Public Market, there’s something for everyone. The city is also renowned for its educational institutions and music concerts, with venues like the Boston Symphony Orchestra nearby. Don’t miss visiting the iconic Fenway Park, a historic sports stadium where you can soak in the local sports culture and catch a game if the season permits.
  • Back Bay: Situated about a mile from Downtown Crossing, Back Bay is an elegant neighbourhood known for its stunning brownstone buildings and charming streets. This area is perfect for families and culture enthusiasts alike, with attractions like the Boston Public Library and the picturesque Commonwealth Avenue Mall. Back Bay is also a shopping haven, featuring the renowned Prudential Center and Copley Place. After a day of shopping, relax in one of the local urban parks or enjoy a meal at a trendy restaurant, making it an ideal spot for both leisure and exploration.
  • Cambridge: Just three miles from Downtown Crossing, Cambridge is home to prestigious universities like Harvard and MIT, making it a hub of education and culture. The city offers a fascinating blend of historical landmarks and modern attractions. Visitors can stroll around Harvard Yard, visit the Harvard Art Museums, or explore the eclectic shops and eateries in Harvard Square. Cambridge also boasts various shopping centres, ensuring a fulfilling retail experience. With its vibrant arts scene and community events, Cambridge promises a delightful experience for families and culture seekers alike.

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.

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

Booking with Vrbo is simple

Are you keen to save on your next adventure? Being flexible with your travel dates can really make a difference, as prices often fluctuate. You can also enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy platform for you to plan new adventures, continue from where you last stopped, or keep track of your travel arrangements. You can easily find the properties you've saved or booked, organised into categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in Downtown Crossing?
The most in-demand types of holiday homes in Downtown Crossing are apartments. Searching for something different? Bookabach has many options to match the needs of our guests, so you'll see properties in lots of shapes and sizes. The ideal fit is waiting for you — find yours today.
How much does it cost to rent a holiday home in Downtown Crossing?
Season, length of stay and property type are some things that can affect the price of a holiday home. Simply click on your travel dates to find your perfect fit. From cosy country cottages to plush villas, all Bookabach holiday homes offer terrific value.
How much does it cost to rent a beach house in Downtown Crossing?
The average price for a holiday home near the beach in Downtown Crossing depends on when you'll be there and the size and style of property you're searching for. You can easily and quickly find prices on Bookabach by entering your travel dates. Then use our filters to select the number of bedrooms and amenities important to you, like air conditioning, a pool and WiFi.
Are there pet-friendly holiday homes in Downtown Crossing?
Pack a travel bag for your puppy dog because Downtown Crossing has 60 properties that throw out the welcome mat to doggie guests. Let your four-legged pal join in on the family trip at one of our pet-friendly holiday homes on Bookabach. Simply enter your travel dates then check the "Pets allowed" filter box.
What are popular home amenities in Downtown Crossing?
Some of the most popular home amenities people are searching for in Downtown Crossing include nearby museums, a swimming pool and an oven. Whether you're on a trip with family, your besties or even pets, Bookabach holiday homes include the best amenities for chilling out with the people you love.
Are there large group holiday homes in Downtown Crossing?
With 14 Downtown Crossing properties that can sleep five or more people, you can bring a few extra pals or family members along. Whether you're planning an informal gathering or a special event, Bookabach will help you find a comfortable space to match the occasion.
Are there holiday homes in Downtown Crossing that welcome kids?
Gather your whole crew for a memorable adventure in Downtown Crossing at one of our 60 family-friendly properties. Lots of these stays provide conveniences that are great for getaways with the kids, such as dining rooms, multiple bedrooms and private pools. Just click on the "Properties good for families" filter box and choose your favourite.
What are the top attractions for families in Downtown Crossing?
Keeping the kids entertained during your stay in Downtown Crossing is a snap with these cool family-friendly attractions:

  • New England Aquarium
  • Museum of Science
  • Boston Tea Party Ship

Are there one-bedroom holiday homes in Downtown Crossing?
Downtown Crossing has 30 one-bedroom homes on offer. Often positioned in sought-after areas thanks to their smaller size, a one-bedroom property is perfect if you're travelling with a buddy or your partner. And with home comforts like laundry facilities and more privacy than a standard hotel, you'll be able to chill out while enjoying this amazing destination.
Can I find two-bedroom holiday homes in Downtown Crossing?
Gather your nearest and dearest and relax in total privacy and comfort in one of the eight two-bedroom holiday properties Downtown Crossing has to offer.
Are there holiday homes with WiFi in Downtown Crossing?
Choose from two holiday homes with WiFi in Downtown Crossing. If you want to disconnect from daily life on your holiday, but still need to be connected to the web, these properties have what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Downtown Crossing?
Select your travel dates and then use our filter tool to search for holiday homes with air conditioning in Downtown Crossing on Bookabach. With 59 air-conditioned properties available here, you can look forward to a cool and comfy break.
How old do you have to be to rent a holiday home in Downtown Crossing?
The minimum age permitted can vary across properties on Bookabach, so look at the rules of the holiday home in Downtown Crossing you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Downtown Crossing for?
The amount of time you can stay in a Downtown Crossing holiday home for is up to each property. Simply enter your preferred travel dates to see options offering longer term stays. They feature all you require to make your extended holiday more comfortable and convenient, like laundries and air conditioning. Some holiday homes may also offer weekly or monthly discounts, so you can have a longer stay for less.

Explore destinations around Downtown Crossing

More Holiday Rentals ideas

People also search for