Downtown Boston holiday rentals

We found 612 holiday rentals — enter your dates for availability
Discover a selection of 134 apartments, 10 flats and other holiday rentals in Downtown Boston that are perfect for your trip. Holiday 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 property to rent that has what everyone needs, including places that are non-smoking or accessible.

  • 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 Boston

  • Historic charm: Wander through streets lined with centuries-old buildings and churches that tell the tale of Boston's rich past.
  • Urban vibrancy: Experience the dynamic blend of modern business hubs alongside bustling street life and lively cultural scenes.
  • Scenic parks: Enjoy green spaces that provide a refreshing contrast to the urban landscape, ideal for a leisurely stroll.
  • Cultural immersion: Delve into a mix of family-friendly activities and local traditions that capture the essence of downtown Boston.
  • Memorable city break: Revel in the unique local vibe and historical atmosphere, perfect for both short visits and extended stays.

Popular types of accommodation around Downtown Boston

Discover the charm of Downtown Boston, Massachusetts, with its rich history and vibrant urban life. Our selection of private holiday homes, apartments and condos offers the best accommodation options, whether you're seeking cheap accommodation or the ideal Boston apartment rental. Enjoy attractions, landmarks and experiences right at your doorstep in Downtown Boston, ensuring a memorable stay for every traveller.

  • Private Holiday Homes: Enjoy the comfort and independence of a private residence, perfect for families or groups seeking a home away from home in Downtown Boston.
  • Apartments: Ideal for those wanting a central location, apartments offer a blend of convenience and local charm in the heart of the city.
  • Condos: Experience modern living with stylish amenities in condominiums, providing a vibrant atmosphere close to attractions.
  • Cottages: For a more quaint and cozy experience, cottages provide a charming retreat amidst the urban landscape.
  • House Boats: Enjoy a unique stay on the water, where you can embrace the maritime culture of Boston while being close to the city's offerings.**

Top attractions near Downtown Boston

Downtown Boston offers a rich urban experience with scenic parks, bustling streets, and historic churches. Visitors can immerse themselves in the city's vibrant culture, enjoy family-friendly attractions, and explore the urban landscape. Ideal for culture enthusiasts and business travellers alike, this neighbourhood provides a blend of modernity and history, making it a perfect destination for a memorable city break.

  • Fenway Park: A storied sports stadium exuding a vibrant culture and sporting spirit, located 3km away from Downtown Boston.
  • Boston Common: A charming urban park offering a family-friendly outdoor retreat, situated 805m from Downtown Boston.
  • Copley Square: A sleek modern square imbibing a dynamic city atmosphere, found 2km from Downtown Boston.

Things to do recommended for couples

Discover the charm of Downtown Boston with leisurely walks along the historic Freedom Trail or a romantic picnic in the Boston Public Garden. Enjoy a sunset cruise on the Charles River, and indulge in fine dining at one of the city's many exquisite restaurants for a truly unforgettable experience.

Things to do recommended for families

Families visiting Downtown Boston can discover the New England Aquarium, where they can marvel at marine life and enjoy interactive exhibits. A stroll through Boston Common offers lovely playgrounds and picnic spots, while the Boston Children's Museum provides hands-on fun for kids of all ages.

Things to do recommended for groups

Discover the charm of Downtown Boston with your group by exploring historic landmarks, savour local cuisine at vibrant markets, and delve into the city's rich culture through guided walking tours.

*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 Boston

When planning your trip, whether you're travelling with a group, family, pets, or seeking longer stays, it's important to set the right priorities when filtering your options. Here are some helpful booking tips for Stayz.

  • Traveling to Downtown Boston with a group: Think about how many bedrooms you'll require, as well as amenities like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can filter for all of these options and more on Stayz.
  • Traveling to Downtown Boston with young kids: Travelling with young children can present its own set of challenges. It’s important to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Downtown Boston: For many, a family holiday isn't truly fulfilling without their furry companion by their side. If this resonates with you, be sure to explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels completely at home.
  • Planning for a long term stay visiting Downtown Boston: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By utilising the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Downtown Boston

Downtown Boston offers a vibrant urban experience with a rich historical atmosphere. Visitors can explore its historic streets, modern business hubs, and family-friendly attractions. The area is ideal for those seeking a blend of urban energy and historical charm. Whether enjoying a day out or staying longer, one can immerse in the unique local vibe that defines downtown Boston today.

  • Boston: Boston, a vibrant metropolis, is the epicentre of Downtown Boston and offers a rich blend of city and cultural experiences suitable for families. The city is renowned for its dynamic urban vibe, with attractions ranging from educational institutions to bustling shopping centres and music concerts. Visitors can explore historic sports stadiums, event conference venues, and other sports facilities, all contributing to a lively and immersive travel experience.
  • Cambridge: Situated 5km away from Downtown Boston, Cambridge is a charming city that perfectly marries urban sophistication with family-friendly attractions. Known for its esteemed educational establishments, the city also features modern shopping centres and historic landmarks including a revered college university and a storied sports stadium. This blend of business and leisure makes Cambridge an ideal destination for both work and play.
  • Back Bay: Located 2km from Downtown Boston, Back Bay is a stylish neighbourhood that offers a refined urban experience steeped in culture and family-oriented attractions. The area is celebrated for its educational hubs and retail centres, alongside notable landmarks such as a historic sports stadium, a scenic urban park, and a renowned college university. Back Bay’s compact layout makes it perfect for exploring on foot, allowing visitors to easily immerse themselves in its cultural and vibrant atmosphere.

Best time to go to Downtown Boston

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January30.0°F (-1.1°C)Light RainMostly SunnyAverageSlightly Low
February31.5°F (-0.3°C)Light RainMostly CloudyAverageSlightly Low
March37.9°F (3.3°C)Light RainMostly SunnyAverageSlightly 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 SunnySlightly HighSlightly High
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighSlightly 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 Stayz is a breeze

Consider saving on your next break by being flexible with your travel dates, as prices can differ. You may also enjoy significant savings by extending your stay. To discover the ideal Stayz property that suits your budget, simply use our filters to search by price, location and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board offers a user-friendly platform where you can effortlessly plan new trips, resume your previous arrangements, or manage your travel itineraries. Here, you’ll discover your saved or booked properties neatly organised under Potential, Upcoming, or Current Trips. To begin exploring the benefits of Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

When is the best time to visit Downtown Boston for a holiday rental?
The peak season for visiting Downtown Boston is during the summer months of June to August, with July being particularly popular among travellers. This vibrant period is great for those who enjoy the hustle and bustle of city life, as the warm weather (averaging between 20 to 30 degrees Celsius) invites visitors to explore outdoor attractions, enjoy al fresco dining, and partake in numerous festivals and events throughout the city.In July, the streets come alive with tourists eager to soak up the rich history and culture Boston has to offer. You can stroll along the Freedom Trail, visit iconic landmarks such as the Boston Common, and enjoy the lively option at local markets and parks.For those seeking a more budget-conscious experience, consider visiting in November, when the crowds have thinned. This month offers a unique charm, with the city transitioning into the festive season. You can enjoy quieter strolls through the picturesque neighbourhoods, explore museums, and perhaps even catch the early holiday festivities without the usual hustle.Ultimately, the best time to visit Downtown Boston depends on whether you prefer the energetic summer vibe or the more laid-back atmosphere of the shoulder months.
What are the top attractions in Downtown Boston, Massachusetts, United States of America?
In Downtown Boston, visitors can experience firsthand a rich tapestry of history and culture. The Freedom Trail, a 2.5-mile long path, guides tourists through significant sites such as the Boston Common, the oldest public park in the United States, and the Massachusetts State House, known for its iconic golden dome. Nearby, the historic Faneuil Hall Marketplace offers a vibrant setting with shops, eateries, and street performances.The area is also home to the Boston Public Library in Copley Square, a stunning architectural marvel where visitors can appreciate both literature and art. The nearby Boston Opera House and Wang Theatre provide opportunities for enjoying world-class performances.For those interested in American history, the Old State House and the Boston Tea Party Ships and Museum are just a short walk away, offering engaging exhibits and insights into the nation's past.
Are all fees included in the Downtown Boston holiday homes prices shown on Stayz?
Stayz 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.
Are there any Downtown Boston holiday homes with parking?
Stayz offers a wide selection of holiday homes in Downtown Boston 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 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.
Are there any discounts for Downtown Boston holiday homes?
You can find great discounts on holiday homes in Downtown Boston on Stayz, 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.
Can I change or cancel my Downtown Boston holiday home booking on Stayz?
To find Downtown Boston holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Downtown Boston?
A long-stay holiday home in Downtown Boston 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Downtown Boston holiday home?
Book your Downtown Boston holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Downtown Boston?
Prices for holiday homes in Downtown Boston 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Downtown Boston to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas