Roxbury vacation rentals

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Welcome to Roxbury, where vibrant culture and rich history intertwine amidst stunning row houses and local art. This unique destination offers a delightful blend of urban excitement and suburban charm, perfect for family adventures and group getaways. Explore iconic attractions like Fenway Park and Boston Common, then retreat to your choice of cozy homes or stylish apartments that cater to every budget. Enjoy the comfort and convenience of a vacation rental, where you can create lasting memories together in a home-like atmosphere.

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Find out more about Roxbury

Why visit Roxbury

  • Cultural Exploration: Immerse yourself in Roxbury's rich history and vibrant culture, featuring stunning row houses and local art.
  • Family-Friendly Activities: Enjoy a variety of attractions and parks that cater to families, ensuring fun for all ages.
  • Urban and Suburban Blend: Experience the unique mix of urban life in Lower Roxbury and the suburban feel of nearby West Roxbury.
  • Welcoming Atmosphere: Discover the friendly community vibe, perfect for couples and families alike.
  • Diverse Accommodations: Choose from cozy vacation homes to stylish apartments that suit your style and budget.

Popular types of accommodation around Roxbury

Planning a getaway to Roxbury? You're in for a treat. Discover a variety of accommodations, from cozy houses to stylish apartments and condos. Whether you're searching for a studio apartment or spacious bedroom apartments, you'll find the perfect place to unwind. Plus, check out rentals near Roxbury for even more options. Let your adventure begin with a stay that suits your style and budget.

  • Houses: The top choice for travelers seeking a home-like atmosphere in Roxbury, ideal for families or groups.
  • Apartments: A popular option for solo travelers or couples, offering convenience and comfort in the heart of Roxbury.
  • Condos: A stylish choice for those wanting a blend of luxury and home amenities during their stay.
  • Cottages: A charming retreat for those looking to enjoy a cozy, quaint getaway.
  • House Boats: A unique lodging experience on the water for adventurous travelers wanting something different.**

Top attractions in and around Roxbury

Roxbury, Boston, is perfect for culture, family, and city-themed vacations. Visitors can explore a variety of attractions, including medical centers, urban parks, and vibrant streets, all catering to those seeking rich cultural experiences and family-friendly activities. Whether you're interested in immersing yourself in local culture or enjoying a leisurely day outdoors, Roxbury offers plenty to keep you engaged and entertained during your visit.

  • Dillaway-Thomas House: This historic house offers a glimpse into 19th-century life with its well-preserved architecture and cultural significance, making it a unique spot for history enthusiasts.
  • Fenway Park: Known as one of the oldest baseball stadiums in the U.S., Fenway Park is a must-visit for sports fans, offering an exhilarating atmosphere filled with rich history and tradition.
  • Boston Common: As the oldest public park in America, Boston Common provides a beautiful outdoor space for family picnics, leisurely walks, and enjoying city life amidst nature.

Things to do recommended for couples

For a romantic getaway in Roxbury, consider visiting the Country Club of Billerica, just 17 miles away, or the luxurious Tewksbury Country Club, located 19 miles from Roxbury. Both offer a serene atmosphere perfect for couples to unwind and enjoy each other's company.

Things to do recommended for families

In Roxbury, families can explore the vibrant Franklin Park Zoo, enjoy interactive exhibits at the Museum of Science, or take a stroll through the scenic Emerald Necklace parks. Don't miss the fun at the nearby Boston Children's Museum for a day filled with learning and play.

Things to do recommended for groups

Groups in Roxbury can immerse themselves in local culture by visiting the historic African Meeting House and exploring the vibrant murals of the neighborhood. Enjoy a stroll through Franklin Park, or participate in a community cooking class to savor traditional New England cuisine 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 around Roxbury

If you're traveling with a group, family, pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Roxbury with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Roxbury with young kids: Traveling with young children can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, you may want to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Roxbury: For many families, a vacation isn’t truly fulfilling without their furry companion along for the journey. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Roxbury: If you're searching for vacation rentals that offer great deals 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 rental options. Don't forget to consider additional amenities like a parking space, a well-equipped kitchen, or a private pool when refining your search.

Where to stay near Roxbury

Roxbury, Boston is a vibrant neighborhood perfect for culture-themed vacations. Explore its historical charm with stunning row houses and family-friendly attractions. Nearby, West Roxbury offers a suburban feel while Lower Roxbury immerses you in urban life. Experience the friendly atmosphere, rich history, and a unique blend of romance and community, making it an ideal getaway for families or couples alike. Don't miss the chance to uncover the perfect Roxbury experience during your visit.

  • Boston: Boston, a vibrant metropolis, is a cultural hub where history meets modernity. As Roxbury's larger backdrop, this city is rich in education, music, and shopping experiences. Explore iconic landmarks such as Fenway Park and the Boston Common, while enjoying events at conference venues that cater to various interests. With its historic sports stadiums and diverse neighborhoods, Boston promises an engaging atmosphere for tourists and locals alike, making it an ideal destination for city-themed adventures and family outings.
  • Downtown Boston: Located just 3 miles from Roxbury, Downtown Boston is a bustling neighborhood filled with commercial and cultural attractions. This area is perfect for family outings, business trips, and city explorations. Enjoy shopping at the renowned Boston Shopping Center or take a leisurely stroll through urban parks. Don't miss historic landmarks such as the TD Garden, where you can catch thrilling sports events or concerts. With its blend of education and entertainment, Downtown Boston offers a dynamic experience for every traveler.
  • Highland Park: Only 0.1 mile from Roxbury, Highland Park is a charming neighborhood that showcases the cultural and recreational richness of Boston. Visitors can indulge in family-friendly activities, attend engaging music concerts, or enjoy performances at local theaters. With nearby attractions like historic college universities and urban parks, Highland Park is ideal for those seeking a blend of culture and outdoor fun. The area's historic sports stadium adds to its appeal, making it a must-visit for avid sports fans and families alike.

Best time to go to Roxbury

If you're planning a trip to Roxbury, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in February, April and July, 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 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 SunnyAverageAverage
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 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 next adventure? Being flexible with your travel dates can really help, as prices often vary. Additionally, opting for a longer stay can lead to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient space to plan new trips, pick up right where you left off, or manage your travel plans. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore 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 Roxbury?
In Roxbury, apartments are the most popular vacation rental option, with around 40 available throughout the neighborhood. These apartments typically feature fully equipped kitchens, comfortable living areas, and some may include balconies or patios for enjoying the outdoors. For those seeking more space, there are approximately 17 vacation houses that cater to families or larger groups. These homes often come with multiple bedrooms, private gardens, and outdoor seating, providing a great backdrop for relaxation. Additionally, about 15 condos are also available, offering a mix of shared amenities and private spaces.
How much does it cost to rent a vacation home in Roxbury?
Prices for vacation rentals in Roxbury 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 Roxbury 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 Roxbury vacation house rentals?
You can find great discounts on house rentals in Roxbury 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 Roxbury?
In Roxbury, popular vacation rental amenities include fully equipped kitchens, superb for travelers who enjoy cooking their own meals. Many rentals also feature coffee and tea makers, allowing guests to start their day with a warm beverage. Outdoor spaces such as decks or patios are common, providing a lovely spot to relax and enjoy the neighborhood ambiance. Onsite parking is available in many properties, which is convenient for those traveling with vehicles. Additionally, air conditioning is a sought-after amenity, ensuring comfort during the warmer months.
Can I find family house rentals in Roxbury?
In Roxbury, Massachusetts, there are numerous family-friendly house rentals available, with around 42 options to choose from. This vibrant neighborhood offers a mix of spacious homes suitable for families, featuring amenities such as full kitchens for family meals, comfortable living areas, and outdoor spaces for kids to play. Many properties also include conveniences like laundry facilities and Wi-Fi, ensuring a pleasant stay for all guests.

Visitors to Roxbury can explore nearby attractions like the Franklin Park Zoo, great for a family outing, or take a short trip to the Boston Museum of Fine Arts for a cultural experience. The area's rich history and community spirit add to the appeal, making it an excellent choice for families looking for a welcoming and engaging environment.
Can I rent a vacation home with a pool or hot tub in Roxbury?
In Roxbury, Massachusetts, there are several vacation homes available for rent that feature both pools and hot tubs. This neighborhood offers a unique blend of urban accessibility and residential charm, making it an attractive option for travelers. Many of these properties come equipped with private pools, hot tubs, and outdoor spaces great for relaxation and social gatherings. Amenities such as fully equipped kitchens, comfortable living areas, and close proximity to local attractions further enhance the stay.
Are there any Roxbury vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Roxbury 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 Roxbury?
In Roxbury, Massachusetts, travelers can indeed find a selection of pet-friendly vacation rentals, with around 11 options available. These rentals vary in style and size, often featuring amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air. Many properties also offer convenient access to local parks and green spaces suitable for walks and playtime with pets. The neighborhood itself is rich in culture and history, providing a vibrant backdrop for a stay. See all pet-friendly rentals in Roxbury.
Can I find long-stay vacation rentals in Roxbury?
A long-stay vacation rental in Roxbury 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 Roxbury for a vacation rental?
The best time to visit Roxbury for a vacation rental is during the peak season from February to April. This period offers a vibrant setting as visitors flock to experience the rich cultural scene and various outdoor activities in the area. With mild temperatures ranging from the low 30s to mid-50s Fahrenheit, it's an excellent time for sightseeing and exploring local attractions, such as the historical sites and parks that define Roxbury.

July, while popular, brings a lively energy with various summer events and outdoor gatherings, making it a great choice for those who enjoy a bustling environment. However, if you're looking for a more budget-friendly option, consider visiting in November. This month provides a quieter experience, allowing you to appreciate the local charm and perhaps enjoy a leisurely stroll through the neighborhood without the peak season crowds.

Ultimately, your choice will depend on your preferences for activity level and comfort.
Are there any remote work vacation rentals in Roxbury?
In Roxbury, Massachusetts, there are numerous vacation rentals available for remote work, with around 64 options to choose from. These rentals are well-equipped to support a productive work-from-home environment. Travelers can expect amenities such as high-speed Wi-Fi, designated workspaces, and printers in many of the properties.

The neighborhood offers a vibrant community atmosphere, with access to local parks and cultural sites, making it a pleasant area to live and work. Additionally, the proximity to public transportation makes commuting to downtown Boston convenient for those who might want to mix work with city exploration. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Roxbury vacation rental?
Book your Roxbury 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 Roxbury, Massachusetts, United States of America?
In Roxbury, visitors can explore a rich tapestry of cultural and historical attractions. The historic Roxbury neighborhood itself is known for its significant role in Boston's African American history, with sites like the Museum of the National Center of Afro-American Artists showcasing important art and heritage. Nearby, the Franklin Park Zoo offers family-friendly fun and a chance to see diverse wildlife.

Another highlight is the stunning Franklin Park, part of the Emerald Necklace park system, which features walking trails, picnic spots, and beautiful landscapes. The area also boasts the historic Roxbury Latin School, known for its picturesque campus and storied past.

For those interested in local arts, the Malcolm X Park provides a vibrant community space with a playground and cultural events that celebrate the neighborhood's heritage.
Can I change or cancel my Roxbury home rental booking on Vrbo?
To find Roxbury 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 Roxbury 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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