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Dorchester vacation rentals

We found 1,550 vacation rentals — enter your dates for availability

Discover a selection of 31 homes, 65 apartments, and other vacation rentals in Dorchester that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you expect for your stay, which might include parking and a garden. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Dorchester

Showing deals for:Jul 3 - Jul 10

Image gallery for Modern home-like 3BR2BA Retreat/Minutes to T

Interior
9.8 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)

Modern home-like 3BR2BA Retreat/Minutes to T

Boston

9% off
Price is $1,060
$7,417 for 7 nights
All fees included
Modern home-like 3BR2BA Retreat/Minutes to T

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Find out more about Dorchester

Why visit Dorchester

  • Cultural richness: Discover a vibrant mix of arts, history, and local traditions throughout Dorchester.
  • Family-friendly attractions: Enjoy a variety of activities suitable for all ages, ensuring a memorable experience for families.
  • Historic sites: Explore renowned colleges and universities that showcase Dorchester's educational heritage.
  • Urban parks: Relax and unwind in beautiful parks that offer green spaces for outdoor activities.
  • Charming accommodations: Choose from a range of cozy rentals that provide a comfortable base for exploring Boston.

Popular types of accommodation around Dorchester

Experience the charm of Dorchester with a variety of vacation rental options tailored to your needs. Choose from houses, cozy apartments, or spacious condos. Whether you're looking for house rentals or a bedroom apartment, you'll find the perfect fit. Enjoy the convenience of laundry facilities and explore nearby attractions. Rent in Dorchester or find accommodations just a stone's throw away for a delightful getaway.

  • Houses: The top choice for visitors in Dorchester, these homes offer spacious and comfortable stays, perfect for families or groups.
  • Apartments: A popular option, apartments provide a convenient and home-like atmosphere for travelers looking for flexibility.
  • Condos: Ideal for those seeking modern amenities, condos offer a stylish and secure environment for your stay.
  • Cottages: These quaint retreats provide a cozy and charming experience, perfect for relaxation.
  • House Boats: For a unique experience, house boats offer a fun and adventurous way to enjoy the water while staying in Dorchester.**

Top attractions near Dorchester

Dorchester is an excellent destination for culture-themed, family, and city vacations. Visitors can explore a variety of attractions, including urban parks, historic colleges and universities, and event venues. Whether you're seeking cultural experiences, outdoor adventures, or city exploration, Dorchester offers a diverse range of points of interest that cater to all travelers.

  • Fenway Park: Experience the rich history of America’s oldest ballpark, home to the Boston Red Sox. Enjoy the unique Green Monster seating, vibrant sports culture, and the electric atmosphere of game days.
  • Boston Common: Stroll through the lush landscapes of America’s oldest public park, perfect for family picnics, outdoor activities, and enjoying the beauty of nature amidst the bustling city.
  • TD Garden: Attend a thrilling event at this premier venue, hosting everything from concerts to Boston Celtics games, while soaking in the modern architecture and vibrant energy.

Things to do recommended for couples

For a romantic getaway in Dorchester, enjoy a concert at MGM Music Hall at Fenway, only 3 miles away. Experience adventure sailing at Courageous Sailing Center, 5 miles away, or hit the slopes at Blue Hills Ski Area, located 6 miles away. Perfect for couple adventures.

Things to do recommended for families

Your family will love visiting Agganis Arena for exciting sports events, relaxing at Larz Anderson Park, and exploring the wonders of the Charles Hayden Planetarium. Each destination, located just a few miles from Dorchester, offers a unique blend of fun, relaxation, and entertainment for everyone.

Things to do recommended for groups

Groups visiting Dorchester can enjoy the vibrant atmosphere at Faneuil Hall Marketplace, explore the romance and fun at Samuel Adams Brewery, and experience culture at the Wilbur Theatre, all within a short distance of each other for a memorable local adventure.

*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 Dorchester

When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your needs when filtering options. Here are some helpful booking tips for using Vrbo.

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

Where to stay near Dorchester

Dorchester, a vibrant neighborhood in Boston, offers a rich cultural experience perfect for families and city explorers alike. Here, you’ll find charming residential neighborhoods, bustling business districts, and friendly locals that create an inviting atmosphere. Explore nearby urban attractions, historical sites, and family-friendly activities, making your vacation both memorable and enjoyable. With various rental options available, Dorchester serves as an excellent base for your adventures in and around Boston.

  • Boston: As a bustling metropolis, Boston is rich in history and culture, making it a must-visit destination for travelers. Located in the heart of Massachusetts, it offers a dynamic city-themed experience with a variety of educational institutions, music venues, and shopping centers. Highlights include the historic Fenway Park, where you can catch a Red Sox game, and the Boston Convention and Exhibition Center, which hosts numerous events throughout the year. Visitors can also explore the Freedom Trail, a 2.5-mile route that passes by significant historical sites, allowing for an immersive experience in American history.
  • Downtown Boston: Located 4 miles from Dorchester, Downtown Boston is a vibrant neighborhood that combines modernity with rich historical charm. It’s a great spot for city-themed and family experiences, offering a plethora of shopping malls and centers. Key attractions include the Boston City Hall and the iconic Faneuil Hall Marketplace, where you can enjoy shopping and local cuisine. The area’s proximity to major sports venues, such as TD Garden, makes it perfect for sports enthusiasts looking to catch a game or event while enjoying the urban atmosphere.
  • Meeting House Hill: Situated only 0.2 miles from Dorchester, Meeting House Hill is a charming neighborhood that offers a blend of cultural and family-friendly experiences. Known for its local community vibe, visitors can enjoy shops and educational opportunities that the area has to offer. Attractions nearby include the historic University of Massachusetts Boston and the scenic views from the hilltop, which provide a glimpse into the area’s rich heritage. This neighborhood is perfect for those looking to experience a quieter side of Boston while still being close to the city's dynamic offerings.

Best time to go to Dorchester

If you're planning a trip to Dorchester, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like May, October and 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 CloudyAverageSlightly Low
March37.9°F (3.3°C)Light RainMostly SunnyAverageSlightly Low
April48.2°F (9.0°C)Light RainMostly SunnyAverageAverage
May58.5°F (14.7°C)Light RainMostly SunnySlightly LowAverage
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 SunnySlightly HighSlightly High
September65.7°F (18.7°C)Light RainMostly SunnySlightly HighAverage
October55.6°F (13.1°C)Light RainMostly SunnySlightly LowSlightly High
November44.4°F (6.9°C)Light RainMostly SunnyAverageAverage
December36.3°F (2.4°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Want to save on your next getaway? Staying flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, booking a longer stay often leads 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: Effortless planning

Vrbo's Trip Board offers an easy-to-use platform for planning your next adventure, allowing you to create new trips, continue from where you last stopped, or manage your existing plans. You can easily find your saved or booked properties organized into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Dorchester?
In Dorchester, apartments are the most popular type of vacation rental, with about 63 available throughout the neighborhood. These apartments typically offer amenities such as fully equipped kitchens, cozy living spaces, and often some feature outdoor areas or balconies for enjoying the fresh air. For those seeking more space, there are around 32 vacation houses, which usually provide multiple bedrooms, private yards, and the ability to accommodate larger groups or families. Additionally, there are 11 condos available, which may include amenities like shared pools or fitness centers.
Are there any beach house rentals in Dorchester?
In Dorchester, there are approximately 43 beach house vacation rentals available, providing a variety of choices for travelers. These rentals are primarily located near coastal points of interest such as Dorchester Bay and local parks, offering easy access to the waterfront and scenic views. Most beach houses come equipped with amenities like fully furnished kitchens, spacious living areas, and outdoor decks or patios, great for enjoying the coastal breeze. Many properties also feature multiple bedrooms, making them suitable for families or groups seeking a comfortable and relaxing stay by the beach.
How much does it cost to rent a vacation home in Dorchester?
Prices for vacation rentals in Dorchester 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 Dorchester 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 Dorchester vacation house rentals?
You can find great discounts on house rentals in Dorchester 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 Dorchester?
In Dorchester, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals, as well as coffee and tea makers for a convenient caffeine fix. Many properties also offer onsite parking, making it easier for guests to explore the area without worrying about street parking. Outdoor spaces like decks or patios are common, providing a lovely spot to relax and enjoy the neighborhood's atmosphere. Additionally, dining areas are typically included, making it comfortable for guests to gather for meals.
Can I find family house rentals in Dorchester?
In Dorchester, Massachusetts, there are numerous family-friendly house rentals available—around 59 options for travelers to consider. The neighborhood is known for its vibrant community and proximity to several parks, making it an excellent choice for families. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play or relax.

Visitors will appreciate the convenience of nearby amenities such as grocery stores and local eateries, as well as the accessibility to public transportation, making it easy to explore the greater Boston area. Additionally, attractions like Franklin Park, with its zoo and recreational facilities, offer plenty of opportunities for outdoor activities.
Can I rent a vacation home with a pool or hot tub in Dorchester?
In Dorchester, Massachusetts, there are several vacation homes available for rent that feature both pools and hot tubs. This diverse neighborhood offers a mix of urban and residential settings, making it a great option for travelers seeking a comfortable stay. Many of these rentals come with amenities such as private pools, outdoor spaces for relaxation, and fully equipped kitchens, great for family gatherings or entertaining guests. Additionally, some properties may offer hot tubs for a soothing experience after a day of exploring the city.
Are there any Dorchester vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Dorchester 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 Dorchester?
In Dorchester, Massachusetts, there are numerous pet-friendly vacation rentals available, with around 50 options to choose from. Travelers can expect a variety of accommodations, including modern apartments and cozy homes featuring amenities such as fully equipped kitchens, spacious living areas, and sometimes outdoor spaces for pets to enjoy.

The neighborhood is well-connected to Boston, offering easy access to parks and recreational areas that are pet-friendly. Nearby, the scenic Franklin Park is a highlight, with its expansive green spaces, walking trails, and the Franklin Park Zoo, making it a great spot for pet owners to explore with their furry friends. Additionally, Dorchester's local cafes and shops often welcome pets, enhancing the overall experience for travelers with pets.
Can I find long-stay vacation rentals in Dorchester?
A long-stay vacation rental in Dorchester 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 Dorchester for a vacation rental?
The best time to book a vacation rental in Dorchester is during the summer months, particularly in July, when the area comes alive with vibrant energy and a plethora of activities. This peak season, which lasts from July to September, offers warm temperatures (typically in the mid-70s to low 80s Fahrenheit), superb for enjoying outdoor exploration and local festivals.

Visitors during July can partake in the lively option of community events, hit the scenic parks for picnics, or take leisurely strolls along the waterfront, making the most of the long, sunny days. The neighborhoods are bustling with families and friends enjoying the summer ambiance, enhancing the overall experience.

If you're looking for a more budget-friendly visit, October presents a wonderful opportunity to explore Dorchester. During this quieter month, you can appreciate the autumn foliage in local parks and enjoy a more relaxed pace, all while still benefiting from milder temperatures.

Ultimately, your choice of when to visit Dorchester will depend on your preference for vibrant summer activities or a serene fall getaway.
Are there any remote work vacation rentals in Dorchester?
In Dorchester, Massachusetts, there are numerous vacation rentals suitable for remote work, with around 97 options available. Many of these rentals come equipped with dedicated workspaces, including desks and ergonomic chairs, ensuring a comfortable environment for productivity. High-speed internet and free Wi-Fi are commonly offered, allowing for seamless connectivity during your stay.

The neighborhood itself is rich in cultural diversity and local charm, providing easy access to parks, cafes, and public transport for quick trips into downtown Boston. Travelers can enjoy amenities such as fully equipped kitchens, laundry facilities, and outdoor spaces for relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Dorchester vacation rental?
Book your Dorchester 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 Dorchester, Massachusetts, United States of America?
In Dorchester, visitors can explore a variety of attractions that highlight the area's rich history and vibrant community. The Boston Harborwalk offers scenic views along the coastline and connects to various parks and recreational areas, making it a lovely spot for a leisurely stroll. The Franklin Park Zoo, located within Franklin Park, is a family-friendly destination featuring diverse animal exhibits and beautiful gardens, superb for a day out.

In the heart of Dorchester, the historic Ashmont neighborhood is known for its charming architecture and the striking Ashmont Station, which is a key transit hub. The nearby Codman Square provides a mix of local shops and eateries, reflecting the area's cultural diversity.

For those interested in history, the Dorchester Historical Society offers insights into the neighborhood's past and often hosts events and exhibits. The area is also home to several parks, such as the expansive Franklin Park, which includes walking trails, sports facilities, and picnic areas, making it a great place for outdoor activities.
Can I change or cancel my Dorchester home rental booking on Vrbo?
To find Dorchester 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 Dorchester 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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