Dedham vacation rentals

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Nestled in the heart of Dedham, this charming destination invites you to explore its picturesque parks, delightful local eateries, and vibrant community spirit. With attractions like Legacy Place and the historic Fenway Park just a stone's throw away, there's something for everyone, especially families and groups seeking shared adventures. Choose from cozy cottages or spacious vacation rentals that provide all the comforts of home, ensuring a memorable stay infused with relaxation and convenience.

Holiday rentals with weekly discounts - Dedham

Showing deals for:Oct 23 - Oct 30

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Living area
10 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)

House in Arlington, near Boston, Harvard, MIT, and Tuft University

Arlington

7% off
Price is $480
$3,362 for 7 nights
All fees included
House in Arlington, near Boston, Harvard, MIT, and Tuft University

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Find out more about Dedham

Why visit Dedham

  • Charming Local Eateries: Discover delightful restaurants and cafés in East Dedham, perfect for family meals or casual dining.
  • Urban Parks: Enjoy the beautiful parks that offer green spaces for relaxation and recreation, ideal for families and outdoor enthusiasts.
  • Cozy Accommodations: Choose from a variety of charming cottages and vacation rentals, perfect for families or romantic getaways.
  • Welcoming Community: Experience the friendly atmosphere and engaging experiences that make Dedham a memorable destination.
  • Cultural Experiences: Explore the rich cultural offerings, including local events and attractions that reflect Dedham's vibrant spirit.

Popular types of accommodation in Dedham

If you're exploring vacation rentals in Dedham, you're in for a treat. The most popular options include cozy apartments, spacious houses, and stylish condos. Whether you’re looking for a charming bedroom apartment or a comfortable living room to unwind in, Dedham has a variety of rentals to suit your needs. Enjoy your stay in this welcoming community with plenty of choices at your fingertips.

  • Apartments: The top choice for travelers in Dedham, offering convenient access and modern amenities for a comfortable stay.
  • Houses: A favored option for families or groups seeking a home-like atmosphere with plenty of space.
  • Condos: Popular among visitors for their blend of comfort and community, providing a cozy retreat with shared facilities.
  • House Boats: A unique lodging experience on the water, perfect for those looking to enjoy a different perspective of Dedham.
  • Cottages: Charming and quaint, ideal for travelers wanting a peaceful getaway in a picturesque setting.**

Top attractions in and around Dedham

Dedham, Massachusetts, is an ideal destination for city-themed, family, and business vacations. Visitors can explore a variety of attractions, including medical centers, urban parks, and vibrant streets. Whether you're seeking cultural experiences, family-friendly activities, or a professional environment, Dedham offers a range of points of interest to satisfy every type of traveler. Enjoy your stay in this charming town that beautifully blends urban life with family-oriented fun.

  • Legacy Place: This vibrant shopping and entertainment precinct in Dedham offers a family-friendly atmosphere with outdoor spaces, restaurants, and boutique shops. It's perfect for a leisurely day of shopping or dining.
  • Fenway Park: As one of the oldest baseball stadiums in the country, Fenway Park is steeped in history and culture. Catch a Red Sox game and experience the electric atmosphere that defines Boston sports.
  • Boston Common: This historic urban park is ideal for families, featuring lush green spaces, walking paths, and recreational areas. Enjoy a picnic or stroll while soaking in the vibrant city ambiance.

Things to do recommended for couples

Dedham offers a charming escape for couples. Stroll hand-in-hand through the picturesque Dedham Village, enjoy a cozy dinner at a local bistro, or take a scenic walk along the Charles River. For a unique experience, visit the historic Dedham Square for quaint shops and art galleries.

Things to do recommended for families

Families will love exploring the Dedham Community Theatre, enjoying picturesque walks at the Charles River Greenway, and visiting the scenic Legacy Place for shopping and dining. Don't miss a fun day at the nearby Franklin Park Zoo, where kids can see a variety of animals up close.

Things to do recommended for groups

Explore the Dedham History Museum for a glimpse into local heritage, then enjoy a scenic stroll at the beautiful Legacy Place. For some fun, challenge your group to an escape room adventure or relax together at a local brewery for a tasting experience.

*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 in Dedham

If you're planning a trip with a group, family, pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful booking tips for Vrbo.

  • Traveling to Dedham with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor space for group gatherings. The good news is that you can easily filter for all of these options and more on Vrbo.
  • Traveling to Dedham with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with finding 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 Dedham: For many families, a vacation isn’t truly enjoyable without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like food bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Dedham: If you're searching for vacation rentals that offer discounts for month-long stays, 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 features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Dedham

Dedham, Massachusetts, offers a charming blend of family-friendly activities and a welcoming atmosphere. Explore East Dedham for local eateries and parks, or visit Hyde Park for a touch of urban vibrancy. Enjoy cozy accommodations in the best cottages around Dedham, perfect for families or romantic getaways. With friendly locals and a variety of engaging experiences, your visit to Dedham promises to be memorable and enriching.

  • Boston: As a vibrant metropolis, Boston is a must-visit destination where history and modernity intersect. Located a short distance from Dedham, this iconic city draws travelers seeking a blend of cultural, educational, and family experiences. The bustling streets are lined with historic landmarks, including sports stadiums and conference venues. Visitors can immerse themselves in the local culture through music concerts and shopping at popular mall centers. With its rich history and dynamic atmosphere, Boston offers endless attractions and activities to explore.
  • Hyde Park: Just 2 miles from Dedham, Hyde Park is a charming neighborhood perfect for families and outdoor enthusiasts. This area is known for its welcoming atmosphere and community spirit. Travelers can enjoy a variety of activities, from shopping at local centers to visiting arts venues. Hyde Park features beautiful urban parks and historic sites, providing a great backdrop for leisurely strolls or family picnics. Whether you’re exploring the local historic sports stadium or simply enjoying the outdoors, Hyde Park offers a delightful experience.
  • Stony Brook - Cleary Square: Located 2 miles from Dedham, Stony Brook - Cleary Square is a vibrant neighborhood that showcases the cultural diversity of the area. Visitors can engage in enriching experiences, whether through attending music concerts or exploring educational venues. The neighborhood is home to historic colleges and urban parks, making it an ideal spot for families and culture enthusiasts alike. Stony Brook - Cleary Square invites you to discover its lively atmosphere and array of attractions, including local sports facilities and charming community spaces.

Best time to go to Dedham

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.9°F (-1.7°C)Light RainMostly SunnySlightly LowSlightly Low
February30.2°F (-1.0°C)Light RainMostly SunnyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly SunnyAverageSlightly Low
April47.8°F (8.8°C)Light RainMostly SunnySlightly HighAverage
May58.3°F (14.6°C)Light RainMostly SunnyAverageSlightly High
June66.4°F (19.1°C)Light RainMostly SunnyAverageAverage
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighSlightly High
August72.5°F (22.5°C)Light RainMostly SunnyAverageAverage
September65.7°F (18.7°C)Light RainMostly SunnySlightly HighAverage
October55.4°F (13.0°C)Light RainMostly SunnyAverageSlightly High
November43.9°F (6.6°C)Light RainMostly SunnySlightly LowAverage
December35.4°F (1.9°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you interested in saving on your upcoming trip? Being flexible with your travel dates can lead to significant savings, as prices often vary. Additionally, booking a longer stay typically results in even greater discounts. To discover the ideal 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 trips. You can create new itineraries, resume your previous work, or manage your travel plans all in one place. Here, you’ll find your saved or booked properties neatly organized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The captivating city of Dedham awaits you

The area's churches and entertainment are just a few of the reasons to vacation in Dedham. Travelers to this welcoming city praise the basketball games, shopping and university setting. Fenway Park and TD Garden are just a couple of the must-sees in the area. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Dedham

Are you hoping to discover top things to see and do while you're in the area? Venture out of your cozy vacation rental and check out everything that makes Dedham a fun place to get away. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • New England Aquarium (10 mi / 16.1 km)
  • Encore Boston Harbor (11.6 mi / 18.7 km)
  • The Skating Club of Boston (3.1 mi / 5 km)
  • Blue Hills Ski Area (3.3 mi / 5.3 km)
  • Blue Hills Reservation (4.9 mi / 7.9 km)
  • Franklin Park Zoo (5.9 mi / 9.4 km)

Exploring the natural features in Dedham

Whether you're an active traveler or just want to take in the scenery, Dedham is a great place to spend some time outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Boston Common (9.3 mi / 14.9 km)
  • Copley Square (8.7 mi / 14 km)
  • Boston Harbor (10.2 mi / 16.4 km)
  • Arnold Arboretum (4.4 mi / 7.1 km)
  • Chestnut Hill Reservoir (6.3 mi / 10.2 km)
  • Back Bay Fens (8 mi / 12.8 km)

Transportation to and around Dedham

Fly into Norwood, MA (OWD-Norwood Memorial), the closest airport, located 3.9 mi (6.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 10.8 mi (17.4 km) away.

If you're traveling by train, make your way to Dedham Endicott Station or Route 128/University Park Station and explore the city from there. You might consider catching a ride on the metro at Dedham Corporate Center Station to easily navigate the city.

Frequently asked questions

What is the best area to stay in Dedham, Massachusetts, United States of America when booking a vacation rental?
When considering a vacation rental in Dedham, Massachusetts, the area around the town center is an excellent choice. This neighborhood boasts a charming suburban vibe and offers convenient access to some delightful attractions. A must-visit is the Dedham Historical Society and Museum, where you can explore the rich local history and heritage. Additionally, the Dedham Community Theatre provides a cozy venue for catching a film, making it a great spot for a relaxing evening.

Another appealing area is near the Legacy Place shopping district. This vibrant area is home to a variety of shops, restaurants, and entertainment options, making it great for those who enjoy having amenities close at hand. The outdoor spaces around the area, such as the picturesque Riverdale Park, offer opportunities for leisurely strolls or picnics.

In total, Dedham has around 100 vacation rental properties available, suiting different preferences and budgets.
How much does it cost to rent a vacation home in Dedham?
Prices for vacation rentals in Dedham 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 Dedham 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 Dedham vacation house rentals?
You can find great discounts on house rentals in Dedham 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 is the most popular type of vacation rental accomodation in Dedham?
In Dedham, vacation houses are the most popular type of rental, with several available throughout the area. These homes often provide spacious layouts with multiple bedrooms, fully equipped kitchens, and inviting living areas, making them ideal for families or groups. Many of these properties also feature outdoor spaces, such as private gardens or patios, great for enjoying the pleasant surroundings. Additionally, apartments and cottages are also available, offering varied options for travelers seeking a cozy stay.
Are there any family house rentals in Dedham?
In Dedham, Massachusetts, there are several family-friendly house rentals available, making it an excellent choice for those traveling with kids. The homes in this area often provide spacious living rooms, fully equipped kitchens for convenient meal preparation, and outdoor areas where children can play and explore. Many properties also include amenities such as Wi-Fi and air conditioning to ensure a comfortable stay.

Visitors will find that Dedham is conveniently located near various attractions, including the picturesque Dedham Square, which offers shops, cafes, and local eateries. Additionally, nearby parks like the scenic Wilson Mountain Reservation provide great opportunities for outdoor activities such as hiking and picnicking.
Can I rent a vacation home with a pool or hot tub in Dedham?
In Dedham, Massachusetts, there are several vacation homes available for rent that feature pools or hot tubs. This suburban area, located just outside of Boston, offers a mix of residential neighborhoods where travelers can find comfortable accommodations. Many of these properties come equipped with private pools, hot tubs, and spacious outdoor areas, making them ideal for relaxation and family gatherings.

Travelers can expect amenities such as fully equipped kitchens, cozy living spaces, and easy access to local parks and recreational areas. The proximity to Boston also allows for convenient day trips to explore the city's rich history, dining, and cultural attractions. Find your rental in Dedham with a pool or a hot tub.
Can I find long-stay vacation rentals in Dedham?
A long-stay vacation rental in Dedham 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.
Are there pet-friendly house rentals in Dedham?
In Dedham, Massachusetts, there are several pet-friendly house rentals available for travelers looking to enjoy a comfortable stay. Many of these vacation homes feature amenities such as spacious backyards, fully equipped kitchens, and cozy living areas, superb for families or groups. Some properties might even offer additional perks like game rooms or outdoor patios for relaxation and entertainment.

Dedham is conveniently located near several parks and green spaces, making it an excellent choice for pet owners. The nearby Dedham Town Forest and Fairbanks Park provide ample opportunities for walking and outdoor activities with pets. Additionally, the area is home to various pet-friendly cafes and shops, ideal for those traveling with furry companions. See all pet-friendly rentals in Dedham.
Are there any remote work vacation rentals in Dedham?
In Dedham, Massachusetts, there are several options for remote work vacation rentals, with around 14 available throughout the area. Travelers can expect properties equipped with essential amenities for working remotely, including high-speed WiFi, dedicated workspaces featuring desks and chairs, and some units even offer computer monitors for added convenience. Many of these rentals also come with comfortable living spaces, allowing for a productive yet relaxing environment.

Dedham is well-situated near Boston, providing easy access to a vibrant city atmosphere while retaining a quieter suburban charm. Nearby attractions include the picturesque Dedham Square with its shops and eateries, as well as scenic outdoor spaces like the Charles River. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Dedham vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Dedham 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.
What are popular rental amenities in Dedham?
In Dedham, popular rental amenities cater to a variety of traveler needs, with many properties featuring essential comforts for a pleasant stay. Most vacation rentals include fully equipped kitchens, allowing guests to prepare their own meals at their convenience. Additionally, many accommodations are pet-friendly, providing options for travelers who wish to bring their furry companions along. Onsite parking is commonly available, making it easy for guests to navigate the area. Many rentals also allow service animals and provide coffee and tea makers for a cozy morning routine.
When is the best time to visit Dedham for a vacation rental?
The peak season for visiting Dedham occurs from July to September, when families and travelers flock to the area to enjoy its vibrant summer atmosphere. This is a delightful time for outdoor activities, with warm temperatures averaging in the high 70s to low 80s Fahrenheit, making it superb for exploring local parks, engaging in community events, or simply relaxing by the Charles River.

July, in particular, stands out as the most popular month, filled with lively festivals and outdoor concerts that highlight the community's rich culture. Visitors can take advantage of the beautiful weather to enjoy the scenic beauty of nearby parks, such as the picturesque Endicott Estate or the expansive Wilson Park, both ideal for picnics and leisurely strolls.

For those looking for a more budget-friendly option, consider visiting in December. While it falls outside the peak season, this month offers a unique charm with holiday festivities and beautiful decorations throughout the town. Enjoying the quieter streets allows for a more relaxed experience, superb for cozying up in a vacation rental and exploring Dedham's local shops and cafes.

Ultimately, the best time to visit Dedham depends on whether you prefer the vibrant energy of summer or the peaceful ambiance of the holiday season.
How early should I book a Dedham vacation rental?
Book your Dedham 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 Dedham, Massachusetts, United States of America?
In Dedham, Massachusetts, visitors can explore several great attractions that highlight the town's rich history and natural beauty. The Dedham Historical Society and Museum offers insights into the town's past, with exhibits showcasing local artifacts and stories. Nearby, the picturesque Dedham Village is home to charming shops and eateries, superb for a leisurely stroll.

For outdoor enthusiasts, the scenic Charles River and the nearby Wilson Mountain Reservation provide ample opportunities for hiking, biking, and enjoying nature. The town also features several parks, such as the popular Endicott Estate, which offers beautifully landscaped gardens and walking paths, making it a great place for picnics and outdoor events.

Art lovers can visit the Dedham Community Theatre, which showcases a variety of films and performances, contributing to the local cultural scene.
Can I change or cancel my Dedham home rental booking on Vrbo?
To find Dedham 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 Dedham 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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