Dedham vacation rentals

We found 2,877 vacation rentals — enter your dates for availability

Discover a selection of 5 homes and other vacation rentals in Dedham that are perfect for your trip. Vacation homes provide the best amenities for your family, friends, or furry companion, such as a fireplace and a washer and dryer. At the end of the day, you'll find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Dedham

Showing deals for:Nov 21 - Nov 28
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Find out more about Dedham

Find out more about Dedham

Why visit Dedham

  1. Rich History: Discover Dedham's historic sites that reflect its charming past.
  2. Cultural Experiences: Engage with local art scenes and cultural events.
  3. Family-Friendly Attractions: Enjoy a variety of activities suitable for all ages.
  4. Scenic Parks: Relax in beautiful urban parks perfect for picnics and leisure.
  5. Convenient Accommodation: Choose from diverse lodging options, from cozy apartments to spacious homes.

Popular types of accommodation in Dedham

Planning a getaway to Dedham? The next step is selecting the perfect accommodation. From charming apartments to spacious houses and stylish condos, Dedham offers a variety of options to suit your needs. Explore our extensive rental listings in Dedham, MA, and discover the ideal apartment for your stay. Dive into your Dedham rental search results and find the perfect place to relax and unwind!

  • Apartment Rentals: The top choice for visitors in Dedham, offering convenient amenities and a home-like atmosphere.
  • Houses: Ideal for families or groups, these homes provide spacious living and a personal touch for your stay.
  • Condominiums: A popular option that combines comfort and access to shared facilities, perfect for a relaxing getaway.
  • Houseboats: A unique experience on the water, these rentals offer a different perspective of Dedham.
  • Cottages: Cozy and charming, cottages provide a quaint retreat for those seeking a peaceful escape.**

Top attractions in Dedham

Dedham, Massachusetts, is an ideal destination for families and business travellers alike, offering a blend of culture and urban experiences. Visitors can explore historic sites, modern universities, and scenic urban parks, making it a perfect spot for those seeking cultural enrichment and family fun. With a variety of attractions, there's something for everyone in this charming city.

  1. Fenway Park: This historic sports stadium, located 12.9km from Dedham, is a must-visit for baseball enthusiasts. With its iconic Green Monster and passionate atmosphere, Fenway Park embodies the heart of Boston's sports culture.
  2. Harvard University: Situated 14.5km away, this prestigious institution boasts stunning architecture and rich history. Explore its beautiful campus and immerse yourself in the vibrant academic culture that has shaped many great minds.
  3. Boston Common: Located 14.5km from Dedham, this urban park is perfect for family outings. Enjoy leisurely strolls, picnics, and outdoor activities in a lush setting, right in the heart of the city.

Things to do recommended for couples

For a romantic getaway in Dedham, explore the Blue Hills Ski Area for some winter fun just 4.8km away, enjoy live music at Paradise Rock Club 12.9km away, or immerse yourselves in culture at the Roxbury Center for Arts, a mere 8.0km distant.

Things to do recommended for families

Experience family fun at Kings Bowling, an arcade and adventure zone in Dedham. Enjoy wellness and relaxation at Stony Brook Reservation, just 3.2km away, or catch a game at Alumni Stadium, 9.7km from Dedham, where the sports atmosphere thrives.

Things to do recommended for groups

Explore the vibrant Harvard Square for shopping and entertainment, catch a film at the charming Coolidge Corner Theatre, and enjoy a tour at the Samuel Adams Brewery for a taste of local brews. These experiences promise a delightful time for your group in Dedham!

What do I need to keep in mind when booking a vacation in Dedham

If you're planning a trip with a group, family, or pets, or if you're seeking longer accommodations, it's important to prioritize your search effectively. Here are some helpful booking tips for using Vrbo.

  • Traveling to Dedham with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Dedham with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, as well as access to 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 trip isn't truly enjoyable without their beloved pet by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Dedham: If you're seeking vacation rentals with discounts 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 options like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Dedham

Dedham, Massachusetts, offers a delightful blend of family-friendly attractions and charming neighbourhoods. Visitors can enjoy the quaint atmosphere of this historic town, conveniently located near bustling urban areas. Explore local art scenes, relax in quiet parks, and experience the warm hospitality of friendly locals. Whether you're on a family vacation or a business trip, Dedham serves as a prime base for exploring the rich culture and vibrant surroundings of the Greater Boston area.

  • Hyde Park: Located 3.2km from Dedham, Hyde Park is a vibrant neighbourhood that offers a rich blend of urban living and recreational opportunities. Known for its family-friendly atmosphere, visitors can enjoy a variety of sports events and music concerts. The area features several shopping centres and educational venues that cater to all ages. Notable landmarks include a historic sports stadium and a lovely beach, making it an ideal spot for both entertainment and relaxation. Whether you're catching a game or enjoying a day at the beach, Hyde Park is a delightful escape.
  • Stony Brook - Cleary Square: Just 3.2km away from Dedham, Stony Brook - Cleary Square is a charming neighbourhood that thrives on its community spirit. Perfect for families and outdoor enthusiasts, the area features a modern square that hosts various events, including music concerts. Its proximity to educational institutions makes it an appealing destination for those seeking knowledge and culture. Visitors can explore the lively square and enjoy the atmosphere created by the nearby modern college university, making it a perfect spot for a leisurely day out.
  • West Roxbury: Situated 4.8km from Dedham, West Roxbury is a culturally rich neighbourhood that offers a unique blend of city life and family-friendly activities. With a focus on education and shopping, visitors will find a variety of shopping centres and malls to explore. The area is home to significant landmarks, including a historic sports stadium and a modern college university, providing both entertainment and educational opportunities. Whether you’re indulging in retail therapy or immersing yourself in local culture, West Roxbury is a must-visit on your journey.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Additionally, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, manage your existing arrangements, or review your reservations. Your saved or booked properties are thoughtfully categorized into Potential, Upcoming, and Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/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 New England Aquarium 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)
  • Franklin Park Zoo (5.9 mi / 9.4 km)
  • Samuel Adams Brewery (5.9 mi / 9.5 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)
  • Chestnut Hill Reservoir (6.3 mi / 10.2 km)
  • Back Bay Fens (8 mi / 12.8 km)
  • Adams National Historic Park (8 mi / 12.9 km)
  • Carson Beach (8.3 mi / 13.4 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 when booking a vacation rental?
When considering a vacation rental in Dedham, Massachusetts, one of the most appealing areas to stay in is the charming neighbourhood of Dedham Square. This vibrant area boasts a mix of historical sites and modern conveniences, making it an ideal base for exploring the town. The Square is home to several delightful shops, cafes, and restaurants, providing a taste of local culture. A top attraction in this vicinity is the Dedham Historical Society and Museum, where visitors can delve into the rich history of the region.

Another fantastic option is the area surrounding the picturesque picturesque Charles River, which offers scenic views and opportunities for outdoor activities such as walking and cycling along the riverbanks. This area is particularly lovely in the warmer months when the lush greenery is in full bloom.
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 travelling 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.
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 quite popular, with several available throughout the area. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and living areas that provide a comfortable atmosphere for families or groups. Many of these homes also come with private gardens or outdoor spaces, great for enjoying the fresh air and relaxing after a day of exploring local attractions like the Dedham Community Theatre or the scenic Charles River. Additionally, there are several apartments that cater to travellers looking for a more compact and convenient option. These apartments often include kitchen facilities, cosy living areas, and are situated close to shops and restaurants, making them ideal for those wanting to experience the local culture.
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 travelling with children. The area features charming neighbourhoods such as Oakdale and Dedham Village, both of which provide easy access to local parks and amenities. Many of these homes come equipped with spacious living rooms, full kitchens ideal for preparing family meals, and outdoor areas where children can play safely.
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 and hot tubs, making it a great choice for those seeking relaxation and comfort during their stay. This charming suburban town offers a variety of properties, many of which are located in peaceful neighbourhoods, providing a serene environment away from the hustle and bustle of city life.
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. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Dedham?
In Dedham, Massachusetts, travellers can find several pet-friendly house rentals that cater to a variety of needs. Many of these properties offer modern amenities, including fully equipped kitchens, spacious living areas, and outdoor spaces, which are superb for families or groups travelling with pets. The homes often feature private yards, allowing pets to enjoy the fresh air while providing a comfortable environment for their owners.
Are there any remote work vacation rentals in Dedham?
In Dedham, Massachusetts, there are several remote work-friendly vacation rentals available, making it a suitable option for those looking to balance work and leisure. Travellers can expect properties equipped with amenities such as reliable Wi-Fi, dedicated desks, ergonomic chairs, and even computer monitors to facilitate a productive work environment. Many rentals also feature comfortable living spaces that allow for relaxation after a day of work. 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 travellers 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 vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals comfortably. Most rentals also feature essential appliances such as microwaves, refrigerators, toasters, and coffee makers, suiting the needs of those who enjoy cooking and dining in. These amenities enhance the home-like experience, making it convenient for travellers to enjoy their stay in this charming town.
When is the best time to visit Dedham for a vacation rental?
July is the most popular time to book a vacation rental in Dedham, Massachusetts, as it falls within the peak season that extends from July through September. This vibrant summer period invites visitors to enjoy a variety of outdoor activities, from exploring lush parks to taking leisurely strolls along the scenic Charles River. The warm summer temperatures, typically ranging from the mid to high 20s Celsius, create an ideal backdrop for enjoying the local sights and sounds.

During July, Dedham buzzes with energy, attracting families and adventure-seekers alike who flock to the area's attractions, including the historic Dedham Village. This is a fantastic time to indulge in outdoor dining, local festivals, and even nearby beach trips, all while enjoying the camaraderie of fellow travellers.

For those looking for a more budget-friendly experience, consider visiting in December. This quieter month offers a unique charm, with festive decorations and a tranquil atmosphere great for peaceful explorations and enjoying local vacation events.
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?
In Dedham, Massachusetts, visitors can explore several great attractions that showcase the area's rich history and natural beauty. The Dedham Historical Society and Museum offers insights into the town's past, featuring exhibits and archives that highlight local heritage. For those interested in outdoor activities, the scenic Charles River is ideal for leisurely walks and kayaking.

The Endicott Estate is another highlight, a beautiful historic mansion surrounded by expansive gardens, superb for picnics and relaxation. Additionally, the nearby Legacy Place shopping centre provides a mix of retail shops, dining options, and entertainment, making it a popular spot for both locals and visitors.
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 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 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

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