Dedham holiday lettings

We found 3,005 holiday rentals — enter your dates for availability

Discover a selection of 6 homes and other holiday rentals in Dedham that are perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as a hot tub and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Dedham

Showing deals for:6 Mar - 13 Mar

Image gallery for Sunlit Spacious 3BR in Heart of Downtown Boston! Guest Favorite!

Living Room
10 out of 10, Exceptional, (56 reviews)
Exceptional
(56 reviews)

Sunlit Spacious 3BR in Heart of Downtown Boston! Guest Favorite!

Boston, MA

8% off
Price is £3,114
for 7 nights, 1 apartment
£445 per night
includes taxes & fees
Sunlit Spacious 3BR in Heart of Downtown Boston! Guest Favorite!

Find spaces that suit your style

The captivating city of Dedham awaits you

The area's churches and entertainment are just some of the reasons to come on holiday to Dedham. Travellers to this welcoming city praise the basketball games, shopping and university setting. Fenway Park and Copley Square are just a couple of the must-see attractions in the area. With a holiday 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 looking for attractions to visit in the area? Venture out of your cosy holiday rental and check out everything that Dedham has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • New England Aquarium (10 mi / 16.1 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)
  • Granite Links Golf Club (6.2 mi / 9.9 km)

Exploring the natural features in Dedham

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Dedham is a great place to get out in nature. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Transport to and around Dedham

Fly into Norwood, MA (OWD-Norwood Memorial), the closest airport, located 3.9 mi (6.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Boston, MA (BNH-Boston Harbor Seaplane Base), which is 10.8 mi (17.4 km) away.

If you prefer train travel, 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 holiday rental?
When considering a holiday rental in Dedham, Massachusetts, a popular area to stay is the charming neighbourhood surrounding Dedham Square. This locale is not only picturesque but also steeped in history, offering a delightful mix of shops, restaurants, and local cafes. A highlight of Dedham Square is the Dedham Historical Society, where visitors can learn about the rich heritage of the area.

Another attractive option is the area near the Blue Hills Reservation, a stunning natural landscape that provides ample opportunities for outdoor activities such as hiking and birdwatching. Staying close to this natural gem allows for easy access to various trails and scenic vistas, making it great for nature enthusiasts.

In terms of holiday rentals, Dedham boasts a variety of properties, with many options available in both Dedham Square and near the Blue Hills Reservation. This ensures that visitors can find suitable accommodations that cater to their preferences, whether they seek a quaint cottage or a more modern apartment.
How much does it cost to rent a holiday home in Dedham?
Prices for holiday 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 holiday 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 holiday rental accomodation in Dedham?
In Dedham, both apartments and holiday houses are popular choices for travellers, with several options available in the area. The apartments are often located in convenient neighbourhoods, providing easy access to local amenities and transportation links. Most rooms come equipped with essential amenities like fully fitted kitchens, comfortable living areas, and laundry facilities, making them ideal for longer stays.
Are there any family house rentals in Dedham?
In Dedham, Massachusetts, there are several family-friendly house rentals available, making it a great choice for those travelling with children. The neighbourhoods in and around Dedham offer spacious homes equipped with essential amenities like full kitchens, comfortable living rooms, and outdoor spaces for kids to enjoy. Many properties provide air conditioning and Wi-Fi, ensuring a pleasant stay for families.
Can I rent a holiday home with a pool or hot tub in Dedham?
In Dedham, Massachusetts, there are several holiday homes available for rent that feature pools and hot tubs. This charming suburb, located just a short drive from Boston, offers a peaceful setting while still being conveniently close to the city's attractions. Many of the properties in Dedham come equipped with private pools, outdoor seating areas, and hot tubs, providing a superb oasis for relaxation.
Can I find long-stay holiday rentals in Dedham?
A long-stay holiday 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, there are several pet-friendly house rentals available for travellers seeking a comfortable stay. Many of these holiday homes come equipped with amenities such as spacious backyards, modern kitchens, and comfortable living areas, making them ideal for families or groups. The area is known for its suburban charm, with properties often featuring outdoor spaces superb for pets to enjoy.
Are there any remote work holiday rentals in Dedham?
In Dedham, Massachusetts, there are several remote work-friendly holiday rentals available, making it an ideal choice for those looking to combine work and leisure. Many of these properties are equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable desks with ergonomic chairs, allowing for a productive work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Dedham holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 holiday 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 holiday rental?
The best time to visit Dedham for a holiday rental is during the vibrant summer months, particularly July, when the town comes alive with activity. This peak season, running from July to September, is superb for those who enjoy outdoor adventures, local festivals, and exploring the beautiful parks that Dedham has to offer. With warm temperatures averaging around 25°C, you can comfortably engage in sightseeing and leisurely strolls through the scenic landscapes.

July is especially popular due to the numerous family-friendly events and the chance to soak up the summer sun at nearby lakes or enjoy a picnic in one of the area's lovely green spaces. The atmosphere is lively, making it a fantastic time for socialising with fellow travellers and experiencing the local culture.

For those looking for a more budget-friendly option, consider visiting in December. While this is the low season, it offers a unique charm as Dedham transforms into a winter wonderland, superb for cosy getaways. You can enjoy the festive decorations and perhaps indulge in some shopping at local boutiques, all while avoiding the summer crowds.
How early should I book a Dedham holiday rental?
Book your Dedham holiday 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 holiday 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, visitors can explore a variety of attractions showcasing the area's rich history and natural beauty. The Dedham Historical Society and Museum offers insight into the town's past, featuring exhibits that highlight local heritage. Nearby, the picturesque Riverdale Park provides a serene setting for outdoor activities, including walking trails and picnic areas along the Charles River.

The Dedham Community Theatre, a charming venue, often screens independent films and hosts community events, making it a lovely spot to enjoy local culture. For shopping enthusiasts, the Legacy Place shopping centre features a mix of retail shops, restaurants, and entertainment options, all within a short distance from the town centre.
Can I change or cancel my Dedham home rental booking on Vrbo?
To find Dedham holiday 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 cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More holiday ideas