Dedham holiday rentals

We found 3,228 holiday rentals — enter your dates for availability
Discover a selection of 7 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 Nov - 13 Nov

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Why visit Dedham

  • Historic Dedham Square: Explore the charming Dedham Square, featuring quaint shops and rich history.
  • Cultural Experiences: Engage with local artisans at the pottery studio, showcasing unique craftsmanship.
  • Urban Parks: Relax in scenic urban parks perfect for leisurely strolls and picnics.
  • Local Heritage: Discover the town's rich heritage at the local museum and historical society.
  • Quaint Neighbourhoods: Wander through Upper Dedham and East Dedham for a delightful urban atmosphere.

Popular types of accommodation in Dedham

Discover Dedham, Massachusetts, where charming holiday rentals await. Explore local attractions, historic landmarks, and unique experiences in this vibrant city. Choose from comfortable apartments, private holiday homes, or cosy condos, complete with well-equipped kitchens and friendly service. Enjoy competitive room rates and star accommodations that ensure a memorable stay. Whether you’re visiting for leisure or business, Dedham offers the perfect blend of comfort and local charm.

  • Apartments: A favoured choice for visitors, offering modern comforts and convenient locations.
  • Private Holiday Homes: Ideal for those seeking a homely atmosphere, providing ample space and privacy.
  • Condos: A popular option that combines the benefits of home and hotel living, often with shared amenities.
  • House Boats: A unique lodging experience, perfect for those wanting to enjoy waterfront views and a relaxed lifestyle.
  • Cottages: Quaint and charming, these provide a picturesque setting for those looking to unwind.**

Top attractions near Dedham

Dedham, Massachusetts offers an array of urban attractions perfect for family, city, and business enthusiasts. Visitors can explore historic houses, stroll along its charming streets, and relax in urban parks. The town’s rich heritage is celebrated at its local museum and historical society, while dedicated artisans at the local pottery provide a unique cultural experience. Dedham delivers a blend of outdoor and cultural delights that capture the essence of its vibrant community.

  • Fenway Park: A historic sports stadium, radiating rich cultural and sporting vibes. Its historical significance and energetic atmosphere offer a unique experience.
  • Boston Common: A charming urban park exuding city, family, and outdoor vibes. Ideal for leisurely strolls and picnics in a vibrant setting.
  • Copley Square: A modern square known for its city vibes and contemporary appeal, perfect for an invigorating urban experience.

Things to do recommended for couples

Experience Dedham's charm with cosy walks along its historic lanes, a delightful dinner at a quaint local eatery, and a peaceful boat ride on serene waters, perfect for a romantic escape.

Things to do recommended for families

Families will delight in the scenic beauty of the Dedham Heritage Rail Trail, perfect for cycling and walking. Visit the nearby Blue Hills Reservation for hiking and picnicking, or explore the interactive exhibits at the Dedham Historical Society, offering a glimpse into local history.

Things to do recommended for groups

Experience the charming Dedham Village with its quaint shops and eateries, explore the scenic trails of the Charles River, or enjoy a fun-filled day at the Dedham Community Theatre, perfect for group outings and film enthusiasts.

*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

Whether you are travelling with a group, as a family, with your pets or seeking longer stays, ensure you set the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Dedham with a group: Consider how many bedrooms you'll require, along with amenities like a full kitchen or an outdoor area for group gatherings. Fortunately, Stayz allows you to filter for all these and more.
  • Traveling to Dedham with young kids: Traveling with young children can be demanding. You must prioritise their comfort and safety, ensuring access to age-appropriate facilities, for instance a private swimming pool. It is also wise to consider how close you are to attractions that cater to families.
  • Taking your pets with you to Dedham: For many, a family holiday simply isn’t complete without their four-legged companion. If this resonates with you, then explore Stayz properties that welcome pets. Most pet-friendly accommodations provide feeding bowls and beds to ensure that everyone feels right at home.
  • Planning for a long term stay visiting Dedham: If you're in search of holiday rentals offering discounts 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 accommodations. Don't forget to consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Dedham

Discover Dedham, Massachusetts, a city blending family-friendly charm with a business vibe. Explore the historic Dedham Square, the quaint streets of Upper Dedham, and the vibrant East Dedham area. Each neighbourhood offers a unique urban and romantic atmosphere perfect for a city-themed holiday, where friendly locals and enriching experiences await every traveller.

  • Boston: Boston, a bustling metropolis, is interwoven with the historical fabric of Dedham. This urban centre offers a diverse travel experience, appealing to those in search of city-themed, cultural, and family adventures. Visitors can explore various attractions including educational institutions, lively music concerts, and expansive shopping centres. Not far from its iconic historic sports stadium, the event conference venue and sports facility stadium further enhance the city's vibrant appeal.
  • Hyde Park: Located 3km from Dedham, Hyde Park is a charming neighbourhood that invites travellers to a blend of family, city-themed, and outdoor experiences. The area boasts accessible shopping centres, arts venues, and educational establishments. Its proximity to landmarks such as a historic sports stadium, a tranquil urban park, and a revered historic site provides a rich tapestry of cultural and recreational activities.
  • West Roxbury: Situated 5km from Dedham, West Roxbury offers a distinctive urban experience with a focus on city-themed, family, and business-oriented activities. The locality is well-connected to educational hubs and shopping centres, including a prominent shopping centre that caters to diverse tastes. Its nearby attractions, featuring a modern college university, a historic sports stadium, and another historic college university, contribute to its unique blend of academic and cultural heritage.

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 SunnyAverageAverage
June66.4°F (19.1°C)Light RainMostly SunnyAverageSlightly High
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 Stayz is simple

Looking to cut costs on your upcoming journey? Flexibility with your travel dates may be the key, as fares often fluctuate. You might also secure considerable savings by opting for a longer stay. To locate a Stayz property that aligns with your budget, simply use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Discover Stayz's pioneering Trip Board – a feature designed with you in mind. It offers a dedicated space to initiate new adventures, resume those you’ve paused, or simply review and organise your travel plans. Any properties you’ve previously saved or booked can now be conveniently accessed under Potential, Upcoming or Current Trips. For more details on how to use Trip Boards, please visit: https://www.stayz.com.au/trips

**Based on Vrbo properties bookings.

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 TD Garden 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)
  • 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 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)
  • Boston Harbor (10.2 mi / 16.4 km)
  • Arnold Arboretum (4.4 mi / 7.1 km)
  • Beecher St Play Area (6 mi / 9.7 km)
  • Chestnut Hill Reservoir (6.3 mi / 10.2 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 most popular type of holiday home accommodation in Dedham?
The most sought-after types of holiday homes in Dedham are houses. Searching for something different? Stayz has many options to match our guests' unique needs, so you'll see holiday homes in all sizes, and for all budgets. The ideal fit is ready and waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Dedham?
The average price for a holiday home in Dedham can vary based on factors including property type, length of stay and season. Whether you're looking for a sprawling house with room for friends and family or a quaint cottage just enough for two, just enter your dates of travel to view stays with great value.
How much does it cost to rent a beach house in Dedham?
Prices for beach houses in Dedham may differ depending on the size and type of the property and when you plan to travel. Simply enter your dates of travel into Stayz and how many guests to see your options and prices. From there you can use our filter tool to refine your search by ratings, amenities and more.
Are there pet-friendly holiday homes in Dedham?
With eight properties that allow pets, your furry best friend can join in on your Dedham getaway. Use our filter tool to search our pet-friendly holiday homes and find a stay that's pawfect on Stayz.
What are popular home amenities in Dedham?
When it comes to home amenities that people are looking for in Dedham, a fireplace, nearby museums and a garden are the most popular. With Stayz holiday homes, you'll find options to suit your taste and style, whether you're going on a trip with your partner, your friends or even pets.
Are there large group holiday homes in Dedham?
Take your pick of three Stayz properties in Dedham that can sleep five or more people. You'll get all the room and privacy you need to relax with your loved ones — and nobody else.
Are there holiday homes in Dedham that welcome kids?
With eight family-friendly holiday homes to select from in Dedham, now is a superb time to introduce your little ones to the wonders of travel. Simply click on our "Properties good for families" filter to find stays that feature conveniences ideal for holidaying families, such as kitchens, backyards, hot tubs and bunk beds.
What are the top attractions for families in Dedham?
There are loads of cool things to see and do with the family in Dedham, including:

  • Franklin Park Zoo
  • John F. Kennedy Presidential Library and Museum
  • Legacy Place

Can I find two-bedroom holiday homes in Dedham?
Dedham has two two-bedroom properties for you to pick from. Discover a holiday home with all the privacy and space you need at an attractive price on Stayz.
Are there holiday homes with WiFi in Dedham?
Dedham has four holiday homes with WiFi, so you'll be able to stay connected while on holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to updating your social media, these Stayz homes make it a breeze to get online.
How can I find holiday homes with air conditioning in Dedham?
Select your dates and then make use of the filters to view holiday homes with air conditioning in Dedham on Stayz. With seven air-conditioned properties available here, you can look forward to a cool and comfortable trip.
How old do you have to be to rent a holiday home in Dedham?
We advise checking with the Dedham holiday home you're looking at on Stayz as age restrictions differ. However, generally it's 16, 18 or 21.
How long can I rent a holiday home in Dedham for?
The length of time you can book a holiday home in Dedham varies according to the property. Simply enter your preferred travel dates to view a list of options offering extended stays. With plenty of features like full kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to discover a perfect place to call your home away from home in Dedham.