
Vacation rentals in Dedham
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Top-rated vacation rentals in Dedham
Guests agree: these stays are highly rated for location, cleanliness, and more.

Charming Townhouse in Historic Town near Boston.
Spacious freshly renovated townhouse, part of an antique two family house. Separate entrance, private parking space. One big bedroom with a very comfortable queen size bed and huge closet. Living room has a queen size sofa sleeper, new smart TV, and two closets. Window a/c in the bedroom, window fan in the living room. Fully equipped eat-in kitchen. Brand new beautiful bathroom with a tub. For stays longer than 3 nights you can use washer and dryer that are located in the basement. (Not shared)

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN
Relax in the Bostonian, a stylish, pet-friendly apartment on the semi-basement level of a charming multi-family house. The apartment is air conditioned & overlooks a beautiful patio and backyard. Located in quiet Hyde Park neighborhood, a 30 minute drive into downtown Boston. Plenty of free streetside parking. Private in unit laundry. Professionally cleaned. Room 1: Queen size bed Room 2: Queen size bed Room 3: Living room couch, TV, electric fireplace Dining room: includes two wall arcades

Cozy house close to Boston
My home is very comfortable with a casual feel. I have three bedrooms with 1.5 bathrooms. I have two queen size beds and one twin size bed. My kitchen and bathrooms are updated. I have a cozy den with a Smart TV and a living room that is a comfortable place to relax. The outdoor area has a deck leading onto a patio with a fire pit. I have an outdoor gas grill. It's a great place to unwind and relax. It is fenced in with privacy. I also have a driveway and on street parking is available.

🎖The Ashmont Suite | Close to Subway + Downtown🎖
This high end & unique 3 bed / 2 bath unit is brand spanking new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. There are two great restaurants nearby - Molinari’s and Tavolo, as well as a local coffee shop & a Dunkin just across the T Station.

Peaceful Country Home, Dover, Ma: Private Entrance
Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod
Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

Lovely townhouse apartment minutes from Boston
Book your stay at this peaceful and centrally-located townhouse-style apartment just minutes from Boston. This newly renovated space features 2 bedrooms (one queen bed and one twin bed), one full bath (second floor), cozy living room with pull out sofa, and eat-in kitchen. Take advantage and relax by the outdoor fire pit (reservations required) or walk to Dedham Square for delicious food and shopping. Dates you need not available? Make sure to check out our other listing just next door!

Entire Historic Carriage House with Fireplace & AC
Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

Conveniently Located Private Garden Apartment
Garden-level apartment next to a public park yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy to take in all the Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay.

Cozy, historic 3 bedroom home close to Boston!
Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.

The Plant Haus
A peaceful oasis with easy access to Rt 1, Rt 128, and walking distance from Norwood Center and the Norwood Depot commuter rail stop that goes to South Station. 30 mins from Providence and Boston and less than 20 mins to Gillette Stadium. My place is located in a quiet community. I am just a phone call or text away should you need me!

Country Cottage in the City
This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. Besides the pool, there are two garden ponds where we keep decorative fish, and a regular parade of various types of birds and even wild turkeys and deer.
Popular amenities for Dedham vacation rentals
Other great vacation rentals in Dedham

Family Vacation Modern Home

Chic and Cozy Family Retreat Close to Boston

New modern 2bd condo: free parking/near train

Cozy & Bright Guest Unit

Your home in Boston

94_Elegant 4BR Home w/Yard & Ample Parking, Dedham

Cozy 2-Bedroom Apartment Near Dedham Legacy

Gorgeous 2nd Floor Home with Private Entry
When is the best time to visit Dedham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $128 CAD | $130 CAD | $128 CAD | $138 CAD | $146 CAD | $146 CAD | $143 CAD | $145 CAD | $143 CAD | $147 CAD | $152 CAD | $136 CAD |
| Avg. temp | -3 °C | -2 °C | 2 °C | 8 °C | 14 °C | 19 °C | 22 °C | 22 °C | 18 °C | 11 °C | 6 °C | 0 °C |
Frequently Asked Questions
How much does it cost to stay in house rentals in Dedham?
Experience the best of Dedham with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Where should I stay in Dedham?
Make yourself at home in Dedham by choosing from our most frequently booked neighborhoods. We have over 320 vacation rentals in Greenlodge, over 290 vacation rentals in Readville, and over 290 vacation rentals in East Dedham.
Do house rentals in Dedham have free parking?
Absolutely! We offer over 50 house rentals with free parking in Dedham. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Dedham?
Yes! Work meets play with ease at over 80 vacation rentals in Dedham featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Dedham?
Dedham has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Dedham?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with air conditioning, over 20 homes with free parking, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Dedham have a kitchen?
Absolutely! We offer over 40 house rentals with a kitchen in Dedham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Dedham have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning in Dedham. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Dedham?
Four-legged friends are welcome in Dedham. Choose from more than 30 vacation rentals for guests traveling with pets.
Do apartment rentals in Dedham have wifi?
Absolutely! We offer over 30 apartment rentals with wifi in Dedham. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Dedham

Total vacation rentals
Explore 120 vacation rentals in Dedham

Nightly prices starting at
Dedham vacation rentals start at $55Â CAD per night before taxes and fees

Verified guest reviews
Over 7,750 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
120 of Dedham vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Dedham rentals

4.9 Average rating
Dedham stays are highly rated by guests—averaging 4.9 out of 5!
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- Hampton Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- MIT Museum
- New England Aquarium
- Freedom Trail
- Good Harbor Beach
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Onset Beach
- Prudential Center
- Oakland Beach
- White Horse Beach
- Roger Williams Park Zoo
- Franklin Park Zoo
- Salem Willows Park




