
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.

New modern 2bd condo: free parking/near train
This newly renovated, modern unit on the 1st floor of a charming two-family house is situated on a quiet side street in Roslindale. Just under a mile from the commuter rail, only a quick 15-20min ride to downtown Boston. conEasy access to restaurants, shops, and some of Boston’s most stunning parks. The unit boasts a spacious kitchen, two cozy bedrooms, an open living, dining area, and two private entries. It’s the perfect retreat for both urban explorers and those seeking a peaceful getaway.

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.

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.

Country Charm minutes from the Hub - 1st Floor Apt
Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Your home in Boston
Welcome to a relaxing and peaceful stay surrounded by nature — just a 20-minute drive from the amazing city of Boston. You’ll have your own private entrance and a large green outdoor space perfect for unwinding. Enjoy the charm of a quiet neighborhood, ideal for families or travelers seeking comfort. This apartment features: 2 spacious bedrooms with 3 queen beds for maximum comfort A modern bathroom and kitchen with smart features A calm, cozy atmosphere designed to make you feel at home

Two bedrooms, full bathroom, and breakfast room
We offer the entire second floor of our home: two bedrooms, each with a queen-size bed, a full bathroom, and a well-stocked breakfast / snack room. We are located literally seconds off Rt. 128 / I-95, in a quiet, secluded area. Our deck, gardens and grounds (which include a pond, birdfeeders, and, perhaps, wildlife sightings) are available for your enjoyment. You will have complete privacy in your quarters, but we will be close at hand should you need advice or service. Gretje and Bob

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!

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

Upper-Level Oasis-Ideal for 2026 World Cup Visitor

Modern Style Cozy Private Apt

Historic Federal Period Bedroom Suite

Comfortable and Friendly

⭐️Perfect for business travelers & college visits⭐️

Cozy studio near VA Hospital & access to Boston

Private room #2 in Westwood MA

Cozy Somerville Room (Near MBTA/Bike Path)
When is the best time to visit Dedham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ342 | ﺩ.ﺇ345 | ﺩ.ﺇ342 | ﺩ.ﺇ367 | ﺩ.ﺇ389 | ﺩ.ﺇ389 | ﺩ.ﺇ382 | ﺩ.ﺇ386 | ﺩ.ﺇ382 | ﺩ.ﺇ400 | ﺩ.ﺇ389 | ﺩ.ﺇ393 |
| 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 apartment rentals in Dedham?
Experience the best of Dedham with our apartment 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 310 vacation rentals in Readville, over 340 vacation rentals in Greenlodge, and over 310 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 House Rentals in Dedham?
Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with wifi, over 50 homes with air conditioning, over 40 homes with a kitchen, over 50 homes with free parking, 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 house rentals in Dedham have wifi?
Absolutely! We offer over 60 house 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 130 vacation rentals in Dedham

Nightly prices starting at
Dedham vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 9,390 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
130 of Dedham vacation rentals include wi-fi 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
- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- New England Aquarium
- Freedom Trail
- MIT Museum
- Boston University
- Canobie Lake Park
- Boston Seaport
- Crane Beach
- Boston Convention and Exhibition Center
- Duxbury Beach
- Museum of Fine Arts
- Quincy Market
- Onset Beach
- Gillette Stadium
- Prudential Center
- Roger Williams Park Zoo
- Roxbury Crossing Station
- Boston Children's Museum




