
Holiday houses in Dedham
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Top-rated holiday 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)

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

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!

Hidden Gem Near Boston w/ 2 bedrooms HighSpeedWifi
Our place is close to LegacyPlace w/ shopping, restaurant, cinema, bowling, whole foods. Less than 10 minutes to Trillium Brewing. 4-5 minutes walk to Train Station, around 20 min commute to Boston. Separate entrance, living room, big play room, full bath, fully equipped kitchen. Free Washer & Dryer. High speed internet. Off street parking. Our place attracts Boston Marathon runners. Very convenient for runners to get to Boston Common shuttle bus then to the Start line of the Marathon.

Cozy studio near-Train&Bus, safe area in Boston
Small.studio, Newly renovated , with private Parking included,, free WIFI, Smart TV 55” ,Smart lock (keyless) with code. Near VA Hospital and Faulkner Hospital and next to train and buses in Boston, quiet and safe neighborhood, , walking to restaurants, supermarket Market, gyms, CVS , Walgreens, Parks, and less than 15 minutes from Brigham and women Hospital, Beth Israel Hospital, and Harvard Medical school. And is Not allowing smoke and Not pets (dogs, cats , ect. ) in this property

#214-D Easy Commute and Mature Trees
Relax and recharge at this peaceful place. Surrounded by mature trees, this conveniently located house has easy access to the I-95 highway, Legacy Place shopping mall w/ restaurant, cinema, bowling, whole foods. 10 minutes walk to the Endicott Train Station, around 25 min commute to Boston. This room has a full-size bed (sleeps 2) and a folding bed (sleeps 1). Need to specify three guests to have the folding bed ready. Public space shared with other guests.

Cozy Whole-Apt | Free Parking & Easy Transit
Perfect for short stays, this cozy and peaceful apartment offers a clean, inviting space just a 20-minute drive to downtown Boston. Enjoy a comfy queen bed, modern living area, and a fully equipped kitchen. Natural light, hardwood floors, and thoughtful details creating a relaxed vibe. FREE parking and easy access to public transportation makes getting around simple and stress-free. Ideal for quick getaways, solo travelers, or couples exploring the area.

Private apartment close the city!
New couch! New towels and linens! Fresh paint! New flooring coming soon. I heard the feedback and am refreshing/updating everything! My goal is happy guests and I'll do my best to make that happen. This private apartment is part of my home but has a separate entrance, full bath, living room and private bedroom. We're in a family neighborhood close to the city, and very convenient for those visiting with a car.

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.

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.

Cozy & Bright Guest Unit
Welcome to your home away from home! This newly renovated, garden-level 1-bedroom apartment suite offers the perfect mix of comfort and convenience. Whether you’re staying for a short visit or an extended trip, you’ll have everything you need to relax and enjoy the Greater Boston area.
Popular amenities for Dedham holiday rentals
Other great holiday rentals in Dedham

Modern Home - w/ Comfort Amenities

[Dreamy Room New-Wells Hosp /5 min to/ T station ]

Beautiful room/ 1 free parking spot /Washer-Dryer

Great room, beautiful yard and nice neighborhood.

Stay in Boston Historic Lower Mills 2

Clean and cozy five star B

Room in gingerbread house

Charming & Cozy Large Room with 2 Single Beds & TV
When is the best time to visit Dedham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $141 AUD | $143 AUD | $141 AUD | $152 AUD | $161 AUD | $161 AUD | $157 AUD | $161 AUD | $152 AUD | $163 AUD | $167 AUD | $151 AUD |
| 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 |
Quick stats about holiday rentals in Dedham

Total holiday rentals
Explore 120 holiday rentals in Dedham

Nightly prices starting at
Dedham holiday rentals start at $61 AUD per night before taxes and fees

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

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
120 of Dedham holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Boston Common
- TD Garden
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- New England Aquarium
- Duxbury Beach
- Good Harbor Beach
- Freedom Trail
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Museum of Fine Arts, Boston
- Onset Beach
- Quincy Market
- Oakland Beach
- Prudential Center
- Roger Williams Park Zoo
- White Horse Beach
- Salem Willows Park
- Franklin Park Zoo