
House vacation rentals in Dedham
Find and book unique houses on Airbnb
Top-rated house rentals in Dedham
Guests agree: these houses are highly rated for location, cleanliness, and more.

The Red Door Carriage House
The Red Door Carriage house is a historic 90 year-old structure that was the carriage house for the original farmhouse (our home) on the property. Located in beautiful West Roxbury Mass., the unit is 3 miles from Fenway (Red Sox), Longwood Medical Center (all of the major hospitals) and 2 miles from Boston College. A 5 minute walk to the West Roxbury commuter rail station (10 minutes to South Station) and all bus lines into Boston, this apartment is a spectacular private and tranquil retreat.

All New Private Country Setting (2 Level-No Share)
We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Modern home 22 min Boston, 20 min Gillette Stadium
Experience New England charm in this luxury home, with over 3,500 sq. feet of living space. This home has many unique characteristics that includes a Koi pond, a majestic backyard and an indoor sauna to make your short term or long term stay more comfortable. It's located in a quiet neighborhood that is walking distance to Glen Echo Park, where hiking, and fishing is available. It's 2 min away from shops, major highways, and has a 6-car driveway and abundance on-street parking. Pet friendly!

~*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 en suite w/ high ceilings
 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Lots of natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Safe walkable neighborhood.

Premium Condo 2B1.5B in Newton 30+ Day Rental Only
Minimum stay is 30 days. This fully furnished 2-3 beds and 2.5 bath duplex condo is ideal for comfortable extended stays. The home offers spacious living areas and flexible sleeping arrangements, suitable for families, professionals, and graduate students seeking stable monthly housing. The upper level includes 2 bedrooms and 1.5 bathrooms, with an additional bedroom and full bath on the lower level available based on occupancy. Utilities and WiFi are included for a convenient long-term stay.

All the comforts of home, quiet city neighborhood
Sleep peacefully in this beautiful home above Oak Square>Brighton>Boston. Updated, comfortably furnished, well-stocked with electronics, appliances, and housewares. Driveway parking spot. Ideal for couples, solo adventurers, and business travelers with auto or use ride services. Laundry service one mile away. Newbury Street: 8 miles away, North End: 9 miles, Seaport: 9 miles, Logan airport: 11 miles. Close to BC/Harvard; 1 mile from I-90/Mass Pike in Newton Corner, restaurants, attractions.

FIFA Soccer 3 bdrm 2 bath home Walk to Gillette
Welcome to a perfect getaway just 1 mile from Gillette Stadium! This updated 3-bedroom, 2-bath duplex home is ideal for Patriot games, Concerts, & weekend escapes. Walk to Gillette & avoid parking costs & traffic. Ask about early arrivals, featuring an oversized deck-gas fireplace, grill & firepit. On a quiet wooded acre, this home offers both convenience and relaxation. 1 hr to Beaches/ Mountains. Between Boston & Providence Major Events: - FIFA World Cup Soccer 2026 - Patriot games

Beautiful & Historic New England Colonial c.1780
The Zadock Taft House is the quintessential historic New England post & beam colonial home & listed on the National Registry of Historic Places. The house is fully climate controlled and includes 3 bedrooms, a cozy “family parlor” providing a perfect to relax and watch tv, and our wonderfully restored “tea room” and “flower room!” We invite guests to step back in time while enjoying modern day amenities! Gillette Stadium-30min. Boston-50min. Providence-25min. Newport-60min. Worcester-25min.

Spacious, Cozy Home in Greater Boston - 4 Beds
Modern, spacious, and family friendly home in lovely North Quincy neighborhood of historic Quincy. Thoughtfully designed with large family room, 55 inch TV, Large parking lot, and porch. Comfortably sleeps at least 8! 10 Minute walk to Red Line Subway , only a 20 minute ride to downtown Boston! Easy access to South Station, Logan Airport, North End, Faneuil Hall, Government Center, Boston Common, Harvard Square, Back Bay, Fenway Park, and Beacon Hill.

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.

Now availJamaica Plain & Arboretum 20min toBoston
Bright and sunny 2-bedroom retreat with a fully equipped kitchen, spacious bath with rain shower and tub, and TVs in each room. Enjoy fresh coffee daily with espresso maker, milk steamer, and grinder provided. Including a blender..A selection of teas .WiFi and off-street parking included. Private, peaceful, and filled with natural light—perfect for relaxing mornings and cozy evenings!
Popular amenities for Dedham house rentals
House rentals with a pool

Private heated Pool *Easy Boston Access! STR-25-22

Pool Is Open! 4-Bed Home w/Pool + Walking Trails

Hopkinton Mass 3+ Bedrooms - Great location!

Bauhaus Retreat in Nature Preserve w/ Pool

Beautiful Spacious 4BRM House!

the house of id; vintage shop, accessible space

Spacious vacation unit in premium suburban town

Explore Boston in style! Dream home (STR-26-3)
Weekly house rentals

New modern 2bd condo: free parking/near train

Charming Boston Single Fam Home Near Commuter Rail

Boston Buccaneer Retreat

Bright & Spacious Boston (Firepit & Free Parking)

Home in Boston/Milton

Spacious Milton Home | Yard & Parking | Gillette

Single Family Boston House Great Privacy

Entire home 3 miles from Gillette, sleeps 7.
Private house rentals

Beautiful single family house built on a hill

Brand New 4BR 2.5Bath House 20Min Downtown Boston

Private Heaven with a Vineyard

Rent the Beach at Lakeshore Retreat

Upscale Boston 2 BR w/ Off Street Parking

Elegant Chestnut Hill Home | 30 Min to FIFA 2026

Modern Single Family Home minutes from Fort hill

Heathman Manor
When is the best time to visit Dedham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $112 CAD | $113 CAD | $121 CAD | $109 CAD | $121 CAD | $124 CAD | $119 CAD | $126 CAD | $127 CAD | $134 CAD | $126 CAD | $126 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 |
Quick stats about house rentals in Dedham

Total vacation rentals
Explore 70 vacation rentals in Dedham

Nightly prices starting at
Dedham vacation rentals start at $42Â CAD per night before taxes and fees

Verified guest reviews
Over 3,850 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 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!
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Family-friendly rentals Dedham
- Rentals with a fireplace Dedham
- Rentals with a firepit Dedham
- Apartment rentals Dedham
- Pet-friendly rentals Dedham
- Rentals with a washer and dryer Dedham
- Rentals with a patio Dedham
- Rentals with outdoor seating Dedham
- House rentals Norfolk County
- House rentals Massachusetts
- House rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Gillette Stadium
- Northeastern University
- Boston Convention and Exhibition Center
- Freedom Trail
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Onset Beach
- Roxbury Crossing Station
- Quincy Market
- Museum of Fine Arts
- Prudential Center
- Roger Williams Park Zoo





