Apartment holiday rentals in Dedham

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Top-rated apartment rentals in Dedham

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Top guest favourite
An open living and dining area is highlighted by a wooden dining table set with decorative plates. The space features grey upholstered chairs and a cozy seating arrangement with light-toned furniture. A circular chandelier hangs above, while exposed brick accents add texture to the room.
Flat in Dorchester
4.96 out of 5 average rating, 171 reviews

🎖The Ashmont Suite | Close to Subway + Downtown🎖

This high end & unique 3 bed / 2 bath unit is brand 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’s also plenty of parking available in front of the property. As well as a local coffee shop & a Dunkin just across Ashmont T station.

Top guest favourite
A private deck features comfortable green seating and a glass table, surrounded by colorful potted flowers. Ocean views extend beyond the railing, with trees visible in the background, creating a peaceful outdoor space for relaxation.
Flat in Nahant
4.95 out of 5 average rating, 166 reviews

Ocean view studio with hot tub & access to Boston

All the amenities needed in a clean, spacious and modern apartment tucked away in a peaceful coastal town close to Boston. Studio with stunning ocean views, large private deck, hot tub, separate entrance, fast internet, granite kitchen, comfy couches, Breville Barista, bbq, and Sealy queen bed. Space is private with quiet residents in adjoining units. Off street parking. 2 sets of stairs to private entry, shared entrance by request. Use of hot tub at no additional cost. Short walk to beaches.

Guest favourite
Flat in Brighton
4.95 out of 5 average rating, 149 reviews

The Murthy : Bright • Spotless • W/D

Enjoy Boston in this elegant suite for long and short stays. Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 50” (x2) Roku TV Bedroom -> Fully Stocked Kitchen -> 2 Queen Bed -> 1 Twin Bed -> 1 Sleeper Sofa Rolling cot and air mattress available on request! Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Guest favourite
The kitchen area features vibrant red cabinetry and a white tiled backsplash. A small wooden table is set for two with black chairs, complemented by a bottle of wine and two glasses. Natural light filters through a large window, enhancing the inviting atmosphere.
Flat in Roslindale
4.85 out of 5 average rating, 227 reviews

Quiet Boston 1BD Near Train & Arboretum

Private 1BD apartment behind family home in Roslindale. Small, functional space with easy downtown access via commuter rail, free street parking, kitchen, WiFi, and green spaces. Perfect for family visits, university and medical stays, or business trips. Enjoy a neighborhood away from tourist crowds while staying connected to the city. Nearby Attractions - Roslindale Square (5 Mins Walk) - Arboretum (5 Mins Walk) - Forest Hills T Station (10 Mins) - Downtown Boston (15 Mins by Train)

Top guest favourite
A cozy living area is presented with a comfortable gray sofa and a dark wooden coffee table. A small dining table with two chairs is positioned near the patio doors, which are flanked by light curtains. A patterned area rug adds warmth to the hardwood floor.
Flat in Newton
4.93 out of 5 average rating, 402 reviews

Conveniently Located Private Garden Apartment

Garden-level apartment next to public park, yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy access to 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. Newton Short Term Rental - STRA-23

Guest favourite
The exterior of a Queen Anne Victorian home is showcased, featuring distinct turreted corners and a wraparound porch. Soft yellow lights illuminate the entrance, and the home is framed by verdant shrubbery. The architectural details reflect the building's historic charm within a quiet neighborhood.
Flat in Dedham
4.89 out of 5 average rating, 151 reviews

Prince Charming Suite *near Boston* sleeps 4-5

As you approach this non-smoking property, you will have access to on site parking. Within a few steps, you will arrive at the front door of the building. After entering and proceeding up one flight of stairs, you will find yourself at your home away from home. This private setting is nestled among single family homes. Once inside the unit, you will notice it has been professionally decorated with brand new furniture in a contemporary style for today's modern traveler.

Top guest favourite
A spacious bedroom is depicted, featuring a king-size bed dressed in crisp white bedding. Warm light emanates from two bedside lamps, illuminating simple wooden nightstands. Dark window shades frame the windows, contributing to a calm and restful environment.
Flat in Roslindale
4.93 out of 5 average rating, 134 reviews

Modern 1BR apt in Boston’s Roslindale Village

This place is on the 3rd floor of our newly renovated home in Boston's Roslindale, which is about 6 miles away from downtown (please look up the neighborhood to have a clear idea where it is). Our place is close to restaurants & bars in Rozzy Village and West Roxbury. There is a connection via bus at the corner to the subway at the Forest Hills Orange Line T-stop that will get you to downtown in about 30 min, and there is commuter rail in Roslindale Village.

Guest favourite
A bright living area features a cozy sofa and a small coffee table, with a colorful rug underneath. A sleek media console holds a television, while a glass cabinet displays decorative items. Light is provided by recessed ceiling fixtures, creating an open and airy atmosphere.
Flat in Roslindale
4.95 out of 5 average rating, 100 reviews

Forever Boston-5 mil Fenway, FreePrkg

Relax with the whole family at this peaceful neighborhood . The fully renovated first floor unit, offers plenty of space for an entire family with 3 bedroom and 1 full bathroom. Conveniently located on Jamaica Plain/Roslindale line. It is 2 min walk to the bus line, 10 min walk to Bellevue commuter rail, Roslindale Village and to the famous Museum of trees Arnold Arboretum. 6 miles to downtown Boston, 5 miles to Fenway Park and only 2 miles from Jamaica Pond.

Guest favourite
A compact studio space features a daybed with a colorful blanket and decorative pillows. A small dining table with red chairs is positioned nearby. A floor lamp provides soft light, and a narrow spiral staircase is visible in the background, leading to the upper level.
Flat in Jamaica Plain
4.93 out of 5 average rating, 155 reviews

Quirky studio in Jamaica Plain

Private entrance, bath, and kitchen. Located in an 1870 Victorian farmhouse, the studio has two single (twin) beds, for two people maximum. Convenient to T, near the shops and restaurants of JP, 20 min from downtown. PLEASE NOTE the STEEP STAIRS and a NARROW SPIRAL STAIRCASE which may not suit people with mobility or balance issues. (This is part of my larger listing for 4 people, "light and airy separate apartment in JP" with 200+ reviews, 4.9).

Guest favourite
A modern kitchen is visible, featuring stainless steel appliances, including a gas stove and a large kitchen sink. A dining table made of dark wood is surrounded by red metal chairs, providing a casual dining option. Natural light fills the space through a large window.
Flat in Quincy
4.96 out of 5 average rating, 290 reviews

Luxury, Location, Privacy. Walk to train. Boston

Luxury. Convenient. Short walk to train. 5 stops to South Station, The main station in Boston. Short walk to stores, restaurants. All brand new. Full gut renovation. Parking spot right outside your private entrance. This is a true getaway. Washer and Dryer also in unit. Beautiful park right across the street. One bedroom unit with a pullout couch in living room.

Top guest favourite
A spacious living area features a high wood-beamed ceiling and large windows overlooking greenery. A comfortable couch and plush chairs are arranged around a coffee table. A staircase leads to a loft area, and a flat-screen TV is visible in the background.
Flat in Roxbury
4.97 out of 5 average rating, 416 reviews

Light-Filled Luxury Apartment with View

Beautiful top floor luxury apartment in stately Victorian home. Extraordinary views of historic park as your front yard! Your own entrance through a private garden. Apartment is a studio-style open living space with full kitchen, living area, and bedroom bay with queen bed. Also includes loft bedroom with 2 twin beds.

Top guest favourite
A compact living area is presented with a spacious bed adorned in a textured white and green quilt, providing contrast against a soft, green rug. A light grey sofa and a small round table create a cozy seating arrangement, surrounded by decorative wall art.
Flat in Jamaica Plain
4.89 out of 5 average rating, 594 reviews

Serene Studio in a Perfect Location

Our 500 sf 2 room apartment is quiet, private & ideally situated in the heart of Jamaica Plain-just a 4 min. walk to the Orange Line subway and buses. It offers a super comfortable bed, and all the necessities-wifi, 4K smart TV, large eat-in kitchen, Nespresso coffee, and free on-street parking.

Popular amenities for Dedham apartment rentals

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Quick stats about flat rentals in Dedham

  • Total holiday rentals

    Explore 40 holiday rentals in Dedham

  • Nightly prices starting at

    Dedham holiday rentals start at €26 per night before taxes and fees

  • Verified guest reviews

    Over 3,470 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of Dedham holiday 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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