Short-Term Rentals in Dudley Square, MA: Compare 10+ Sites & Save

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  4.  Massachusetts

  5.  Boston
  6.  Dudley Square

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2413 Best Short-Term Rentals in Dudley Square (Starting from $120)

Perrin Place Unit 1
Perrin Place Unit 1
Apartment
Boston, MA, USA
0.2k from Dudley Square center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Self-catering

5 Bedrooms12 Guests
8.7

Fabulous

32 reviews

$344
Average price / night
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3BD/Free Parking/Stocked Kitchen/10 min -> Boston
3BD/Free Parking/Stocked Kitchen/10 min -> Boston
Apartment
Boston, MA, 02119, United States
0.2k from Dudley Square center

AC, Dryer, Heater, Internet, Laundry, No Smoking

3 Bedrooms6 Guests
6.8

Good

3 reviews

$348
Average price / night
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Perrin Place Unit 3
Perrin Place Unit 3
Apartment
Boston, MA, USA
0.2k from Dudley Square center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
8.6

Fabulous

26 reviews

$430
Average price / night
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Sunny Artist Loft
Sunny Artist Loft
Apartment
Boston, MA, 02119, United States
0.2k from Dudley Square center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom30 Guests
New to Booking
$120
Average price / night
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Boston Luxury 3 bedroom Private Condo
Boston Luxury 3 bedroom Private Condo
Apartment
Boston, MA, USA
0.4k from Dudley Square center

Apartments, Luxury, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms6 Guests
9.1

Superb

12 reviews

$230
Average price / night
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Upscale Unit 1 at Perrin Place
Upscale Unit 1 at Perrin Place
Apartment
Boston, MA, 02119, United States
0.2k from Dudley Square center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
9.2

Superb

47 reviews

$343
Average price / night
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Brand New Luxury Rooms near downtown Boston
Brand New Luxury Rooms near downtown Boston
House
Boston, MA, USA
0.4k from Dudley Square center

B&bs, Luxury, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals

10 Bedrooms4 Guests
8.9

Fabulous

161 reviews

$139
Average price / night
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Modern & Cozy 3-Bedroom Condo near Downtown
Modern & Cozy 3-Bedroom Condo near Downtown
Condo
Boston, MA, 02125, United States
0.3k from Dudley Square center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms3 Guests
10.0

Exceptional

8 reviews

$360
Average price / night
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NEW! Boston Entire House Near MBTA, 3 Mi to Fenway!
NEW! Boston Entire House Near MBTA, 3 Mi to Fenway!
Apartment
Boston, MA, USA
0.5k from Dudley Square center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

8 Bedrooms16 Guests
8.8

Fabulous

4 reviews

$540
Average price / night
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Boston Modern Escape I Minutes to Downtown & South End
Boston Modern Escape I Minutes to Downtown & South End
Apartment
Boston, MA, 02119, United States
0.3k from Dudley Square center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$321
Average price / night
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NEW! Boston Condo Near MBTA, 3Mi to Fenway ! (U3)
NEW! Boston Condo Near MBTA, 3Mi to Fenway ! (U3)
Apartment
Boston, MA, USA
0.5k from Dudley Square center

Entertainment, Sports/Activities, Parking, Air Conditioner, Security/Safety, Fireplace/Heating, Internet

3 Bedrooms6 Guests
6.8

Good

23 reviews

$257
Average price / night
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NEW! Spacious Modern 3BR - FREE Parking - Heart of Boston
NEW! Spacious Modern 3BR - FREE Parking - Heart of Boston
Apartment
Boston, MA, 02121, United States
0.3k from Dudley Square center

3 Bedrooms9 Guests
New to Booking
$1245
Average price / night
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NEW! Boston Condo Near MBTA, 3 Mi to Fenway! (U2)
NEW! Boston Condo Near MBTA, 3 Mi to Fenway! (U2)
Apartment
Boston, MA, USA
0.5k from Dudley Square center

Internet, Air Conditioner, Guest Services, Security/Safety, Parking, Child Friendly

3 Bedrooms6 Guests
7.8

Good

14 reviews

$309
Average price / night
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Beautiful studio in historic neighborhood of Boston. Super close to downtown!
Beautiful studio in historic neighborhood of Boston. Super close to downtown!
Apartment
Boston, MA, 02119, United States
0.3k from Dudley Square center

AC, Crib, Free Parking, Heater, Internet, Kitchen, No Smoking, Outdoor Space, Toys

1 Bedroom4 Guests
9.8

Exceptional

46 reviews

$231
Average price / night
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NEW! Boston Condo Near MBTA, 3Mi to Fenway! (U1)
NEW! Boston Condo Near MBTA, 3Mi to Fenway! (U1)
Apartment
Boston, MA, USA
0.5k from Dudley Square center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Self-catering, Condos

2 Bedrooms4 Guests
7.3

Good

4 reviews

$195
Average price / night
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Upscale Unit 3 at Perrin Place
Upscale Unit 3 at Perrin Place
Apartment
Boston, MA, 02119, United States
0.4k from Dudley Square center

AC, Balcony, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
9.6

Exceptional

48 reviews

$432
Average price / night
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In-Unit Laundry Your Family and Friends Space
In-Unit Laundry Your Family and Friends Space
Apartment
Boston, MA, USA
0.9k from Dudley Square center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom13 Guests
4.5

Review score

2 reviews

$315
Average price / night
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Esjacpe Guest House 3
Esjacpe Guest House 3
House
Boston, MA, USA
0.9k from Dudley Square center

B&bs, Accommodations, Parking, Guest houses, Homestays, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$141
Average price / night
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Spectacular Boston City View
Spectacular Boston City View
Apartment
MA, USA
1.0k from Dudley Square center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms6 Guests
9.6

Exceptional

8 reviews

$463
Average price / night
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Amazing Boston Downtown City View Rooms
Amazing Boston Downtown City View Rooms
House
Boston, MA, USA
1.0k from Dudley Square center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Places to stay, Family

6 Bedrooms4 Guests
8.9

Fabulous

38 reviews

$177
Average price / night
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NEW! Boston Full Home Near MBTA! 3 Mi To Fenway!
NEW! Boston Full Home Near MBTA! 3 Mi To Fenway!
House
Boston, MA, 02125, United States
0.5k from Dudley Square center

AC, Free Parking, Heater, Internet, Microwave, No Smoking, Outdoor Space, Patio, Toys

8 Bedrooms16 Guests
10.0

Exceptional

5 reviews

$900
Average price / night
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Extremely clean and Affordable.
Extremely clean and Affordable.
Apartment
Boston, MA, 02119, United States
0.6k from Dudley Square center

AC, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Toys

3 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$241
Average price / night
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Great 1-bedroom apartment in superb Boston with fitness room, WiFi
Great 1-bedroom apartment in superb Boston with fitness room, WiFi
Apartment
Boston, MA, 02119, United States
0.6k from Dudley Square center

Dryer, Fitness Equipment, Internet, Laundry, Living Area, No Smoking, Washer

1 Bedroom4 Guests
7.0

Good

4 reviews

$183
Average price / night
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Furnished 3- Bedrooms near Hospitals & Universities in vibrant Boston w/ Wifi.
Furnished 3- Bedrooms near Hospitals & Universities in vibrant Boston w/ Wifi.
House
Boston, MA, 02119, United States
0.6k from Dudley Square center

AC, Heater, Internet, Laundry, No Smoking

3 Bedrooms4 Guests
New to Booking
$287
Average price / night
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Beautiful, Budget-Friendly Apt. l Steps to Free Buses and Minutes to Downtown
Beautiful, Budget-Friendly Apt. l Steps to Free Buses and Minutes to Downtown
Apartment
Boston, MA, 02119, United States
0.6k from Dudley Square center

Heater, No Smoking

3 Bedrooms6 Guests
New to Booking
$355
Average price / night
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Nightingale In Boston
Nightingale In Boston
Apartment
Boston, MA, 02119, United States
0.6k from Dudley Square center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

New to Booking
$345
Average price / night
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Historic Brownstone Elegance: Blue Colonial Suite
Historic Brownstone Elegance: Blue Colonial Suite
Apartment
Boston, MA, 02119, United States
0.6k from Dudley Square center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$512
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Dudley Square.

Stay Near Dudley Square's Top Attractions

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Dudley Square Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 2413 verified short-term rentals in Dudley Square, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Dudley Square vary depending on location, property size, and travel dates. Rates typically start from around $120 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Dudley Square include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Dudley Square, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Dudley Square often include amenities such as Fireplace/Heating, Internet, and Wellness Facilities, providing a comfortable and convenient stay.

Short-term rentals in Dudley Square are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.