Dudley Square holiday homes, MA, USA: Houses & more

Discover a selection of 6 apartments and other holiday rentals in Dudley Square that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include Wi-Fi and a pool. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Dudley Square

Showing deals for:7 Nov - 14 Nov

Excellent

(13 reviews)

Cozy Apartment | Near T

Boston, MA

19% off

S$409 per night

includes taxes & fees

Very good

(15 reviews)

Brand-new spacious 4 bedroom home, minutes from train station, free st parking

Boston, MA

8% off

S$744 per night

includes taxes & fees

Exceptional

(29 reviews)

Fresh Modern Triplex in a Classic Boston Row House, Amazing City Views!

Boston, MA

8% off

S$839 per night

includes taxes & fees

Fabulous City Triplex! Fort Hill Inn, Boston for best rates and more details

Exceptional

(44 reviews)

Fort Hill Inn- Modern City Triplex !L@@K Minutes to Center! With Parking!

Boston, MA

8% off

S$872 per night

includes taxes & fees

Exceptional

(36 reviews)

Beautiful studio in historic neighborhood of Boston. Super close to downtown!

Boston, MA

7% off

S$278 per night

includes taxes & fees

Exceptional

(13 reviews)

"Fort Hill Inn, Boston" Cozy Studio Suite, Eat in Kitchen, 5 minutes to Center

Boston, MA

8% off

S$251 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Dudley Square

3BD/Free Parking/Stocked Kitchen/10 min -> Boston

Sleeps 6 · 3 bedrooms · 2 bathrooms

Beautiful studio in historic neighborhood of Boston. Super close to downtown!

Sleeps 4 · 1 bedroom · 1 bathroom

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental accommodation in Dudley Square?

Based on our data, apartments are the most in-demand holiday property type in Dudley Square. But as you'd expect, everyone's idea of an epic stay is bound to be different. Vrbo has holiday rentals in a variety of sizes and shapes, and we'll help you find your perfect match.

How much does it cost to rent a holiday rental in Dudley Square?

The average price for a holiday rental in Dudley Square is based on a number of factors, such as property type, length of stay and time of year. Whether you'd like a sprawling villa with space for the whole family or a quaint cabin for just you and the kids, just enter your travel dates to see stays with great value.

How much does it cost to rent a beach house in Dudley Square?

The average price for a holiday home close to the beach in Dudley Square will depend on when you're going and the type and size of property you're searching for. You can easily find prices on Vrbo by entering your preferred travel dates. Then use our handy filter tool to pick the number of bedrooms and amenities that you prefer, such as WiFi, air conditioning and a hot tub.

What are popular rental amenities in Dudley Square?

Nearby museums is one of the more popular amenities guests are looking for in Dudley Square. Whatever style of Vrbo holiday rental you're thinking about booking, they all come with features to make your stay more comfy and convenient.

What are the top attractions for families in Dudley Square?

Keep the kids busy at these awesome family-friendly attractions in Dudley Square:

New England Aquarium
Museum of Science
Boston Tea Party Ship

How old do you have to be to rent a holiday rental in Dudley Square?

Age restrictions can vary across properties on Vrbo, so be sure to look at the rules of the holiday rental in Dudley Square you're interested in. But typically, it's 16, 18 or 21.

How long can I rent a holiday rental in Dudley Square for?

It really depends on the Dudley Square property. To browse a list of options offering extended stays, just type your dates and number of people into Vrbo. You can enjoy having the place to yourself, along with comforts such as air conditioning, a fully-equipped kitchen and a yard where your little ones can play. Keep an eye out for long-term stays that offer weekly or monthly discounts.