2976+ Rental Villas and Private Getaways in Dudley Square |
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Dudley Square Vacation Rentals & One Degree Stays Homes

About Dudley Square Vacation Rentals

There are more than 2976 vacation rentals that are available in Dudley Square. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Dudley Square.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Dudley Square, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Dudley Square. Places to stay near Dudley Square are 574.11 ft² on average, with prices averaging US $437 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Dudley Square with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Dudley Square

Type Count
Holiday Apartments 2042
Vacation Homes 411
Villas 1

Use these Quick Filters to Find a Vacation Rental in Dudley Square

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Dudley Square.

Weather in Dudley Square, MA

View the weather forecast for Dudley Square before booking your Dudley Square Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Frequently Asked Questions About Dudley Square?

What are the top vacation rentals in Dudley Square?

There are a lot of options in Dudley Square. If you plan on staying in the Dudley Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Dudley Square:

How many vacation rentals have private pools in Dudley Square?

There are 29 vacation rentals with private pools near Dudley Square. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Dudley Square are best for families?

If you are looking for a family-friendly vacation home in Dudley Square, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Dudley Square:

How many onedegreestays vacation rentals are available in Dudley Square?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 2976 in the Dudley Square area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Dudley Square. 

Nearby Neighborhood (3) 
Neighborhood Property Count
Roxbury Vacation Rentals in Boston, Massachusetts 81
Washington Park Vacation Rentals in Boston, Massachusetts 25
Dudley - Brunswick King Vacation Rentals in Boston, Massachusetts 2634

People Also Ask

There are 2976 Dudley Square, MA Vacation Rentals

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