2973+ Hotel & Resort Deals in Dudley Square |
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  4. Dudley Square

Dudley Square Hotels, Resorts, and Rentals

About Dudley Square Vacation Rentals

There are more than 2973 places to stay in Dudley Square that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Dudley Square.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Dudley Square, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Dudley Square. Places to stay near Dudley Square are 582.13 ft² on average, with prices averaging US $432 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Dudley Square with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Dudley Square

Type Count
Holiday Apartments 2041
Vacation Homes 411
B&B 9
Unique Vacation Rentals 3
Villas 1

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

★ Pro Tip: Hotala has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay 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 hotels or resorts in Dudley Square?

You have a lot of choices in or near Dudley Square. If you need a hotel in the Dudley Square area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Dudley Square:

How many vacation rentals have private pools in Dudley Square?

There are 25 accommodation options with private pools in or near Dudley Square. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

Which hotel or resort in Dudley Square is best for families?

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

How many hotels, resorts, or rentals are available in Dudley Square?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 2973 in the Dudley Square area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Dudley Square.

Nearby Neighborhood (3) 
Neighborhood Property Count
Roxbury Hotel & Resort Deals in Boston, Massachusetts 80
Washington Park Hotel & Resort Deals in Boston, Massachusetts 28
Dudley - Brunswick King Hotel & Resort Deals in Boston, Massachusetts 2634

People Also Ask

There are 370 hotels in Dudley Square 1 resorts, and 2453 rentals

Recently Booked Hotels, Resorts, or Rentals in Dudley Square