
Dudley Vacation Rentals
- Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
- OneKeyCashEarn OneKeyCash on all your eligible bookings
- Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
Our top choices for Dudley vacation rentals

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
The Tree House at Underhill Hollow
The Tree House at Underhill Hollow
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
SteamPunk Bunk House and Intergalactic Way Station
SteamPunk Bunk House and Intergalactic Way Station
Wizard's Roost at Underhill Hollow
Wizard's Roost at Underhill Hollow
Treehouse - Countryside - Farm Animals - Fire Pit
Treehouse - Countryside - Farm Animals - Fire PitFind vacation rentals that suit your style
Top Dudley Hotel Reviews

Comfort Inn & Suites Sturbridge - Brimfield
Find out more about Dudley
Everything you need to know about Dudley vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dudley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dudley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Dudley vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Dudley. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Dudley in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $108 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Dudley rentals
At Expedia, we put the best Dudley vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Dudley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dudley vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dudley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Explore a world of travel with Expedia
- Back Bay Hotels
- Motels in Worcester
- Boston Hotels
- Worcester Hotels
- Cheap Hotels in Boston
- Hotels near TD Garden
- Cheap Hotels in Worcester
- Seaport District Hotels
- Sturbridge Hotels
- Downtown Boston Hotels
- Hotels near Gillette Stadium
- Dudley Hotels
- Hotels near Fenway Park
- Hotels with Free Airport Shuttle in Boston
- Springfield Hotels
- Hotels near Logan Intl.
- Auburn Hotels
- Southbridge Hotels
- Webster Hotels
- Cambridge Hotels
- Flights from Nashville (BNA) to Boston (BOS)
- Flights from Dallas (DFW) to Boston (BOS)
- Flights from Seattle (SEA) to Boston (BOS)
- Flights from New York (LGA) to Boston (BOS)
- Flights from Los Angeles (LAX) to Boston (BOS)
- Flights to Boston
- Flights from Minneapolis (MSP) to Boston (BOS)
- Flights from Orlando (MCO) to Boston (BOS)
- Flights from Worcester Regional
- Flights from Phoenix (PHX) to Boston (BOS)
- Flights from Logan Intl.
- Flights from Fort Lauderdale (FLL) to Boston (BOS)
- Flights from Atlanta (ATL) to Boston (BOS)
- Flights from Pittsburgh (PIT) to Boston (BOS)
- Flights from Tampa (TPA) to Boston (BOS)
- Flights from Newark Liberty Intl. Airport (EWR) to Boston (BOS)
- Flights from Charlotte (CLT) to Boston (BOS)
- Flights to Massachusetts
- Flights from Miami (MIA) to Boston (BOS)
- Flights from Las Vegas (LAS) to Boston (BOS)
- Flights from Houston (IAH) to Boston (BOS)
- Flights from Columbus (CMH) to Boston (BOS)
- Flights from Washington (DCA) to Boston (BOS)
- Flights from Richmond (RIC) to Boston (BOS)
- Flights from Austin (AUS) to Boston (BOS)
- Flights from San Francisco (SFO) to Boston (BOS)
- Flights from Cleveland (CLE) to Boston (BOS)
- Flights to Worcester
- Flights from Raleigh (RDU) to Boston (BOS)
- Flights from San Diego (SAN) to Boston (BOS)
- Flights from Salt Lake City (SLC) to Boston (BOS)
- Flights from Chicago (ORD) to Boston (BOS)
- Flights from Detroit (DTW) to Boston (BOS)
- Flights from Baltimore (BWI) to Boston (BOS)
- Flights from Denver (DEN) to Boston (BOS)
- Flights from Indianapolis (IND) to Boston (BOS)
- Flights from Philadelphia (PHL) to Boston (BOS)
- Flights from Boston
- Flights from New York (NYC) to Boston (BOS)
- Franklin Vacation Rentals
- Ware Vacation Rentals
- Auburn Vacation Rentals
- Northborough Vacation Rentals
- Worcester Vacation Rentals
- West Brookfield Vacation Rentals
- Westborough Vacation Rentals
- Milford Vacation Rentals
- Wilbraham Vacation Rentals
- Shrewsbury Vacation Rentals
- Brimfield Vacation Rentals
- Rutland Vacation Rentals
- Central Massachusetts Vacation Rentals
- Webster Vacation Rentals
- Linwood Vacation Rentals
- Hopkinton Vacation Rentals
- Marlborough Vacation Rentals
- Charlton Vacation Rentals
- Uxbridge Vacation Rentals
- Sutton Vacation Rentals
- Brookfield Vacation Rentals
- Barre Vacation Rentals
- West Boylston Vacation Rentals
- Paxton Vacation Rentals
- Mendon Vacation Rentals
- Blackstone Vacation Rentals
- Massachusetts Vacation Rentals
- Northbridge Vacation Rentals
- Boston Vacation Rentals
- Sturbridge Vacation Rentals


















































































