Dudley Holiday Rentals

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Holiday Rentals in Dudley

12B-Cozy 3BR Apartment with Koi Pond in Worcester

Millbury
The price is NZ$744
includes taxes & fees
16 Nov - 17 Nov
12B-Cozy 3BR Apartment with Koi Pond in Worcester

Wizard's Roost at Underhill Hollow

North Grosvenordale
9.6 out of 10, Exceptional, (20)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is NZ$279
includes taxes & fees
24 Nov - 25 Nov
Wizard's Roost at Underhill Hollow

The Carriage House at Chaprae Hall

Killingly
10.0 out of 10, Exceptional, (30)
"Wonderful place to be"
United States
David M.
The price is NZ$320
includes taxes & fees
9 Dec - 10 Dec
The Carriage House at Chaprae Hall

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Willington
9.8 out of 10, Exceptional, (10)
"My husband, two teen daughters, and myself stayed here for a night on our way to visit UConn. It was very comfortable and cozy… a home away from home. Love the electric fireplaces as they add ambience and relaxation. Would recommend!"
United States
GIOVANNA S.
The price is NZ$401
includes taxes & fees
12 Nov - 13 Nov
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

The Tree House at Underhill Hollow

Thompson
9.4 out of 10, Exceptional, (33)
"We enjoyed Underhill Hollow, beautiful spot with whimsy & hospitality."
United States
amy m.
The price is NZ$306
includes taxes & fees
16 Nov - 17 Nov
The Tree House at Underhill Hollow

SteamPunk Bunk House and Intergalactic Way Station

Thompson
10.0 out of 10, Exceptional, (14)
"The Steampunk house was delightful. A new surprise in every cabinet and room. Accommodations were very comfortable. A couple of suggestions - improve the internet access and TV options. More dishes. But otherwise wonderful."
United States
Michelle J.
The price is NZ$296
includes taxes & fees
21 Nov - 22 Nov
SteamPunk Bunk House and Intergalactic Way Station

Apartment in town center #1

West Brookfield
8.6 out of 10, Excellent, (24)
"A friend and I stayed here for 2 nights. The directions for parking and checking in were clear and easy. It looks like we were one of the first people to stay in this unit. There was an air conditioner in two out of the 3 bedrooms. The kitchen and living room were quite warm without an air conditioner. The beds did not have mattress covers, but other than that were quite comfortable. There were 3 bath towels in the unit, which was enough for us, but if we had up to 6 there wouldn’t be enough....
United States
Logan L.
The price is NZ$542
includes taxes & fees
4 Dec - 5 Dec
Apartment in town center #1

Dove Cabin up in the Trees

Holland
9.8 out of 10, Exceptional, (27)
"Great little getaway - Owners are very friendly and accommodating "
United States
Sharon S.
The price is NZ$456
includes taxes & fees
12 Nov - 13 Nov
Dove Cabin up in the Trees

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

2.0 star property
Webster
10.0 out of 10, Exceptional, (1)
"Perfect quiet place to work and rest"
United States
michael C.
The price is NZ$736
includes taxes & fees
16 Nov - 17 Nov
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Home Away from Home!

Worcester
9.4 out of 10, Exceptional, (14)
"The property was nice and accommodating for my family! "
United States
Ykeca M.
The price is NZ$700
includes taxes & fees
21 Nov - 22 Nov
Home Away from Home!

Treehouse - Countryside - Farm Animals - Fire Pit

Willington
9.4 out of 10, Exceptional, (28)
"Great place for a get away!"
United States
Reeshemah N.
The price is NZ$458
includes taxes & fees
16 Nov - 17 Nov
Treehouse - Countryside - Farm Animals - Fire Pit

Full House/Heart of Worcester

Worcester
7.4 out of 10, Good, (3)
"Overall it was great, the only thing is the mattress has a plastic cover on under the sheet that was really uncomfortable. It makes the sheets slide right off all night. The host was very nice."
United States
Patty-Michael F.
The price is NZ$900
includes taxes & fees
12 Nov - 13 Nov
Full House/Heart of Worcester

Charming 2-bedroom apartment in welcoming Putnam

Putnam
9.0 out of 10, Wonderful, (2)
"Clean place, easy check-in and comfortable place. We appreciated the coffee and water, microwave and clean towels. We would stay here again!! Thank you!! "
United States
Lucy L.
The price is NZ$307
includes taxes & fees
13 Nov - 14 Nov
Charming 2-bedroom apartment in welcoming Putnam

Spacious, unique barn with beautiful views.

Hampton
10.0 out of 10, Exceptional, (2)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is NZ$469
includes taxes & fees
20 Nov - 21 Nov
Spacious, unique barn with beautiful views.

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Stafford
9.8 out of 10, Exceptional, (28)
"I couldn't believe how prepared the house was in every way. I was very pleased with all the supplies and amenities available. The sun sets over the water hope to be back there again.!!"
United States
Paul B.
The price is NZ$550
includes taxes & fees
13 Nov - 14 Nov
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Stunning Lakefront Escape! Book Your Dream Getaway!

Woodstock
10.0 out of 10, Exceptional, (20)
"We absolutely loved our stay it was everything I wanted and more. We plan on staying again."
United States
Melissa c.
The price is NZ$844
includes taxes & fees
16 Nov - 17 Nov
Stunning Lakefront Escape! Book Your Dream Getaway!

Spacious 4-bedroom with four and half bathrooms

Worcester
10.0 out of 10, Exceptional, (5)
"We had room for each of the adults, which included adult children. At these ages they no longer want to share a bed or bathroom with anyone. Perfect that we could come together, but have our own separate spaces. Very clean and comfortable with everything you need."
United States
Harmony F.
The price is NZ$905
includes taxes & fees
19 Nov - 20 Nov
Spacious 4-bedroom with four and half bathrooms

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Ashford
9.4 out of 10, Exceptional, (19)
"Place has everything you need. Nice view of the lake."
United States
Jon C.
The price is NZ$685
includes taxes & fees
16 Nov - 17 Nov
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Trainmaster's Inn - Caboose

Palmer
9.6 out of 10, Exceptional, (8)
"This place is a unique stay, that's for sure! If you are looking for an unforgettable experience, you should come. If you love trains, you should come. However, if you are not that fond of tight spaces or old-fashioned style and your traveling companions are looking for luxury and privacy, you might want to look elsewhere. The bathroom is a big tight (it's a caboose bathroom). But the location is really fun. And the owners are very accommodating! "
United States
Lisa B.
The price is NZ$581
includes taxes & fees
12 Nov - 13 Nov
Trainmaster's Inn - Caboose

Beautiful two-story home close to downtown worcester 5beds-4bedroom

Worcester
9.0 out of 10, Wonderful, (18)
"We booked this property to stay with our adult children while visiting family nearby. The house was clean, tastefully decorated, and well maintained. It was an excellent choice for six adults to stay together!"
United States
Susi K.
The price is NZ$731
includes taxes & fees
12 Nov - 13 Nov
Beautiful two-story home close to downtown worcester 5beds-4bedroom
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dudley Hotel Reviews

Find out more about Dudley

Everything you need to know about Dudley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dudley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dudley holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dudley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dudley holiday rentals we have selected for you start as low as NZ$279 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dudley rentals

At Expedia, we put the best Dudley holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Dudley?

Yes, there are holiday rentals in Dudley close to TriState Speedway, or you can select a more secluded option if you're looking for a relaxing stay. Dudley is known for its restaurants.

What are some of the best holiday rentals that Dudley has to offer?

Spacious 4-bedroom with four and half bathrooms: This holiday home rental outside of Dudley is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Dudley?

Choose from 4 Expedia holiday rentals in Dudley for a memorable holiday.

What’s there to see and do in Dudley?

Stevens Park and Berthol Field are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include TriState Speedway. Dudley Hill Golf Club at Nichols College and Conant Library are other places to visit while you're in town.

What’s a holiday rental in Dudley like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Dudley. Holiday rentals feature amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family getaway.