Dudley Holiday Rentals from NZ$179: Search Short-Term Rentals

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Dudley holiday rentals

A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

1. The Tree House at Underhill Hollow

Thompson

Zachary P.

includes taxes & fees

15 Nov - 16 Nov

A red building with a colorful mural on the front, a covered porch, and a stone foundation.

2. Wizard's Roost at Underhill Hollow

North Grosvenordale

Elizabeth G.

includes taxes & fees

23 Nov - 24 Nov

A rustic building with a brick exterior and a red roof, situated next to a pond with tall reeds and a tree with autumn-colored leaves.

3. SteamPunk Bunk House and Intergalactic Way Station

Thompson

Pauline S.

includes taxes & fees

23 Nov - 24 Nov

A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

4. Modern 1-bedroom apartment in peaceful Sturbridge with AC

Sturbridge

Lynn M. T.

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a wooden bed, large windows, and a view of greenery outside.

5. Rustic Farmette Studio with Hot Tub & Pool

Thompson

Lynn J.

includes taxes & fees

23 Nov - 24 Nov

A modern interior with a dining area, kitchen, and seating space.

6. 1 King Bed | Non-Smoking, Micfridge

Putnam

Anonymous traveller

includes taxes & fees

23 Nov - 24 Nov

A two-story house with a front porch, stone steps, and a driveway.

7. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Putnam

Dan M.

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

8. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Sturbridge

Trish N.

includes taxes & fees

12 Nov - 13 Nov

A living room with a TV, a sofa, a chair, a lamp, and a window with sheer curtains.

9. Clean & Cozy Private room - 3 floor_R 1

Union HIll

includes taxes & fees

19 Nov - 20 Nov

A lakeside cabin with a deck, a dock, and a small docked boat.

10. Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Sturbridge

Anonymous traveller

includes taxes & fees

16 Nov - 17 Nov

A wooden cabin with a glass upper floor, surrounded by a forest.

11. Dove Cabin up in the Trees

Holland

Zachary C.

includes taxes & fees

15 Nov - 16 Nov

A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

12. Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.

Stafford

Lisa S.

A living room with a gray sofa, a coffee table, and a rug. There are two windows with blinds, a door, and a wall-mounted plant.

13. Large 3BD 1st Floor Apartment Minutes from 290

Franklin Plantation

Taisha M.

includes taxes & fees

12 Nov - 13 Nov

A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

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

Willington

Stacy

includes taxes & fees

22 Nov - 23 Nov

A neatly made bed with rolled towels, a bedside table with a lamp, and a large mirror on the wall.

15. Newly Refreshed 3bd Spacious Unit Minutes from 290

Franklin Plantation

Anonymous traveller

includes taxes & fees

12 Nov - 13 Nov

A house with a white porch, a black door, and a window with a white frame.

16. Cozy 1-bedroom cottage in serene Pomfret.

Pomfret

Aaron H.

includes taxes & fees

16 Nov - 17 Nov

A dining area with a high ceiling, skylights, and a view of the outdoors.

17. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock

Emma S.

includes taxes & fees

12 Nov - 13 Nov

18. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Worcester

Sierra M.

includes taxes & fees

12 Nov - 13 Nov

A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

19. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Brimfield

Gregory C.

includes taxes & fees

12 Nov - 13 Nov

A room with two black leather sofas, a glass-top coffee table, white walls, and a ceiling light.

20. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

Main South

"Rented the property to attend a series of events at Clark University. Literally walking distance to the school so it was quite convenient. Apartment was clean, beds were comfortable. Being able to park three cars in the driveway was a huge plus as street parking near the apartment was extremely challenging. Being a Clark alum, was quite familiar with the neighborhood so I knew what to expect. Felt completely safe in the apartment as every door to the hallways had sufficient locks. We did blow a...

Elyse D.

View all properties

Find holiday rentals that suit your style

Top Dudley Hotel Reviews

A white colonial-style house with a symmetrical facade, a central entrance, and a well-maintained garden with colorful flowers.

Publick House Historic Inn and Country Motor Lodge

Sturbridge

10/10 Excellent

Nick

A wooden interior with a dining table and chairs, a refrigerator, and shelves with glassware.

Trainmasters Inn

Palmer

10/10 Excellent

Ann

A compact kitchen with a built-in refrigerator, a microwave, and a coffee machine.

Quiet Corner Inn

Brooklyn

10/10 Excellent

Gilbert

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$179 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 close to the most popular sights in Dudley, 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?

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8: This holiday home rental outside of Dudley is located in a rural location, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Dudley?

Choose from 3 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 get outside and enjoy nature. 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.

Dudley Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Dudley holiday rentals

1. The Tree House at Underhill Hollow

2. Wizard's Roost at Underhill Hollow

3. SteamPunk Bunk House and Intergalactic Way Station

4. Modern 1-bedroom apartment in peaceful Sturbridge with AC

5. Rustic Farmette Studio with Hot Tub & Pool

6. 1 King Bed | Non-Smoking, Micfridge

7. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

8. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

9. Clean & Cozy Private room - 3 floor_R 1

10. Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

11. Dove Cabin up in the Trees

12. Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.

13. Large 3BD 1st Floor Apartment Minutes from 290

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

15. Newly Refreshed 3bd Spacious Unit Minutes from 290

16. Cozy 1-bedroom cottage in serene Pomfret.

17. Secluded 2-Acre Lakefront Home! Book Your Getaway!

18. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

19. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

20. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

Find holiday rentals that suit your style

Top Dudley Hotel Reviews

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent

Find out more about Dudley

Dudley holiday rentals: An excellent choice for every season

How to find incredible deals on Dudley rentals

Frequently Asked Questions

Are there holiday rentals in Dudley?

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

How many holiday rentals are there in Dudley?

What’s there to see and do in Dudley?

What’s a holiday rental in Dudley like?