Dudley Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Dudley vacation rentals

Terrace/patio

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

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (37 reviews)
"Great location, beautiful view completely relaxing "
United States
Carlos T.
The price is ￥23,186
￥54,354 total
includes taxes & fees
May 3 - May 4
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Exterior

Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (27 reviews)
"So calm, clean and relaxing, and beautiful! Wonderful stay! "
United States
Sarah G.
The price is ￥27,494
￥40,321 total
includes taxes & fees
May 6 - May 7
Dove Cabin up in the Trees
Cottage (3 Bedrooms) | Interior

Hampton 'quiet Corner Cottage' w/ Fireplace & Yard

Hampton 'quiet Corner Cottage' w/ Fireplace & Yard
3.0 star property
Hampton
The price is ￥30,774
￥66,866 total
includes taxes & fees
May 14 - May 15
Hampton 'quiet Corner Cottage' w/ Fireplace & Yard
Interior

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.2 out of 10, Wonderful, (35 reviews)
"Such a fun getaway!"
United States
Patrice D.
The price is ￥19,739
￥30,494 total
includes taxes & fees
May 6 - May 7
The Tree House at Underhill Hollow
2 bedrooms, desk, iron/ironing board, WiFi

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.8 out of 10, Exceptional, (16 reviews)
"Very nice country stay. "
United States
michael C.
The price is ￥11,430
￥34,655 total
includes taxes & fees
May 4 - May 5
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Exterior

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (22 reviews)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is ￥19,739
￥29,436 total
includes taxes & fees
May 6 - May 7
Wizard's Roost at Underhill Hollow
Interior

Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose
Palmer
9.4 out of 10, Exceptional, (10 reviews)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
The price is ￥23,499
￥54,248 total
includes taxes & fees
May 10 - May 11
Trainmaster's Inn - Caboose
Terrace/patio

Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (23 reviews)
"Great property"
United States
gary b.
The price is ￥70,497
￥116,438 total
includes taxes & fees
May 5 - May 6
Stunning Lakefront Escape! Book Your Dream Getaway!
Property grounds

SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is ￥19,739
￥29,436 total
includes taxes & fees
May 3 - May 4
SteamPunk Bunk House and Intergalactic Way Station
Exterior

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (32 reviews)
"Loved the views of the lake and the decor. "
United States
Beth L.
The price is ￥16,816
￥41,635 total
includes taxes & fees
May 7 - May 8
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior

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

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
8.6 out of 10, Excellent, (4 reviews)
"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 ￥18,893
￥34,181 total
includes taxes & fees
May 6 - May 7
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Interior

Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
10.0 out of 10, Exceptional, (3 reviews)
"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 ￥26,084
￥41,434 total
includes taxes & fees
May 4 - May 5
Spacious, unique barn with beautiful views.
House (2 Bedrooms) | Front of property

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
3.0 star property
Worcester
The price is ￥28,355
￥68,093 total
includes taxes & fees
May 19 - May 20
Lakefront Cottage 2 Mi to Palladium in Worcester!
Living area

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

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Webster
10.0 out of 10, Exceptional, (1 review)
"Perfect quiet place to work and rest"
United States
michael C.
The price is ￥28,199
￥65,096 total
includes taxes & fees
May 3 - May 4
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Books

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

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
8.0 out of 10, Very Good, (2 reviews)
"Welcoming, cute."
United States
Trinity M.
The price is ￥27,634
￥34,725 total
includes taxes & fees
May 10 - May 11
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Smart TV, books

Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
The price is ￥33,839
￥43,928 total
includes taxes & fees
May 5 - May 6
Heart of Shrewsbury St – 2BR Stay
Dining

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
The price is ￥21,149
￥50,383 total
includes taxes & fees
May 3 - May 4
Beautiful Worcester Downtown King Bd/Office World Cup Boston
Apartment, 2 Bedrooms | Interior

Cozy Adventure Filled Escape Free Parking 2 Bedroom Apts

Cozy Adventure Filled Escape Free Parking 2 Bedroom Apts
3.0 star property
Worcester
The price is ￥29,546
￥68,723 total
includes taxes & fees
May 25 - May 26
Cozy Adventure Filled Escape Free Parking 2 Bedroom Apts
Terrace/patio

Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.

Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.
Shrewsbury
9.2 out of 10, Wonderful, (17 reviews)
"The place was perfect for my stay. Ebenezer was an awesome host. He was very responsive and accommodating. I will stay here again. "
United States
Lori S.
The price is ￥31,019
￥56,697 total
includes taxes & fees
May 19 - May 20
Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.
Dining

Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable and relaxing on the inside with beautiful surroundings and hiking trails right on the property. Exactly what we wanted for a get-away and such close proximity to the zoo where we attended a wedding."
United States
Tammie K.
The price is ￥33,604
￥40,392 total
includes taxes & fees
May 25 - May 26
Zen Inspired Retreat with Private Forest Trails
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

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent
"The food iand drinks were excellant, clean rooms. Staff is very nice ."
Debbie 3-night trip
Posted 4 hours ago
Publick House Historic Inn and Country Motor Lodge

Find out more about Dudley

Search for holiday rentals in Dudley on Expedia! You can easily find your home rentals, villas, holiday apartments in Dudley using one of the methods below:

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Look no further and take a look at our great range of rental properties in Dudley!

Frequently asked questions

Are there vacation rentals in Dudley?

Yes, there are vacation rentals in Dudley near TriState Speedway, or you can go with a secluded option if you want a relaxing stay. Dudley is known for its restaurants.

What's the top vacation rental that Dudley has to offer?

Home Away from Home!: Visitors like this Dudley vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub.

How many vacation rentals are there in Dudley?

Choose from 3 Expedia vacation rentals in Dudley for a memorable vacation.

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 Pierpont Meadow Wildlife Sanctuary are other places to visit while you're in town.

What’s a vacation rental in Dudley like?

Vacation rentals are private properties you can book for a long or short time in Dudley. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.