Dudley Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Dudley

Exterior
The Tree House at Underhill Hollow

The Tree House at Underhill Hollow

Thompson
9.4 out of 10, Exceptional, (34)
"We had a magical stay! Hosts were accommodating to our needs and eager to make our visit the best."
United States
Grahame E.
The price is ￥17,000
￥27,224 total
includes taxes & fees
Nov 25 - Nov 26
The Tree House at Underhill Hollow
Outdoor dining
Leicester Lake Front Home, Come Relax!

Leicester Lake Front Home, Come Relax!

Leicester
10.0 out of 10, Exceptional, (32)
"We had a wonderful 5 days at this lake front home. "
United States
Brandt S.
Leicester Lake Front Home, Come Relax!
Dining
Amazing lake house with everything you need!

Amazing lake house with everything you need!

Ashford
9.8 out of 10, Exceptional, (21)
"Great time, lovely location, easy to access and beautiful lake!"
United States
Sam L.
Amazing lake house with everything you need!
Fridge, microwave, oven, stovetop
Spacious 4-bedroom with four and half bathrooms

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 ￥43,186
￥81,240 total
includes taxes & fees
Dec 1 - Dec 2
Spacious 4-bedroom with four and half bathrooms
Exterior
Wizard's Roost at Underhill Hollow

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 ￥15,584
￥24,690 total
includes taxes & fees
Nov 23 - Nov 24
Wizard's Roost at Underhill Hollow
Exterior
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock
9.8 out of 10, Exceptional, (74)
"Lovely stay on the lake, we enjoyed the location and the kayaks on the lake. "
United States
Lucy H.
The price is ￥41,123
￥77,633 total
includes taxes & fees
Nov 23 - Nov 24
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Property grounds
Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit

Willington
9.4 out of 10, Exceptional, (28)
"My husband and I were exploring a number of birding hotspots in the quiet corner and decided to try the treehouse. We woke to the dawn bird chorus (without any ambient road noise). Just dreamy!"
United States
Jennifer H.
The price is ￥21,250
￥47,734 total
includes taxes & fees
Dec 9 - Dec 10
Treehouse - Countryside - Farm Animals - Fire Pit
Smart TV, fireplace
Home Away from Home!

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 ￥29,209
￥62,907 total
includes taxes & fees
Dec 2 - Dec 3
Home Away from Home!
Exterior
Charming 2-bedroom apartment in welcoming Putnam

Charming 2-bedroom apartment in welcoming Putnam

Putnam
9.0 out of 10, Wonderful, (2)
"Very nice place. Quiet neighborhood and close to town. "
United States
michael C.
The price is ￥13,034
￥27,188 total
includes taxes & fees
Nov 24 - Nov 25
Charming 2-bedroom apartment in welcoming Putnam
Fridge, microwave, oven, stovetop
Newly updated/furnished 3 bedrooms house

Newly updated/furnished 3 bedrooms house

Worcester
8.8 out of 10, Excellent, (13)
"House had everything you needed. Front of house parking. Large bedrooms, great back patio ,quiet neighborhood. Very comfortable definitely would stay again."
United States
Donald S.
Newly updated/furnished 3 bedrooms house
Lake
Beautiful Lakefront Home with Private Beach

Beautiful Lakefront Home with Private Beach

Shrewsbury
9.4 out of 10, Exceptional, (181)
"Great location for the family. Grandson enjoyed fishing and family swimming, cookouts and fire pit. "
United States
PeterJanet S.
Beautiful Lakefront Home with Private Beach
Children's area
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Shrewsbury
9.6 out of 10, Exceptional, (31)
"I stayed at this property for almost a month and thoroughly enjoyed it. It had everything I needed and is conveniently located to Route 9 and I-435. The host was very responsive, which I greatly appreciated. It's nice to know such a comfortable place is available in Shrewsbury."
United States
Patty S.
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Exterior
Dove Cabin up in the Trees

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.
Dove Cabin up in the Trees
Exterior
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

West Brookfield
10.0 out of 10, Exceptional, (15)
"The house was beautiful. Very clean, pet friendly, very good communication with owner."
United States
JUNE
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Terrace/patio
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

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

Sturbridge
9.8 out of 10, Exceptional, (88)
"Very Clean, great location"
United States
Anonymous traveler
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Exterior
Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2

West Brookfield
9.0 out of 10, Wonderful, (28)
"We used both apartments for time with extended family. Nice to be in the same building."
United States
Tyler K.
The price is ￥12,563
￥47,187 total
includes taxes & fees
Dec 2 - Dec 3
Spacious Massachusetts Apartment #2
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

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

Stafford
9.8 out of 10, Exceptional, (29)
"This prperty was GREAT! Clean, and very accomadating. Had everything you would need staying there. Didn't get to use the lake but sitting on the deck was relaxing. Will book again. 10 Stars!! Thank You!"
United States
WILLIAM
The price is ￥20,463
￥51,670 total
includes taxes & fees
Dec 8 - Dec 9
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

Douglas
10.0 out of 10, Exceptional, (135)
"We had an amazing stay.Very peaceful. It was so nice to be able to have our dog with us. Very enjoyable vacation. "
United States
Ann Marie B.
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!
Fridge, microwave, oven, stovetop
Webster Lake - One Home -Two Apartments

Webster Lake - One Home -Two Apartments

Webster
10.0 out of 10, Exceptional, (17)
"Loved our stay here! The place was so cute and had everything we needed for a fun weekend. The game room was so cool and made for some fun evenings. Alison and Denys were so quick with responses for any questions we had. Definitely would recommend staying here. "
United States
Angela K.
Webster Lake - One Home -Two Apartments
Apartment (0 Bedroom) | Interior
Killingly Barnyard Studio in Wine Country!

Killingly Barnyard Studio in Wine Country!

3.0 star property
Dayville
10.0 out of 10, Exceptional, (2)
"the stay was amazing we loved looking out at the horses and the countryside it was very quiet"
United States
nancy
Killingly Barnyard Studio in Wine Country!
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
"Love it"
maura 1-night trip
Posted 1 day 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?

Spacious 4-bedroom with four and half bathrooms: Visitors like this Dudley vacation home rental. It 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 you can cook with friends or family.

How many vacation rentals are there in Dudley?

Choose from 4 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 Conant Library 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.