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Dudley Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Dudley vacation rentals

Exterior

Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (31 reviews)
"So calm, clean and relaxing, and beautiful! Wonderful stay! "
United States
Sarah G.
The price is ￥28,136
￥40,755 total
includes taxes & fees
Jun 17 - Jun 18
Dove Cabin up in the Trees
Interior

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (37 reviews)
"Such a fun getaway!"
United States
Patrice D.
The price is ￥20,200
￥31,046 total
includes taxes & fees
Jun 18 - Jun 19
The Tree House at Underhill Hollow
Interior

Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is ￥25,638
￥41,447 total
includes taxes & fees
Jun 19 - Jun 20
Angel Sky Challenge
Bathroom

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

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (32 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is ￥27,257
￥49,777 total
includes taxes & fees
Jun 22 - Jun 23
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Smart TV

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.6 out of 10, Exceptional, (47 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
The price is ￥31,728
￥55,307 total
includes taxes & fees
Jun 22 - Jun 23
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
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, (40 reviews)
"Very nice area."
United States
maureen p.
The price is ￥24,048
￥56,152 total
includes taxes & fees
Jun 21 - Jun 22
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
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 ￥20,190
￥30,109 total
includes taxes & fees
Jun 21 - Jun 22
Wizard's Roost at Underhill Hollow
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 ￥26,680
￥42,060 total
includes taxes & fees
Jun 18 - Jun 19
Spacious, unique barn with beautiful views.
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 ￥20,190
￥30,109 total
includes taxes & fees
Jun 18 - Jun 19
SteamPunk Bunk House and Intergalactic Way Station
Living area

Spacious 5-bedroom apartment

Spacious 5-bedroom apartment
Union HIll
The price is ￥57,715
￥75,046 total
includes taxes & fees
Jun 23 - Jun 24
Spacious 5-bedroom apartment
Property grounds

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.8 out of 10, Exceptional, (16 reviews)
"We loved the ambience, super quiet, my kids love the animals The host was super comunicative making sure we was good during our stay"
United States
Silvino
The price is ￥15,872
￥40,698 total
includes taxes & fees
Jun 21 - Jun 22
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
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 ￥24,036
￥55,129 total
includes taxes & fees
Jul 1 - Jul 2
Trainmaster's Inn - Caboose
Exterior

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (34 reviews)
"The tree house matched the description perfectly! The host was very responsive, the house was clean, and the temperature was comfortable. All instructions were provided prior to our arrival and easy to understand. The manager was friendly and we loved spending time with the animals. It was a little pricey but I would stay again. Great getaway for my husband and i to connect with nature!"
United States
Pattie
The price is ￥29,018
￥56,938 total
includes taxes & fees
Jul 7 - Jul 8
Treehouse - Countryside - Farm Animals - Fire Pit
Apartment (3 Bedrooms) | Interior

1 Mi to Downtown & Palladium: Worcester Getaway!

1 Mi to Downtown & Palladium: Worcester Getaway!
3.0 star property
Worcester
10.0 out of 10, Exceptional, (1 review)
"The place was amazing, just needed a few updates and repairs, but nothing that made our stay bad or inconvenient. "
United States
Michelle
The price is ￥25,812
￥78,360 total
includes taxes & fees
Jun 20 - Jun 21
1 Mi to Downtown & Palladium: Worcester Getaway!
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 ￥22,076
￥38,294 total
includes taxes & fees
Jun 17 - Jun 18
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Interior

Modern 1-bedroom apartment in peaceful Sturbridge with AC

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
The price is ￥9,619
￥14,326 total
includes taxes & fees
Jun 17 - Jun 18
Modern 1-bedroom apartment in peaceful Sturbridge with AC
Exterior

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

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.4 out of 10, Exceptional, (33 reviews)
"Adorable cottage in a great location with all the items we needed to enjoy our time. "
United States
Lynn R.
The price is ￥62,044
￥98,605 total
includes taxes & fees
Jul 13 - Jul 14
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Property grounds

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
9.2 out of 10, Wonderful, (5 reviews)
"This is a nice place for solo travelers or a small family with kids. The kid’s bedroom has tons of games and is themed nicely. The backyard is huge but unfenced and the property is off of a busy road. Th house itself was clean and the host offered a variety of things such as slippers for the whole family, house shoes, and bath things for everyone. The house does not have a tv but the wifi works well. "
United States
Chantay-Rose
The price is ￥31,904
￥40,292 total
includes taxes & fees
Jun 22 - Jun 23
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Dining

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
10.0 out of 10, Exceptional, (1 review)
"I had an amazing stay here and would absolutely recommend this place to anyone visiting Boston or Worcester, Massachusetts. The house was truly 100% excellent. Everything was incredibly clean, spacious, and well organized. I loved the kitchen, my room, and the bathroom, everything was spotless and very comfortable. Honestly, the entire home was sparkling clean and very welcoming.I also slept extremely well during my stay. The bed, pillows, and bedding were so comfortable, which made the...
United States
Masard T.
The price is ￥35,912
￥70,275 total
includes taxes & fees
Jul 8 - Jul 9
Beautiful Worcester Downtown King Bd/Office World Cup Boston
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, (12 reviews)
"10/10 great place to stay"
United States
Tyler B.
The price is ￥44,066
￥81,977 total
includes taxes & fees
Jun 22 - Jun 23
Spacious 4-bedroom with four and half bathrooms
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
"We loved the look of the property and the rooms. There was a lot of character in the rooms, decorated with furniture from the colonial time period, yet up to date in modern conveniences. We stayed in the king suite in the Chamberline House. It was like our own apartment. Restaurants on site were good and the breakfast provided by the bake shop was a nice treat. It was so close to Sturbridge Village and that was our original reason for staying there, but after being at the Publick House, we would go back even if we weren’t going to Sturbridge Village."
Cecelia 2-night trip
Posted 3 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:

  • View our selection of featured holiday rentals in Dudley
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  • Enter your travel dates to view the best deals on holiday rentals in Dudley while they last

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?

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!: Visitors like this Dudley vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 private yard and a selection of games.

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 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.