Dudley Holiday Rentals

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Our top choices for Dudley holiday rentals

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (30 reviews)
"Safe, inviting stay."
United States
Gabe M.
The price is HK$1,049
HK$2,341 total
includes taxes & fees
8 Mar - 9 Mar
Treehouse - Countryside - Farm Animals - Fire Pit

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 HK$986
HK$1,470 total
includes taxes & fees
3 Mar - 4 Mar
SteamPunk Bunk House and Intergalactic Way Station

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, (33 reviews)
"Great location, beautiful view completely relaxing "
United States
Carlos T.
The price is HK$598
HK$1,985 total
includes taxes & fees
8 Mar - 9 Mar
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

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

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (27 reviews)
"Loved the views of the lake and the decor. "
United States
Beth L.
The price is HK$1,339
HK$2,682 total
includes taxes & fees
3 Mar - 4 Mar
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

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 HK$1,303
HK$2,046 total
includes taxes & fees
5 Mar - 6 Mar
Spacious, unique barn with beautiful views.

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (21 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 HK$986
HK$1,470 total
includes taxes & fees
8 Mar - 9 Mar
Wizard's Roost at Underhill Hollow

Home Away from Home!

Home Away from Home!
Worcester
9.4 out of 10, Exceptional, (15 reviews)
"Very clean ans spacious. Great communication "
United States
Tom K.
The price is HK$1,455
HK$3,089 total
includes taxes & fees
3 Mar - 4 Mar
Home Away from Home!

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

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.4 out of 10, Exceptional, (20 reviews)
"Beautiful location. Great communication with host who continually checked in with us. Home had everything we needed to host my daughter and her friends for a great dinner for UCONN family weekend. Will definitely be back! "
United States
Michelle L.
The price is HK$1,289
HK$2,617 total
includes taxes & fees
3 Mar - 4 Mar
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (22 reviews)
"Great property"
United States
gary b.
The price is HK$2,781
HK$4,792 total
includes taxes & fees
3 Mar - 4 Mar
Stunning Lakefront Escape! Book Your Dream Getaway!

Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
The price is HK$1,021
HK$1,939 total
includes taxes & fees
3 Mar - 4 Mar
Heart of Shrewsbury St – 2BR Stay

Charming 2-bedroom apartment in welcoming Putnam

Charming 2-bedroom apartment in welcoming Putnam
Putnam
9.4 out of 10, Exceptional, (3 reviews)
"Very nice place. Quiet neighborhood and close to town. "
United States
michael C.
The price is HK$746
HK$1,465 total
includes taxes & fees
8 Mar - 9 Mar
Charming 2-bedroom apartment in welcoming Putnam

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 HK$1,408
HK$3,251 total
includes taxes & fees
3 Mar - 4 Mar
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (7 reviews)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
United States
Deb H.
The price is HK$2,151
HK$3,993 total
includes taxes & fees
3 Mar - 4 Mar
Spacious 4-bedroom with four and half bathrooms

Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2
West Brookfield
9.0 out of 10, Wonderful, (29 reviews)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is HK$626
HK$2,351 total
includes taxes & fees
6 Mar - 7 Mar
Spacious Massachusetts Apartment #2

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (14 reviews)
"Very nice country stay. "
United States
michael C.
The price is HK$954
HK$2,224 total
includes taxes & fees
1 Apr - 2 Apr
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Charlton
8.6 out of 10, Excellent, (24 reviews)
"It’s very clean with lots of room for the price. The neighborhood is quiet and peaceful. The pool is well-maintained. The owner is very responsive and helpful. Highly recommend!"
United States
Jan L.
The price is HK$3,485
HK$6,917 total
includes taxes & fees
3 Mar - 4 Mar
Spacious Getaway by TreeHouse Brewery & Amazon WareHouse

Spacious & Clean 3BR APT near Clark University

Spacious & Clean 3BR APT near Clark University
Main South
10.0 out of 10, Exceptional, (1 review)
"Perfect apartment with lots of room; comfortable beds. Decorated with a personal touch (some VRBO's feel too impersonal) which made it very welcoming. Could not be better located for visiting Clark University campus!"
United States
Barb S.
The price is HK$1,021
HK$1,750 total
includes taxes & fees
3 Mar - 4 Mar
Spacious & Clean 3BR APT near Clark University

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 HK$1,678
HK$1,976 total
includes taxes & fees
23 Mar - 24 Mar
Zen Inspired Retreat with Private Forest Trails

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 HK$1,387
HK$3,302 total
includes taxes & fees
5 Mar - 6 Mar
Cozy Adventure Filled Escape Free Parking 2 Bedroom Apts

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
The price is HK$1,164
HK$1,475 total
includes taxes & fees
3 Mar - 4 Mar
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
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

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 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?

Home Away from Home!: This holiday home rental outside of Dudley 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

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 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 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.