Dudley Holiday Rentals

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Dudley holiday rentals

Terrace/patio

Cottage in Stafford

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
9.6 out of 10, Exceptional, (30 reviews)
"Great property! A perfect place for two couples to spend a relaxing weekend!!!!"
United States
Nichole E.
The price is HK$596
HK$2,009 total
includes taxes & fees
20 Jan - 21 Jan
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Exterior

Apartment in Putnam

Charming 2-bedroom apartment in welcoming 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$625
HK$1,323 total
includes taxes & fees
26 Jan - 27 Jan
Charming 2-bedroom apartment in welcoming Putnam
Exterior

Cabin in Willington

Treehouse - Countryside - Farm Animals - Fire Pit
9.4 out of 10, Exceptional, (29 reviews)
"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 HK$618
HK$1,786 total
includes taxes & fees
21 Jan - 22 Jan
Treehouse - Countryside - Farm Animals - Fire Pit
Exterior

Cabin in Ashford

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
9.0 out of 10, Wonderful, (26 reviews)
"Loved the views of the lake and the decor. "
United States
Beth L.
The price is HK$742
HK$1,945 total
includes taxes & fees
22 Jan - 23 Jan
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Outdoor dining

Holiday Home in Ashford

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
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$742
HK$1,945 total
includes taxes & fees
22 Jan - 23 Jan
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Exterior

Apartment in Killingly

The Carriage House at Chaprae Hall
10.0 out of 10, Exceptional, (31 reviews)
"We had a very nice stay while there."
United States
Ann R.
The price is HK$694
HK$1,402 total
includes taxes & fees
17 Feb - 18 Feb
The Carriage House at Chaprae Hall
Property grounds

Holiday Home in Thompson

SteamPunk Bunk House and Intergalactic Way Station
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$982
HK$1,465 total
includes taxes & fees
20 Jan - 21 Jan
SteamPunk Bunk House and Intergalactic Way Station
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Apartment in West Brookfield

Apartment in town center #1
8.6 out of 10, Excellent, (27 reviews)
"Clean place and was well suited for what we needed"
United States
Chris
The price is HK$632
HK$2,351 total
includes taxes & fees
2 Feb - 3 Feb
Apartment in town center #1
Interior

Apartment in West Brookfield

Spacious Massachusetts Apartment #2
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$624
HK$2,343 total
includes taxes & fees
23 Jan - 24 Jan
Spacious Massachusetts Apartment #2
Interior

Holiday Home in Hampton

Spacious, unique barn with beautiful views.
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$1,298
HK$2,054 total
includes taxes & fees
22 Jan - 23 Jan
Spacious, unique barn with beautiful views.
Living area

Holiday Home in Worcester

New renovation cozy house in Worcester
9.8 out of 10, Exceptional, (17 reviews)
"A very lovely stay , calm and quiet "
United States
Alex R.
The price is HK$1,333
HK$3,230 total
includes taxes & fees
23 Jan - 24 Jan
New renovation cozy house in Worcester
Living area

Apartment in Webster

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Perfect quiet place to work and rest"
United States
michael C.
The price is HK$1,403
HK$3,240 total
includes taxes & fees
20 Jan - 21 Jan
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Exterior

Holiday Home in Worcester

Beautifully updated home located just minutes from downtown Worcester.
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Great clean place. Groceries and restaurants very close and convenient."
United States
Binoy K.
The price is HK$1,248
HK$2,856 total
includes taxes & fees
31 Jan - 1 Feb
Beautifully updated home located just minutes from downtown Worcester.
Fridge, microwave, stovetop, coffee/tea maker

Apartment in Worcester

16/1 Worcester - Family Stay Close to Parks & Eats
2.0 star property
The price is HK$861
HK$2,556 total
includes taxes & fees
20 Jan - 21 Jan
16/1 Worcester - Family Stay Close to Parks & Eats
Terrace/patio

Holiday Home in Woodstock

Stunning Lakefront Escape! Book Your Dream Getaway!
10.0 out of 10, Exceptional, (21 reviews)
"We had a great stay at the lakehouse. Will definitely consider a future stay."
United States
Savanna
The price is HK$1,930
HK$3,691 total
includes taxes & fees
20 Jan - 21 Jan
Stunning Lakefront Escape! Book Your Dream Getaway!
Smart TV, fireplace

Holiday Home in Worcester

Home Away from Home!
9.4 out of 10, Exceptional, (14 reviews)
"Very clean ans spacious. Great communication "
United States
Tom K.
The price is HK$1,450
HK$3,079 total
includes taxes & fees
20 Jan - 21 Jan
Home Away from Home!
Books

Holiday Home in Brimfield

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
2.0 star property
The price is HK$1,228
HK$1,546 total
includes taxes & fees
20 Jan - 21 Jan
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Fridge, microwave, oven, stovetop

Apartment in Main South

Spacious & Clean 3BR APT near Clark University
"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$1,018
HK$1,745 total
includes taxes & fees
21 Jan - 22 Jan
Spacious & Clean 3BR APT near Clark University
Interior

Apartment in Main South

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
2.0 star property
The price is HK$730
HK$2,129 total
includes taxes & fees
20 Jan - 21 Jan
4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
Dining

Holiday Home in Woodstock

Secluded 2-Acre Lakefront Home! Book Your Getaway!
9.8 out of 10, Exceptional, (81 reviews)
"Lovely stay on the lake, we enjoyed the location and the kayaks on the lake. "
United States
Lucy H.
The price is HK$2,037
HK$3,822 total
includes taxes & fees
20 Jan - 21 Jan
Secluded 2-Acre Lakefront Home! Book Your Getaway!
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

Scottish Inn Sturbridge

Scottish Inn Sturbridge

10/10 Excellent
"Clean, comfortable room! Pleasant staff!"
Craig 1-night trip
Posted 1 day ago
Scottish Inn Sturbridge

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 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 Tufts Branch Valley 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.