Dudley Holiday Rentals

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Check prices for these dates

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

Holiday Rentals in Dudley

Dove Cabin up in the Trees
Exterior
Dove Cabin up in the Trees
9.8 out of 10, Exceptional, (25)
"A sweet, cozy, nostalgic little cabin in the woods. It was the perfect stop over on our road trip to Acadia. Very peaceful, and the screened in porch was wonderful to relax on before bed and during breakfast. "
The price is HK$1,366
HK$2,003 total
includes taxes & fees
14 Oct - 15 Oct
Dove Cabin up in the Trees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
9.8 out of 10, Exceptional, (25)
"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!"
The price is HK$911
HK$2,407 total
includes taxes & fees
14 Oct - 15 Oct
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Treehouse - Countryside - Farm Animals - Fire Pit
Property grounds
Treehouse - Countryside - Farm Animals - Fire Pit
9.4 out of 10, Exceptional, (27)
"Safe, inviting stay."
The price is HK$996
HK$2,257 total
includes taxes & fees
19 Oct - 20 Oct
Treehouse - Countryside - Farm Animals - Fire Pit
Beautiful Lakefront Home with Private Beach
Lake
Beautiful Lakefront Home with Private Beach
9.4 out of 10, Exceptional, (178)
"Great location for the family. Grandson enjoyed fishing and family swimming, cookouts and fire pit. "
Beautiful Lakefront Home with Private Beach
Wizard's Roost at Underhill Hollow
Exterior
Wizard's Roost at Underhill Hollow
9.6 out of 10, Exceptional, (18)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
The price is HK$771
HK$1,221 total
includes taxes & fees
14 Oct - 15 Oct
Wizard's Roost at Underhill Hollow
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Fridge, microwave, oven, stovetop
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
9.8 out of 10, Exceptional, (39)
"WE enjoyed our stay."
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Property grounds
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
10.0 out of 10, Exceptional, (198)
"The property was exactly as described and the Owner was very helpful throughout the process. Definitely will return to this house!"
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
9.0 out of 10, Wonderful, (21)
"Hosted a bachelorette trip at this property and it was fantastic. The kayaks and paddle boards provided plenty to do along with a firepit to sit around at night. The house was cozy with plenty of space to sleep 5. Had a great time! "
The price is HK$1,510
HK$2,910 total
includes taxes & fees
3 Nov - 4 Nov
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
The Tree House at Underhill Hollow
Exterior
The Tree House at Underhill Hollow
9.4 out of 10, Exceptional, (32)
"My 10 year old loved this stay! Meeting the goats and sheep was fun and it was located in a nice area. Would love to visit again!"
The price is HK$841
HK$1,346 total
includes taxes & fees
14 Oct - 15 Oct
The Tree House at Underhill Hollow
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!
Property grounds
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!
10.0 out of 10, Exceptional, (134)
"It was our 4 lake vacation there. We absolutely love it and our dog Charlie enjoys the beautiful yard and and a swim in a little bay at this property."
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!
Brimfield Waterfront cottage
Property grounds
Brimfield Waterfront cottage
10.0 out of 10, Exceptional, (11)
"The cabin was definitely cozy, the treats were a nice addition, and the kitchen had most of what we needed. Would return next time we plan to be in the area. Gus was great to communicate with! Thank you@"
Brimfield Waterfront cottage
One Bedroom Apartment with Separate Bunk Bed Area
Interior
One Bedroom Apartment with Separate Bunk Bed Area
9.6 out of 10, Exceptional, (22)
"My family had a wonderful stay! We attended a weekend event at WPI and this was a great location to rest after a long day. Our kids especially enjoyed the large TV in the living room. It was clean and communication/ instructions were clear. Thanks! "
One Bedroom Apartment with Separate Bunk Bed Area
Amazing lake house with everything you need!
Dining
Amazing lake house with everything you need!
9.6 out of 10, Exceptional, (19)
"Great time, lovely location, easy to access and beautiful lake!"
Amazing lake house with everything you need!
Spacious 4-bedroom house in charming Worcester with AC, WiFi
Fridge, microwave, oven, stovetop
Spacious 4-bedroom house in charming Worcester with AC, WiFi
2.0 star property
10.0 out of 10, Exceptional, (20)
"Great space to hang out with family while in town. "
Spacious 4-bedroom house in charming Worcester with AC, WiFi
Home Away from Home!
Smart TV, fireplace
Home Away from Home!
9.4 out of 10, Exceptional, (13)
"The property was nice and accommodating for my family! "
The price is HK$1,448
HK$3,100 total
includes taxes & fees
19 Oct - 20 Oct
Home Away from Home!
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
Outdoor dining
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
10.0 out of 10, Exceptional, (4)
"Great little cottage at a lake. Super well appointed with pots, pans, gas grill, etc.... great hosts very attentive! "
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
Outdoor dining
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
9.8 out of 10, Exceptional, (115)
"The weather didn’t cooperate enough for us to enjoy the water, but it was lovely to look at"
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
SteamPunk Bunk House and Intergalactic Way Station
Exterior
SteamPunk Bunk House and Intergalactic Way Station
10.0 out of 10, Exceptional, (12)
"This was a charming little apartment with a unique steam punk alien theme. If you have a playful mindset, I highly recommend staying at this location. I couldn’t have been more overjoyed with my stay."
The price is HK$841
HK$1,301 total
includes taxes & fees
14 Oct - 15 Oct
SteamPunk Bunk House and Intergalactic Way Station
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Exterior
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
10.0 out of 10, Exceptional, (13)
"The house was beautiful. Very clean, pet friendly, very good communication with owner."
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Large relaxing house in 25 acres of private woods with lake access.
Dining
Large relaxing house in 25 acres of private woods with lake access.
9.6 out of 10, Exceptional, (23)
"Beautiful place and we had a great family weekend"
Large relaxing house in 25 acres of private woods with lake access.
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

Super 8 by Wyndham Sturbridge

Super 8 by Wyndham Sturbridge

10/10 Excellent
"The best place hotel"
Zulma 1-night trip
Posted 3 days ago
Super 8 by Wyndham 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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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?

Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!: This holiday home rental outside of Dudley is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a private garden and a selection of games.

How many holiday rentals are there in Dudley?

Choose from 4 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 Conant Library 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.