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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Dudley Cottages

Our top choices for Dudley cottages

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, (1)
"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!
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds

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

9.6 out of 10, Exceptional, (15)
"This lake house is a perfect, quiet & very pretty getaway! We absolutely loved our stay! The host was so sweet and easy to contact. We will be back!"
The price is CA $208
CA $487 total
includes taxes & fees
Sep 1 - Sep 2
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Trainmaster's Inn - Caboose
Private kitchen

Trainmaster's Inn - Caboose

9.6 out of 10, Exceptional, (8)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
The price is CA $208
CA $455 total
includes taxes & fees
Aug 24 - Aug 25
Trainmaster's Inn - Caboose
Worcester Home on Indian Lake w/ Shared Boat Dock!
House (3 Bedrooms) | Interior

Worcester Home on Indian Lake w/ Shared Boat Dock!

3.0 star property
8.0 out of 10, Very good, (1)
Worcester Home on Indian Lake w/ Shared Boat Dock!
Beautiful & Historic Cottage, Steps to Elm Park
Terrace/patio

Beautiful & Historic Cottage, Steps to Elm Park

2.5 star property
9.8 out of 10, Exceptional, (13)
"This was perfect for us and a great walking location. We were able to relax and have some light bites to eat while in town for a wedding."
Beautiful & Historic Cottage, Steps to Elm Park
Sun-dappled Retreat - Walk to Wickaboag Lake!
House (2 Bedrooms) | Front of property

Sun-dappled Retreat - Walk to Wickaboag Lake!

3.0 star property
Sun-dappled Retreat - Walk to Wickaboag Lake!
Brimfield Waterfront cottage
Property grounds

Brimfield Waterfront cottage

10.0 out of 10, Exceptional, (6)
"Property is in excellent condition, just the right amount of space for us. "
Brimfield Waterfront cottage
Beautiful & Historic Cottage, Steps to Elm Park
Interior

Beautiful & Historic Cottage, Steps to Elm Park

3.0 star property
Beautiful & Historic Cottage, Steps to Elm Park
Cozy lake cottage. Bring your boat. New dock at cottage.
Fridge, microwave, oven, stovetop

Cozy lake cottage. Bring your boat. New dock at cottage.

10.0 out of 10, Exceptional, (8)
"Great home base for dog friendly parks, hiking and enjoying the outdoors. House is comfortable and nicely kept. We had a wonderful stay here."
Cozy lake cottage. Bring your boat. New dock at cottage.
Charming 2-bedroom cottage on 7 acres of woods in Putnam with AC, WiFi
Interior

Charming 2-bedroom cottage on 7 acres of woods in Putnam with AC, WiFi

10.0 out of 10, Exceptional, (1)
"Clean, quite and in the woods. Loved the big living area of the rustic home."
Charming 2-bedroom cottage on 7 acres of woods in Putnam with AC, WiFi
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'
Dining

Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'

10.0 out of 10, Exceptional, (48)
"We had a wonderful stay."
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!
Property grounds

Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!

10.0 out of 10, Exceptional, (85)
"Great stay beautiful property"
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!
Hampton 'quiet Corner Cottage' w/ Fireplace & Yard
Cottage (3 Bedrooms) | Interior

Hampton 'quiet Corner Cottage' w/ Fireplace & Yard

3.0 star property
Hampton 'quiet Corner Cottage' w/ Fireplace & Yard
Home Near Skiing & Downtown Worcester
House (2 Bedrooms) | Interior

Home Near Skiing & Downtown Worcester

3.0 star property
Home Near Skiing & Downtown Worcester
Waterfront New England House on Wickaboag Lake!
House (4 Bedrooms) | Interior

Waterfront New England House on Wickaboag Lake!

3.0 star property
Waterfront New England House on Wickaboag Lake!
Quintessential New England Home w/ Patio & Grill!
House (5 Bedrooms) | Interior

Quintessential New England Home w/ Patio & Grill!

3.0 star property
Quintessential New England Home w/ Patio & Grill!
Beautiful Lakeside Milford Family Home & Deck
House (3 Bedrooms) | Private kitchen

Beautiful Lakeside Milford Family Home & Deck

3.0 star property
Beautiful Lakeside Milford Family Home & Deck
Cottage in New England
Interior

Cottage in New England

Cottage in New England
Grand Worcester Getaway w/ Large Private Yard!
House (3 Bedrooms) | Interior

Grand Worcester Getaway w/ Large Private Yard!

3.0 star property
Grand Worcester Getaway w/ Large Private Yard!
Lakefront Cottage 2 Mi to Palladium in Worcester!
House (2 Bedrooms) | Interior

Lakefront Cottage 2 Mi to Palladium in Worcester!

3.0 star property
Lakefront Cottage 2 Mi to Palladium in Worcester!
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

Hampton Inn Auburn

Hampton Inn Auburn

10/10 Excellent
"For clean, spacious and pleasant overall."
Dwight 2-night trip
Posted 17 hours ago
Hampton Inn Auburn