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Compare 19 Cottages in Dudley with updated reviews, rates, and availability.

Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'
Property grounds
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'
10.0 out of 10, Exceptional, (42)
"Magical weekend on Lake for Family Wedding….felt Like home but With beautiful deck and use of pontoon boat to explore the best kept secret of a lake in the area…so peaceful and yet so close to rest of family. Perfection!!!"
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'
Trainmaster's Inn - Caboose
Private kitchen
Trainmaster's Inn - Caboose
9.4 out of 10, Exceptional, (3)
"Husband is a railfan he was at the tracks several times a day"
The price is SAR 563
SAR 1,207 total
includes taxes & fees
25 Nov - 26 Nov
Trainmaster's Inn - Caboose
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!
Terrace/patio
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!
10.0 out of 10, Exceptional, (81)
"My husband and I stayed in this cozy cottage for ten days. It was so relaxing sitting on our private beach reading, sipping evening wine and a little fishing from the dock. The house was adequately furnished and there’s a large tv in the living room if you wanted to watch tv. Overall a very enjoyable vacation. "
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
10.0 out of 10, Exceptional, (6)
"👍"
The price is SAR 488
SAR 1,232 total
includes taxes & fees
30 Nov - 1 Dec
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Cozy lake cottage. Bring your boat. New dock at cottage.
Property grounds
Cozy lake cottage. Bring your boat. New dock at cottage.
10.0 out of 10, Exceptional, (7)
"Relaxing, clean and great host communication. Hidden gem on the lake! Thank you! "
Cozy lake cottage. Bring your boat. New dock at cottage.
Hampton 'Quiet Corner Cottage' w/ Fireplace & Yard
Hampton Vacation Rental | 3BR | 1.5BA | 2 Stories | 1,502 Sq Ft
Hampton 'Quiet Corner Cottage' w/ Fireplace & Yard
9.6 out of 10, Exceptional, (32)
"We had an amazing time at The Quiet Corner Cottage! Very private and secluded, the property is ideal. The house is very cozy, clean, relaxing and was equipped with everything we needed. The hosts are very helpful and very responsive. Thank you for allowing us to spend time in your beautiful home!"
Hampton 'Quiet Corner Cottage' w/ Fireplace & Yard
Sun-dappled Retreat - Walk to Wickaboag Lake!
Exterior
Sun-dappled Retreat - Walk to Wickaboag Lake!
3.0 star property
Sun-dappled Retreat - Walk to Wickaboag Lake!
Hampton 'quiet Corner Cottage' w/ Fireplace & Yard
Living area
Hampton 'quiet Corner Cottage' w/ Fireplace & Yard
3.0 star property
Hampton 'quiet Corner Cottage' w/ Fireplace & Yard
Brimfield Waterfront cottage
Property grounds
Brimfield Waterfront cottage
10.0 out of 10, Exceptional, (2)
"Property is in excellent condition, just the right amount of space for us. "
Brimfield Waterfront cottage
Beautiful & Historic Cottage, Steps to Elm Park
Worcester Vacation Rental | 2BR | 2BA | 1,200 Sq Ft | 1 Step Required
Beautiful & Historic Cottage, Steps to Elm Park
2.5 star property
9.0 out of 10, Wonderful, (2)
"We were visiting Worcester for Holy Cross Family Weekend. Looking for an alternative to booking 2 overpriced hotel rooms, I found this adorable "
Beautiful & Historic Cottage, Steps to Elm Park
Worcester Home on Indian Lake w/ Shared Boat Dock!
Living area
Worcester Home on Indian Lake w/ Shared Boat Dock!
3.0 star property
Worcester Home on Indian Lake w/ Shared Boat Dock!
Cottage in New England
Room
Cottage in New England
Cottage in New England
Grand Worcester Getaway w/ Large Private Yard!
Living area
Grand Worcester Getaway w/ Large Private Yard!
3.0 star property
Grand Worcester Getaway w/ Large Private Yard!
Waterfront New England House on Wickaboag Lake!
Exterior
Waterfront New England House on Wickaboag Lake!
3.0 star property
Waterfront New England House on Wickaboag Lake!
Beautiful Lakeside Milford Family Home & Deck
Property grounds
Beautiful Lakeside Milford Family Home & Deck
3.0 star property
Beautiful Lakeside Milford Family Home & Deck
Spacious Oxford Home w/ Pool - 4 Mi to Lake!
Living area
Spacious Oxford Home w/ Pool - 4 Mi to Lake!
3.0 star property
Spacious Oxford Home w/ Pool - 4 Mi to Lake!
Charming Worcester Retreat w/ Private Pool!
Fitness facility
Charming Worcester Retreat w/ Private Pool!
3.0 star property
Charming Worcester Retreat w/ Private Pool!
Quintessential New England Home w/ Patio & Grill!
Living area
Quintessential New England Home w/ Patio & Grill!
3.0 star property
Quintessential New England Home w/ Patio & Grill!
Spacious Worcester Home Near Parks & Universities!
Living area
Spacious Worcester Home Near Parks & Universities!
3.0 star property
Spacious Worcester Home Near Parks & Universities!
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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Other property types in Dudley

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Interior
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
9.8 out of 10, Exceptional, (29)
"This was an amazing property! My mother stayed there and said it was cozy and she felt at home. The place was clean, cozy, and quaint! Would definitely stay there again!"
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
Exterior
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
9.8 out of 10, Exceptional, (60)
"This property is amazing! We had such a great weekend - the water view is incredible and we had everything we needed for a cozy stay. Thank you!!"
The price is SAR 1,032
SAR 1,919 total
includes taxes & fees
2 Dec - 3 Dec
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
Treehouse | Countryside | Farm Animals | Fire Pit
Treehouse in Connecticut
Treehouse | Countryside | Farm Animals | Fire Pit
9.6 out of 10, Exceptional, (21)
"My second time here and it honestly feels like a second home. The animals are friendly and so was Carmen! It's honestly a must, if you have a bucket list. Joseph was very helpful and thorough as a superhost. I highly recommend visiting! "
The price is SAR 484
SAR 1,093 total
includes taxes & fees
10 Dec - 11 Dec
Treehouse | Countryside | Farm Animals | Fire Pit
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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