Book Worcester County, MA Cottages

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Top cities with Cottages to explore in Worcester County

On the way to Sturbridge village

Sturbridge

Cottages
Sturbridge

Top Cottages in Worcester County

Charming single family Cottage, pet friendly w fenced in yard,

Charming single family Cottage, pet friendly w fenced in yard,

2 out of 5
Lincoln RI
$180 nightly
The price is $194 total per night
$194 total
Dec 21 - Dec 22
Total with taxes and fees
This cottage includes a garden and laundry facilities.
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

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

Stafford CT
$271 nightly
The price is $307 total per night
$307 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This cottage featured laundry facilities and barbecue grills.
Cottage beside a waterfall

Cottage beside a waterfall

Wilton NH
$265 nightly
The price is $288 total per night
$288 total
Dec 21 - Dec 22
Total with taxes and fees
This cottage features barbecue grills.
Parking available
Barbecue grill
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

Rindge NH
$340 nightly
The price is $368 total per night
$368 total
Dec 21 - Dec 22
Total with taxes and fees
This cottage features a garden, laundry facilities, and barbecue grills.
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'

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

Killingly CT
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This cottage featured laundry facilities and barbecue grills.
Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose

Palmer MA
$305 nightly
The price is $322 total per night
$322 total
Dec 21 - Dec 22
Total with taxes and fees
This cottage features barbecue grills.
Air conditioning
Parking available
Winter on the Water: Warm & Cozy Thompson Retreat!

Winter on the Water: Warm & Cozy Thompson Retreat!

3 out of 5
Thompson CT
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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Parking included
Waterfront Cottage on Scenic Sportsman Pond

Waterfront Cottage on Scenic Sportsman Pond

Fitzwilliam NH
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This cottage includes a garden and barbecue grills.
Kitchen
Pet friendly
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!

Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!

Holland MA
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This cottage includes a garden and barbecue grills.
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Westminster MA
$450 nightly
The price is $494 total per night
$494 total
Dec 21 - Dec 22
Total with taxes and fees
Stay at this cottage in Westminster. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Wachusett Mountain Ski Area and Redemption Rock are located nearby.
2 queen and 2 twin beds

2 queen and 2 twin beds

Milford NH
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This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Worcester Home on Indian Lake w/ Shared Boat Dock!

Worcester Home on Indian Lake w/ Shared Boat Dock!

3 out of 5
Worcester MA
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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
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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.

Worcester County Cottages essential information

Accommodation
96 Cottages
Lowest Price
$194
Highest Price
$494
Popular accommodation
Charming single family Cottage, pet friendly w fenced in yard,, Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake, Cottage beside a waterfall, 2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock, Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner', Trainmaster's Inn - Caboose, Winter on the Water: Warm & Cozy Thompson Retreat!, Waterfront Cottage on Scenic Sportsman Pond, Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks! , Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board, 2 queen and 2 twin beds, Worcester Home on Indian Lake w/ Shared Boat Dock!

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