Cottages in Worcester County
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Cottages in Worcester County

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your current months are November, 2026 and December, 2026.

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Top cities in Worcester County

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Our top choices for Worcester County cottages

A house with a deck overlooking a lake, a chimney, and a stone foundation.

A spacious kitchen with a stone fireplace, wooden beams, and a large island.

A barbecue grill on a wooden deck overlooking a lake with trees and buildings in the background.

A wooden deck with wicker chairs and a small table overlooking a lake, with a railing and a grill.

1. Modern Waterfront Gem w/ Dock on Lake Monomonac

Modern Waterfront Gem w/ Dock on Lake Monomonac

3.0 star property

Winchendon

Modern Waterfront Gem w/ Dock on Lake Monomonac

A white two-story house with a brick fire pit in the front yard, surrounded by trees with autumn foliage.

A spacious kitchen with a large island, stainless steel appliances, and exposed wooden beams.

A rustic cabin with a patio area featuring a wooden table and chairs, a wicker sofa, and a grill.

A spacious living room with a large sectional sofa, a coffee table, and a fireplace. There is a kitchen area with bar stools and a dining table.

2. Historic Home w/ Modern Updates on < 4 Acres

Historic Home w/ Modern Updates on < 4 Acres

3.0 star property

Royalston

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Great place. Enjoyed our stay. Wish it wasn’t raining so we could’ve enjoyed more of the outdoors."

Melissa

Historic Home w/ Modern Updates on < 4 Acres

A two-story house with a stone facade, a front porch, and a large tree with pink flowers.

A living room with a sofa, coffee table, and a fireplace. There is a kitchen area in the background with a microwave and cabinets.

A driveway leading to a house with a stone wall and wooden fence.

A backyard with a swimming pool, a pergola, and a patio area with outdoor furniture.

3. Shared Hot Tub: Historic Cottage, Walk to Elm Park

Shared Hot Tub: Historic Cottage, Walk to Elm Park

3.0 star property

Elm Park

8.0 out of 10, Very good, (1 review)

8.0/10

Very good

(1 review)

"Everything is good except there is no range hood vent"

Julia

Shared Hot Tub: Historic Cottage, Walk to Elm Park

A wooden deck with a covered grill, chairs, and a table overlooking a lake.

A dining area with a wooden table, chairs, and a ceiling fan.

A two-story wooden house with a front porch, surrounded by dense greenery and trees.

A spacious living room with a large sliding glass door leading to a balcony, a wooden staircase, and a comfortable seating area with a sofa and armchair.

4. Waterfront New England House on Wickaboag Lake!

Waterfront New England House on Wickaboag Lake!

3.0 star property

West Brookfield

Waterfront New England House on Wickaboag Lake!

A two-story house with a front porch, a small staircase, and a stone retaining wall.

A modern kitchen with a glass dining table, black chairs, and a ceiling fan.

A living room with a sofa, coffee table, and a staircase leading to another level.

A modern kitchen with granite countertops, stainless steel appliances, and a large island.

5. Home Near Parks, Recreational, &downtown Worcester

Home Near Parks, Recreational, &downtown Worcester

3.0 star property

Worcester

Home Near Parks, Recreational, &downtown Worcester

Two Adirondack chairs on a wooden deck with a view of a lake and trees.

A backyard with a wooden deck, a swing set, and a view of a lake.

A wooden deck with outdoor furniture, a white railing, and a view of a lake.

A spacious living room with a leather sofa, a round coffee table, and a bookshelf.

6. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!

3.0 star property

Worcester

The price is RM907

RM907

RM1,832 total

includes taxes & fees

22 Nov - 23 Nov

Worcester Lakefront Cottage Apt w/ Shared Dock!

A large house with a conservatory, a garden with various plants, and a paved pathway.

An outdoor patio with wicker furniture, a table, and potted plants.

A spacious living room with a large window, a ceiling fan, a fireplace, and a clock.

7. Walkable Area! Historic 2-home Worcester Retreat

Walkable Area! Historic 2-home Worcester Retreat

3.0 star property

Elm Park

Walkable Area! Historic 2-home Worcester Retreat

A deck with a grill, outdoor furniture, and a red umbrella.

A modern living room with a curved glass wall offering a lake view.

A spacious room with wooden walls, large windows, a cozy seating area, and a dining table.

A modern kitchen with a central island, bar stools, and large windows offering a view of the outdoors.

8. Vibrant Sterling Lakefront Lodge w/ Kayaks

Vibrant Sterling Lakefront Lodge w/ Kayaks

3.0 star property

Sterling

Vibrant Sterling Lakefront Lodge w/ Kayaks

A deck with a table and chairs overlooking a lake, a grill, and a building with large windows.

A cozy living room with a TV, wooden furniture, large windows, and a view of trees.

A cozy living room with a large window overlooking a lake, a sofa, a chair, and a coffee table.

A house with a dock extending into a pond, surrounded by trees and a stone wall.

9. Beautiful Lakeside Milford Family Home & Deck

Beautiful Lakeside Milford Family Home & Deck

3.0 star property

Milford

Beautiful Lakeside Milford Family Home & Deck

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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Cabin Rentals in Worcester County
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Castles in Worcester County
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Flights to Massachusetts
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Flights from Dhaka (DAC) to Worcester (ORH)
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Flights from Los Angeles (LAX) to Worcester (ORH)
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Flights from Lebanon (LEB) to Worcester (ORH)
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Flights from Pamplona (PNA) to Worcester (ORH)
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Flights from Redmond (RDM) to Worcester (ORH)
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Flights from South West Bay (SWJ) to Worcester (ORH)
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Flights from Hamilton (YHM) to Worcester (ORH)
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Cottages in Worcester County

Change your mind

Treat yourself

Be picky

Top cities in Worcester County

Worcester

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Worcester County cottages

1. Modern Waterfront Gem w/ Dock on Lake Monomonac

2. Historic Home w/ Modern Updates on < 4 Acres

3. Shared Hot Tub: Historic Cottage, Walk to Elm Park

4. Waterfront New England House on Wickaboag Lake!

5. Home Near Parks, Recreational, &downtown Worcester

6. Worcester Lakefront Cottage Apt w/ Shared Dock!

7. Walkable Area! Historic 2-home Worcester Retreat

8. Vibrant Sterling Lakefront Lodge w/ Kayaks

9. Beautiful Lakeside Milford Family Home & Deck

Explore a world of travel with Expedia