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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cottages in Douglas

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

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

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

2.0 star property
10.0 out of 10, Exceptional, (13)
"Beautiful little getaway! Pet friendly and very accommodating. Thank you!"
Charming single family Cottage w fenced in yard, pet friendly, fenced yard
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
Worcester Home on Indian Lake w/ Shared Boat Dock!
Beautiful & Historic Cottage, Steps to Elm Park
Exterior

Beautiful & Historic Cottage, Steps to Elm Park

2.5 star property
10.0 out of 10, Exceptional, (12)
"place was very nice and owners where very responsive, and you can't beat the location. great restaurants a few blocks away.I been looking for a place to stay when I come visit my sister and this might be it."
Beautiful & Historic Cottage, Steps to Elm Park
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
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!
Exterior

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!
Classic Waterfront Home on Lake Maspenock w/ Grill
House (3 Bedrooms) | Interior

Classic Waterfront Home on Lake Maspenock w/ Grill

3.0 star property
Classic Waterfront Home on Lake Maspenock w/ Grill
Home Near Skiing & Downtown Worcester
House (2 Bedrooms) | Interior

Home Near Skiing & Downtown Worcester

3.0 star property
Home Near Skiing & Downtown Worcester
Quintessential New England Home w/ Patio & Grill!
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
Outdoor dining

Beautiful Lakeside Milford Family Home & Deck

3.0 star property
Beautiful Lakeside Milford Family Home & Deck
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!
Great little cottage sitting behind the main house on 4 acres of property.
Property grounds

Great little cottage sitting behind the main house on 4 acres of property.

Great little cottage sitting behind the main house on 4 acres of property.
Comfortable 3 Cottage
Beach

Comfortable 3 Cottage

Comfortable 3 Cottage
Cottage in New England
Interior

Cottage in New England

Cottage in New England
Pet-friendly Providence Home, 2 Mi to Downtown!
Exterior

Pet-friendly Providence Home, 2 Mi to Downtown!

3.0 star property
Pet-friendly Providence Home, 2 Mi to Downtown!
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!
Walk to Eats, Shops + More: Prime Providence Stay!
Interior

Walk to Eats, Shops + More: Prime Providence Stay!

Walk to Eats, Shops + More: Prime Providence Stay!
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 Douglas Hotel Reviews

DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

10/10 Excellent
"B "
Gina 1-night trip
Posted 1 day ago
DoubleTree by Hilton Hotel Boston - Westborough

Frequently asked questions

What is there to do in Douglas near my cottage?
If you want to explore the best of Douglas, pay a visit to Breezy Picnic Grounds & Waterslides. It's a favourite among locals and travellers alike.