Holiday Homes in Douglas

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Douglas holiday homes

2 bedrooms, free WiFi

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (32 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is €270
includes taxes & fees
19 May - 20 May
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Property grounds

SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is €166
includes taxes & fees
18 May - 19 May
SteamPunk Bunk House and Intergalactic Way Station
TV

By D&D Vacation Rental

By D&D Vacation Rental
Mount Pleasant
9.8 out of 10, Exceptional, (6 reviews)
"Clean room, host was friendly. Perfect place for a quick weekended"
United States
Delaine F.
The price is €164
includes taxes & fees
25 May - 26 May
By D&D Vacation Rental
Exterior

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (22 reviews)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
The price is €166
includes taxes & fees
18 May - 19 May
Wizard's Roost at Underhill Hollow
Exterior

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.2 out of 10, Wonderful, (35 reviews)
"Such a fun getaway!"
United States
Patrice D.
The price is €171
includes taxes & fees
18 May - 19 May
The Tree House at Underhill Hollow
Dining

Lovely Historic Vintage home. Remodeled inside.

Lovely Historic Vintage home. Remodeled inside.
Johnston
9.2 out of 10, Wonderful, (41 reviews)
"My host was awesome. The house was is a nice neighborhood everything we needs so close. "
United States
Tina N.
The price is €358
includes taxes & fees
18 May - 19 May
Lovely Historic Vintage home. Remodeled inside.
TV

🌟Spacious + Backyard🌟50ft to Atwells & Downtown!🍝🎇

🌟Spacious + Backyard🌟50ft to Atwells & Downtown!🍝🎇
Federal Hill
8.8 out of 10, Excellent, (42 reviews)
"We enjoyed our stay "
United States
Tina P.
The price is €269
includes taxes & fees
18 May - 19 May
🌟Spacious + Backyard🌟50ft to Atwells & Downtown!🍝🎇
Dining

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
10.0 out of 10, Exceptional, (1 review)
"I had an amazing stay here and would absolutely recommend this place to anyone visiting Boston or Worcester, Massachusetts. The house was truly 100% excellent. Everything was incredibly clean, spacious, and well organized. I loved the kitchen, my room, and the bathroom, everything was spotless and very comfortable. Honestly, the entire home was sparkling clean and very welcoming.I also slept extremely well during my stay. The bed, pillows, and bedding were so comfortable, which made the...
United States
Masard T.
The price is €287
includes taxes & fees
19 May - 20 May
Beautiful Worcester Downtown King Bd/Office World Cup Boston
Fridge, microwave, oven, stovetop

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (11 reviews)
"10/10 great place to stay"
United States
Tyler B.
The price is €435
includes taxes & fees
18 May - 19 May
Spacious 4-bedroom with four and half bathrooms
Private kitchen

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
10.0 out of 10, Exceptional, (1 review)
"Our stay was very nice, in that there is plenty of space and the shared areas and bedrooms are large spaces. Communication with the host went well, as we needed to get the correct door code to access, and there was a small issue with the thermostat which the host addressed quickly."
United States
John W.
The price is €254
includes taxes & fees
18 May - 19 May
Charming 3-bedroom house in delightful Ashland for your getaway
Terrace/patio

Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (23 reviews)
"Great property"
United States
gary b.
The price is €641
includes taxes & fees
18 May - 19 May
Stunning Lakefront Escape! Book Your Dream Getaway!
Exterior detail

Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is €226
includes taxes & fees
18 May - 19 May
Angel Sky Challenge
Exterior

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
The price is €183
includes taxes & fees
15 Jun - 16 Jun
Cottage by the Castle – Downtown Spencer
Living area

The Quattro-Lux at Charles 4BR / 2BA with "P"+Ldry PVD. Near Providence College

The Quattro-Lux at Charles 4BR / 2BA with "P"+Ldry PVD. Near Providence College
Charles
The price is €655
includes taxes & fees
18 May - 19 May
The Quattro-Lux at Charles 4BR / 2BA with "P"+Ldry PVD. Near Providence College
Interior

Cozy 3-bedroom house in serene Worcester with fitness room and office

Cozy 3-bedroom house in serene Worcester with fitness room and office
Worcester
The price is €390
includes taxes & fees
18 May - 19 May
Cozy 3-bedroom house in serene Worcester with fitness room and office
Exterior detail

A quiet neighborhood. 4 bedrooms and 2 full bathrooms. Near shops, dining, UMass

A quiet neighborhood. 4 bedrooms and 2 full bathrooms. Near shops, dining, UMass
Worcester
A quiet neighborhood. 4 bedrooms and 2 full bathrooms. Near shops, dining, UMass
Interior

Mohegan Sun Getaway Large Group Retreat

Mohegan Sun Getaway Large Group Retreat
Killingly
7.4 out of 10, Good, (3 reviews)
"Great setup. Perfect crash pad for a weekend of the Natchaug Epic bike race in Thompson… slept 8 no problem. Host was helpful and beds were clean, kitchens were just what we needed"
United States
shawn c b.
Mohegan Sun Getaway Large Group Retreat
Games room

6 Beds Home w/Game Room Perfect for Groups

6 Beds Home w/Game Room Perfect for Groups
Killingly
6 Beds Home w/Game Room Perfect for Groups
Private kitchen

4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
The price is €492
includes taxes & fees
19 May - 20 May
4-bedroom house in nice Holden with WiFi, AC
Dining

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (84 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is €668
includes taxes & fees
18 May - 19 May
Secluded 2-Acre Lakefront Home! Book Your Getaway!
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

Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough

10/10 Excellent
"The rooms are clean, I appreciate the 2 room set up for privacy with family. The breakfast is amazing! Best included breakfast you’ll ever get!"
Julie 1-night trip
Posted 1 hour ago
Embassy Suites by Hilton Boston Marlborough

Find out more about Douglas

Douglas Holiday Homes information

Number of reviews
275
Accommodation
137 Holiday Homes
Lowest Price
€164
Highest Price
€435