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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

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 £144
includes taxes & fees
18 May - 19 May
SteamPunk Bunk House and Intergalactic Way Station
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 £144
includes taxes & fees
18 May - 19 May
Wizard's Roost at Underhill Hollow
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 £234
includes taxes & fees
19 May - 20 May
🌟Spacious + Backyard🌟50ft to Atwells & Downtown!🍝🎇
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 £147
includes taxes & fees
18 May - 19 May
By D&D Vacation Rental
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 £235
includes taxes & fees
19 May - 20 May
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
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 £312
includes taxes & fees
18 May - 19 May
Lovely Historic Vintage home. Remodeled inside.
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 £148
includes taxes & fees
18 May - 19 May
The Tree House at Underhill Hollow
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 £264
includes taxes & fees
25 May - 26 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 £379
includes taxes & fees
18 May - 19 May
Spacious 4-bedroom with four and half bathrooms
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 £557
includes taxes & fees
18 May - 19 May
Stunning Lakefront Escape! Book Your Dream Getaway!
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 £221
includes taxes & fees
18 May - 19 May
Charming 3-bedroom house in delightful Ashland for your getaway
Exterior

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
The price is £143
includes taxes & fees
18 May - 19 May
Cottage by the Castle – Downtown Spencer
Property grounds

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Webster
9.6 out of 10, Exceptional, (5 reviews)
"Owner was easy to communicate with. Cute and cozy unit that meet all of our needs for our trip."
United States
Rachele T.
The price is £287
includes taxes & fees
9 Jun - 10 Jun
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
TV, fireplace

Sleeps 15 • Pool • World Cup 2026 • Retreat

Sleeps 15 • Pool • World Cup 2026 • Retreat
Brimfield
10.0 out of 10, Exceptional, (34 reviews)
"We visited in December, so the pool was closed, but looked inviting even in the snow. The home was so warm and cozy and spacious. We loved our stay."
United States
Gina O.
The price is £1,248
includes taxes & fees
25 May - 26 May
Sleeps 15 • Pool • World Cup 2026 • Retreat
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 £570
includes taxes & fees
19 May - 20 May
The Quattro-Lux at Charles 4BR / 2BA with "P"+Ldry PVD. Near Providence College
Property grounds

Leicester Lake Front Home, Come Relax!

Leicester Lake Front Home, Come Relax!
Leicester
10.0 out of 10, Exceptional, (34 reviews)
"We loved our stay over Christmas at this beautiful Leicester home. It was spacious, had everything we needed, and the view was spectacular. The host, Lucas, was very responsive and accessible for anything we needed during our stay. We will definitely book again when in the area visiting family. "
United States
Kristin G.
The price is £1,231
includes taxes & fees
25 May - 26 May
Leicester Lake Front Home, Come Relax!
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 £322
includes taxes & fees
25 May - 26 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
The price is £287
includes taxes & fees
28 May - 29 May
A quiet neighborhood. 4 bedrooms and 2 full bathrooms. Near shops, dining, UMass
Private kitchen

4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
The price is £428
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 £581
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

Wellsworth Hotel

Wellsworth Hotel

10/10 Excellent
"Beautiful hotel. Love the history and architect of the place. Very clean, fantastic staff, great amenities. Would recommend it to anyone. Definitely would stay again."
Tonya 1-night trip
Posted 1 hour ago
Wellsworth Hotel

Find out more about Douglas

Douglas Holiday Homes information

Number of reviews
344
Accommodation
143 Holiday Homes
Lowest Price
£144
Highest Price
£1,248