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Holiday Homes in Douglas

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Douglas holiday homes

Exterior

Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (22 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is €169
includes taxes & fees
7 Jul - 8 Jul
Wizard's Roost at Underhill Hollow
Interior

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (39 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
The price is €175
includes taxes & fees
9 Jul - 10 Jul
The Tree House at Underhill Hollow
TV

By D&D Vacation Rental

By D&D Vacation Rental
Mount Pleasant
9.8 out of 10, Exceptional, (7 reviews)
"Super nice host, had everything I needed."
United States
Jennifer M.
The price is €214
includes taxes & fees
6 Jul - 7 Jul
By D&D Vacation Rental
Property grounds

SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (16 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is €169
includes taxes & fees
6 Jul - 7 Jul
SteamPunk Bunk House and Intergalactic Way Station
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, (2 reviews)
"This is our second stay here and both times have been good. The house is quiet, even for it being on a well traveled road. "
United States
John W.
The price is €266
includes taxes & fees
5 Jul - 6 Jul
Charming 3-bedroom house in delightful Ashland for your getaway
Dining

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

🌟Spacious + Backyard🌟50ft to Atwells & Downtown!🍝🎇
Federal Hill
8.8 out of 10, Excellent, (47 reviews)
"Welcoming host. "
United States
james g.
The price is €276
includes taxes & fees
14 Jul - 15 Jul
🌟Spacious + Backyard🌟50ft to Atwells & Downtown!🍝🎇
TV

6 Beds Home w/Game Room Perfect for Groups

6 Beds Home w/Game Room Perfect for Groups
Killingly
The price is €604
includes taxes & fees
6 Jul - 7 Jul
6 Beds Home w/Game Room Perfect for Groups
Exterior

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (1 review)
"Wonderful stay in the cottage. Great location, and prompt and friendly communication from the owner. Beautifully kept vintage home - such a gem!"
United States
K C.
The price is €189
includes taxes & fees
8 Jul - 9 Jul
Cottage by the Castle – Downtown Spencer
Interior

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 €234
includes taxes & fees
3 Jul - 4 Jul
Angel Sky Challenge
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, (2 reviews)
"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 €337
includes taxes & fees
26 Jul - 27 Jul
Beautiful Worcester Downtown King Bd/Office World Cup Boston
Property grounds

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
Worcester
9.8 out of 10, Exceptional, (16 reviews)
"Great host! Easy to contact via text. Home was clean and perfect for my family!"
United States
Michael B.
The price is €399
includes taxes & fees
19 Jul - 20 Jul
Lakefront Cottage 2 Mi to Palladium in Worcester!
Dining

Lovely Historic Vintage home. Remodeled inside.

Lovely Historic Vintage home. Remodeled inside.
Johnston
9.4 out of 10, Exceptional, (46 reviews)
"My host was awesome. The house was is a nice neighborhood everything we needs so close. "
United States
Tina N.
The price is €409
includes taxes & fees
8 Jul - 9 Jul
Lovely Historic Vintage home. Remodeled inside.
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, (12 reviews)
"10/10 great place to stay"
United States
Tyler B.
The price is €452
includes taxes & fees
3 Jul - 4 Jul
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, (25 reviews)
"Welcoming host! Beautiful house with great amenities!"
United States
maria c.
The price is €643
includes taxes & fees
14 Jul - 15 Jul
Stunning Lakefront Escape! Book Your Dream Getaway!
Private kitchen

4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
The price is €391
includes taxes & fees
9 Jul - 10 Jul
4-bedroom house in nice Holden with WiFi, AC
Microwave, oven, stovetop, dishwasher

Spacious & Stylish 5 -bed 2 bath house in charming Providence, a block from PC

Spacious & Stylish 5 -bed 2 bath house in charming Providence, a block from PC
Elmhurst
10.0 out of 10, Exceptional, (7 reviews)
"Great experience! Katie was a great host and the property was great."
United States
Michaela D.
Spacious & Stylish 5 -bed 2 bath house in charming Providence, a block from PC
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 €336
includes taxes & fees
26 Jul - 27 Jul
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
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 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
10.0 out of 10, Exceptional, (2 reviews)
"The only thing missing was a BBQ"
United States
Charmen B.
The price is €452
includes taxes & fees
20 Jul - 21 Jul
Cozy 3-bedroom house in serene Worcester with fitness room and office
3 bedrooms, desk, iron/ironing board, free WiFi

Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home
Northbridge
The price is €383
includes taxes & fees
7 Jul - 8 Jul
Clifford Luxury Retreat 3BR Self Check In Home
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
"The hotel was cute with an older design. The standard room was quite large with lots of storage space. Highly recommended if you are in the area."
Sarah 1-night trip
Posted 3 hours ago
Wellsworth Hotel

Find out more about Douglas

Douglas Holiday Homes information

Number of reviews
11,884
Accommodation
147 Holiday Homes
Lowest Price
€61
Highest Price
€184