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Holiday Homes in Douglas

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Douglas holiday homes

A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

1. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (44 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is NZ$345
includes taxes & fees
15 Oct - 16 Oct
The Tree House at Underhill Hollow
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

2. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 reviews)
"Great stay!!"
United States
Elizabeth G.
The price is NZ$335
includes taxes & fees
18 Oct - 19 Oct
Wizard's Roost at Underhill Hollow
A rustic building with a brick exterior and a red roof, situated next to a pond with tall reeds and a tree with autumn-colored leaves.

3. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (18 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is NZ$335
includes taxes & fees
15 Oct - 16 Oct
SteamPunk Bunk House and Intergalactic Way Station
A cozy attic bedroom with a skylight, a piano, a mirror, and a bedside table with a lamp.

4. Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home
Northbridge
8.6 out of 10, Excellent, (7 reviews)
The price is NZ$951
includes taxes & fees
18 Oct - 19 Oct
Clifford Luxury Retreat 3BR Self Check In Home
A bedroom with a large bed, a desk, a chair, a mirror, and a clock on the wall.

5. Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
Worcester
The price is NZ$468
includes taxes & fees
15 Oct - 16 Oct
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
A living room with a round table, two armchairs, a TV mounted on the wall, and a potted plant.

6. Beautiful two-story home close to downtown worcester 5beds-4bedroom

Beautiful two-story home close to downtown worcester 5beds-4bedroom
Worcester
9.0 out of 10, Wonderful, (20 reviews)
"Great house-clean, great location."
United States
Kathleen R.
The price is NZ$791
includes taxes & fees
31 Oct - 1 Nov
Beautiful two-story home close to downtown worcester 5beds-4bedroom
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

7. 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 NZ$457
includes taxes & fees
15 Oct - 16 Oct
Angel Sky Challenge
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

8. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
9.8 out of 10, Exceptional, (23 reviews)
"Very clean and readily met the needs of our family of 7 traveling on vacation from Washington DC to Maine. Would stay again."
United States
Jim O.
The price is NZ$883
includes taxes & fees
15 Oct - 16 Oct
Spacious 4-bedroom with four and half bathrooms
A staircase with wooden steps and black balusters, a potted plant on a side table, and a framed floral artwork on the wall.

9. Spacious 5-bedroom home with three full bathrooms in charming Worcester location

Spacious 5-bedroom home with three full bathrooms in charming Worcester location
Worcester
The price is NZ$879
includes taxes & fees
27 Oct - 28 Oct
Spacious 5-bedroom home with three full bathrooms in charming Worcester location
A loft-style room with a wooden staircase, a sofa, a TV, and a 'Take a hike' sign.

10. By D&D Vacation Rental

By D&D Vacation Rental
Mount Pleasant
9.8 out of 10, Exceptional, (9 reviews)
"Great stay close to Mall. Close to just about anything you want to do."
United States
Tom L.
The price is NZ$320
includes taxes & fees
2 Nov - 3 Nov
By D&D Vacation Rental
The Cottage is nestled next to the historic Sagendorph Mansion.

11. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (8 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is NZ$414
includes taxes & fees
18 Oct - 19 Oct
Cottage by the Castle – Downtown Spencer
A two-story residential building with a front porch, a satellite dish, and a small front yard.

12. Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12

Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
Worcester
The price is NZ$1,028
includes taxes & fees
21 Oct - 22 Oct
Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
A modern living room with a blue sofa, a glass coffee table, a white entertainment unit, and a large flat-screen TV.

13. Welcome to The Adrianne!

Welcome to The Adrianne!
Elmhurst
9.6 out of 10, Exceptional, (17 reviews)
" Well, maintained home in a quiet walkable neighborhood. Great kitchen, comfy bed."
United States
Susan S.
The price is NZ$799
includes taxes & fees
22 Oct - 23 Oct
Welcome to The Adrianne!
A hotel with a central building, outdoor seating area, and a covered patio.

14. Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Sturbridge
9.8 out of 10, Exceptional, (98 reviews)
"very clean, wonderful location"
United States
Anonymous traveller
The price is NZ$944
includes taxes & fees
2 Nov - 3 Nov
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
A modern kitchen with white brick walls, a dining area with a wooden table and benches, and a TV mounted on the wall.

15. Lovely Historic Vintage home. Remodeled inside.

Lovely Historic Vintage home. Remodeled inside.
Johnston
9.4 out of 10, Exceptional, (52 reviews)
"My host was awesome. The house was is a nice neighborhood everything we needs so close. "
United States
Tina N.
The price is NZ$771
includes taxes & fees
4 Nov - 5 Nov
Lovely Historic Vintage home. Remodeled inside.
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

16. Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (24 reviews)
"Pictures don't do this house justice! Great communication from start to finish, very clean house & property, coolest house we've ever stayed at. Hope to stay again!"
United States
Mike T.
The price is NZ$1,469
includes taxes & fees
18 Oct - 19 Oct
Lake House in Sturbridge w/All the Views!
A dining table set with plates, cutlery, and a decorative wooden link.

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

🌟Spacious + Backyard🌟50ft to Atwells & Downtown!🍝🎇
Federal Hill
8.8 out of 10, Excellent, (53 reviews)
"Great location with many dining options."
United States
Ric S.
The price is NZ$599
includes taxes & fees
12 Nov - 13 Nov
🌟Spacious + Backyard🌟50ft to Atwells & Downtown!🍝🎇
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

18. 4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
10.0 out of 10, Exceptional, (2 reviews)
"Communication with owner was very responsive and timely. House was clean and as description. Any problems were immediately addressed by owner."
United States
larry d.
The price is NZ$966
includes taxes & fees
9 Nov - 10 Nov
4-bedroom house in nice Holden with WiFi, AC
A dining area with a high ceiling, skylights, and a view of the outdoors.

19. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (93 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is NZ$1,116
includes taxes & fees
1 Nov - 2 Nov
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A modern living room with a staircase, a kitchen in the background, and a fireplace.

20. 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 NZ$1,398
includes taxes & fees
15 Oct - 16 Oct
The Quattro-Lux at Charles 4BR / 2BA with "P"+Ldry PVD. Near Providence College
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

Extended Stay America Suites Boston Westborough Computer Dr

Extended Stay America Suites Boston Westborough Computer Dr

10/10 Excellent
"Staff was pleasant room were clean. I just wished they had coffee in the lobby until 10:00 but they had only vending machines"
Rose Ann 1-night trip
Posted 1 hour ago
Extended Stay America Suites Boston Westborough Computer Dr

Find out more about Douglas

Douglas Holiday Homes information

Number of reviews
475
Accommodation
148 Holiday Homes
Lowest Price
NZ$320
Highest Price
NZ$1,469