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Douglas Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Douglas holiday rentals

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, (45 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is HK$988
HK$1,519 total
includes taxes & fees
26 Oct - 27 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 HK$988
HK$1,474 total
includes taxes & fees
28 Oct - 29 Oct
Wizard's Roost at Underhill Hollow
A spacious room with large windows, a wooden dining table with chairs, and a view of the outdoors.

3. Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (16 reviews)
"This was a lovely place to stay! This site was meticulously clean, gardens and decor both zen and whimsical, trails well maintained, near a grocery and other shopping. I will stay again!"
United States
Melanie S.
The price is HK$1,682
HK$2,022 total
includes taxes & fees
2 Nov - 3 Nov
Zen Inspired Retreat with Private Forest Trails
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 HK$3,529
HK$4,236 total
includes taxes & fees
27 Oct - 28 Oct
Clifford Luxury Retreat 3BR Self Check In Home
A room with two wicker chairs and a small round table, a large window, and a red door.

5. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (19 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is HK$988
HK$1,474 total
includes taxes & fees
1 Nov - 2 Nov
SteamPunk Bunk House and Intergalactic Way Station
A bedroom with a wooden bed, large windows, and a view of greenery outside.

6. Rustic Farmette Studio with Hot Tub & Pool

Rustic Farmette Studio with Hot Tub & Pool
Thompson
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful and quiet location"
United States
Lynn J.
The price is HK$1,961
HK$3,012 total
includes taxes & fees
26 Oct - 27 Oct
Rustic Farmette Studio with Hot Tub & Pool
A modern hotel lobby with a seating area, a bar, and a kitchen.

7. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (265 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
The price is HK$911
HK$1,017 total
includes taxes & fees
27 Oct - 28 Oct
Residences at Solomon Pond
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

8. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
9.0 out of 10, Wonderful, (2 reviews)
"Nice and very clean. Host communicated fast and helpful."
United States
Ekaterina
The price is HK$628
HK$899 total
includes taxes & fees
26 Oct - 27 Oct
Clean & Cozy Private-3 floor_R 2
A two-story house with a front porch, stone steps, and a driveway.

9. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
9.0 out of 10, Wonderful, (8 reviews)
"Very convenient 2BD for a two night stay. Note that parking is on the street."
United States
Dan M.
The price is HK$960
HK$1,712 total
includes taxes & fees
26 Oct - 27 Oct
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
A modern living room with a flat-screen TV, a sofa, and two armchairs. There is a dining area with a kitchen in the background.

10. 12B-Cozy 3BR Apartment with Koi Pond in Worcester

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
9.8 out of 10, Exceptional, (7 reviews)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
The price is HK$1,184
HK$2,852 total
includes taxes & fees
26 Oct - 27 Oct
12B-Cozy 3BR Apartment with Koi Pond in Worcester
A dining area with a round table, yellow chairs, a potted plant, and a Buddha painting on the wall.

11. Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay very nice apartment"
United States
Aaron R.
The price is HK$1,122
HK$1,665 total
includes taxes & fees
2 Nov - 3 Nov
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Private kitchen

12. Breezy 4BR Worcester Home • Pet-Friendly Near I-290 & Parks 16-3

Breezy 4BR Worcester Home • Pet-Friendly Near I-290 & Parks 16-3
Worcester
10.0 out of 10, Exceptional, (2 reviews)
"Very nice stay. Plenty of space for the 7 of us that stayed, could have easily had 4 more. Recently refinished, so I think Jenny is still getting it all well stocked with kitchen wares. Only down side was window unit AC, which was a bit noisy when trying to watch TV (or for delicate sleepers)"
United States
Andrew O.
The price is HK$1,333
HK$3,285 total
includes taxes & fees
26 Oct - 27 Oct
Breezy 4BR Worcester Home • Pet-Friendly Near I-290 & Parks 16-3
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

13. 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)
"Great, clean location to stay."
United States
Mike O.
The price is HK$2,157
HK$4,030 total
includes taxes & fees
26 Oct - 27 Oct
Spacious 4-bedroom with four and half bathrooms
A neatly made bed with rolled towels, a bedside table with a lamp, and a large mirror on the wall.

14. Newly Refreshed 3bd Spacious Unit Minutes from 290

Newly Refreshed 3bd Spacious Unit Minutes from 290
Franklin Plantation
9.4 out of 10, Exceptional, (3 reviews)
"The communication was wonderful. There were some things that needed to be addressed and they were.We would definitely rent again! The space is very spacious and clean"
United States
Anonymous traveller
The price is HK$784
HK$1,948 total
includes taxes & fees
27 Oct - 28 Oct
Newly Refreshed 3bd Spacious Unit Minutes from 290
A modern kitchen with stainless steel appliances, wooden ceiling, and a dining area with a wooden table and chairs.

15. Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Lincoln
10.0 out of 10, Exceptional, (33 reviews)
"Everything was clean and welcoming. Kitchen had everything you need to cook, make coffee, etc. charming and comfortable "
United States
Lindsey D.
The price is HK$933
HK$1,726 total
includes taxes & fees
26 Oct - 27 Oct
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
A kitchen with wooden cabinets, a microwave, a stove, and granite countertops.

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

Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
Worcester
8.0 out of 10, Very good, (1 review)
"The house was fine overall. There were just a few things that stood out - only 3 towels but we were 4, no baking sheet for the oven, lighting in the kitchen wasn’t great, couldn’t find the house or unit number and the lock box was hard to find. The main bed was very comfortable but the pillows were not."
United States
Laura P.
The price is HK$1,641
HK$2,058 total
includes taxes & fees
26 Oct - 27 Oct
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
Dining Room

17. 1 King Bed | Non-Smoking, Micfridge

1 King Bed | Non-Smoking, Micfridge
Putnam
The price is HK$688
HK$792 total
includes taxes & fees
26 Oct - 27 Oct
1 King Bed | Non-Smoking, Micfridge
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

18. Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
4.0 out of 10, (1 review)
The price is HK$345
HK$990 total
includes taxes & fees
26 Oct - 27 Oct
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
A room with two black leather sofas, a glass-top coffee table, white walls, and a ceiling light.

19. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Main South
8.8 out of 10, Excellent, (3 reviews)
"Rented the property to attend a series of events at Clark University. Literally walking distance to the school so it was quite convenient. Apartment was clean, beds were comfortable. Being able to park three cars in the driveway was a huge plus as street parking near the apartment was extremely challenging. Being a Clark alum, was quite familiar with the neighborhood so I knew what to expect. Felt completely safe in the apartment as every door to the hallways had sufficient locks. We did blow a...
United States
Elyse D.
The price is HK$1,048
HK$2,689 total
includes taxes & fees
1 Nov - 2 Nov
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
A hotel room with a bed, a desk, a chair, a potted plant, and a window with blinds.

20. The Micro-Loft at Mt. Pleasant New 2BR APT Parking

The Micro-Loft at Mt. Pleasant New 2BR APT Parking
Valley
7.2 out of 10, Good, (13 reviews)
"It was clean and met our needs for the visit."
United States
Staci B.
The price is HK$384
HK$1,323 total
includes taxes & fees
26 Oct - 27 Oct
The Micro-Loft at Mt. Pleasant New 2BR APT Parking
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

Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

10/10 Excellent
"Cleaness is always my top priority, which is why I went with this specific location other than 3 other options I had in mind. Glad I did, and will be coming back in the future!"
Heather 1-night trip
Posted 4 hours ago
Courtyard by Marriott Boston Marlborough

Find out more about Douglas

Search for holiday rentals in Douglas on Expedia! You can easily find your home rentals, villas, holiday apartments in Douglas using one of the methods below:

  • View our selection of featured holiday rentals in Douglas
  • Use the map to find apartments and other holiday homes in the Douglas neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Douglas while they last

Look no further and take a look at our great range of rental properties in Douglas!

Frequently asked questions

Are there holiday rentals in Douglas?

Yes, there are holiday rentals in Douglas close to Breezy Picnic Grounds & Waterslides, or you can select a more secluded option if you're looking for a relaxing stay. Douglas is known for its parks.

What are some of the best holiday rentals that Douglas has to offer?

Lovely Historic Vintage home. Remodeled inside.: This holiday home rental outside of Douglas is located on a river, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Douglas?

Family-friendly attractions include Breezy Picnic Grounds & Waterslides, whereas Buck Hill Management Area is a spot to enjoy the outdoors. Manchaug Pond and Blissful Meadows Golf Club are a couple of places you'll find in the wider area.

What’s a holiday rental in Douglas like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Douglas. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family gatherings.