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Douglas Vacation Rentals

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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 vacation 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, (44 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is AED 463
AED 711 total
includes taxes & fees
19 Oct - 20 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 AED 463
AED 690 total
includes taxes & fees
21 Oct - 22 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 AED 463
AED 690 total
includes taxes & fees
19 Oct - 20 Oct
SteamPunk Bunk House and Intergalactic Way Station
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

4. 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 AED 294
AED 421 total
includes taxes & fees
19 Oct - 20 Oct
Clean & Cozy Private-3 floor_R 2
A spacious room with large windows, a wooden dining table with chairs, and a view of the outdoors.

5. 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 AED 788
AED 947 total
includes taxes & fees
19 Oct - 20 Oct
Zen Inspired Retreat with Private Forest Trails
A modern hotel lobby with a seating area, a bar, and a kitchen.

6. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (258 reviews)
"Wonderful!!"
United States
Huynh
The price is AED 397
AED 443 total
includes taxes & fees
20 Oct - 21 Oct
Residences at Solomon Pond
A modern kitchen with stainless steel appliances, wooden ceiling, and a dining area with a wooden table and chairs.

7. 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 AED 437
AED 804 total
includes taxes & fees
25 Oct - 26 Oct
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Bedroom

8. 1 King Bed | Non-Smoking, Micfridge

1 King Bed | Non-Smoking, Micfridge
Putnam
The price is AED 323
AED 372 total
includes taxes & fees
19 Oct - 20 Oct
1 King Bed | Non-Smoking, Micfridge
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 AED 443
AED 794 total
includes taxes & fees
19 Oct - 20 Oct
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
A dining area with a round table, yellow chairs, a potted plant, and a Buddha painting on the wall.

10. 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 AED 526
AED 780 total
includes taxes & fees
20 Oct - 21 Oct
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
A living room with a gray sofa, a coffee table, and a rug. There are two windows with blinds, a door, and a wall-mounted plant.

11. Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (5 reviews)
"It was a great place for my family and i"
United States
Taisha M.
The price is AED 382
AED 950 total
includes taxes & fees
19 Oct - 20 Oct
Large 3BD 1st Floor Apartment Minutes from 290
A neatly made bed with rolled towels, a bedside table with a lamp, and a large mirror on the wall.

12. 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 traveler
The price is AED 353
AED 908 total
includes taxes & fees
9 Nov - 10 Nov
Newly Refreshed 3bd Spacious Unit Minutes from 290
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

13. 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 AED 154
AED 455 total
includes taxes & fees
19 Oct - 20 Oct
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
A bedroom with a wooden bed, large windows, and a view of greenery outside.

14. 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 AED 918
AED 1,418 total
includes taxes & fees
21 Oct - 22 Oct
Rustic Farmette Studio with Hot Tub & Pool
A kitchen with wooden cabinets, a window with a view, a vase with flowers, and framed pictures on the windowsill.

15. 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 AED 657
AED 1,452 total
includes taxes & fees
19 Oct - 20 Oct
12B-Cozy 3BR Apartment with Koi Pond in Worcester
A living room with a TV, a sofa, a chair, a lamp, and a window with sheer curtains.

16. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
4.0 out of 10, (3 reviews)
The price is AED 327
AED 458 total
includes taxes & fees
19 Oct - 20 Oct
Clean & Cozy Private room - 3 floor_R 1
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

17. 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 AED 588
AED 954 total
includes taxes & fees
19 Oct - 20 Oct
Angel Sky Challenge
A room with two black leather sofas, a glass-top coffee table, white walls, and a ceiling light.

18. 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 AED 491
AED 1,259 total
includes taxes & fees
1 Nov - 2 Nov
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
A loft-style room with a wooden staircase, a sofa, a TV, and a 'Take a hike' sign.

19. 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 AED 338
AED 673 total
includes taxes & fees
1 Nov - 2 Nov
By D&D Vacation Rental
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

20. Clean & Cozy Private- 3 floor_R 3

Clean & Cozy Private- 3 floor_R 3
Union HIll
The price is AED 327
AED 458 total
includes taxes & fees
19 Oct - 20 Oct
Clean & Cozy Private- 3 floor_R 3
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
"Liked the large rooms,furniture very comfortable, rooms very clean. room darkening shades. Did not care to buy breakfast buffet. Prefer lighter breakfast. Price was excellent for the value of the Hotel. Love the history of the building. The building itself is very striking to see. Would return."
Allan 1-night trip
Posted 3 hours ago
Wellsworth Hotel

Frequently asked questions

Are there vacation rentals in Douglas?

Yes, we give you a choice of vacation rentals in Douglas near Breezy Picnic Grounds & Waterslides, or you can choose a secluded option if you'd like a relaxing place to stay. Douglas is known for its parks.

What's the top vacation rental in Douglas?

Lovely Historic Vintage home. Remodeled inside.: This vacation home rental outside of Douglas is located on a river and has a fireplace, a garden, and a barbecue grill 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 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 larger area.

What’s a vacation rental in Douglas like?

Vacation rentals are private properties where you can stay for a long or short time in Douglas. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family trips or small group gatherings.