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Douglas Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Douglas vacation rentals

A red building with a colorful mural on the front, a covered porch, and a stone foundation.

1. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 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.
$166 nightly
The price is $188
Sep 27 - Sep 28
Total with taxes and fees
Wizard's Roost at Underhill Hollow
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

2. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (42 reviews)
"Great space, lots of fun."
United States
Douglas C.
$171 nightly
The price is $194
Sep 27 - Sep 28
Total with taxes and fees
The Tree House 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.
$166 nightly
The price is $188
Sep 27 - Sep 28
Total with taxes and fees
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
$100 nightly
The price is $115
Sep 27 - Sep 28
Total with taxes and fees
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.
$237 nightly
The price is $251
Oct 5 - Oct 6
Total with taxes and fees
Zen Inspired Retreat with Private Forest Trails
A two-story house with a front porch, stone steps, and a driveway.

6. 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)
"Clean place, easy check-in and comfortable place. We appreciated the coffee and water, microwave and clean towels. We would stay here again!! Thank you!! "
United States
Lucy L.
$191 nightly
The price is $216
Oct 6 - Oct 7
Total with taxes and fees
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
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, (31 reviews)
"Everything was clean and welcoming. Kitchen had everything you need to cook, make coffee, etc. charming and comfortable "
United States
Lindsey D.
$193 nightly
The price is $220
Sep 26 - Sep 27
Total with taxes and fees
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

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

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
$114 nightly
The price is $127
Sep 26 - Sep 27
Total with taxes and fees
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
A cozy attic bedroom with a skylight, a piano, a mirror, and a bedside table with a lamp.

9. Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home
Northbridge
8.4 out of 10, Very good, (6 reviews)
$508 nightly
The price is $537
Sep 27 - Sep 28
Total with taxes and fees
Clifford Luxury Retreat 3BR Self Check In Home

10. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
Worcester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, perfect, had everything we needed for a quick stay "
United States
Sierra M.
$337 nightly
The price is $385
Sep 27 - Sep 28
Total with taxes and fees
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
A bedroom with a wooden bed, large windows, and a view of greenery outside.

11. 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.
$327 nightly
The price is $372
Sep 27 - Sep 28
Total with taxes and fees
Rustic Farmette Studio with Hot Tub & Pool
A kitchen with granite countertops, stainless steel appliances, and a black utensil holder.

12. The Double-Loft at The North End New 2BR APT. PVD

The Double-Loft at The North End New 2BR APT. PVD
Wanskuck
7.8 out of 10, Good, (10 reviews)
"Nice stay! "
United States
Mitch G.
$180 nightly
The price is $205
Oct 1 - Oct 2
Total with taxes and fees
The Double-Loft at The North End New 2BR APT. PVD
A bedroom with a large mirror, a bed with floral bedding, a standing lamp, and a window with curtains.

13. Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (37 reviews)
"Lovely and great location "
United States
Kimberlee K.
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
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.

14. 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.
$279 nightly
The price is $319
Sep 28 - Sep 29
Total with taxes and fees
Large 3BD 1st Floor Apartment Minutes from 290
A dining area with a round table, yellow chairs, a potted plant, and a Buddha painting on the wall.

15. 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.
$190 nightly
The price is $212
Sep 28 - Sep 29
Total with taxes and fees
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
A bar area with a counter, two green chairs, a refrigerator, and a neon sign.

16. Game Room + Bar Lounge, 35 Min to Boston

Game Room + Bar Lounge, 35 Min to Boston
Worcester
$235 nightly
The price is $269
Sep 27 - Sep 28
Total with taxes and fees
Game Room + Bar Lounge, 35 Min to Boston
A modern hotel lobby with a seating area, a bar, and a kitchen.

17. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (252 reviews)
"Wonderful!!"
United States
Huynh
$110 nightly
The price is $122
Sep 27 - Sep 28
Total with taxes and fees
Residences at Solomon Pond
A neatly made bed with rolled towels, a bedside table with a lamp, and a large mirror on the wall.

18. 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
$253 nightly
The price is $290
Sep 29 - Sep 30
Total with taxes and fees
Newly Refreshed 3bd Spacious Unit Minutes from 290
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.
$221 nightly
The price is $225
Sep 28 - Sep 29
Total with taxes and fees
By D&D Vacation Rental
A kitchen with wooden cabinets, a window with a view, a vase with flowers, and framed pictures on the windowsill.

20. 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.
$399 nightly
The price is $422
Sep 25 - Sep 26
Total with taxes and fees
12B-Cozy 3BR Apartment with Koi Pond in Worcester
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

La Quinta Inn by Wyndham Auburn Worcester

La Quinta Inn by Wyndham Auburn Worcester

8/10 Good
"Room was fine but the pillows were uncomfortable. The location was convenient."
Janet 1-night trip
Posted 1 hour ago
La Quinta Inn by Wyndham Auburn Worcester

Find out more about Douglas

Everything you need to know about Douglas vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Douglas vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Douglas vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Douglas vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Douglas. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Douglas in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $115 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Douglas rentals

At Expedia, we put the best Douglas vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Douglas rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Douglas vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Douglas. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 Manchaug Pond is a spot to enjoy the outdoors. Buck Hill Management Area 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.