A cityscape with a mix of modern and historic buildings, including a tall skyscraper and a church with a spire.

Holiday Homes in Worcester

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Worcester holiday homes

Interior

1. 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 €230
includes taxes & fees
6 Sept - 7 Sept
Angel Sky Challenge
2 bedrooms, free WiFi

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

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.4 out of 10, Exceptional, (36 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is €247
includes taxes & fees
21 Sept - 22 Sept
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Coffee/tea maker, fridge, microwave, oven

3. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (18 reviews)
"Perfect location"
United States
Harmony F.
The price is €434
includes taxes & fees
9 Sept - 10 Sept
Spacious 4-bedroom with four and half bathrooms
Interior

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

Game Room + Bar Lounge, 35 Min to Boston
Worcester
The price is €247
includes taxes & fees
6 Sept - 7 Sept
Game Room + Bar Lounge, 35 Min to Boston
Outdoor dining

5. Private Garden Estate, Jacuzzi, Cinema & Games

Private Garden Estate, Jacuzzi, Cinema & Games
Southborough
10.0 out of 10, Exceptional, (1 review)
"Jillian provided a wonderful home to stay in. Quiet areas are always a plus. Communications were quick and properly responsive. Very comfortable home. Pool table and pinball made for enjoyable evenings."
United States
John R.
Private Garden Estate, Jacuzzi, Cinema & Games
Exterior

6. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (4 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is €233
includes taxes & fees
7 Sept - 8 Sept
Cottage by the Castle – Downtown Spencer
Interior

7. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (41 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is €172
includes taxes & fees
14 Sept - 15 Sept
The Tree House at Underhill Hollow
Exterior

8. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (24 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 €166
includes taxes & fees
11 Sept - 12 Sept
Wizard's Roost at Underhill Hollow
Private kitchen

9. 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, (1 review)
"The house was located in a quiet, nice, pleasant, neighborhood. The rooms were spacious and comfortable. The house was very clean and the beds were comfortable. The house was located near all kinds of stores, pharmacy’s, and good restaurants. I’d I had to make a negative comment it would be that all the bedrooms were on the second floor which was tough for two of our party. The property owner was quick to respond to questions we had. Overall, a very pleasant stay."
United States
Samantha R.
The price is €478
includes taxes & fees
7 Sept - 8 Sept
4-bedroom house in nice Holden with WiFi, AC
Property grounds

10. 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 €166
includes taxes & fees
7 Sept - 8 Sept
SteamPunk Bunk House and Intergalactic Way Station
Private kitchen

11. Modern Farmhouse Close to Mt. Wachusett

Modern Farmhouse Close to Mt. Wachusett
Holden
The price is €559
includes taxes & fees
6 Sept - 7 Sept
Modern Farmhouse Close to Mt. Wachusett
Private kitchen

12. Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
9.4 out of 10, Exceptional, (3 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 €270
includes taxes & fees
22 Sept - 23 Sept
Charming 3-bedroom house in delightful Ashland for your getaway
Coffee/tea maker, fridge, microwave, stovetop

13. totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.4 out of 10, Exceptional, (15 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
The price is €291
includes taxes & fees
17 Sept - 18 Sept
totally remodeled house with fitness room, close to Boston and Worcester
Outdoor dining

14. Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (23 reviews)
"Place was really nice and in a location that made it easy to get back and forth to UCONN. "
United States
Jason C.
The price is €293
includes taxes & fees
9 Sept - 10 Sept
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Property grounds

15. Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.8 out of 10, Exceptional, (24 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is €195
includes taxes & fees
14 Sept - 15 Sept
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Exterior

16. ✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.4 out of 10, Exceptional, (36 reviews)
"Wonderful stay"
United States
Brent H.
The price is €170
includes taxes & fees
14 Sept - 15 Sept
✨Private Studio w/ Loft Center Historic Carlisle✨
Property grounds

17. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
9.2 out of 10, Wonderful, (9 reviews)
"Excellent communicative host with warm welcome and delightful amenities. Quiet neighborhood with plenty of parking."
United States
Pamela L.
The price is €192
includes taxes & fees
29 Sept - 30 Sept
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Games room

18. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
The price is €638
includes taxes & fees
28 Sept - 29 Sept
Entire home in Sterling, Massachusetts, United States
Private kitchen

19. Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Framingham
10.0 out of 10, Exceptional, (5 reviews)
The price is €560
includes taxes & fees
14 Sept - 15 Sept
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
3 bedrooms, desk, iron/ironing board, free WiFi

20. Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home
Northbridge
8.0 out of 10, Very good, (5 reviews)
The price is €458
includes taxes & fees
7 Sept - 8 Sept
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 Worcester Hotel Reviews

Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

8/10 Good
"I like to stay overall. It is my second time . The first time the hot water wasn’t running and the staff"
Paola 3-night trip
Posted 3 hours ago
Four Points by Sheraton Boston Newton

Find out more about Worcester

Worcester Holiday Homes information

Number of reviews
237
Accommodation
296 Holiday Homes
Lowest Price
€166
Highest Price
€638