A serene lake with autumn-colored trees reflecting on the water, surrounded by houses.

Holiday Homes in Leicester

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Check prices for these dates

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

Our top choices for Leicester holiday homes

1. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (7 reviews)
"The cottage is beautiful, cozy and super comfortable! We loved it! The hosts also were super, communicative and friendly. The place was clean, we had everything we needed, is in a very safe area, and very pretty! Hight recommended! Thank you for hosting us!"
United States
Fabiola
The price is AU$330
includes taxes & fees
28 Sept - 29 Sept
Cottage by the Castle – Downtown Spencer
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

2. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (21 reviews)
"Perfect location"
United States
Harmony F.
The price is AU$704
includes taxes & fees
27 Sept - 28 Sept
Spacious 4-bedroom with four and half bathrooms
A bedroom with a large mirror, a bed with floral bedding, a standing lamp, and a window with curtains.

3. 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.
The price is AU$403
includes taxes & fees
24 Sept - 25 Sept
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

4. 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 AU$364
includes taxes & fees
24 Sept - 25 Sept
Angel Sky Challenge
A bar area with a counter, two green chairs, a refrigerator, and a neon sign.

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

Game Room + Bar Lounge, 35 Min to Boston
Worcester
The price is AU$392
includes taxes & fees
24 Sept - 25 Sept
Game Room + Bar Lounge, 35 Min to Boston
A living room with a sofa, a clock, a floor lamp, and a rug.

6. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.4 out of 10, Exceptional, (54 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
The price is AU$422
includes taxes & fees
13 Oct - 14 Oct
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

7. 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.
The price is AU$275
includes taxes & fees
24 Sept - 25 Sept
The Tree House at Underhill Hollow
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

8. 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 AU$791
includes taxes & fees
24 Sept - 25 Sept
4-bedroom house in nice Holden with WiFi, AC
A residential property with a grassy yard, a tree, and a house in the background.

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

Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
Worcester
The price is AU$1,029
includes taxes & fees
13 Oct - 14 Oct
Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
A modern kitchen with white cabinetry, a large island, and pendant lighting.

10. Modern Farmhouse Close to Mt. Wachusett

Modern Farmhouse Close to Mt. Wachusett
Holden
The price is AU$885
includes taxes & fees
7 Oct - 8 Oct
Modern Farmhouse Close to Mt. Wachusett
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

11. 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.
The price is AU$267
includes taxes & fees
27 Sept - 28 Sept
Wizard's Roost at Underhill Hollow
A grassy outdoor area with a hammock, chairs, and a stone wall.

12. 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, (26 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 AU$272
includes taxes & fees
24 Sept - 25 Sept
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
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.

13. 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 AU$267
includes taxes & fees
27 Sept - 28 Sept
SteamPunk Bunk House and Intergalactic Way Station
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

14. 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)
"What a beautiful set up for a pet friendly family stay - candles lit upon arrival and a child’s room filled with toys ready to be enjoyed."
United States
Gregory C.
The price is AU$273
includes taxes & fees
28 Sept - 29 Sept
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A cozy attic bedroom with a skylight, a piano, a mirror, and a bedside table with a lamp.

15. 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)
The price is AU$758
includes taxes & fees
24 Sept - 25 Sept
Clifford Luxury Retreat 3BR Self Check In Home
A pool table in a room with a high ceiling and exposed ductwork.

16. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
The price is AU$1,002
includes taxes & fees
5 Oct - 6 Oct
Entire home in Sterling, Massachusetts, United States
A cozy outdoor seating area with a fire feature, two drinks, and hanging plants.

17. Family-friendly 2- Bedroom Webster Home w/Cozy Balcony

Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Webster
9.6 out of 10, Exceptional, (5 reviews)
"Owner was easy to communicate with. Cute and cozy unit that meet all of our needs for our trip."
United States
Rachele T.
The price is AU$864
includes taxes & fees
14 Oct - 15 Oct
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

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

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (23 reviews)
"We really appreciated the kindling and firewood for the outdoor fire pit.The house was clean and nice."
United States
Christian C.
The price is AU$1,151
includes taxes & fees
27 Sept - 28 Sept
Lake House in Sturbridge w/All the Views!
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, (92 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is AU$1,067
includes taxes & fees
27 Sept - 28 Sept
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

20. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (39 reviews)
"It was a beautiful property. Well-tended and all the amenities. Loved the view in morning and evening of mountains and sun / moon."
United States
Daniel C.
The price is AU$2,407
includes taxes & fees
1 Oct - 2 Oct
Sleeps 15 • Pool • Retreat
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 Leicester Hotel Reviews

Comfort Inn Auburn - Worcester

Comfort Inn Auburn - Worcester

10/10 Excellent
"We spent five nights at the Days Inn in Auburn and had a wonderful experience. The staff made us feel right at home, and getting a freshly baked cookie when we arrived was such a thoughtful touch. We also really appreciated having coffee, decaf, and hot water for tea available throughout the day. It was so convenient to grab a cup whenever we wanted. A special shout-out to Neusa, who went above and beyond to make sure the breakfast area was always fully stocked and ready for guests. Her attention to detail and friendly service really made a difference! The bathrooms have also been remodeled, and we especially liked the extra room in the shower. Our stay was comfortable and relaxing, and everyone we encountered was friendly. We’d definitely stay there again when visiting Auburn. Highly recommend!"
Sandra 5-night trip
Posted 1 hour ago
Comfort Inn Auburn - Worcester

Find out more about Leicester

Leicester Holiday Homes information

Number of reviews
408
Accommodation
104 Holiday Homes
Lowest Price
AU$267
Highest Price
AU$2,407