A calm lake surrounded by autumn-colored trees reflecting in the water.

Holiday Homes in Spencer

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Spencer holiday homes

The Cottage is nestled next to the historic Sagendorph Mansion.

1. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (8 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 €230
includes taxes & fees
14 Oct - 15 Oct
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
9.8 out of 10, Exceptional, (22 reviews)
"Perfect location"
United States
Harmony F.
Spacious 4-bedroom with four and half bathrooms
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

3. 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 €231
includes taxes & fees
27 Oct - 28 Oct
Angel Sky Challenge
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

4. 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, (10 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 €197
includes taxes & fees
7 Oct - 8 Oct
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A two-story residential building with a front porch, a satellite dish, and a small front yard.

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

Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
Worcester
Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

6. 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 €573
includes taxes & fees
12 Oct - 13 Oct
4-bedroom house in nice Holden with WiFi, AC
A bedroom with a large bed, a desk, a chair, a mirror, and a clock on the wall.

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

Game Room + Bar Lounge, 35 Min to Boston
Worcester
Game Room + Bar Lounge, 35 Min to Boston
A grassy outdoor area with a hammock, chairs, and a stone wall.

8. 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, (27 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 €192
includes taxes & fees
5 Oct - 6 Oct
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A living room with a sofa, a clock, a floor lamp, and a rug.

9. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.4 out of 10, Exceptional, (55 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
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.

10. 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 €175
includes taxes & fees
4 Oct - 5 Oct
The Tree House at Underhill Hollow
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 €170
includes taxes & fees
2 Oct - 3 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.

12. 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 €170
includes taxes & fees
7 Oct - 8 Oct
SteamPunk Bunk House and Intergalactic Way Station
A modern kitchen with white cabinetry, a large island, and pendant lighting.

13. Modern Farmhouse Close to Mt. Wachusett

Modern Farmhouse Close to Mt. Wachusett
Holden
The price is €601
includes taxes & fees
31 Oct - 1 Nov
Modern Farmhouse Close to Mt. Wachusett
A spacious living room with a large sectional sofa, wooden flooring, and a high ceiling with skylights.

14. 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 €1,543
includes taxes & fees
3 Oct - 4 Oct
Sleeps 15 • Pool • Retreat
A lakeside cabin with a dock, a boat, and a second-story deck.

15. Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Westminster
10.0 out of 10, Exceptional, (42 reviews)
"We had a great stay with our family."
United States
Sherri P.
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
A modern kitchen with a marble island, stainless steel appliances, and bar stools.

16. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
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.
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
A cozy attic bedroom with a skylight, a piano, a mirror, and a bedside table with a lamp.

18. 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 €469
includes taxes & fees
2 Oct - 3 Oct
Clifford Luxury Retreat 3BR Self Check In Home
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, (93 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is €566
includes taxes & fees
1 Nov - 2 Nov
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A cozy outdoor seating area with a fire feature, two drinks, and hanging plants.

20. Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
Webster
10.0 out of 10, Exceptional, (3 reviews)
"We loved the space, it accommodated our larger group and had all the amenities we needed. We only stayed 1 night but would have loved to stay longer! The porch area was very nice to sit out on at night."
United States
Kyle C.
The price is €781
includes taxes & fees
14 Oct - 15 Oct
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
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 Spencer Hotel Reviews

Hilton Garden Inn Worcester

Hilton Garden Inn Worcester

10/10 Excellent
"bright and well lit property"
Irena 1-night trip
Posted 7 hours ago
Hilton Garden Inn Worcester

Find out more about Spencer

Spencer Holiday Homes information

Number of reviews
400
Accommodation
99 Holiday Homes
Lowest Price
€170
Highest Price
€1,543