Holiday Homes in Sterling

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Featured Holiday Homes in Sterling

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

9.8 out of 10, Exceptional, (29)
"This was an amazing property! My mother stayed there and said it was cozy and she felt at home. The place was clean, cozy, and quaint! Would definitely stay there again!"
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly

10.0 out of 10, Exceptional, (43)
"We had a wonderful stay at this beautiful house and can't wait to return. I've rarely seen such wonderful design in a house, let alone a property on VRBO. Everything was incredibly high quality. Fiona was across the way in the main house and was so helpful. My kiddos loved playing on the lawn and running through the beautiful property. We only live 45 minutes away but this felt like a real vacation. "
The price is AU$827
includes taxes & fees
2 Dec - 3 Dec
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly

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

10.0 out of 10, Exceptional, (12)
"We had a great time. The house was very nice and clean. The lake was really lovely for boating and swimming."
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Cozy 2-Floor Apartment with Garage Access

9.4 out of 10, Exceptional, (16)
"The property was in good condition and owner communicated well in advance. Only issue is the bed is small for two and pillows need to be upgraded."
Cozy 2-Floor Apartment with Garage Access

Beautiful two-story home close to downtown worcester 5beds-4bedroom

8.8 out of 10, Excellent, (3)
"Great place for a short stay to allow us to attend a Bridal shower. Lots of comfortable beds. Thanks."
Beautiful two-story home close to downtown worcester 5beds-4bedroom

Cozy bedrooms in Shrewsbury warm town and convenient

Cozy bedrooms in Shrewsbury warm town and convenient

Charming 3 bedroom home Centrally located in Worcester

9.0 out of 10, Wonderful, (2)
"The home is very comfortable and good neighborhood.Bed was comfy and beding too.Would return again!"
Charming 3 bedroom home Centrally located in Worcester

Lake Adjacent 3-Bedroom Family Home Close to Wachusett Mountain!

9.8 out of 10, Exceptional, (85)
"Home was clean and comfortable. My extended family and I stayed two nights for a wedding in the area and a good time was had by all. No complaints with the accommodations and the hosts communicated well."
Lake Adjacent 3-Bedroom Family Home Close to Wachusett Mountain!

5 bedrooms Home away from Home

10.0 out of 10, Exceptional, (8)
"Everyone loves it "
5 bedrooms Home away from Home

NEW Chic Home Close to Boston - WASHER DRYER & Parking

8.8 out of 10, Excellent, (6)
"The property was very clean and organized. Easy check in and pleasant area."
The price is AU$947
includes taxes & fees
30 Dec - 31 Dec
NEW Chic Home Close to Boston - WASHER DRYER & Parking

Beautiful and modern 3 Bedroom 2 full BR.

10.0 out of 10, Exceptional, (1)
"Can’t say enough great things about this home and the owner. Communication was superb. Home was spacious for our family and in a great location. All the amenities to make you feel at home."
Beautiful and modern 3 Bedroom 2 full BR.

Beautiful Renovated Townhome w/parking

9.4 out of 10, Exceptional, (11)
"We really enjoyed our stay at this property and would recommend it to anyone traveling to Worcester"
Beautiful Renovated Townhome w/parking

Cozy home 5 minutes to shopping center, HC college, 2 kitchens, 2 living rooms

10.0 out of 10, Exceptional, (1)
"Everything was spotlessly clean. The beds were comfortable, and every convenience was considered. Excellent place for a larger group—we needed 4 bedrooms—coming to town to move my son in to WPI for college. Would strongly recommend!!!"
Cozy home 5 minutes to shopping center, HC college, 2 kitchens, 2 living rooms

Spacious luxury 3 bedroom apartment

8.0 out of 10, Very good, (2)
"Came from out of town with friends to enjoy a music festival at the Palladium. Location was easy to find and accesible to shops/food. Apartment was easy to access around back side. In our case we walked up the driveway as the gate was locked. Safe second floor apartment. Bed were clean, and rooms spacious. Only thing that was inconvenient the missing handle from the freezer door. "
Spacious luxury 3 bedroom apartment

Cheerful 3-BR 2-full BR home close to Downtown

8.6 out of 10, Excellent, (7)
"This was a great stay for our family and father-in-law for a family wedding. The property is well updated and communication with property management was excellent. The property does not have a dishwasher, which I missed when booking, but it was not a dealbreaker by any means. The neighborhood was quiet for the most part, and street parking was not an issue. There is a washer and dryer onsite, but it is not inside the home, so definitely ask the host for the information upon arrival!"
Cheerful 3-BR 2-full BR home close to Downtown

10 - Cozy 3B2Ba Home with huge backyard

10 - Cozy 3B2Ba Home with huge backyard

Brand new house close to downtown & attractions. Fenced in- Pet/family friendly

10.0 out of 10, Exceptional, (5)
"Very comfortable 3 bedroom house. Great location."
Brand new house close to downtown & attractions. Fenced in- Pet/family friendly

Stunning Sterling Sanctuary: Unwind on the Water!

2.0 star property
10.0 out of 10, Exceptional, (1)
"This was such a nice spot. Quiet location but not far from town so any necessities were easy to grab. Easy to get to and get into the property as well. This ended up being more than we had expected and it was a really great getaway for us. Highly recommended. "
Stunning Sterling Sanctuary: Unwind on the Water!

Spacious 4-bedroom house in charming Worcester with AC, WiFi

2.0 star property
10.0 out of 10, Exceptional, (2)
"Our stay at this property was great. Very clean and spacious. Area was very accessible to main roads. Our hosts were very responsive from booking through to the end of our stay. Will look to stay next time we visit Worcester "
Spacious 4-bedroom house in charming Worcester with AC, WiFi

VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac

10.0 out of 10, Exceptional, (6)
"Everything about this property was beautiful. The home itself being located right on the water was perfect for kayaking, fishing, evenings by the fire, relaxing and reconnecting. The house is gorgeous, comfortable, and had everything you might need/want. We enjoyed the game room - jenga and family air hockey tournaments. A lovely experience and we hope to return at some point. Thank you for sharing your beautiful home with us!"
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
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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Other property types in Sterling

Vibrant Sterling Lakefront Lodge w/ Kayaks

10.0 out of 10, Exceptional, (15)
"Beautiful location. The house is very comfortable with updated everything. I enjoyed the lovely art work and interesting decor. Close to a charming town with good restaurants. Very enjoyable stay."
Vibrant Sterling Lakefront Lodge w/ Kayaks

Residences at Solomon Pond

3.5 star property
8.0 out of 10, Very good, (134)
"Love it"
The price is AU$199
includes taxes & fees
4 Dec - 5 Dec
Residences at Solomon Pond

VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac

10.0 out of 10, Exceptional, (6)
"Everything about this property was beautiful. The home itself being located right on the water was perfect for kayaking, fishing, evenings by the fire, relaxing and reconnecting. The house is gorgeous, comfortable, and had everything you might need/want. We enjoyed the game room - jenga and family air hockey tournaments. A lovely experience and we hope to return at some point. Thank you for sharing your beautiful home with us!"
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.