Book Holiday Homes in Sterling

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Sterling

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms

Worcester MA
The price is NZ$859 per night from 12 Feb to 13 Feb
NZ$859
12 Feb - 13 Feb
includes taxes & fees
Stay at this holiday home in Worcester. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Bowlero Worcester and Goddard Rocket Launching ...
Opens in a new windowSpacious 4-bedroom with four and half bathrooms
Relaxing Getaway: Entire 3-BR Home w/ Fireplace

Relaxing Getaway: Entire 3-BR Home w/ Fireplace

Marlborough MA
Stay at this holiday home in Marlborough. Enjoy free Wi-Fi, patios and an in-room coffee maker. Popular attractions Ghiloni Park and Old Grist Mill Museum are ...
Opens in a new windowRelaxing Getaway: Entire 3-BR Home w/ Fireplace
Newly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access

Framingham MA
The price is NZ$433 per night from 12 Feb to 13 Feb
NZ$433
12 Feb - 13 Feb
includes taxes & fees
Stay at this holiday home in Framingham. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Garden in the Woods and Danforth Art School are ...
Opens in a new windowNewly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access
Save an average of 15% on thousands of hotels when you're signed in
New renovation cozy house in Worcester

New renovation cozy house in Worcester

Worcester MA
Stay at this holiday home in Worcester. Enjoy laundry facilities and air conditioning. Popular attractions Fitton Field and Hart Center are located nearby.
Opens in a new windowNew renovation cozy house in Worcester
Beautiful Lakefront Home with Private Beach

Beautiful Lakefront Home with Private Beach

Shrewsbury MA
Stay at this holiday home in Boylston. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Cyprian Keyes and Busta Rhymes Island are located ...
Opens in a new windowBeautiful Lakefront Home with Private Beach
Home Away from Home!

Home Away from Home!

Worcester MA
The price is NZ$656 per night from 16 Feb to 17 Feb
NZ$656
16 Feb - 17 Feb
includes taxes & fees
Stay at this business-friendly holiday home in Worcester. Enjoy a garden, laundry facilities and patios. Popular attractions EcoTarium and Quinsigamond State ...
Opens in a new windowHome Away from Home!
Leicester Lake Front Home, Come Relax!

Leicester Lake Front Home, Come Relax!

Leicester MA
Stay at this holiday home in Leicester. Enjoy a garden, laundry facilities and patios. Popular attractions Buck Hill Conservation Dam and John J. Binienda Memorial ...
Opens in a new windowLeicester Lake Front Home, Come Relax!
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

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

Shrewsbury MA
Stay at this holiday home in Shrewsbury. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Ski Ward Ski Area and Northborough ...
Opens in a new windowBeautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
totally remodeled   house with fitness room, close to Boston and Worcester

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

Framingham MA
Stay at this holiday home in Framingham. Enjoy a fitness centre, laundry facilities and an in-room coffee maker. Popular attractions Wayland Town Beach and Cochituate ...
Opens in a new windowtotally remodeled house with fitness room, close to Boston and Worcester
Don't see what you're looking for?
See all available properties in Sterling
View all properties
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.

Sterling Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Sterling vacation homes are the perfect way for you to wing it.

Holiday houses in Sterling let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Sterling in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Sterling adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Sterling with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Sterling vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Sterling Holiday Homes essential information

Accommodation
86 Holiday Homes
Lowest Price
NZ$112
Highest Price
NZ$859
Popular accommodation
Spacious 4-bedroom with four and half bathrooms, Relaxing Getaway: Entire 3-BR Home w/ Fireplace, Newly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access, New renovation cozy house in Worcester, Beautiful Lakefront Home with Private Beach, Home Away from Home!, Leicester Lake Front Home, Come Relax!, Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku., totally remodeled house with fitness room, close to Boston and Worcester

Top trending hotels in Sterling

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

3.5 out of 5
59 Laurelwood Road Sterling MA
Fully refundableReserve now, pay when you stay
The price is NZ$313 per night from 3 Feb to 4 Feb
NZ$313
3 Feb - 4 Feb
includes taxes & fees
Stay at this hotel in Sterling. Enjoy free Wi-Fi, free parking and room service. Popular attractions Mary Had a Little Lamb Statue and Davis' Farmland & Mega ...
Opens in a new windowChocksett Inn and Restaurant
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd Framingham MA
Fully refundableReserve now, pay when you stay
The price is NZ$112 per night from 4 Feb to 5 Feb
NZ$112
4 Feb - 5 Feb
includes taxes & fees
Stay at this motel in Framingham. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowMotel 6 Framingham, MA - Boston West
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
Fully refundable
The price is NZ$266 per night from 2 Mar to 3 Mar
NZ$266
2 Mar - 3 Mar
includes taxes & fees
Stay at this family-friendly resort in Fitchburg. Enjoy 4 indoor pools, free water park access and room service. Our guests praise the helpful staff in their ...
Opens in a new windowGreat Wolf Lodge Boston / Fitchburg, MA
Save an average of 15% on thousands of hotels when you're signed in
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr Westborough MA
Fully refundableReserve now, pay when you stay
The price is NZ$196 per night from 27 Feb to 28 Feb
NZ$196
27 Feb - 28 Feb
includes taxes & fees
Stay at this business-friendly hotel in Westborough. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowDoubleTree by Hilton Hotel Boston - Westborough
Don't see what you're looking for?
See all available properties in Sterling
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.