Search Cottages in Sterling

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 34 Cottages in Sterling with updated reviews, rates, and availability.

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

9.6 out of 10, Exceptional, (20)
"A very relaxing weekend getaway."
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks

10.0 out of 10, Exceptional, (13)
"Property better than expected! The host, Joe and his wife could not be any more accommodating. So Pleasant. House clean, plenty of room, amazing views of the lake and the mountains. Outdoor space was spectacular and we loved the outdoor kitchen space. Lake tour on their boat was so much fun. We all relaxed, kayaked and enjoyed our time so much! This is a must if looking for a nice house on a lake for your next getaway."
Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks

Finnish Cabin with Sauna on Lake Monomonac

2.0 star property
10.0 out of 10, Exceptional, (10)
"This was a very nice cozy cottage, with a nice view of the water. The host was friendly and accommodating. We look forward to staying again."
The price is SAR 822
SAR 1,226 total
includes taxes & fees
14 Apr - 15 Apr
Finnish Cabin with Sauna on Lake Monomonac

Grey Cabin with Sauna on Lake Monomonac

2.0 star property
6.0 out of 10, (2)
"This was our 2nd stay with the host. Everything was perfect and relaxing. "
The price is SAR 860
SAR 1,397 total
includes taxes & fees
14 Apr - 15 Apr
Grey Cabin with Sauna on Lake Monomonac

Beautiful & Historic Cottage, Steps to Elm Park

2.5 star property
9.6 out of 10, Exceptional, (5)
"We were visiting Worcester for Holy Cross Family Weekend. Looking for an alternative to booking 2 overpriced hotel rooms, I found this adorable "
Beautiful & Historic Cottage, Steps to Elm Park

Cottage on Partridge Pond

10.0 out of 10, Exceptional, (18)
"This is the second time we have rented the cottage. It is such a delightful place to stay and the hosts provide such lovely amenities, that I would say it's one of the best rental experiences we've encountered. "
Cottage on Partridge Pond

Charming 2-bedroom cottage in Westford, sandy beach, 2 pools, restaurant on site

2.0 star property
10.0 out of 10, Exceptional, (1)
"My wife literally did not want to leave John's cottage at Summer Village. John updated and his wife tastefully decorated their cottage and thought of everything including spices, toiletries, swim toys and a fully stocked kitchen allowing for great home cooked meals. The location is very quiet and private abutting a nature preserve and the neighbors were friendly and welcoming. We swam in the pool and played on the beach every day. John promptly answered any questions we had and offered...
Charming 2-bedroom cottage in Westford, sandy beach, 2 pools, restaurant on site

Beach & pond Cottage

9.6 out of 10, Exceptional, (5)
"The cottage was well laid-out for a small to medium size family to stay. Golf cart was great for taking small children to nearby water features (swimming pools and lake). Other visitors and local residents were very friendly and courteous. Perfect place for a week away from hectic city life."
Beach & pond Cottage

Cottage at Summer Village Gated Waterfront Resort Community-20 Miles from Boston

10.0 out of 10, Exceptional, (2)
"Family reunion at our favorite summer place ."
Cottage at Summer Village Gated Waterfront Resort Community-20 Miles from Boston

Waterfront Cottage in Summer Village w/ Grill

2.5 star property
Waterfront Cottage in Summer Village w/ Grill

Clean Cottage w/Heated Pools - Hot Tub - Playground - Golf Cart: Family Retreat

10.0 out of 10, Exceptional, (3)
"We stayed here for 5 weeks. I had no idea when I booked it how amazing it would be. My kids say it was the best summer ever. The cottage is so cute. The location is amazing and all the amenities are amazing. They cottage community has so many activities going all the time, the beach and lake are so fun with a dock you can swim to, there is a restaurant on the weekends, riding the gold cart around, the swimming pool… I can’t say enough good about this place! I wish I owned one. Don’t hesitate to...
Clean Cottage w/Heated Pools - Hot Tub - Playground - Golf Cart: Family Retreat

Inviting Summer Village Cottage: Golf Cart & More!

Inviting Summer Village Cottage: Golf Cart & More!

Classic Waterfront Home on Lake Maspenock w/ Grill

3.0 star property
Classic Waterfront Home on Lake Maspenock w/ Grill

Pond Access: Waterfront Littleton Hideaway!

Pond Access: Waterfront Littleton Hideaway!

Remodeled Cottage retreat on the Lake, close to Boston but nestled in the woods

Remodeled Cottage retreat on the Lake, close to Boston but nestled in the woods

Gated Resort Community

Gated Resort Community

Worcester Home on Indian Lake w/ Shared Boat Dock!

3.0 star property
Worcester Home on Indian Lake w/ Shared Boat Dock!

Stunning Sterling Sanctuary: Unwind on the Water!

3.0 star property
Stunning Sterling Sanctuary: Unwind on the Water!

Grand Worcester Getaway w/ Large Private Yard!

3.0 star property
Grand Worcester Getaway w/ Large Private Yard!

Waterfront Cottage in Summer Village w/ Grill

3.0 star property
Waterfront Cottage in Summer Village w/ Grill
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.
Don't see what you're looking for?
See all available properties in Sterling
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Sterling

Residences at Solomon Pond

3.5 star property
8.0 out of 10, Very Good, (162)
"Beverly is so nice and always accommodating to your needs . Love staying here all the time ! And feel very safe there "
The price is SAR 436
SAR 487 total
includes taxes & fees
15 Apr - 16 Apr
Residences at Solomon Pond

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

9.8 out of 10, Exceptional, (21)
"The apartment was very clean and cozy but if you are tall watch out for the low ceilings. Being in an old home it has some wonderful character! The bed was very comfortable as well and has a nice living room with TV. I would highly recommend this place to stay. The host is also very receptive and on top of everything, thank you Ebenezer."
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

9.4 out of 10, Exceptional, (13)
"We drove from Wisconsin to bring one child back to The Winchendon School and to tour Curry College for another. We planned to be back and forth a lot and found the location of this property decent. Our goal with renting a property is to prepare our own meals and to have a comfortable space. The kitchen had basic supplies/equipment. The pans could be updated due to heavily scratched coating, although they worked ok. I found some of the utensils to be dirty, especially the pizza cutter. I am...
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
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.