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Compare 89 Vacation Homes in Sterling with updated reviews, rates, and availability.

Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
contemporary hilltop house
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
10.0 out of 10, Exceptional, (42)
"There were so many great amenities included with this stay. A very modern, energy efficient and health conscious guest house. Our favorite parts were the wood-burning stove, wrap around deck, fully stocked, high-end kitchen, heated towel rack and bathroom floor, and a very remote location. A small-town getaway within an hour's drive of downtown Boston."
The price is AED 1,102
AED 1,957 total
includes taxes & fees
17 Nov - 18 Nov
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Property grounds
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
10.0 out of 10, Exceptional, (180)
"Quiet cozy and needs a bigger television or tvs in each room "
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Room
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
9.6 out of 10, Exceptional, (19)
"Great "
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Large relaxing house in 25 acres of private woods with lake access.
Dining
Large relaxing house in 25 acres of private woods with lake access.
10.0 out of 10, Exceptional, (16)
"Excellent home in the woods. All as advertised, my family and I thoroughly enjoyed it. Communication with the owner was excellent. 10/10, we’ll be back next time we’re in the area"
Large relaxing house in 25 acres of private woods with lake access.
Lovely 3-bedroom City Escape
Exterior
Lovely 3-bedroom City Escape
9.8 out of 10, Exceptional, (17)
"A couple friends and I stayed for a long weekend to play local disc golf and thoroughly enjoyed our stay. We loved how spacious, comfortable, and clean Christopher's place was and were thankful to each have our own bedroom. Will definitely be back!"
Lovely 3-bedroom City Escape
Cozy home 5 minutes to shopping center, HC college, 2 kitchens, 2 living rooms
Exterior
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
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Interior
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
Private house on historic farm in the heart of New England
Dining
Private house on historic farm in the heart of New England
10.0 out of 10, Exceptional, (9)
"The house was absolutely gorgeous and spotless upon arrival, comfortably fit 4 adults and 4 kids from 1y-7y. House has everything you need for your stay, we were so appreciative Theresa put up a baby gate, pack n play, booster seats and children’s dishes for us. We loved the coffee station. House is in a beautiful setting and close to farms! We thoroughly enjoyed our stay!"
Private house on historic farm in the heart of New England
1x1 Serenity in the Suburbs: Your Ideal Retreat in Westborough - Boston
Bathroom
1x1 Serenity in the Suburbs: Your Ideal Retreat in Westborough - Boston
6.8 out of 10, (3)
"So convenient, a great central location for our day trips Unit had everything we needed, the staff was helpful, the pool was clean and refreshing. the grounds were well maintained, "
The price is AED 516
AED 621 total
includes taxes & fees
6 Dec - 7 Dec
1x1 Serenity in the Suburbs: Your Ideal Retreat in Westborough - Boston
Cozy bedrooms in Shrewsbury warm town and convenient
Room
Cozy bedrooms in Shrewsbury warm town and convenient
Cozy bedrooms in Shrewsbury warm town and convenient
New house fenced in backyard Pet friendly Great for companies /family long stay
Exterior
New house fenced in backyard Pet friendly Great for companies /family long stay
10.0 out of 10, Exceptional, (5)
"Very comfortable 3 bedroom house. Great location."
New house fenced in backyard Pet friendly Great for companies /family long stay
Charming 3 bedroom home Centrally located in Worcester
Living area
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 Family Home Ready To Host Your Next Trip To Wachusett Mountain!
Summer at the House
Lake Adjacent Family Home Ready To Host Your Next Trip 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 Family Home Ready To Host Your Next Trip To Wachusett Mountain!
Welcome to your dream lake getaway! Lovely views of 150 feet lakefront bliss!
Amazing place to grill out and spend time together! Water on both sides.
Welcome to your dream lake getaway! Lovely views of 150 feet lakefront bliss!
10.0 out of 10, Exceptional, (72)
"We had a lovely stay at this beautiful lakeside retreat. The view was incredible, the home was tastefully decorated and extremely clean. You have thought of everything. This is truly a 10 out of 10! Thank you so much for your kindness and wonderful communication. We couldn't have asked for anything better. We had such a wonderful weekend. We are sure that everyone staying in this home will have a wonderful time."
Welcome to your dream lake getaway! Lovely views of 150 feet lakefront bliss!
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Fitchburg Vacation Rental | 2BR | 1BA | Stairs Required | 720 Sq Ft
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
9.4 out of 10, Exceptional, (8)
"It's not luxury, but it's 8,437 times better than a hotel. Hung out by the fire pit after work. Nice neighborhood."
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Exterior
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."
The price is AED 735
AED 1,817 total
includes taxes & fees
23 Nov - 24 Nov
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Spacious and luxurious 3-bedroom home w/jetted bathtub
Interior
Spacious and luxurious 3-bedroom home w/jetted bathtub
10.0 out of 10, Exceptional, (3)
"Only caveats are the air conditioning is primitive"
Spacious and luxurious 3-bedroom home w/jetted bathtub
NEW Chic Home Close to Boston - WASHER DRYER & Parking
Bathroom
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 AED 882
AED 2,232 total
includes taxes & fees
17 Nov - 18 Nov
NEW Chic Home Close to Boston - WASHER DRYER & Parking
Full House/Heart of Worcester
Exterior detail
Full House/Heart of Worcester
The price is AED 533
AED 1,299 total
includes taxes & fees
18 Nov - 19 Nov
Full House/Heart of Worcester
Spacious luxury 3 bedroom apartment
living room with huge TV
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
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
Sterling Vacation Rental | 3BR | 3BA | Step-Free Access | 3,000 Sq Ft
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
Living area
Residences at Solomon Pond
3.5 star property
8.0 out of 10, Very Good, (133)
"The room was beautiful and the building was nice, though the bed was a little stiff and the water pressure in the shower was weak. Besides that it was a great stay!"
The price is AED 426
AED 476 total
includes taxes & fees
17 Nov - 18 Nov
Residences at Solomon Pond
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
Exterior
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.