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Browse Select Sterling Holiday Homes

Property grounds
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
10.0 out of 10, Exceptional, (24)
"I was drawn to this home’s photos. Staying here was an enjoyable change from staying at a hotel. When I arrived, Fiona provided a warm welcome, quick tour and introduction to the home’s features. Some highlights were: Norwegian furniture, high end kitchen appliances, large smart TVs, sauna and electric bending beds! The bathroom had its own digital temperature control for a warmer, cozier feeling - particularly when stepping out the shower. The shower was wall-less and had two rain-shower shower...
The price is £435
includes taxes & fees
14 May - 15 May
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
Property grounds
Leicester Lake Front Home, Come Relax!
10.0 out of 10, Exceptional, (13)
"I would highly recommend this place. It was very clean and looks like it was all recently redone. Beautiful sunsets from the back deck in a quiet location. I would highly recommend."
Leicester Lake Front Home, Come Relax!
Interior
Large relaxing house in 25 acres of private woods with lake access.
10.0 out of 10, Exceptional, (7)
"Great stay, comfortable and spacious We loved the cooks dream kitchen We enjoyed the fire pit the first night And apologies for neighbors concerns We would love to stay again!"
Large relaxing house in 25 acres of private woods with lake access.
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Private kitchen
Spacious and luxurious 3-bedroom home w/jetted bathtub
10.0 out of 10, Exceptional, (2)
"The place was perfect for what we were wanting. Our family went to visit my kid in college nearby. The location where we were staying was close to campus, and the accommodations were much better than staying in multiple hotel rooms. Plenty of room for everyone. The bedrooms were big, the place was clean and there was plenty of room to move around. The host was very responsive and checked in on how are stay was going. One minor issue was resolved quickly. Overall a wonderful time and a great...
Spacious and luxurious 3-bedroom home w/jetted bathtub
Fridge, microwave, oven, stovetop
Private house on historic farm in the heart of New England
10.0 out of 10, Exceptional, (3)
"We thoroughly enjoyed our long weekend in this beautiful home. It is newly renovated, tastefully decorated, and very comfortable. Theresa has thought of everything a guest would need. For instance, little details include washcloths dedicated for makeup and disposable wipes for the same. She has even labelled the MANY electrical switches, cabinets, and drawers throughout the house, which was very helpful. My young-adult children appreciated the basket of snacks when they arrived after a very late...
Private house on historic farm in the heart of New England
Fridge, microwave, stovetop, dishwasher
NEW Chic Home Close to Boston - WASHER DRYER & Parking
10.0 out of 10, Exceptional, (3)
"I absolutely love how gorgeous the house was and very nicely decorated and set up bathroom was gorgeous! Felt better then high priced hotels I really enjoyed staying here, if your hesitant don’t be it was an amazing experience."
The price is £415
includes taxes & fees
14 May - 15 May
NEW Chic Home Close to Boston - WASHER DRYER & Parking
Fridge, microwave, oven, stovetop
Beautiful two-story home close to downtown worcester 5beds-4bedroom
10.0 out of 10, Exceptional, (1)
"Wonderful Spot for a small group"
The price is £464
includes taxes & fees
9 Jun - 10 Jun
Beautiful two-story home close to downtown worcester 5beds-4bedroom
Sports court
Great Relaxing Overnight Stay! Free Parking, Pets Allowed, Onsite Swimming Pool
10.0 out of 10, Exceptional, (1)
"We needed to move a kid to college in Boston. The town can be very expensive so staying 30 mins west was great. It offered off street parking, decent rooms, very accommodating staff. We had a problem and they remedied it quickly and with great customer service. TV’s are old but that’s not a deal breaker for us. Was a good stay."
Great Relaxing Overnight Stay! Free Parking, Pets Allowed, Onsite Swimming Pool
Property grounds
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
10.0 out of 10, Exceptional, (163)
"Nice location, clean, everything we expected. Would definitely stay again if ever in the area again."
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Aerial view
Peaceful lake & boat house! Full kitchen. Fire pit, steps into lake and canoes!
10.0 out of 10, Exceptional, (60)
"Place was perfect for the 4 of us in town for a wedding. All new finishes and furnishings. Not one thing lacking. Want to come back in the summer."
Peaceful lake & boat house! Full kitchen. Fire pit, steps into lake and canoes!
Fridge, microwave, oven, stovetop
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
9.8 out of 10, Exceptional, (23)
"It was perfect location for me to visit my parents who live nearby. The apartment was very nice and clean and had everything I needed."
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Fridge, microwave, oven, stovetop
Welcome to Our Prime Suburban Boston Retreat!
9.8 out of 10, Exceptional, (6)
"We were in town working a boat show, I was looking for a location just outside of Boston that was pet friendly with parking. My wife commented on how all the linens smelled so good, All in all a very nice experience"
Welcome to Our Prime Suburban Boston Retreat!
Property grounds
Lovely 3-bedroom City Escape
9.8 out of 10, Exceptional, (14)
"Everything was fine"
Lovely 3-bedroom City Escape
Exterior
Lake Adjacent Family Home Ready To Host Your Next Trip To Wachusett Mountain!
9.8 out of 10, Exceptional, (78)
"We had a great get-away down to Wachusett Mountain with our two famlies, lots of room for everyone and very comfortable and close to the ski area and restaurants/groceries. Thank you!"
Lake Adjacent Family Home Ready To Host Your Next Trip To Wachusett Mountain!
Lake
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
9.8 out of 10, Exceptional, (10)
"We had a great time at the cottage and were pleasantly surprised at the quaintness of the pond and surrounding community. Wonderful stay overall! We skied Wachusett. Which was 5 min drive and Wachusett Brewery was amazing! We recommend checking the sauna hookup first and more adult sized towels! Everything else was lovely!"
The price is £500
includes taxes & fees
29 May - 30 May
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Fridge, microwave, oven, stovetop
Cozy 2-Floor Apartment with Garage Access
9.6 out of 10, Exceptional, (7)
"This location was very convenient, only about a 10 minute drive to WPI. We especially loved the garage parking at the apartment. We felt very safe here! Our host was very helpful and kind, as well as open to suggestions. The place was very nice, and seemed newly remodeled. We would absolutely recommend this place!! The only thing I'd point out, is that the bed and bathroom are on separate levels, so if you get up to go to the bathroom at night, you've got to go up, and back down stairs. But...
Cozy 2-Floor Apartment with Garage Access
Exterior
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
9.6 out of 10, Exceptional, (4)
"We had a lovely stay at the house. It’s very clean and comfortable. The welcome basket was a nice touch upon arrival. We stayed at the house to visit Great Wolf Lodge and be able to have our dog with us. It’s about a 7 minute drive to Great Wolf and we had the best time. We had delicious dinners at 110 Grill and at Tacos Tequila. The house is next to a beautiful quiet cul de sac perfect for walking our dog. We would definitely stay again!"
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Property grounds
Quiet private pond getaway
9.6 out of 10, Exceptional, (4)
"Needed a long weekend getaway. Perfect spot located in nature, great fishing and fall foliage."
Quiet private pond getaway
Smart TV
Near BOSTON - Cozy and Renovated 4 Beds 2 bath Home w/ Backyard FREE WIFI 6.
9.0 out of 10, Wonderful, (2)
"We came down with myself, my husband, my mother and our 4 children to spend the week with our family down here and explore Boston. The house was beautiful and clean. conveniently it has the washer and drier which helped with our big family and washing our laundry!! kitchen and living spaces were wonderful as well. Location was great for anything we needed! restaurants, mall, target, grocery stores and not too far from Boston. The neighborhood was quiet and cute as is the town! Owner was helpful...
The price is £672
includes taxes & fees
14 May - 15 May
Near BOSTON - Cozy and Renovated 4 Beds 2 bath Home w/ Backyard FREE WIFI 6.
Property grounds
Cheerful 3-BR 2-full BR home close to Downtown
8.8 out of 10, Excellent, (3)
"Great space for our family of 8. Convenient location. Would stay there again."
Cheerful 3-BR 2-full BR home close to Downtown
Don't see what you're looking for?
See all available properties in Sterling
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.

Other property types in Sterling

Business centre
Residences at Solomon Pond
3.5 star property
8.0 out of 10, Very good, (91)
"Very convenient it was like a mini apartment studio would definitely stay there again"
The price is £104
includes taxes & fees
14 May - 15 May
Residences at Solomon Pond
Microwave, stovetop
One Bedroom Queen Suite with sofa bed and fully equipped kitchen
6.0 out of 10, (1)
"Put my and my family of 5 in the wrong room, which they easily changed to a 2x2 as i had rented. Sunday afternoon the "maintence" man let himself in as we are in the room letting our dog outside. He didnt speak much english. Not sure what he was doing but he looked in our electric oven and than left. We didnt feel real safe so when we left we made sure to tske any valubles out and rigged the room to see of people had come in again. "
The price is £130
includes taxes & fees
14 May - 15 May
One Bedroom Queen Suite with sofa bed and fully equipped kitchen
Smart TV
Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON
6.0 out of 10, (1)
"Great house Appreciate the efforts to conserve some of the original features of the home with renovations"
The price is £833
includes taxes & fees
14 May - 15 May
Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON
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.