Sterling Holiday Rentals

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Holiday Rentals 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
9 Dec - 10 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

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 AU$247
includes taxes & fees
7 Dec - 8 Dec
One Bedroom Queen Suite with sofa bed and fully equipped kitchen

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

Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON

8.0 out of 10, Very good, (2)
"House was comfortable and cozy. Recommend this place for anyone looking to stay in the Marlborough area. "
Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON

Leicester Lake Front Home, Come Relax!

10.0 out of 10, Exceptional, (23)
"Great family time and comfortable house to spend time with family during a visit to see our daughter at Holy Cross! "
Leicester Lake Front Home, Come Relax!

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$829
includes taxes & fees
10 Dec - 11 Dec
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly

BRAND NEW Designer 2br*SMART TVs*WD*Free Parking*Free Fios Wifi* Close to BOSTON

8.0 out of 10, Very good, (1)
"Did what we needed it to do, was very clean and peaceful. Response time could’ve been better on communication. But overall was a great stay and would definitely stay again."
The price is AU$1,059
includes taxes & fees
1 Dec - 2 Dec
BRAND NEW Designer 2br*SMART TVs*WD*Free Parking*Free Fios Wifi* Close to BOSTON

Fall Villa near Treehouse Brewery & Amazon Warehouse with King Beds

8.4 out of 10, Very good, (21)
"It was nice. Not really waterfront. Pool was nice on a hot day. FYI- Google maps took us to the wrong house. Glad the neighbor didn't mind us at the door at 10 p.m. Plenty of room for family gathering."
The price is AU$1,287
includes taxes & fees
10 Dec - 11 Dec
Fall Villa near Treehouse Brewery & Amazon Warehouse with King Beds

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

9.4 out of 10, Exceptional, (16)
"Place was pristine, great location on the lake. Beautiful scenery with the mountains, used the kayaks to get around the lake and catch some fish! My son and i caught pickerel, perch, bass, crappies, and pumkinseeds. Quick drive from Boston @ a little over a hour."
The price is AU$481
includes taxes & fees
2 Dec - 3 Dec
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Near BOSTON - Cozy and Renovated 4 Beds 2 bath Home w/ Backyard FREE WIFI 6.

9.4 out of 10, Exceptional, (3)
"The townhouse was beautiful and quiet; a great neighborhood. I especially liked the privacy and the set up to get in and unlock the doors. Would definitely recommend. "
The price is AU$1,477
includes taxes & fees
1 Dec - 2 Dec
Near BOSTON - Cozy and Renovated 4 Beds 2 bath Home w/ Backyard FREE WIFI 6.

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!

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

Beautiful family getaway, walking distance to markets, 35 min drive to Boston

9.6 out of 10, Exceptional, (5)
"It was a very spacious and clean property. Highly recommend."
The price is AU$357
includes taxes & fees
30 Nov - 1 Dec
Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Relaxing Retreat

9.8 out of 10, Exceptional, (24)
"Very nice place to stay. We enjoyed the games available in the closet. The grandson enjoyed the weight and treadmill area. "
Relaxing Retreat

completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore

10.0 out of 10, Exceptional, (180)
"Overall a wonderful stay. This is a duplex and the owner lives next door. Nice neighborhood and beautiful view"
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore

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!

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.

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
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 types of properties in Sterling you may be interested in

Chocksett Inn and Restaurant

3.5 star property
8.8 out of 10, Excellent, (120)
"Staff was very friendly, room was great, food was delicious "
The price is AU$319
includes taxes & fees
1 Dec - 2 Dec
Chocksett Inn and Restaurant

Motel 6 Framingham, MA - Boston West

2.0 star property
6.8 out of 10, (1224)
"Very good "
The price is AU$143
includes taxes & fees
1 Dec - 2 Dec
Motel 6 Framingham, MA - Boston West

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.6 out of 10, Excellent, (811)
"It’s very good"
The price is AU$274
includes taxes & fees
2 Dec - 3 Dec
Great Wolf Lodge Boston / Fitchburg, MA
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

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

Frequently asked questions

Can I find a holiday rental in Sterling?

Yes, there are holiday rentals in Sterling close to Davis' Farmland & Mega Maze, or you can select a more secluded option if you're looking for a relaxing stay. Sterling is known for its festivals and golf courses. Make sure you have time to check out the entertainment choices and zoo during your trip.

What are some of the best holiday rentals that Sterling has to offer?

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury : This holiday home rental outside of Sterling has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Sterling?

Expedia has 3 holiday rentals for your stay in Sterling.

What’s there to see and do in Sterling?

Explore the area and family-friendly sights such as Davis' Farmland & Mega Maze, or get out into nature at a spot like Tower Hill Botanic Garden. Mary Had a Little Lamb Statue and Nashoba Valley Winery are a couple of places you'll find in the wider area.

What’s a holiday rental in Sterling like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sterling. Holiday rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for families.