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Top Holiday Rentals in Sterling

Vibrant Sterling Lakefront Lodge w/ Kayaks

3.0 star property
Vibrant Sterling Lakefront Lodge w/ Kayaks

Residences at Solomon Pond

3.5 star property
8.2 out of 10, Very good, (191)
"I really enjoy staying here, the staff is amazingly polite and will try and do their best to make your experience exceptional. "
Residences at Solomon Pond

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (173)
"Beautiful house and grounds! Very private with lots of room along with homey touches. Kids loved the toy cabinet and the pool table. Easy access to Boston. We thoroughly enjoyed our Easter weekend there! "
Beautiful Lakefront Home with Private Beach

Spacious 4-bedroom house in charming Worcester with AC, WiFi

2.0 star property
10.0 out of 10, Exceptional, (17)
"Our stay at this property was great. Very clean and spacious. Area was very accessible to main roads. Our hosts were very responsive from booking through to the end of our stay. Will look to stay next time we visit Worcester "
Spacious 4-bedroom house in charming Worcester with AC, WiFi

Cottage Suite "B" - Walk to Shops, Train, History

10.0 out of 10, Exceptional, (2)
"The host was a great communicator and the listing was very accurate. The town is beautiful and a wonderful place to walk around. Easy commute to Boston."
The price is £187
includes taxes & fees
18 Sept - 19 Sept
Cottage Suite "B" - Walk to Shops, Train, History

Spacious 4-bedroom with four and half bathrooms

10.0 out of 10, Exceptional, (2)
"We had room for each of the adults, which included adult children. At these ages they no longer want to share a bed or bathroom with anyone. Perfect that we could come together, but have our own separate spaces. Very clean and comfortable with everything you need."
The price is £385
includes taxes & fees
31 Aug - 1 Sept
Spacious 4-bedroom with four and half bathrooms

Indian Lake House

6.6 out of 10, (4)
"My stay was cozy! Loved the character."
Indian Lake House

Quiet private pond getaway

9.4 out of 10, Exceptional, (14)
"We really enjoyed our time at the lake house! The deck and fire pit was fun and everything was very nicely decorated and had enough supplies to make it very easy and a quiet peaceful setting!"
Quiet private pond getaway

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

10.0 out of 10, Exceptional, (191)
"Wonderful lakefront property close to Worcester, Brimfield and Sturbridge. The home was perfect for a family tip for a Holy Cross graduation. Christine was the perfect host, she was easy to communicate with and very responsive. Her kindness and attention to detail made us feel right at home! We would definitely return."
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

Cottage Suite "A" - Walk to Shops, Train, History

9.6 out of 10, Exceptional, (4)
"It was easy to find close to the main road and centrally located close to the commuter rail."
The price is £171
includes taxes & fees
4 Sept - 5 Sept
Cottage Suite "A" - Walk to Shops, Train, History

Home Near Skiing & Downtown Worcester

3.0 star property
Home Near Skiing & Downtown Worcester

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

9.4 out of 10, Exceptional, (20)
"Matressess were outdated but otherwise great!"
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

10.0 out of 10, Exceptional, (21)
"Kathleen was an amazing host and the property exceeded our expectations. The kids loved the bunk room and loft and the surrounding area provided something for all interests. We will definitely be planning another stay. "
The price is £387
includes taxes & fees
3 Sept - 4 Sept
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

A Quintessential New England Historical Guesthouse

10.0 out of 10, Exceptional, (4)
"Wonderful in every way! Lovely colonial home with scenic grounds, modernized bathrooms & kitchen & a very responsive & helpful host! House is convenient to downtown Groton and perfect for a family seeking more space, privacy & kitchen! "
The price is £1,181
includes taxes & fees
25 Aug - 26 Aug
A Quintessential New England Historical Guesthouse

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

9.6 out of 10, Exceptional, (23)
"In town for wedding, great stay for the boylston area!"
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Explore Dtwn, Parks & Colleges: Cozy Worcester Apt

3.0 star property
Explore Dtwn, Parks & Colleges: Cozy Worcester Apt

Worcester Home on Indian Lake w/ Shared Boat Dock!

3.0 star property
8.0 out of 10, Very good, (1)
Worcester Home on Indian Lake w/ Shared Boat Dock!

Worcester Home on Indian Lake w/ Shared Boat Dock!

9.8 out of 10, Exceptional, (21)
"If you are looking for a great place to stay while in the Worcester area family this place will fill your need. The peaceful view on the lake is amazing."
Worcester Home on Indian Lake w/ Shared Boat Dock!

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

9.0 out of 10, Wonderful, (7)
"Only issue with the location is exiting the property directly to a busy street. Nice safe, beautiful neighborhood."
The price is £130
includes taxes & fees
10 Sept - 11 Sept
Beautiful family getaway, walking distance to markets, 35 min drive to Boston

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

9.6 out of 10, Exceptional, (26)
"We stayed for 3 nights and had a lot of fun fishing. We caught so many fish. The cottage was cozy and we had everything we needed. "
The price is £367
includes taxes & fees
22 Sept - 23 Sept
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
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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Top Sterling Hotel Reviews

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?

Spacious 4-bedroom with four and half bathrooms: This holiday home rental outside of Sterling is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 The Mall at Whitney Field 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.