Sterling Holiday Rentals, Massachusetts: Private House Rentals

An aerial view of a town surrounded by dense forests, with a mix of residential and commercial buildings, and a prominent church.

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

Go beyond your typical stay in Sterling

Pet friendly

Apartment

Pool

Condo

Hot tub

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Sterling hotels

A room with a fireplace, a large mirror, and a window with a view of the outside.

A banquet hall with round tables set for a formal event, featuring chandeliers and table settings.

A spacious living room with a staircase, a chandelier, a console table with decorative items, and a large abstract painting on the wall.

A spacious hallway with large windows, chandeliers, and classic furniture.

1. Chocksett Inn and Restaurant

Sterling

Lisa

฿5,368

฿5,996 total

includes taxes & fees

26 Oct - 27 Oct

A hotel lobby with a central circular skylight, a reception desk, and a seating area with sofas.

A hotel with a modern design, featuring a prominent tree in the foreground and a clear view of the sky.

An indoor swimming pool with clear blue water, surrounded by brick walls and large windows.

A self-service snack area with various packaged snacks and a refrigerator stocked with beverages.

2. Doubletree by Hilton Hotel Leominster

Leominster

louis

฿5,014

฿5,601 total

includes taxes & fees

15 Nov - 16 Nov

A modern dining area with multiple tables and chairs, a flat-screen TV mounted on the wall, and large windows providing natural light.

A hotel room with two beds, a nightstand with a phone and a clock, and a headboard with built-in lighting.

A reception area with two reception desks, a wall-mounted sign, and a refrigerator.

A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

3. Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Hudson

Yesenia

฿3,616

฿4,039 total

includes taxes & fees

29 Oct - 30 Oct

A patio area with outdoor seating and a grill, surrounded by stone walls and small plants.

A buffet area with various food options, including patties and a salad.

An indoor swimming pool with clear water, surrounded by lounge chairs and tables, and large windows offering views of the outside.

A hotel with a modern design, featuring a prominent American flag, a covered entrance, and a stone facade.

4. Homewood Suites by Hilton Marlborough

Berlin

Tommy G

฿4,334

฿4,841 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a buffet setup, including a stove, food display, and various appliances.

A hotel room with a bed, desk, chair, TV, and a view of the outdoors.

A swimming pool with a lifeguard chair, chairs around the pool, and a sign warning of no lifeguard on duty.

A hotel entrance with a covered walkway, brick facade, and a sign reading "SpringHill Suites."

5. SpringHill Suites by Marriott Boston Devens Common Center

Harvard

Jamie

฿5,616

฿5,936 total

includes taxes & fees

22 Nov - 23 Nov

A modern hotel room with a large bed, a bedside table, a nightstand, a mirror, and a bathroom with a sink and towel rack.

A motel with a prominent '6' sign, a balcony, and a 'Welcome' entrance.

A motel lobby with two red chairs, a reception desk, and a large window offering a view of parked cars and trees outside.

A laundromat with multiple washing machines, a Coca-Cola refrigerator, and a snack vending machine.

6. Motel 6 Leominster, MA

Leominster

Ruth

฿3,207

฿3,650 total

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with a prominent "Hyatt Place" sign, a covered entrance, and a parking lot.

A modern lounge area with leather sofas, armchairs, and a coffee table. Large windows offer a view of the cityscape.

An outdoor seating area with brick walls, yellow flowering plants, and modern furniture.

A modern lounge area with leather sofas, round tables, and a bar with a Starbucks sign.

7. Hyatt Place Marlborough/Apex Center

Marlborough

Christopher

฿3,680

฿4,111 total

includes taxes & fees

24 Nov - 25 Nov

A spacious lobby with a fireplace, a red armchair, and a reception desk.

An outdoor patio area with tables and chairs, a brick building with large windows, and a clear blue sky.

A spacious lobby with a fireplace, comfortable seating, and large windows.

A lobby with a green sofa, two armchairs, a wooden table with a cutting board, and a decorative wall with abstract patterns.

8. Hilton Garden Inn Devens Common

Harvard

Doug

฿5,568

฿5,885 total

includes taxes & fees

20 Nov - 21 Nov

A modern restaurant with a central bar, wooden paneling, and a high ceiling with skylights.

A modern indoor patio with large windows, grey furniture, and a view of the greenery outside.

A modern building with a patio area featuring outdoor seating, a fire pit, and a small water feature.

A modern living room with a fireplace, grey sofas, and a coffee table with planters.

9. Embassy Suites by Hilton Boston Marlborough

Marlborough

Jeff

฿4,125

฿4,608 total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with clear blue water, surrounded by bright yellow and green chairs and tables, and large windows offering a view of the outdoors.

A hotel room with a large bed, a desk with a flat-screen TV, a desk lamp, and a bedside table with a lamp.

A hotel dining area with a large rectangular table surrounded by chairs, a patterned rug, and a modern chandelier.

A vending area with snacks and drinks, including chips, sodas, and bottled water.

10. Hampton Inn Boston/Marlborough

Marlborough

Kurt

฿3,186

฿3,558 total

includes taxes & fees

24 Nov - 25 Nov

A spacious lobby with a stone fireplace, seating areas, and a modern design.

A compact living space with a kitchenette, a dining area, a sofa, and a TV.

A stone fire pit surrounded by wicker chairs in an outdoor patio area.

A modern living room with a stone fireplace, comfortable seating, a flat-screen TV, and a large window.

11. Residence Inn by Marriott Boston Marlborough

Marlborough

Christy

฿4,693

฿5,242 total

includes taxes & fees

23 Nov - 24 Nov

A modern lobby with a stone fireplace, blue seating, and a view of parked cars outside.

A modern indoor pool area with a geometric ceiling design, surrounded by seating areas with tables and chairs.

A Fairfield Inn & Suites Marriott hotel with a modern design, featuring a prominent entrance and a parking lot.

A restaurant with wooden tables and chairs, a counter with a coffee machine, and a colorful mural on the wall.

12. Fairfield Inn & Suites Boston Marlborough/Apex Center

Marlborough

Ronald

฿4,552

฿5,085 total

includes taxes & fees

23 Nov - 24 Nov

An indoor swimming pool with a spectator area and a stage.

An indoor recreational area with a pool, seating, and a bar area labeled 'The Watering Hole.'

A spacious lobby with a fireplace, a large chandelier, and a view of the surrounding area.

A group of people engaged in a craft activity at a table with various colored markers and papers.

13. Great Wolf Lodge Boston / Fitchburg, MA

Fitchburg

Abderaouf

฿6,314

฿7,053 total

includes taxes & fees

26 Oct - 27 Oct

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

A snack bar with a 'Treats' sign, refrigerated drink dispensers, and shelves stocked with various snacks and beverages.

A hotel reception area with a glass door entrance, seating area with chairs, and a reception desk.

A modern interior with a dark-toned shelving unit displaying books, decorative items, and framed artwork.

14. Hampton Inn & Suites Worcester

Worcester

Angela

฿4,276

฿4,894 total

includes taxes & fees

23 Nov - 24 Nov

A spacious indoor area with a central water feature, surrounded by tables and chairs, and large windows offering views of the sky and outside.

A modern interior with a self-service kiosk, refrigerated display cases, and a seating area.

An indoor swimming pool area with lounge chairs, a covered seating area, and a view of the pool.

A modern hotel with a glass facade, a covered entrance, and a flagpole with an American flag.

15. Best Western Royal Plaza Hotel & Trade Center

Marlborough

Pauly

฿2,975

฿3,323 total

includes taxes & fees

24 Nov - 25 Nov

A modern hotel lobby with a seating area, a bar, and a kitchen.

A two-story residential building with a covered parking area and a well-maintained lawn.

A compact living space with a bed, sofa, kitchenette, and a TV mounted on the wall.

A modern living room with a sofa, two armchairs, a coffee table, and a dining area with a chair and table.

16. Residences at Solomon Pond

Marlborough

Tae

฿3,920

฿4,379 total

includes taxes & fees

27 Oct - 28 Oct

A two-story house with a wrap-around porch, a gabled roof, and a front deck.

A living room with a chandelier, a fireplace with stockings, a staircase, and a bookshelf.

A two-story house with a porch, an American flag, and white Adirondack chairs.

A bathroom with a freestanding bathtub, a window with a white frame, and a wooden floor.

17. The Inn Crowd Bed and Breakfast

Holden

Dennis

฿7,057

฿7,459 total

includes taxes & fees

28 Oct - 29 Oct

A modern lounge area with a stone wall, a fireplace, and a seating arrangement including sofas and a coffee table.

A hotel room with a large bed, a desk, a chair, a lamp, and a mirror.

A modern kitchen with dark wooden cabinets, a central island with a fruit bowl, and a coffee station.

A multi-story hotel with a prominent "Homewood Suites" sign, featuring a modern architectural design with large windows and a well-lit entrance.

18. Homewood Suites By Hilton Worcester

Worcester Central Business District

Julia

฿5,233

฿5,989 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio with wicker furniture, a central fire pit, and tables with candles.

A Starbucks coffee shop with a menu board, coffee machines, and a refrigerated display of beverages.

A Courtyard hotel with a modern design, featuring a well-lit entrance and landscaped grounds.

A modern hotel room with a sofa, armchair, ottoman, desk, and TV.

19. Courtyard by Marriott Boston Marlborough

Marlborough

Terri

฿3,702

฿4,135 total

includes taxes & fees

22 Nov - 23 Nov

A restaurant with multiple dining tables set for guests, large windows offering a view of the outdoors, and a variety of hanging pendant lights.

A modern living room with a green sofa, wooden coffee table, and a chandelier.

A Hilton Garden Inn hotel with a red and beige facade, multiple floors, and a well-maintained lawn in front.

A modern kitchen with wooden cabinets, a bar area with stools, and a large flat-screen TV.

20. Hilton Garden Inn Boston/Marlborough

Marlborough

Tyler

฿3,846

฿4,296 total

includes taxes & fees

23 Nov - 24 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Sterling attractions

Davis' Farmland & Mega Maze

7.0/10 (2 reviews)

Davis Farmland offers hands-on encounters with rare endangered farm animals in a family-friendly setting. Explore the seasonal Mega Maze or cool off at the interactive water spray park during summer.

See properties

Mary Had a Little Lamb Statue

This life-sized bronze lamb commemorates the origins of the famous "Mary Had a Little Lamb" nursery rhyme. Read the accompanying plaques to discover the true storey of Mary Sawyer and her pet lamb.

See properties

Learn more about Sterling

Families flock to Davis' Farmland & Mega Maze where children can pet farm animals and parents can navigate the challenging corn labyrinth. History buffs shouldn't miss the charming Mary Had a Little Lamb Statue, while nature lovers can explore nearby Tower Hill Botanic Garden's stunning seasonal displays.

See all hotels in Sterling

A white church with a steeple and clock tower, surrounded by trees and a well-maintained lawn.

Top Sterling Hotel Reviews

The Colonial Hotel

8/10 Good

"This is a dated, solid 3-star hotel. The interior finishes all need a serious refresh. I was on the ground floor in a nice room, but the Wi-Fi was terrible and they stuck me down by the mechanical plant and housekeeping offices. Normally not a bid deal but they left the doors open to the mechanical room the entire time I was in my room. They also need to update the quality and number of WAPs. They were confused when I asked if they had a "business center" because they don't. Given the quality of the Wi-Fi in my room, it would've been nice if they had one.😊 The Colonial Grille is awesome; it is a shining star for this somewhat tired hotel. The restuarant/bar staff are awesome, and the food is good American fare. The bar is a lot of fun, and it's big. This is a local destination for weddings. I was there from Friday to Sunday in late October and I think there were not less than 3 weddings."

Courtyard by Marriott Boston Natick

10/10 Excellent

"This was a one-night stopover after a long day visiting friends. Check-in was easy. Although the hotel was full or near full, there was plenty of parking (though there is a daily parking fee). The room was very clean and comfortable, with plenty of towels and bathroom amenities. We had breakfast the next morning at the bistro operated by Starbucks - a bit pricey, but the food was good and we were on our way home."

DoubleTree by Hilton Hotel Boston - Westborough

10/10 Excellent

"Good stay food was good too"

La Quinta Inn by Wyndham Auburn Worcester

8/10 Good

"It was a clean place to stay"

Monticello Inn Framingham

10/10 Excellent

"For an inexpensive motel that is hard to locate, this place was very nice indeed. Lots of hot water, the TV worked well, and the bed was comfortable. That’s all I really need anyway."

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent

"Super volvería una y otra ves"

Chocksett Inn and Restaurant

10/10 Excellent

"We are happy with our stay. Room was clean, bed comfortable, quiet for sleep. Staff very friendly. I did find locating the inn a bit confusing, but once I found it OK."

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

10/10 Excellent

"The room was clean and spacious Staff was welcoming Breakfast was good"

More cheap stays in Sterling

Monticello Inn Framingham

90 Worcester Rd Framingham MA

฿2,431

฿2,715 total

26 Oct - 27 Oct

includes taxes & fees

4.8/10 (1,005 reviews)

Comfort Inn Auburn - Worcester

426 Southbridge St Auburn MA

฿2,841

฿3,174 total

15 Nov - 16 Nov

includes taxes & fees

Extended Stay America Suites Boston Westborough Computer Dr

1800 Computer Dr Westborough MA

฿3,175

฿3,547 total

13 Nov - 14 Nov

includes taxes & fees

6.8/10 (1,003 reviews)

Motel 6 Framingham, MA - Boston West

1668 Worcester Rd Framingham MA

฿3,182

฿3,621 total

16 Nov - 17 Nov

includes taxes & fees

Red Roof Inn PLUS+ Boston - Framingham

650 Cochituate Rd Framingham MA

฿3,282

฿3,666 total

23 Nov - 24 Nov

includes taxes & fees

7.4/10 Good! (1,007 reviews)

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

121 Coolidge St Hudson MA

฿3,616

฿4,039 total

29 Oct - 30 Oct

includes taxes & fees

8.6/10 Excellent! (894 reviews)

Frequently asked questions

Where is the best place to stay in Sterling?

Chocksett Inn and Restaurant is one of the top choices for your stay based on our traveller data. This hotel offers a restaurant and free parking. Other good choices for your trip to the area are Extended Stay America Suites Boston Westborough Computer Dr and Motel 6 Framingham, MA - Boston West. See all available top hotels, or vacation rentals in Sterling.

If I need to cancel my hotel reservation in Sterling, will I receive a refund?

Yes! Most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Sterling.

What's the best family accommodation in Sterling?

Chocksett Inn and Restaurant is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Also, attractions in the area such as Great Wolf Lodge Waterpark and New England Sports Center are fun for children of all ages. Find more child-friendly accommodations in Sterling.

What is the favourite LGBTQ-friendly accommodation in Sterling?

Chocksett Inn and Restaurant is a top LGBTQ-friendly hotel, and features free Wi-Fi and cable TV. See all available hotels listed as LGBTQ-friendly in Sterling.

What's the best dog-friendly place to stay in Sterling?

Chocksett Inn and Restaurant is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Sterling.

What are some accommodation options with pools in Sterling?

Great Wolf Lodge Boston / Fitchburg, MA: Features 4 indoor swimming pools, a children's pool and free water park access. Courtyard by Marriott Boston Marlborough and DoubleTree by Hilton Hotel Boston - Westborough are a couple of other choices that feature an on-site pool. View all hotels with pools in Sterling.

What is staying in Sterling like?

Visitors can enjoy all that Sterling has to offer, including the festivals, golf courses and entertainment choices. Tourists can also enjoy the city's zoo and live music. In Sterling, there are 5 hotels and other accommodation options to choose from. Find out more about Sterling.

What should I see while I'm in Sterling?

A couple of favourite places to visit are Davis' Farmland & Mega Maze and Mary Had a Little Lamb Statue. You'll also find Tower Hill Botanic Garden and The Mall at Whitney Field in the area. Take a look at what more there is to see and do in Expedia's Sterling guide.

What's the seasonal weather in Sterling?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Sterling are January, November, February and March, with each month seeing an average of 23 cm of snowfall.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Sterling on Expedia.com

Find hotels in Sterling, MA from ฿2,715

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Sterling

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Sterling hotels

1. Chocksett Inn and Restaurant

2. Doubletree by Hilton Hotel Leominster

3. Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

4. Homewood Suites by Hilton Marlborough

5. SpringHill Suites by Marriott Boston Devens Common Center

6. Motel 6 Leominster, MA

7. Hyatt Place Marlborough/Apex Center

8. Hilton Garden Inn Devens Common

9. Embassy Suites by Hilton Boston Marlborough

10. Hampton Inn Boston/Marlborough

11. Residence Inn by Marriott Boston Marlborough

12. Fairfield Inn & Suites Boston Marlborough/Apex Center

13. Great Wolf Lodge Boston / Fitchburg, MA

14. Hampton Inn & Suites Worcester

15. Best Western Royal Plaza Hotel & Trade Center

16. Residences at Solomon Pond

17. The Inn Crowd Bed and Breakfast

18. Homewood Suites By Hilton Worcester

19. Courtyard by Marriott Boston Marlborough

20. Hilton Garden Inn Boston/Marlborough

Stay near popular Sterling attractions

Davis' Farmland & Mega Maze

Mary Had a Little Lamb Statue

Learn more about Sterling

Top Sterling Hotel Reviews

The Colonial Hotel

Courtyard by Marriott Boston Natick

DoubleTree by Hilton Hotel Boston - Westborough

La Quinta Inn by Wyndham Auburn Worcester

Monticello Inn Framingham

Great Wolf Lodge Boston / Fitchburg, MA

Chocksett Inn and Restaurant

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

More cheap stays in Sterling

Monticello Inn Framingham

Comfort Inn Auburn - Worcester

Extended Stay America Suites Boston Westborough Computer Dr

Motel 6 Framingham, MA - Boston West

Red Roof Inn PLUS+ Boston - Framingham

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app