Holliston Holiday Rentals, Massachusetts: Private House Rentals

A white building with a sign reading "TOWN HALL" and a rainbow flag.

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 Holliston

Pet friendly

Pool

Apartment

Apart hotel

Condo

Spa

Hot tub

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Holliston hotels

A bed with white bedding and pillows against a wooden headboard.

A modern living room with a flat-screen TV mounted on a wooden panel, a sectional sofa, and a dining area in the background.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A hotel room with a sofa, a small wooden table, a television, a microwave, and a refrigerator.

1. Holiday Inn Express Boston - Milford by IHG

Milford

Oleh

2.615.698 ₫

2.921.812 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A modern hotel with a prominent entrance, multiple floors, and a well-lit facade.

An outdoor patio with modern seating, a fire feature, and a view of autumn trees.

A spacious lobby with a modern design, featuring a central seating area with colorful cushions, a reception desk, and a mezzanine level with seating and a bar area.

An indoor swimming pool with clear glass walls, a tiled edge, and a view of the outdoors.

2. Aloft by Marriott Framingham

Framingham

Franklin

4.115.715 ₫

4.597.176 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A bar area with a long counter, multiple televisions displaying sports, and several seating options.

A hotel room with a sofa, armchair, desk, chair, television, and a mirror.

A snack and treat section with shelves stocked with various snacks, a chalkboard with a message, and two refrigerated display cases.

A hotel room with a bed, two armchairs, a sofa, a coffee table, a TV, and a desk with a lamp.

3. Hampton Inn Boston Natick

Natick

Michael

2.951.854 ₫

3.297.221 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A hotel lobby with a central Panera Bread restaurant, modern furnishings, and a high ceiling with circular lighting fixtures.

A spacious lobby with a central Pantry, high ceilings with a blue geometric design, and modern furnishings.

A modern lobby with a high ceiling, a red and white sofa set, a patterned armchair, and a large window with a view of the city.

A hotel entrance with a modern design, featuring a glass door entrance, illuminated blue ceiling, and decorative wall panels.

4. The Verve Hotel Boston Natick, Tapestry Collection by Hilton

Natick

Vickie Jimenez

3.373.044 ₫

3.767.678 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a fireplace, comfortable seating, and a bookshelf.

An outdoor patio with tables and chairs, a sofa, and a brick floor.

A modern bar area with leather barstools, a high bar counter, and pendant lighting.

A modern kitchen with a buffet setup, including plates, bowls, and food containers.

5. Residence Inn by Marriott Boston Natick

Natick

Amy

4.892.265 ₫

5.464.582 ₫ total

includes taxes & fees

5 Nov - 6 Nov

A hotel lobby with a large flat-screen TV displaying news, a comfortable seating area with a sofa and cushions, a small table with a clock, and a view of the dining area through large windows.

A modern bar area with a large TV, a fireplace, and a patterned carpet.

A bar area with a glass shelf displaying various bottles, a granite countertop, and two upholstered chairs.

A multi-story hotel with a central entrance, a covered parking area, and a landscaped front yard.

6. Courtyard by Marriott Boston Natick

Natick

Austin

2.845.672 ₫

3.178.616 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A modern hotel dining area with a long table, chairs, and a television on the wall.

A conference room with a long table, chairs, and a modern chandelier.

A modern hotel with a well-lit entrance, multiple floors, and a parking lot.

A hotel room with a glass shower, a bed, a desk, and a TV.

7. Hampton Inn Boston - Westborough

Westborough

Brittany

3.481.015 ₫

3.888.294 ₫ total

includes taxes & fees

8 Nov - 9 Nov

An outdoor patio with yellow chairs and tables, a barbecue grill, and string lights.

A hotel room with a sofa, a small table, a patterned carpet, and a view of a bedroom with a bed and a nightstand.

A reception area with a counter, a refrigerator stocked with beverages, and a snack shelf.

A multi-story hotel with a modern design, featuring a covered entrance and a well-lit facade.

8. Home2 Suites by Hilton Walpole Foxboro

Walpole

Lynda

3.058.313 ₫

3.416.135 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A spacious lobby with a reception desk, seating area, and a wooden floor.

An outdoor event space with multiple round tables covered with beige tablecloths, illuminated by lanterns and pendant lights.

A hotel corridor with a patterned carpet, rows of chairs, and a large window with a view of trees.

An indoor swimming pool with clear blue water, sunlit by large windows, and surrounded by lounge chairs.

9. DoubleTree by Hilton Hotel Boston - Westborough

Westborough

Devante

2.948.302 ₫

3.293.253 ₫ total

includes taxes & fees

5 Nov - 6 Nov

A modern lobby with a central chandelier, a reception desk, seating area, and large windows offering a view of the outside.

A bar area with leather barstools, a counter with a beverage display, and a television mounted on the wall.

A spacious, modern lounge area with a large wooden table, comfortable seating, and large windows offering views of the city.

A hotel with a modern design, featuring a prominent 'Renaissance' sign, outdoor seating area, and a well-lit entrance.

10. Renaissance by Marriott Boston Patriot Place Hotel

Foxborough

King

4.117.782 ₫

4.599.563 ₫ total

includes taxes & fees

14 Nov - 15 Nov

A modern bar area with a bar counter, stools, and a large window overlooking the city.

A modern hotel lobby with a curved sofa, a coffee table, and a bar area with stools.

A modern buffet setup with a variety of food options, including fruits, juices, and prepared dishes.

A modern hotel lobby with a seating area, a reception desk, and a decorative vase with flowers.

11. Hilton Garden Inn Foxborough Patriot Place

Foxborough

Brian

3.799.400 ₫

4.243.930 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A spacious lobby with seating areas, a reception desk, and a kitchen area.

A reception area with two wooden reception desks, a dark wall with a framed picture, and a ceiling with recessed lighting.

An outdoor patio area with wicker furniture, orange umbrellas, and a brick building in the background.

A hotel room with a large bed, a desk, a chair, a nightstand, and a window with curtains.

12. Courtyard by Marriott Boston Norwood/Canton

Norwood

Vincent

3.162.629 ₫

3.532.656 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A spacious dining area with a long table, multiple chairs, and a ceiling fan.

A hotel lobby with a reception desk, a large framed picture, a seating area, and a view through the glass doors.

A Hampton Inn hotel with a stone pillar sign, a covered parking area, and a building with multiple windows and a brick facade.

A Hampton Inn by Hilton sign on a stone pillar with a garden in front.

13. Hampton Inn Franklin/Milford

Franklin

Sostenes

2.618.268 ₫

2.924.605 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a bed, a desk, a television, and a bathroom.

A Red Roof Plus lounge area with two leather armchairs and a small round table.

A hotel room with a television mounted on a wall, a desk with a lamp, a microwave, and a refrigerator.

A reception area with a counter, a Red Roof Plus sign, and two chairs.

14. Red Roof Inn PLUS+ Boston - Framingham

Framingham

Sierra

2.586.951 ₫

2.889.440 ₫ total

includes taxes & fees

17 Nov - 18 Nov

A modern bar area with seating, a fireplace, and a large TV screen.

A modern kitchen with dark wood cabinets, a central island with a glass top, and hanging pendant lights.

A hotel workspace with two desks, each with a computer and keyboard, surrounded by chairs.

A hotel lobby with a reception desk, shelves with decorative vases, and a variety of amenities including snacks and beverages.

15. Homewood Suites by Hilton Needham Boston

Needham

Kevin

4.378.448 ₫

4.890.726 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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

A modern hotel with a prominent entrance, a well-maintained lawn, and a clear sky.

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

16. Embassy Suites by Hilton Boston Marlborough

Marlborough

Jeff

3.164.218 ₫

3.534.431 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, a flat-screen TV mounted on a wooden panel, a desk with a chair, a small table with a lamp, and a window with a view of buildings.

A modern dining area with blue and yellow chairs, a long table, and a seating area with sofas and a TV.

A gym with exercise equipment, a TV, and motivational posters on the wall.

17. Comfort Inn & Suites Plainville-Foxboro

Plainville

Brittany Nicole

2.257.172 ₫

2.521.261 ₫ total

includes taxes & fees

9 Nov - 10 Nov

An indoor swimming pool with blue and white tiled walls, clear glass windows, and sunlit areas.

A modern bar area with a long counter, multiple stools, and a variety of bottles.

A modern hotel lobby with a seating area, a reception desk, and a large TV screen.

A hotel entrance with a brick facade, American flags, and a landscaped entrance area with trees and flower beds.

18. Sheraton Boston Needham Hotel

Needham

Martin

3.287.395 ₫

3.672.020 ₫ total

includes taxes & fees

12 Nov - 13 Nov

A modern restaurant with large windows, leather seating, and a bar area.

A spacious lobby with a grand staircase, large pillars, and a high ceiling with recessed lighting.

A spacious lobby with a glass facade, wooden columns, and a patterned carpet.

An outdoor patio with tables and chairs, green umbrellas, and a stone wall.

19. The Westin Waltham-Boston

Waltham

Kaylee

3.862.042 ₫

4.313.902 ₫ total

includes taxes & fees

7 Nov - 8 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.

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.

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

20. Best Western Royal Plaza Hotel & Trade Center

Marlborough

Mary Kate

2.512.365 ₫

2.806.312 ₫ total

includes taxes & fees

25 Oct - 26 Oct

View all properties

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

Stay near popular Holliston attractions

Pinecrest Golf Club

6.0/10 (1 review)

This scenic par-66 course features tree-lined fairways and strategic challenges across 5,003 yards of rolling terrain. Practice at the 300-yard driving range before enjoying post-round dining at Anthony's on the Green.

See properties

Pleasure Point

6.0/10 (1 review)

Lake Winthrop's serene shoreline offers a peaceful escape for swimming and picnicking. Purchase your day pass in advance to enjoy this local gem's sandy beach and playground facilities.

See properties

Stoddard Park

6.0/10 (1 review)

Stoddard Park offers a tranquil sandy beach on Lake Winthrop with playgrounds and sports fields. Families can swim in the clear waters or enjoy picnics under shade trees with charcoal grills available.

See properties

Learn more about Holliston

Explore the historic Balancing Rock and scenic trails of Holliston's conservation areas for a quintessential New England outdoor experience. Visit the charming city centre shops and Eight Arch Bridge, then ask locals about seasonal events at Goodwill Park.

See all hotels in Holliston

A white house with a green garage door, surrounded by trees and a grassy field.

Top Holliston Hotel Reviews

Arcadian Hotel

8/10 Good

"This hotel has an odd layout. My first time was an interior room which only had a window that faced the hallway (single queen bed). My second visit was also interior but faced overlooking the lobby which provided some natural sunlight (2 full size beds). If possible I would ask about where you room is located. The interior queen had a very odd shower and I did not like having a window that faced into the hallway. Very clean facility. Parking garage was hard to find on first visit because its down the street before you get to the hotel and the sign is very small. The garage is under the building and not easily viewed from the street."

Sheraton Boston, a Marriott Hotel

8/10 Good

"Good stay, pricey."

The Charles Hotel

10/10 Excellent

"The room was very comfortable. The blackout curtains coupled with the wonderful sheets and mattress make it hard to get out if bed in the morning. The common space was large, and there was a room that offered complimentary drinks and snacks off to the side."

Hotel Commonwealth

10/10 Excellent

"Great location! Staff was very friendly and accommodating! Thank you, see you soon!"

Four Points by Sheraton Boston Newton

10/10 Excellent

"Stayed overnight for concert in the area. The hotel was convenient, had ample parking, was very clean and comfy. The breakfast buffet was really good too"

Copley House

10/10 Excellent

"Quaint and beautiful property within walking distance of Newberry St, Boston Commons and Boston Public Library. Staff very welcoming and accommodating, and rooms super cozy. Will be back!"

citizenM Boston Back Bay

10/10 Excellent

"Great hotel"

The Westin Copley Place, Boston, a Marriott Hotel

10/10 Excellent

"Everything was exceptional"

Ramada by Wyndham Boston

8/10 Good

"Good for couples nights no to bad clean compared with others"

More cheap stays in Holliston

Extended Stay America Suites Boston Westborough Computer Dr

1800 Computer Dr Westborough MA

2.434.225 ₫

2.719.030 ₫ total

13 Nov - 14 Nov

includes taxes & fees

Motel 6 Framingham, MA - Boston West

1668 Worcester Rd Framingham MA

2.440.369 ₫

2.777.561 ₫ total

16 Nov - 17 Nov

includes taxes & fees

enVision Hotel & Conference Center Mansfield-Foxboro

31 Hampshire St Mansfield MA

2.552.261 ₫

2.850.875 ₫ total

21 Oct - 22 Oct

includes taxes & fees

The Inn on Arsenal

100 N Beacon St Watertown MA

2.870.871 ₫

3.206.763 ₫ total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (544 reviews)

Best Western Adams Inn Quincy-Boston

29 Hancock St Quincy MA

3.238.472 ₫

3.617.374 ₫ total

8 Nov - 9 Nov

includes taxes & fees

7.6/10 Good! (1,263 reviews)

Hampton Inn & Suites Watertown Boston

25 Bond Street Watertown MA

3.940.899 ₫

4.401.984 ₫ total

15 Nov - 16 Nov

includes taxes & fees

9.2/10 Wonderful! (1,214 reviews)

Hotels in Holliston with star rating

Frequently asked questions

What's the seasonal weather in Holliston?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. Average annual precipitation for Holliston is 1242 mm.

Explore a world of travel with Expedia

Book Hotels in Holliston on Expedia.com

Find hotels in Holliston, MA from 2.433.075 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Holliston

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Holliston hotels

1. Holiday Inn Express Boston - Milford by IHG

2. Aloft by Marriott Framingham

3. Hampton Inn Boston Natick

4. The Verve Hotel Boston Natick, Tapestry Collection by Hilton

5. Residence Inn by Marriott Boston Natick

6. Courtyard by Marriott Boston Natick

7. Hampton Inn Boston - Westborough

8. Home2 Suites by Hilton Walpole Foxboro

9. DoubleTree by Hilton Hotel Boston - Westborough

10. Renaissance by Marriott Boston Patriot Place Hotel

11. Hilton Garden Inn Foxborough Patriot Place

12. Courtyard by Marriott Boston Norwood/Canton

13. Hampton Inn Franklin/Milford

14. Red Roof Inn PLUS+ Boston - Framingham

15. Homewood Suites by Hilton Needham Boston

16. Embassy Suites by Hilton Boston Marlborough

17. Comfort Inn & Suites Plainville-Foxboro

18. Sheraton Boston Needham Hotel

19. The Westin Waltham-Boston

20. Best Western Royal Plaza Hotel & Trade Center

Stay near popular Holliston attractions

Pinecrest Golf Club

Pleasure Point

Stoddard Park

Learn more about Holliston

Top Holliston Hotel Reviews

Arcadian Hotel

Sheraton Boston, a Marriott Hotel

The Charles Hotel

Hotel Commonwealth

Four Points by Sheraton Boston Newton

Copley House

citizenM Boston Back Bay

The Westin Copley Place, Boston, a Marriott Hotel

Ramada by Wyndham Boston

More cheap stays in Holliston

Extended Stay America Suites Boston Westborough Computer Dr

Motel 6 Framingham, MA - Boston West

enVision Hotel & Conference Center Mansfield-Foxboro

The Inn on Arsenal

Best Western Adams Inn Quincy-Boston

Hampton Inn & Suites Watertown Boston

Hotels in Holliston with star rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app