Holliston Holiday Rentals, Massachusetts: Private House Rentals

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

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Our top choices for Holliston hotels

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

A modern lounge area with sofas, chairs, and a bar with stools.

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.

1. Aloft by Marriott Framingham

Framingham

monika

Rp2.419.590

Rp2.702.682 total

includes taxes & fees

8 Oct - 9 Oct

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

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.

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

2. Residence Inn by Marriott Boston Natick

Natick

Amy

Rp3.562.697

Rp3.979.479 total

includes taxes & fees

4 Oct - 5 Oct

An outdoor patio with wicker furniture, a stone fire pit, and umbrellas.

A hotel room with a grey sectional sofa, a desk with a chair, a bed, a TV, and a large window with sheer curtains.

A modern living room with a large sofa, a coffee table, and a TV mounted on the wall. There are several chairs and a fireplace.

A modern bar area with a central island, bar stools, and a menu board.

3. Sonesta Select Boston Milford

Milford

Russell

Rp1.682.882

Rp1.879.780 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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

A spacious kitchen with a long island, bar stools, and shelves with kitchenware.

4. Hampton Inn Boston Natick

Natick

Trudy

Rp2.040.584

Rp2.279.332 total

includes taxes & fees

4 Oct - 5 Oct

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

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

A hotel dining area with a long table, chairs, a vase with yellow flowers, and a coffee machine in the background.

5. Courtyard by Marriott Boston Natick

Natick

David

Rp1.893.779

Rp2.115.351 total

includes taxes & fees

4 Oct - 5 Oct

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

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

An outdoor dining area with tables and chairs, illuminated by wall-mounted lights.

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

6. Hilton Garden Inn Foxborough Patriot Place

Foxborough

Stephanie

Rp2.774.607

Rp3.099.235 total

includes taxes & fees

4 Oct - 5 Oct

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.

An indoor swimming pool with lounge chairs and a blue umbrella.

7. Holiday Inn Express Boston - Milford by IHG

Milford

james

Rp2.040.942

Rp2.279.732 total

includes taxes & fees

26 Oct - 27 Oct

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.

An indoor swimming pool with clear glass walls, a lifeguard station, and a sunlit area with chairs.

8. Hyatt Place Marlborough/Apex Center

Marlborough

Anthony

Rp2.202.069

Rp2.459.712 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

A modern room with a sofa, a chair, a small table, and a window with patterned curtains.

9. Hampton Inn Boston - Westborough

Westborough

Cheri

Rp2.523.786

Rp2.819.069 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

10. Embassy Suites by Hilton Boston Marlborough

Marlborough

Jeff

Rp2.774.607

Rp3.099.235 total

includes taxes & fees

11 Oct - 12 Oct

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

A hotel room with a bed, a sofa, a desk, and a chair. There is a window with curtains and a plant on the desk.

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

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.

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

Natick

Danielle

Rp2.334.193

Rp2.607.294 total

includes taxes & fees

12 Oct - 13 Oct

An outdoor seating area with wicker furniture and a central fire feature.

A hotel lobby with a reception desk, a curved seating area, and large windows offering a view of the cityscape.

A Marriott Residence Inn building with a modern facade, large glass windows, and a well-maintained entrance area.

A hotel lobby with a reception desk, bar area, seating with patterned chairs, and a large TV displaying the hotel name.

12. Residence Inn Boston Needham

Needham

Elizabeth

Rp3.206.427

Rp3.581.578 total

includes taxes & fees

28 Sept - 29 Sept

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

A modern living room with a sectional sofa, armchairs, a coffee table, and a unique ceiling design.

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

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

13. Homewood Suites by Hilton Needham Boston

Needham

Ronda

Rp3.621.777

Rp4.045.525 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, a desk with a computer, a microwave, a refrigerator, a mirror, and a television.

A Red Roof Plus hotel with a stone facade, a parking lot, and a clear blue sky.

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

A vending machine and a refrigerator in a room with a tiled floor and a red wall.

14. Red Roof Inn PLUS+ Boston - Framingham

Framingham

Lily

Rp1.836.848

Rp2.051.863 total

includes taxes & fees

11 Oct - 12 Oct

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

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

A hotel room with a large bed, a desk, a chair, a desk lamp, a bedside table, and a wall-mounted mirror.

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

15. Hampton Inn Franklin/Milford

Franklin

Prabjot

Rp1.963.064

Rp2.192.743 total

includes taxes & fees

19 Oct - 20 Oct

A neatly arranged hotel room with a large bed, bedside lamps, a heater, and a wardrobe.

A covered outdoor seating area with tables and chairs, a blue umbrella, and a potted plant.

A reception desk with a computer, a printer, and a plant. There is a door and a window in the background.

A compact kitchenette with a refrigerator and microwave.

16. Westborough Inn

Westborough Downtown

Brendan

Rp1.732.115

Rp1.934.773 total

includes taxes & fees

20 Oct - 21 Oct

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

A gym with weightlifting equipment, a bench, and a wall-mounted dumbbell rack.

A spacious lobby with a modern chandelier, seating area, and artwork on the walls.

A modern building entrance with a glass door, two potted plants, and a bench.

17. Fairfield Inn & Suites by Marriott Framingham

Framingham

Lizbeth

Rp2.721.256

Rp3.039.642 total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with two beds, a nightstand with a lamp, and framed pictures on the wall.

A hotel bathroom with a sink, mirror, and a trash bin.

A sign indicating face coverings are required to enter, a hand sanitizer dispenser, and a reception desk with a laptop.

A modern bathroom with a bathtub, shower, sink, and toilet.

18. Comfort Inn Boston Milford

Milford

DIONISIO

Rp1.874.802

Rp2.094.153 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a fireplace, comfortable seating, and a flat-screen TV mounted on the wall.

A modern living room with a dark grey sofa, patterned armchairs, a coffee table, and a decorative metal shelf.

A modern kitchen with dark cabinets, a tiled backsplash, and a built-in coffee station.

A hotel room with a bed, desk, chairs, and a kitchenette.

19. Fairfield Inn Boston Sudbury

Sudbury

Ryan

Rp2.642.483

Rp2.951.654 total

includes taxes & fees

11 Oct - 12 Oct

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

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.

A modern hotel lobby with a bar area, seating arrangements, and a kitchen visible in the background.

20. DoubleTree by Hilton Hotel Boston - Westborough

Westborough

Devante

Rp2.334.193

Rp2.607.294 total

includes taxes & fees

25 Oct - 26 Oct

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Stay near popular Holliston attractions

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.

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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.

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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.

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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

The Colonnade Hotel Back Bay

10/10 Excellent

"Lovely big room, the free cafe in reception was brilliant for bottles of water and snacks."

Fairmont Copley Plaza, Boston

10/10 Excellent

"Our go to hotel on our monthly visits to Boston."

Ramada by Wyndham Boston

10/10 Excellent

"Nice and clean"

Copley Square Hotel, a FOUND Hotel

10/10 Excellent

"Nearby newbury street"

The Atlas Hotel

10/10 Excellent

"Excellent"

Copley House

8/10 Good

"The apartment was very clean & cozy, nestled in a fantastic neighborhood. The check-in process they have is super easy. I left off one star as we were given the wrong address. They were very apologetic, but after a long day of travel, the last thing we wanted to do is more trekking. That aside, we would stay again."

Hyatt Place Boston/Braintree

8/10 Good

"I stayed at the Hampton Inn in Braintree while attending a funeral in the Dorchester area, about 15 minutes away, so the location was very convenient. The surrounding area was pleasant, with restaurants and shopping nearby and Macy’s right across the street. That was a big plus for me. The room was clean, and the staff were pleasant. Breakfast was good, with eggs, sausage, roasted potatoes, and fresh orange juice. I also appreciated having coffee, tea, and water available throughout the day. I would stay here again and recommend it to others."

Hampton Inn & Suites Boston Crosstown Center

8/10 Good

"Very clean but outdated room. Located right next to a hospital, so very noisy. Great free breakfast."

DoubleTree Suites by Hilton Hotel Boston - Cambridge

10/10 Excellent

"Room was as requested, river view, top floor. Very clean and quiet. Breakfast menu prices were reasonable and tasty. Dinner menu was also good, there was no need to dine out."

More cheap stays in Holliston

Extended Stay America Suites Boston Westborough Computer Dr

1800 Computer Dr Westborough MA

Rp1.546.640

Rp1.727.460 total

26 Oct - 27 Oct

includes taxes & fees

6.8/10 (1,004 reviews)

Motel 6 Framingham, MA - Boston West

1668 Worcester Rd Framingham MA

Rp1.586.564

Rp1.808.024 total

29 Sept - 30 Sept

includes taxes & fees

enVision Hotel & Conference Center Mansfield-Foxboro

31 Hampshire St Mansfield MA

Rp1.700.785

Rp1.899.866 total

8 Oct - 9 Oct

includes taxes & fees

The Inn on Arsenal

100 N Beacon St Watertown MA

Rp1.991.888

Rp2.224.985 total

28 Sept - 29 Sept

includes taxes & fees

Best Western Adams Inn Quincy-Boston

29 Hancock St Quincy MA

Rp2.884.352

Rp3.221.821 total

1 Oct - 2 Oct

includes taxes & fees

7.8/10 Good! (1,237 reviews)

Hampton Inn & Suites Watertown Boston

25 Bond Street Watertown MA

Rp3.743.517

Rp4.181.508 total

25 Oct - 26 Oct

includes taxes & fees

9.4/10 Exceptional! (1,183 reviews)

Frequently asked questions

What's the best place to stay in Holliston?

The Midtown Hotel MOD Collection by Sonesta, located 20.2 mi (32.6 km) from the heart of Holliston, is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are citizenM Boston Back Bay and The Westin Copley Place, Boston, a Marriott Hotel. See all available top hotels, or vacation rentals in Holliston.

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

Yes, most hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Holliston.

What is staying in Holliston like?

Visitors can enjoy all that Holliston has to offer, including the lake views and golf courses. A top sight in the area is Gillette Stadium. In Holliston, there are 2 hotels and other accommodation options to choose from. Find out more about Holliston.

What are the top places to visit in Holliston?

The picturesque setting of Stoddard Park and Pleasure Point exemplify the area's natural beauty. Additionally, you'll find Gillette Stadium in the area. Take a look at what more there is to see and do in Expedia's Holliston guide.

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.

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Book Hotels in Holliston on Expedia.com

Find hotels in Holliston, MA from Rp1.727.460

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. Aloft by Marriott Framingham

2. Residence Inn by Marriott Boston Natick

3. Sonesta Select Boston Milford

4. Hampton Inn Boston Natick

5. Courtyard by Marriott Boston Natick

6. Hilton Garden Inn Foxborough Patriot Place

7. Holiday Inn Express Boston - Milford by IHG

8. Hyatt Place Marlborough/Apex Center

9. Hampton Inn Boston - Westborough

10. Embassy Suites by Hilton Boston Marlborough

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

12. Residence Inn Boston Needham

13. Homewood Suites by Hilton Needham Boston

14. Red Roof Inn PLUS+ Boston - Framingham

15. Hampton Inn Franklin/Milford

16. Westborough Inn

17. Fairfield Inn & Suites by Marriott Framingham

18. Comfort Inn Boston Milford

19. Fairfield Inn Boston Sudbury

20. DoubleTree by Hilton Hotel Boston - Westborough

Stay near popular Holliston attractions

Pleasure Point

Pinecrest Golf Club

Stoddard Park

Learn more about Holliston

Top Holliston Hotel Reviews

The Colonnade Hotel Back Bay

Fairmont Copley Plaza, Boston

Ramada by Wyndham Boston

Copley Square Hotel, a FOUND Hotel

The Atlas Hotel

Copley House

Hyatt Place Boston/Braintree

Hampton Inn & Suites Boston Crosstown Center

DoubleTree Suites by Hilton Hotel Boston - Cambridge

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

Frequently asked questions

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