Holliston Vacation Rentals from ￥12,035: Search Short-Term Rentals

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Our top choices for Holliston vacation rentals

A dining area with a round table, yellow chairs, a potted plant, and a Buddha painting on the wall.

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

Hopkinton

Aaron R.

￥33,784 total

includes taxes & fees

Nov 30 - Dec 1

A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

2. Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Framingham

roger n.

￥33,609 total

includes taxes & fees

Nov 11 - Nov 12

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

3. Residences at Solomon Pond

Marlborough

Tae

￥19,097 total

includes taxes & fees

Nov 22 - Nov 23

A modern kitchen with white cabinets, a central island, a microwave, and a stove.

4. totally remodeled house with fitness room, close to Boston and Worcester

Framingham

Levi O.

￥57,220 total

includes taxes & fees

Nov 8 - Nov 9

A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

5. Clean & Cozy Private- 3 floor_R 4

Union HIll

Martina

￥14,583 total

includes taxes & fees

Nov 16 - Nov 17

An outdoor patio with round tables and chairs, surrounded by green umbrellas.

6. Crescent Suites Hotel

South Side

Michael

￥24,773 total

includes taxes & fees

Nov 10 - Nov 11

A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

7. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Framingham

Jessica D.

￥58,016 total

includes taxes & fees

Nov 30 - Dec 1

A paved pathway leading to a white fence with string lights.

8. Walk to Gillette Stadium - Sleeps 6 - Parking

Walpole

Gilbert W.

￥76,124 total

includes taxes & fees

Nov 6 - Nov 7

A modern kitchen with white cabinets, a marble countertop, and pendant lighting.

9. Modern Upper-Level Oasis, Minutes to Boston.

Norwood

Travis B.

￥62,262 total

includes taxes & fees

Nov 12 - Nov 13

A modern kitchen with stainless steel appliances, wooden ceiling, and a dining area with a wooden table and chairs.

10. Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

Lincoln

Lindsey D.

￥32,855 total

includes taxes & fees

Nov 19 - Nov 20

A spacious room with large windows, a wooden dining table with chairs, and a view of the outdoors.

11. Zen Inspired Retreat with Private Forest Trails

Uxbridge

Melanie S.

￥37,513 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

12. The Chester Hotel

South End

Andrew

￥46,235 total

includes taxes & fees

Nov 22 - Nov 23

A modern kitchen with white cabinets, a central island with bar stools, a stainless steel stove, and a pendant light.

13. Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham

Dedham

Stephanie B.

￥91,270 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with two chairs.

14. Bright & Cozy Woodland Home Near Foxborough

Foxborough

Laura

￥94,813 total

includes taxes & fees

Nov 16 - Nov 17

A historic building with a prominent tower and a cherry blossom tree in front.

15. Stunning Back Bay Studio Apartment

Back Bay

Chloe

￥32,667 total

includes taxes & fees

Nov 18 - Nov 19

16. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Worcester

Sierra M.

￥60,621 total

includes taxes & fees

Nov 11 - Nov 12

A gazebo with a stone barbecue grill and a table with chairs.

17. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Dedham

Cortney

￥33,606 total

includes taxes & fees

Nov 17 - Nov 18

A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

18. Maverick Suites at 28 Fenway

Fenway–Kenmore

Judy

￥34,148 total

includes taxes & fees

Dec 6 - Dec 7

19. Modern Studio | South End

Back Bay

Kaylee P.

￥30,617 total

includes taxes & fees

Nov 16 - Nov 17

A brick building with a black front door, a staircase, and a well-maintained garden.

20. Free Parking at 1 Bed Basement Apt, Near BU & MIT

Fenway–Kenmore

Jay G.

￥32,699 total

includes taxes & fees

Nov 18 - Nov 19

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Find vacation rentals that suit your style

Top Holliston Hotel Reviews

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

Aloft by Marriott Framingham

Framingham

10/10 Excellent

Helaine

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.

Courtyard by Marriott Boston Natick

Natick

10/10 Excellent

Karen

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

Hampton Inn Boston - Westborough

Westborough

10/10 Excellent

Paul

A modern hotel with a flat roof, large windows, and a well-lit entrance.

SpringHill Suites by Marriott Wrentham Plainville

Plainville

10/10 Excellent

Cassie

A modern kitchen with a central island, bar stools, and a dining area with a large table.

Hampton Inn & Suites Boston/Waltham

Waltham

10/10 Excellent

William

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

Hyatt Place Marlborough/Apex Center

Marlborough

10/10 Excellent

Beautiful hotel, very modern, enjoyed the daily breakfast. The pool and gym areas are spotless and up-to-date. The staff was absolutely wonderful - very attentive, couldn't be more helpful. The area itself has plenty of dining options at all price points, great shopping, and of course the Apex Center. The ONLY issue that I had with this hotel was the bathroom lock. One night it locked by itself while my husband was in there, and was almost impossible to unlock. Almost had to call the staff at...

Deirdre

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

DoubleTree by Hilton Hotel Boston - Westborough

Westborough

10/10 Excellent

Kim

A spacious dining area with multiple tables and chairs, a central wooden table with a fruit bowl, and modern lighting fixtures.

Hampton Inn & Suites Foxborough/Mansfield

Foxborough

10/10 Excellent

Kathleen

An outdoor patio with wooden tables and chairs, a large planter with red flowers, and a view of the interior through large windows.

Hilton Garden Inn Boston/Marlborough

Marlborough

10/10 Excellent

Anonymous traveler

A fire pit with two Adirondack chairs in a landscaped outdoor area with a building in the background.

Sonesta Select Boston Foxborough Mansfield

Foxborough

10/10 Excellent

Michele

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

Homewood Suites by Hilton Needham Boston

Needham

10/10 Excellent

I went to Boston with my son for a college even at Boston College and this hotel was at a reasonable distance, the room was clean, very spacious, the breakfast was good and included and the free parking was a plus. Also, the entire staff from the front desk to the cleaning personnel were all very friendly and professionals. I especially have to thank the front desk Heather that checked us in very late at night with no issues and provided us with an extra charger for our phones since we had...

Maria

Find out more about Holliston

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Frequently Asked Questions

Can I find a vacation rental in Holliston?

Yes, we offer vacation rentals near well known attractions in Holliston, or you can choose a more remote option if you want a relaxing place to stay. Holliston is known for its lake views and golf courses.

What are some of the best vacation home rentals in Holliston?

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking: Visitors like this Holliston vacation home rental. It has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Holliston?

Choose from 3 Expedia vacation rentals in Holliston for a memorable vacation.

What’s there to see and do in Holliston?

Stoddard Park and Pleasure Point are a couple of lovely local spots to get outside and enjoy nature. Pinecrest Golf Club and Gillette Stadium are a couple of places you'll find in the larger area.

What’s a vacation rental in Holliston like?

A vacation rental is a private property you can book for several days or longer in Holliston. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.

Holliston Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Holliston vacation rentals

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

2. Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

3. Residences at Solomon Pond

4. totally remodeled house with fitness room, close to Boston and Worcester

5. Clean & Cozy Private- 3 floor_R 4

6. Crescent Suites Hotel

7. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

8. Walk to Gillette Stadium - Sleeps 6 - Parking

9. Modern Upper-Level Oasis, Minutes to Boston.

10. Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

11. Zen Inspired Retreat with Private Forest Trails

12. The Chester Hotel

13. Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham

14. Bright & Cozy Woodland Home Near Foxborough

15. Stunning Back Bay Studio Apartment

16. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

17. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

18. Maverick Suites at 28 Fenway

19. Modern Studio | South End

20. Free Parking at 1 Bed Basement Apt, Near BU & MIT

Find vacation rentals that suit your style

Top Holliston Hotel Reviews

Aloft by Marriott Framingham

10/10 Excellent

Find out more about Holliston

Frequently Asked Questions

Can I find a vacation rental in Holliston?

What are some of the best vacation home rentals in Holliston?

How many vacation rentals will I find in Holliston?

What’s there to see and do in Holliston?

What’s a vacation rental in Holliston like?