Autumn color of icehouse pond hopkinton MA USA

Hopkinton Holiday Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Hopkinton holiday rentals

Dining

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

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay very nice apartment"
United States
Aaron R.
The price is HK$1,121
HK$1,655 total
includes taxes & fees
30 Jun - 1 Jul
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Fridge, microwave, oven, stovetop

3BR Upper-Level Oasis, Minutes to Boston Stadium, World Cup Ready

3BR Upper-Level Oasis, Minutes to Boston Stadium, World Cup Ready
Norwood
9.6 out of 10, Exceptional, (5 reviews)
"We booked this property because it was advertised as an “entire house,” but when we arrived we found that wasn’t the case—there are people living downstairs. We could clearly hear them talking through the door that separates the first and second floors, which took away from the privacy we expected. It looks like the listing has been updated since we booked, but just be aware that this rental is only the top floor of an occupied home. Nice house overall, but not the private stay we anticipated"
United States
Matthew M.
The price is HK$2,327
HK$4,236 total
includes taxes & fees
2 Jul - 3 Jul
3BR Upper-Level Oasis, Minutes to Boston Stadium, World Cup Ready
Smart TV, fireplace

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

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (5 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is HK$1,113
HK$1,786 total
includes taxes & fees
23 Jun - 24 Jun
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Fridge, microwave, oven, stovetop

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

Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Lincoln
10.0 out of 10, Exceptional, (27 reviews)
"Everything was clean and welcoming. Kitchen had everything you need to cook, make coffee, etc. charming and comfortable "
United States
Lindsey D.
The price is HK$854
HK$1,626 total
includes taxes & fees
10 Jul - 11 Jul
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Shower, hair dryer, towels, soap

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
10.0 out of 10, Exceptional, (1 review)
"Easy-to-find location and charming accommodations. Everything was organized well and very clean. Would highly recommend this listing."
United States
Eva O.
The price is HK$1,030
HK$1,614 total
includes taxes & fees
1 Jul - 2 Jul
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
2 bedrooms, iron/ironing board, WiFi

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Dedham
9.2 out of 10, Wonderful, (11 reviews)
"Very easy and accommodating stay right outside of the city. Would recommend for a stay. "
United States
Nolan B.
The price is HK$1,058
HK$2,074 total
includes taxes & fees
21 Jun - 22 Jun
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Bathroom

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

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (32 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is HK$1,333
HK$2,408 total
includes taxes & fees
22 Jun - 23 Jun
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Interior

Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is HK$1,254
HK$2,027 total
includes taxes & fees
20 Jun - 21 Jun
Angel Sky Challenge
Smart TV

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.6 out of 10, Exceptional, (47 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
The price is HK$1,552
HK$2,679 total
includes taxes & fees
22 Jun - 23 Jun
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Exterior

Charming 2-bedroom apartment with WiFi, AC in superb Canton

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.4 out of 10, Exceptional, (19 reviews)
"Beds were comfortable, location was convenient for our needs, thankful for the shoveling and clearing of snow in the morning! "
United States
Stephanie G.
The price is HK$1,403
HK$1,794 total
includes taxes & fees
5 Jul - 6 Jul
Charming 2-bedroom apartment with WiFi, AC in superb Canton
Interior

1 Mi to Downtown & Palladium: Worcester Getaway!

1 Mi to Downtown & Palladium: Worcester Getaway!
3.0 star property
Worcester
10.0 out of 10, Exceptional, (1 review)
"The place was amazing, just needed a few updates and repairs, but nothing that made our stay bad or inconvenient. "
United States
Michelle
The price is HK$1,262
HK$3,831 total
includes taxes & fees
20 Jun - 21 Jun
1 Mi to Downtown & Palladium: Worcester Getaway!
Property grounds

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

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.2 out of 10, Wonderful, (60 reviews)
"Convenient location, comfortable stay, had everything we needed! Ping pong table is a plus."
United States
Ethan K.
The price is HK$1,301
HK$2,110 total
includes taxes & fees
20 Jul - 21 Jul
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
1 bedroom, desk, iron/ironing board, free WiFi

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
Watertown
9.8 out of 10, Exceptional, (65 reviews)
"We had a wonderful stay, the place was perfect for 3 adults, had everything we needed, very clean and well kept. Mehmet was very nice and attentive to all our needs."
United States
Svetlana A.
The price is HK$1,246
HK$2,092 total
includes taxes & fees
24 Jun - 25 Jun
Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
Private kitchen

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
10.0 out of 10, Exceptional, (2 reviews)
"This is our second stay here and both times have been good. The house is quiet, even for it being on a well traveled road. "
United States
John W.
The price is HK$1,143
HK$2,368 total
includes taxes & fees
24 Jun - 25 Jun
Charming 3-bedroom house in delightful Ashland for your getaway
Fridge, microwave, oven, stovetop

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

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.8 out of 10, Exceptional, (24 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
The price is HK$1,975
HK$2,924 total
includes taxes & fees
1 Jul - 2 Jul
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Interior

Spacious 3-bedroom apartment in lovely Millis with AC, WiFi

Spacious 3-bedroom apartment in lovely Millis with AC, WiFi
Millis
9.6 out of 10, Exceptional, (13 reviews)
"Convenient, and cozy. "
United States
Stephen N.
Spacious 3-bedroom apartment in lovely Millis with AC, WiFi
TV

Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (3 reviews)
"It was a great place for my family and i"
United States
Taisha M.
The price is HK$862
HK$2,072 total
includes taxes & fees
21 Jun - 22 Jun
Large 3BD 1st Floor Apartment Minutes from 290
Dining

Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (15 reviews)
"Very comfortable and relaxing on the inside with beautiful surroundings and hiking trails right on the property. Exactly what we wanted for a get-away and such close proximity to the zoo where we attended a wedding."
United States
Tammie K.
The price is HK$1,681
HK$2,004 total
includes taxes & fees
20 Jul - 21 Jul
Zen Inspired Retreat with Private Forest Trails
Dining

Under the Sun Apartment

Under the Sun Apartment
West Roxbury
10.0 out of 10, Exceptional, (7 reviews)
"Perfect for an overnight during Boston College Parents’ Weekend!"
United States
carol k.
The price is HK$2,155
HK$4,378 total
includes taxes & fees
24 Jun - 25 Jun
Under the Sun Apartment
Dining

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
10.0 out of 10, Exceptional, (1 review)
"I had an amazing stay here and would absolutely recommend this place to anyone visiting Boston or Worcester, Massachusetts. The house was truly 100% excellent. Everything was incredibly clean, spacious, and well organized. I loved the kitchen, my room, and the bathroom, everything was spotless and very comfortable. Honestly, the entire home was sparkling clean and very welcoming.I also slept extremely well during my stay. The bed, pillows, and bedding were so comfortable, which made the...
United States
Masard T.
The price is HK$1,755
HK$3,480 total
includes taxes & fees
8 Jul - 9 Jul
Beautiful Worcester Downtown King Bd/Office World Cup Boston
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 Hopkinton Hotel Reviews

Holiday Inn Express Boston - Milford by IHG

Holiday Inn Express Boston - Milford by IHG

8/10 Good
"Good staff and good breakfast"
Maiada 3-night trip
Posted 8 hours ago
Holiday Inn Express Boston - Milford by IHG

Find out more about Hopkinton

Search for holiday rentals in Hopkinton on Expedia! You can easily find your home rentals, villas, holiday apartments in Hopkinton using one of the methods below:

  • View our selection of featured holiday rentals in Hopkinton
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Look no further and take a look at our great range of rental properties in Hopkinton!

Frequently asked questions

Can I find a holiday rental in Hopkinton?

Yes, there are holiday rentals in Hopkinton close to Hopkinton Center for the Arts, or you can select a more secluded option if you're looking for a relaxing stay. Hopkinton is known for its ski areas and parks.

What are some of the best holiday rentals that Hopkinton has to offer?

Relaxing Getaway: Entire 3-BR Home w/ Fireplace: This holiday home rental outside of Hopkinton offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Hopkinton?

Explore the area and family-friendly sights such as Apex Entertainment Center, or get out into nature at a spot like Charles River. Other places in town to visit include Hopkinton State Park and Whitehall State Park.

What’s a holiday rental in Hopkinton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hopkinton. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family trip.