Hopkinton Holiday Rentals

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Holiday Rentals in Hopkinton

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

Hopkinton
9.2 out of 10, Wonderful, (9)
"This was a roomy, clean stay in a nice location for visiting family. Hosts were communicative and accommodating. It is a basement apartment so there is minimal noise from above and minimal natural light. Would certainly stay here again!"
United States
Chrissy M.
The price is AU$328
includes taxes & fees
2 Dec - 3 Dec
Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Crescent Suites Hotel

3.0 star property
South Side
9.6 out of 10, Exceptional, (1141)
"Lovely, quiet place."
United States
Fatu
Crescent Suites Hotel

Residences at Solomon Pond

3.5 star property
Marlborough
8.2 out of 10, Very good, (222)
"The room are ideal and comfortable, there was no smoke smell. It was a cozy stay. The price was affordable too. "
United States
Jeff
Residences at Solomon Pond

Hidden Gem right in the city of Boston!

Hyde Park
9.6 out of 10, Exceptional, (24)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
United States
TIARA V.
The price is AU$627
includes taxes & fees
16 Dec - 17 Dec
Hidden Gem right in the city of Boston!

Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train

Hyde Park
10.0 out of 10, Exceptional, (16)
"Lots of thoughtful touches, enjoyable spot for us to land while visiting Boston."
United States
Wendy K.
Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train

West Roxbury Retreat–Near Downtown Boston, Steps to Train & Bus,member only deal

West Roxbury
9.8 out of 10, Exceptional, (79)
"Nice property in a nice location. It worked really well for our weekend trip."
United States
Deborah M.
West Roxbury Retreat–Near Downtown Boston, Steps to Train & Bus,member only deal

Modern 2br with W/D in unit, Parking, central air

Roslindale
10.0 out of 10, Exceptional, (62)
"Lots of room and great location! Wonderful stay!"
United States
Amy C.
Modern 2br with W/D in unit, Parking, central air

Historic house renovated for modern convenience

Brighton
9.8 out of 10, Exceptional, (133)
"Comfortable stay with 5 adults. Beautiful neighborhood with plenty of amenities within walking distance. "
United States
Jeremy M.
Historic house renovated for modern convenience

Peaceful 2-bedroom condo with AC in charming Roslindale

Roslindale
10.0 out of 10, Exceptional, (1)
"Fantastic apartment with everything you could possibly need. Smooth check-in / check-out process and a very responsive owner. We had a great weekend staying and going to the Red Sox game."
United States
Jim S.
Peaceful 2-bedroom condo with AC in charming Roslindale

Leicester Lake Front Home, Come Relax!

Leicester
10.0 out of 10, Exceptional, (32)
"The home was lovely and the lakefront spot was beautiful! It was a very relaxing stay. "
United States
Erik S.
Leicester Lake Front Home, Come Relax!

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

Framingham
10.0 out of 10, Exceptional, (13)
"No complaints. Would stay again if ever in the area in the future."
United States
matt c.
The price is AU$453
includes taxes & fees
15 Dec - 16 Dec
Newly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access

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

2.0 star property
Dedham
The price is AU$794
includes taxes & fees
2 Dec - 3 Dec
Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham

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

Dedham
9.2 out of 10, Wonderful, (53)
"A great location for exploring Boston and surrounding areas. We enjoyed the spacious rooms, very comfortable double bed, lounge with TV and access to Netflix. Hosts provided excellent instructions. We would stay here again, thank you for a lovely stay."
United States
Anonymous traveller
The price is AU$357
includes taxes & fees
4 Dec - 5 Dec
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Cozy Boston Apartment

Hyde Park
8.8 out of 10, Excellent, (9)
"Very clean very nice we would definitely come and stay again "
United States
Chancy M.
The price is AU$666
includes taxes & fees
2 Dec - 3 Dec
Cozy Boston Apartment

Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking

Hyde Park
8.4 out of 10, Very good, (51)
"It was great. The house was beautiful, the owners were very nice. They responded quickly to any messages we sent. The area is nice, and was close to lots of restaurants. I would def recommend this place if you want to stay in Boston. "
United States
Lauren G.
The price is AU$560
includes taxes & fees
2 Dec - 3 Dec
Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking

Modern 3 Bd Oasis, Convenient city living w/ parking

Hyde Park
9.8 out of 10, Exceptional, (6)
"I had a great stay! The place was very clean, felt homely, and had a warm, welcoming vibe. I felt safe and comfortable throughout my visit. I found this property in attempt to stay away from Down Boston, where I usually stay. I got the rest that I needed and at the same time accomplishing all my goals while there. The host made my trip easier with effective and timely communications . Check in and out process was easy. I would definitely recommend to others and would happily stay again! "
United States
Christine S.
Modern 3 Bd Oasis, Convenient city living w/ parking

Home Away from Home!

Worcester
9.4 out of 10, Exceptional, (14)
"The property was nice and accommodating for my family! "
United States
Ykeca M.
The price is AU$618
includes taxes & fees
2 Dec - 3 Dec
Home Away from Home!

Beautiful two-bedroom residence nestled in the lovely town near Boston

2.0 star property
Sharon
10.0 out of 10, Exceptional, (1)
"From the moment we arrived, everything about this stay exceeded expectations. The hosts were genuinely warm and attentive, striking the perfect balance between hospitality and privacy. Their home is absolutely stunning — elegantly designed, impeccably clean, and thoughtfully appointed with every comfort imaginable. We’ve been road-tripping from New York back home to Texas, and out of all our stays along the way, this one stood out as our absolute favorite. It’s rare to find a place that feels...
United States
LINDSEY
Beautiful two-bedroom residence nestled in the lovely town near Boston

Newly updated/furnished 3 bedrooms house

Worcester
8.8 out of 10, Excellent, (13)
"House had everything you needed. Front of house parking. Large bedrooms, great back patio ,quiet neighborhood. Very comfortable definitely would stay again."
United States
Donald S.
Newly updated/furnished 3 bedrooms house

Spacious 4-bedroom with four and half bathrooms

Worcester
10.0 out of 10, Exceptional, (5)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
United States
Deb H.
The price is AU$798
includes taxes & fees
2 Dec - 3 Dec
Spacious 4-bedroom with four and half bathrooms
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

Find out more about Hopkinton

Everything you need to know about Hopkinton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hopkinton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hopkinton holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Hopkinton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hopkinton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hopkinton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hopkinton holiday rentals we have selected for you start as low as AU$328 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Hopkinton rentals

At Expedia, we put the best Hopkinton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hopkinton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hopkinton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hopkinton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Hopkinton?

Yes, there are holiday rentals close to the most popular sights in Hopkinton, 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?

Hidden Gem right in the city of Boston!: This holiday home rental outside of Hopkinton is located near skiing, and offers a selection of games, air conditioning and free WiFi 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.

What’s there to see and do in Hopkinton?

Explore the area and family-friendly sights such as Fun and Games Family 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.