Hopkinton Vacation Rentals

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Check prices for these dates

Tonight
Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Hopkinton vacation 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

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 ￥22,344
￥33,155 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Property grounds
Crescent Suites Hotel

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1145)
"Lovely, quiet place."
United States
Fatu
Crescent Suites Hotel
Business center
Residences at Solomon Pond

Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very Good, (225)
"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
Exterior
Spacious Private Entrance Master Bedroom/Bath

Spacious Private Entrance Master Bedroom/Bath

Spacious Private Entrance Master Bedroom/Bath
Wellesley
10.0 out of 10, Exceptional, (89)
"Great place to stay. "
United States
Alexa
The price is ￥13,567
￥24,291 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Spacious Private Entrance Master Bedroom/Bath
Fridge, microwave, oven, coffee/tea maker
NEW Modern Apartment Near Boston & Harvard Square.

NEW Modern Apartment Near Boston & Harvard Square.

NEW Modern Apartment Near Boston & Harvard Square.
Watertown
10.0 out of 10, Exceptional, (48)
"Pefect location for us to be near family. Hosts were extremely accomodating and apartment had every little detail provided for. We would absolutely stay again!"
United States
Sherry K.
NEW Modern Apartment Near Boston & Harvard Square.
Exterior
Cozy Adventure filled Escape

Cozy Adventure filled Escape

Cozy Adventure filled Escape
2.0 star property
Worcester
10.0 out of 10, Exceptional, (1)
"The rooms were cozy and clean. The radiant heat felt great. The building was solid and sounds from other guests were muted. The host was also friendly. "
United States
Craig
The price is ￥14,401
￥42,751 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cozy Adventure filled Escape
Interior
Hidden Gem right in the city of Boston!

Hidden Gem right in the city of Boston!

Hidden Gem right in the city of Boston!
Hyde Park
9.6 out of 10, Exceptional, (25)
"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 ￥12,928
￥51,115 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hidden Gem right in the city of Boston!
Interior
Grand Worcester Getaway! Pets Welcome! Comfortable

Grand Worcester Getaway! Pets Welcome! Comfortable

Grand Worcester Getaway! Pets Welcome! Comfortable
2.0 star property
Worcester
10.0 out of 10, Exceptional, (2)
"We had a great stay, it was in a convenient location, was comfortable and clean. "
United States
Juliette L.
The price is ￥24,056
￥50,227 total
includes taxes & fees
Dec 27 - Dec 28
Grand Worcester Getaway! Pets Welcome! Comfortable
Outdoor dining
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

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (4)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is ￥20,298
￥33,311 total
includes taxes & fees
Dec 28 - Dec 29
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Fridge, microwave, oven, stovetop
Charming single family Cottage, pet friendly w fenced in yard,

Charming single family Cottage, pet friendly w fenced in yard,

Charming single family Cottage, pet friendly w fenced in yard,
2.0 star property
Lincoln
10.0 out of 10, Exceptional, (20)
"Booked this cozy cottage for a night as we attended a concert at Gillette Stadium. An easy 20 minute drive to and from the stadium. "
United States
Sarah K.
The price is ￥17,019
￥30,353 total
includes taxes & fees
Dec 30 - Dec 31
Charming single family Cottage, pet friendly w fenced in yard,
Property grounds
Cottage Suite "A" - Walk to Shops, Train, History

Cottage Suite "A" - Walk to Shops, Train, History

Cottage Suite "A" - Walk to Shops, Train, History
Concord
9.8 out of 10, Exceptional, (7)
"It was easy to find close to the main road and centrally located close to the commuter rail."
United States
Marilyn J.
The price is ￥14,053
￥35,230 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cottage Suite "A" - Walk to Shops, Train, History
Fridge, microwave, oven, stovetop
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

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.2 out of 10, Wonderful, (53)
"Lots of space in a beautiful neighborhood. "
United States
Jane M.
The price is ￥21,547
￥36,102 total
includes taxes & fees
Dec 28 - Dec 29
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Fridge, microwave, oven, stovetop
Spacious 3-bedroom apartment in lovely Millis with AC, WiFi

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

Spacious 3-bedroom apartment in lovely Millis with AC, WiFi
Millis
10.0 out of 10, Exceptional, (3)
"Great location and space for my wife, infant, myself. Check in and communication was swift and seamless. Highly recommend."
United States
Francis H.
The price is ￥19,564
￥50,057 total
includes taxes & fees
Dec 27 - Dec 28
Spacious 3-bedroom apartment in lovely Millis with AC, WiFi
Interior
Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham

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

Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
2.0 star property
Dedham
10.0 out of 10, Exceptional, (1)
The price is ￥26,481
￥82,426 total
includes taxes & fees
Dec 28 - Dec 29
Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
Smart TV, fireplace, books, video library
Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking

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

Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking
Hyde Park
8.4 out of 10, Very Good, (53)
"Great location, quiet neighborhood and plenty of space. Would absolutely stay again. "
United States
Dakota H.
The price is ￥23,749
￥54,042 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking
Fridge, microwave, oven, stovetop
Cozy Boston Apartment

Cozy Boston Apartment

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 ￥24,982
￥66,036 total
includes taxes & fees
Dec 28 - Dec 29
Cozy Boston Apartment
Exterior
Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
2.0 star property
Ashland
The price is ￥18,737
￥43,240 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Charming 3-bedroom house in delightful Ashland for your getaway
Interior
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
2.0 star property
Webster
10.0 out of 10, Exceptional, (1)
"Perfect quiet place to work and rest"
United States
michael C.
The price is ￥28,105
￥63,833 total
includes taxes & fees
Dec 27 - Dec 28
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Outdoor dining
Renovated 3-bedroom apartment in Dedham - Legacy Mall

Renovated 3-bedroom apartment in Dedham - Legacy Mall

Renovated 3-bedroom apartment in Dedham - Legacy Mall
Dedham
10.0 out of 10, Exceptional, (3)
"Super clean, comfortable beds, host responded quickly when needed, thanks!"
United States
Lynne M.
The price is ￥28,105
￥45,346 total
includes taxes & fees
Dec 28 - Dec 29
Renovated 3-bedroom apartment in Dedham - Legacy Mall
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

Sheraton Boston Needham Hotel

Sheraton Boston Needham Hotel

10/10 Excellent
"Loved it"
yohanna 1-night trip
Posted 2 days ago
Sheraton Boston Needham Hotel

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 vacation rental in Hopkinton?

Yes, you can find vacation rentals near popular local attractions in Hopkinton, or you can go with a secluded option if you want a relaxing place to stay. Hopkinton is known for its ski areas and parks.

What are some of the best vacation rentals in Hopkinton?

Hidden Gem right in the city of Boston!: Visitors like this Hopkinton vacation home rental. It is located near skiing and offers a selection of games, air-conditioning, and a Smart TV 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 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 vacation rental in Hopkinton like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hopkinton. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.