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Top Holiday Rentals in Holliston

Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.

10.0 out of 10, Exceptional, (8)
"Our large family doesn’t fit in a hotel easily, but this house was perfect. Everybody had personal space, but the places for us all to gather were great too. Dang made everything easy from check in to check out. We will definitely be staying here again!"
The price is £715
includes taxes & fees
7 Jul - 8 Jul
Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.

Grandeur Living near Boston - 3bed 1 bath

9.0 out of 10, Wonderful, (7)
"Lovely, comfortable apartment, lovely, gracious hosts."
The price is £282
includes taxes & fees
7 Jul - 8 Jul
Grandeur Living near Boston - 3bed 1 bath

Opulence Living close to Boston- Family and pet friendly

8.8 out of 10, Excellent, (5)
"Just a group of friends getting ready for a weekend wedding- we couldn’t have asked for a better place - we all felt like we were at home. The communication was great. The pictures do this place no justice - the rooms are giant and there is PLENTY of space for your group"
The price is £224
includes taxes & fees
28 Jul - 29 Jul
Opulence Living close to Boston- Family and pet friendly

76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston

9.4 out of 10, Exceptional, (6)
"My friends and I recently stayed here, and we would highly recommend other people to stay here as well. Jenny was a great host and always super responsive when I had any question. She made sure my friends and I had everything we needed (which wasn't much because the house came with everything we needed). Overall, it was the perfect place for me and my friends, and I am glad we got to stay here! "
The price is £441
includes taxes & fees
7 Jul - 8 Jul
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston

76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

10.0 out of 10, Exceptional, (6)
The price is £490
includes taxes & fees
10 Jul - 11 Jul
76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

Centrally located in the heart of Boston near T

9.0 out of 10, Wonderful, (17)
"Visiting our daughter who is in grad school. Stayed close by to her and used Savin hill T for all our transport needs to explore Boston. Had everything we needed on a quiet street!"
The price is £421
includes taxes & fees
23 Jul - 24 Jul
Centrally located in the heart of Boston near T

New-Large 2Story mins from Train DowntownConvention BeachFenway FreePrkg

10.0 out of 10, Exceptional, (2)
"We stayed at this property for a girlfriends trip. All of us 65. The house is very clean and wonderfully restored and decorated. We traveled to and around Boston by train and uber. There is a Dollar General, Target and gas station near this house. We enjoyed our time here and would recommend this property. "
The price is £844
includes taxes & fees
6 Jul - 7 Jul
New-Large 2Story mins from Train DowntownConvention BeachFenway FreePrkg

85a Charming, Cozy 3BR, 2BA Home Near Downtown Boston

"This property was exactly as advertised. Very clean, lots of extra touches such as hair dryers in both bathrooms, body wash, liquid soap, lots of dishes, cookware (although we didn't use any). Mr and Mrs. Lee were extremely responsive to any issues or questions we had. Also, large washers and dryers (3 sets) in basement as well as laundry detergent and softener (no dryer sheets, but that was not a big deal). Just one small hiccup when we found a fair amount of ants in the kitchen. There was...
The price is £403
includes taxes & fees
7 Jul - 8 Jul
85a Charming, Cozy 3BR, 2BA Home Near Downtown Boston

85b Spacious 3-bedroom apartment in delightful Boston

The price is £370
includes taxes & fees
27 Jul - 28 Jul
85b Spacious 3-bedroom apartment in delightful Boston

Comfortable and Central 3 Bed Apartment

The price is £324
includes taxes & fees
21 Jul - 22 Jul
Comfortable and Central 3 Bed Apartment

Amazing family and group-friendly accommodation #TheBackDorch

8.4 out of 10, Very good, (12)
"House is super clean, easy parking. "
The price is £539
includes taxes & fees
21 Jul - 22 Jul
Amazing family and group-friendly accommodation #TheBackDorch

558-3 3BR - Boston Renovated Nest near Aquarium

10.0 out of 10, Exceptional, (1)
"Excellent host and property. Would recommend to friends and family! "
The price is £324
includes taxes & fees
7 Jul - 8 Jul
558-3 3BR - Boston Renovated Nest near Aquarium

558-2 3BR - Boston Renovated Nest near Aquarium

10.0 out of 10, Exceptional, (2)
"Great place with very usable space. Quiet yet very convenient --- walking distance to CVS and several restaurants, a grocery store, and more. "
The price is £324
includes taxes & fees
10 Jul - 11 Jul
558-2 3BR - Boston Renovated Nest near Aquarium

558-1 3BR - Boston Renovated Nest near Aquarium

9.0 out of 10, Wonderful, (2)
"The apartment looks recently renovated, is clean and spacious,the mattresses were really good"
The price is £427
includes taxes & fees
14 Jul - 15 Jul
558-1 3BR - Boston Renovated Nest near Aquarium

3-bedroom luxury townhome in charming Boston with WiFi, AC and private parking

4.0 out of 10, (3)
"unclean, uninviting"
The price is £412
includes taxes & fees
22 Jul - 23 Jul
3-bedroom luxury townhome in charming Boston with WiFi, AC and private parking

Charming 1-bedroom apartment in superb Boston with WiFi, AC

The price is £363
includes taxes & fees
7 Jul - 8 Jul
Charming 1-bedroom apartment in superb Boston with WiFi, AC

Lovely 2 bedroom condo 5 mins from downtown

5.0 out of 10, (2)
"Good. Part of neighborhood was a little sketchy. Good to get downtown."
The price is £708
includes taxes & fees
7 Jul - 8 Jul
Lovely 2 bedroom condo 5 mins from downtown

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

9.8 out of 10, Exceptional, (7)
The price is £170
includes taxes & fees
10 Jul - 11 Jul
Charming 2-bedroom apartment with WiFi, AC in superb Canton

Spacious 3BR for 10 | Prime Boston Location

Spacious 3BR for 10 | Prime Boston Location

Luxury 3BR | Free Parking | Boston | ROKU TV

The price is £297
includes taxes & fees
6 Jul - 7 Jul
Luxury 3BR | Free Parking | Boston | ROKU TV
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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Frequently asked questions

Can I find a holiday rental in Holliston?

Yes, there are holiday rentals close to the most popular sights in Holliston, or you can select a more secluded option if you're looking for a relaxing stay. Holliston is known for its lake views and golf courses.

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

Charming house with WiFi and AC in superb Randolph: This holiday home rental outside of Holliston has air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a microwave to make your meal-planning easier.

What’s there to see and do in Holliston?

Pleasure Point and Stoddard Park 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 wider area.

What’s a holiday rental in Holliston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Holliston. Holiday rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.