Family-friendly holiday rentals in Worcester

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Popular amenities for Worcester family-friendly rentals

Family-friendly home rentals with a hot tub

Apartment in Coolidge Corner
4.73 out of 5 average rating, 82 reviews

Renovated 2Bed, 0.5 mile to Longwood Med Hospital

AmyRating, 5 stars1 month ago
This condo was perfect for what we needed. Just two bedrooms, a kitchen and living room, so we could relax in between walking adventures. I wish I had come across this back in the fall when my daughter was playing soccer for Northeastern because the soccer field is literally across the street. There is a nice walking trail about a quarter of a mile away. We really liked Coolidge Corners. Easy to get Ubers. The place was perfect and comfortable and easy to get in/out.
Top Guest favourite
Guest suite in Mansfield
4.96 out of 5 average rating, 208 reviews

Cozy private apt 8 mins from UCONN - solar powered

BillRating, 5 stars3 weeks ago
We have been staying here over the last 4 years, when we visit UConn, and will miss it now that our daughter has graduated. Keri is wonderful host, welcoming & accommodating. Her home in the woods is a refuge, comfortable, peaceful, and minutes from campus.
Guest favourite
Home in North Andover
4.94 out of 5 average rating, 157 reviews

Nana-tucket Inn

AdamRating, 5 stars3 weeks ago
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.
Guest favourite
Apartment in South Boston
4.91 out of 5 average rating, 66 reviews

South Boston. Minutes away from Convention Center

LeeRating, 5 stars1 week ago
The apartment was exactly like described in an amazing location. I was attending a conference at the EXPO center, and it was an easy 25 minute walk there and back. Area is safe and clean. The best feature is the is less than a minute walk from a beautiful park and beach. Multiple Restaurants within walking distance and had no trouble getting items delivered. Would definitely stay again. Thank you so much Tanya!
Guest favourite
Home in Hopkinton
4.95 out of 5 average rating, 155 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

DeanneRating, 5 stars3 days ago
Brad was very friendly and helpful. Beautiful home!
Top Guest favourite
Home in Plum Island
4.98 out of 5 average rating, 51 reviews

Plum Island - Luxury Beach House

TracyRating, 5 stars9 months ago
We rent a house on PI every year and this house was perfect for us. We could walk to the basin with our SUP’s, easy walk to beach and stores and ice cream! We loved the double outdoor shower option for the kids after a long sandy day at the beach and they supplied all the beach toys, umbrellas and chairs! The rooftop deck was our favorite part we watched the sunset every night. We would rent this house again if the dates line up!
Guest favourite
Home in Brighton
4.96 out of 5 average rating, 265 reviews

Spacious 3 bed, in unit laundry, central Air

BillRating, 5 stars3 weeks ago
We had a great stay! This house was in a great location, and very nice/spacious. We also appreciated the very thorough and clear communication regarding check-in etc, before the stay. I highly recommend Joel as a host!
Guest favourite
Guest suite in Canton
4.71 out of 5 average rating, 107 reviews

Newly renovated, close to Foxboro and Boston

MeganRating, 5 stars8 months ago
The host communicated well and was very thoughtful. The bed wasn't very comfortable and the heating unit was a bit tricky to figure out, but overall, we had a great stay.

Family- and pet-friendly home rentals

Guest favourite
Apartment in Northampton
4.96 out of 5 average rating, 316 reviews

Roost House (2 BR Apt. downtown)

JonRating, 5 stars2 weeks ago
Great stay and easy to find. Right in the downtown area. Short walk to many local restaurants.
Guest favourite
Home in Salem
4.95 out of 5 average rating, 153 reviews

Quaint Little New Hampshire Lake House Getaway!

KevinRating, 5 stars3 weeks ago
We really enjiyed our stay and would recommend to anybody else.
Top Guest favourite
Barn in Guilford
4.99 out of 5 average rating, 126 reviews

The Carriage Barn

AristidesRating, 5 stars2 weeks ago
We really enjoyed our stay here. The place is incredible, you’ll have everything you’d need. Full of very thoughtful details. Very cozy, confortable and charming. The surroundings are beautiful and in a short drive you’d find anything you may need in Brattleboro. From dining to great coffee, groceries and more… I loved how simple and easy where the instructions for check-in and Out. Katherine was very friendly and responsive. Would definitely stay there again.
Guest favourite
Cabin in Cohasset
4.92 out of 5 average rating, 334 reviews

Lionsgate at Cohasset

PritiRating, 5 stars2 weeks ago
Our stay in Lionsgate cabin in Cohasset was heavenly abode for a week during our stay in the last week of May. The cabin is located in peaceful surroundings with beautiful bird watching areas. The bird feeder outside our cabin kept me and my toddler daughter occupied throughout our stay here. The lawn areas and seating outside are great areas to take a stroll and listen to nature’s music. The cabin is comfortable and cozy with enough provided even for a long stay. It is located within short travel distance from many good restaurants, grocery shops and metro. Very close to the beach, we visited Nantasket and Hull many times during our stay. We loved our stay here and will stay here again. Highly recommend this cabin.
Top Guest favourite
Home in New Salem
4.9 out of 5 average rating, 220 reviews

Stone n' Sky Lodge

RobertRating, 5 stars2 weeks ago
We needed a place for our family - 3 couples and 2 young children - to stay for the wedding of our daughter. Sarah's house was great. It had plenty of room for the kids to play inside as it rained a good part of our visit. (Fortunately the rain held off for the wedding.) Sarah provided eggs fresh from her chickens - they were delicious. She also gave us information about local restaurants. We saw wild turkeys walking outside the house. All in all a delightful stay.
Top Guest favourite
Cabin in Voluntown
4.95 out of 5 average rating, 743 reviews

Vinola-Lakeside Cabin on Beach Pond with Sauna

ChristineRating, 5 stars1 week ago
Great camp and peaceful area. Angela is a great host and very accommodating. I have stayed twice and would definitely come back again.
Guest favourite
Barn in Carlisle
4.88 out of 5 average rating, 421 reviews

✨Private Studio w/ Loft Center Historic Carlisle✨

RyanRating, 5 stars5 months ago
Spotlessly clean, quiet, and a warm, comfortable bed. Everything I needed and nothing I didn't.
Guest favourite
Cottage in Hollis
4.88 out of 5 average rating, 241 reviews

Lakefront Nature Getaway - Wood fired Cedar Sauna

BethanyRating, 5 stars3 weeks ago
Cozy spot with scenic views of Silver Lake. Our host Eric was responsive and provided detailed instructions on how to access the space and all of the perks included with the rental. Will definitely rebook if I ever find myself back in the area.

Family-friendly home rentals with a pool

Guest favourite
Home in Woodstock
4.94 out of 5 average rating, 238 reviews

Cedar Ridge: House or House+Apartment

HilaryRating, 5 stars1 month ago
Very responsive hosts who helped us with restaurants. House was very clean, well appointed and had everything we needed. Great for families or a girls weekend!
Top Guest favourite
Farm stay in Rutland
4.96 out of 5 average rating, 373 reviews

Farm Living

JenniferRating, 5 stars1 week ago
It's a beautiful back yard and working farm. It's peaceful & fun to hear the animals ( peacock & donkey). There is lots to do for kids. The place was clean with roomy main bedroom & livingroom. The kitchen had everything needed but lacked ample counter space or room to store unrefrigerated food. The dehumidifier ran all the time & had to be emptied every day. The patio has couch & chairs looked comfy but got wet in rain. The picnic table was nice & coukd be dried off. My grandkids had a blast using the pool, trampoline, hammock, see-saw & climbing structures. It's a very peaceful place. We hiked on 2 different Mass Rail Trails near by.
Superhost
Apartment in Brooklyn
4.85 out of 5 average rating, 221 reviews

8 Bedroom, 4 full bath residence with 40' pool

Maria ChristinaRating, 5 stars1 week ago
The hosts Marybeth and Douglas were so welcoming to us and accommodated our request to check- in earlier than scheduled! They were very friendly and provided extra stuff to make our stay feel so homely and comfortable! Everyone of us (13 people) truly enjoyed our stay at their beautiful, spacious and historical home!
Top Guest favourite
Guesthouse in West Roxbury
4.95 out of 5 average rating, 196 reviews

Country Cottage in the City

JulieRating, 5 stars2 weeks ago
Beautiful setting in the woods, incredibly peaceful- yet minutes away from a lovely New England village with shops and cafes.
Guest favourite
Home in Brimfield
4.88 out of 5 average rating, 73 reviews

Luxury Home * Pool * Fireplace

DanaRating, 5 stars4 months ago
We had a very nice stay for a family wedding. Sharing the house with two combined families in January and the house was great for this. There are rooms with 3-4 beds in each so if you are looking for bedroom privacy then this house probably isn’t it. That said, we are all family so was fun to bunk up! The area is beautiful and there r a great set of trails right at the end of the road for hiking, walking cross country skiiing etc. Overall, a great stay and Kimberly was very communicative with everything
Chalet in Killingly
4.86 out of 5 average rating, 22 reviews

Lake House in North Eastern CT

BarbaraRating, 5 stars8 months ago
Our family had a very nice time! Kids loved it. I definitely recommend it.
Guest favourite
Apartment in Glastonbury
4.89 out of 5 average rating, 438 reviews

Quiet 2 bed room apt w/ private entrance.

JoshRating, 5 stars1 month ago
Alice’s place was great! We’ll be back again for sure.
Home in Windham
4.96 out of 5 average rating, 140 reviews

mid century home on farmland

AlexandraRating, 5 stars2 months ago
Nothing to say but absolute positivity! Jennifer is amazing! Place was amazing! Experience was amazing! Thanks so much!

Quick stats about holiday rentals that are family-friendly in Worcester

  • Total rentals

    160 properties

  • Nightly prices starting at

    $31 AUD before taxes and fees

  • Total number of reviews

    5.2K reviews

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    150 properties include access to Wi-Fi

Destinations to explore