
Family-friendly vacation rentals in Holden
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Top-rated family-friendly rentals in Holden
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Holden family-friendly rentals
Family-friendly home rentals with a hot tub

Hopkinton Mass 3+ Bedrooms - Great location!
Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.

Beach & pond cottage ! Westford MA and Boston!
We had an absolute blast on our girls getaway weekend!! The cottage and community were amazing, exactly what we were hoping for and Doug couldn't have been nicer or more helpful. He was always available by text or phone. The cottage was clean, nicely equipped, and a great location!! We will definitely be renting this cottage again on our next trip!!! Thanks for having us... we loved every minute!! š§š§š§

Large secluded house in the Woods; Pool, hot tub!
We came as a group of friends with a baby to stay at Blake and Tracy's house, and we had a great stay. They were very communicative and accommodated all our requests to ensure our stay was excellent. They asked in advance if it would be okay for their child to stay in his room inside the house, and we agreed. We didnāt see him at all during our stay, and it didnāt disturb us in the slightest. The fact that Blake and Tracy live right next door was convenient, as they were readily available for anything we needed, but we never felt their presence. We will definitely come back!

Loch Link
We spent a couple of months at Loch Link while our home (a couple of towns over) was being renovated. Mike and Erica were helpful throughout the process and did their best to make us feel like we had a home away from home. It was a hectic change to our schedules, especially with 2 young kids, but we were grateful to have excellent hosts and a cozy place to stay. We moved a lot from our home that we ended up bringing back, because the rental already had most of what we needed. The weather only allowed us a few swims in the pool but it was definitely a hit with the kids.
Family- and pet-friendly home rentals

Baker Pond Hideaway
Best vacation weāve had in months! Kathleen and Mike are one of the most amazing hosts weāve met! So kind and thoughtful, with perfect balance of being attentive and giving us space to venture on our own for duration of stay! They went above and beyond to make our stay comfortable! Itās such a peaceful and cozy spot, we canāt wait to go back! Our two pups had a great time too, exploring and roaming. If youāre in need of a quiet, relaxing get-away thatās pet-friendly this is the perfect place!

Entire House: Home Away Home
My two adult children and I stayed here with our two dogs while my wife was having surgery in Boston. The location was great. Car ride to the Longwood medical area was about 25 minutes. The neighborhood consists of single family homes on small lots, not at all fancy but entirely safe as far as we could tell. We were just a few short blocks from a school playing field where leashed dogs were welcome, and other dog-walkers were often on the street in the morning and evening. The house is a bit quirky. There is no seating in the kitchen, but the dining area is very spacious although located down a short hallway from the kitchen. Each of the three bedrooms was more than ample and very quiet at night. We slept well. As we stayed more than a week we were grateful that laundry facilities were present in the basement. Roosevelt was an excellent host and quick to respond to my requests. I would definitely stay in his place again should a similar situation arise.

Mema's Place --Lovely apartment in private home
Wonderful and serene place to stay. Lots of room, clean, perfect for two and a puppy. Would definitely recommend.

Quaint Little New Hampshire Lake House Getaway!
James was an excellent host for my family and me. We thoroughly enjoyed the place and its beautiful surroundings.

Scandanavian Wigwam with Sauna and Forest Baths
Yet again, this place does not disappoint. This was my fourth time staying at the wigwam in as many years - there's a reason I keep coming back! This land definitely has magic in it and I can always count on feeling refreshed and revived after my stay (and with several new poems!). As always, the forest bath and sauna are the perfect piece of luxury while "roughing it." This will always be one of my happiest places ā¤ļø

Stone n' Sky Lodge
I genuinely don't know what to say other than the fact that this may be one of the greatest places I've had the honor to lodge at. I did a lot of vetting across New England to find a wonderful place that could sleep a decent amount of people, provide a scenic and comfortable escape, and keep us entertained. Sarah's wonderful Stone and Sky Lodge exceeded every expectation I just listed. It's cozy, warm, and feels like a hidden nook! The scenery and nature couldn't be more beautiful. I never got the pleasure to meet Sarah, though I wish I did. Over messages and from what my friends told me, I just know that Sarah is the most hospitable and kind host that I've talked with in a while, and I hope that next time I can thank her personally. From my friends and I, we thank you for sharing your home with us. If you think that the excellent reviews are too good to be true, don't. This IS the truth, and I can't wait to have another reason to come back to this wonderful treasure of a place.

Secluded Lake-Front Retreat on 10 acres
This is a fabulous Air B&B. This was our second year in a row. Some great upgrades from last year. It has been a perfect location for our family to gather, pre-holiday. So much room, yet so cozy! And the co-hosts were flexible and so charming. š We plan to return for yet a third year. If we love it in November, I can't imagine how much fun it is for a stay during the in-season!

āØPrivate Studio w/ Loft Center Historic CarlisleāØ
Spotlessly clean, quiet, and a warm, comfortable bed. Everything I needed and nothing I didn't.
Family-friendly home rentals with a pool

Farm Living
This was a wonderful stay for myself, daughter and two rambunctious grandsons. We all loved the farm experience and enjoyed visiting the animals... peacock, rabbitts, chickens galore, ducks, goats, donkeys, horses and cows! The trampoline and two playstructures plus sand box were fantastic! The hosts, Roger and Melissa, were very welcoming and encouraged us to explore. Having the farm store right on the property was a bonus!

Potager Farm Private Townhouse
This was my second time staying here and it was every bit as perfect as my first stay! Christine's place is incredibly comfortable, clean, spacious and beautiful. Highly recommended!

Cedar Ridge: House or House+Apartment
We love the house! Itās spotless (very clean), very comfortable and super peaceful in a beautiful location! Highly recommend!

Luxury Home * Pool * Fireplace
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 isnāt 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
Quick stats about vacation rentals that are family-friendly in Holden
Total rentals
20 properties
Nightly prices starting at
ļŗ©.ļŗ294 before taxes and fees
Total number of reviews
490 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Boston Common
- TD Garden
- Fenway Park
- Harvard University
- Brown University
- New England Aquarium
- Monadnock State Park
- Faneuil Hall Marketplace
- Six Flags New England
- Freedom Trail
- Prudential Center
- Symphony Hall
- Roger Williams Park Zoo
- Boston Public Library
- Aaronap Cellars
- John Hancock Tower
- Boston Children's Museum
- Quincy Market
- USS Constitution Museum
- Water Park of New England
- Mount Sugarloaf State Reservation
- Museum of Fine Arts, Boston
- Nashoba Valley Ski Are
- Agawam Hunt