Check out Hotel Dory in Riccionne. They’ve been offering guided rides, bike rental plus organized activities for non cyclists for decades. They are particularly wonderful with kids. It’s truly a vacation for all the family.
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Chiang Mai has it all. Good roads, careful drivers, great food, lots to do for the family. There are also quite a few guiding outfits if you don’t want to roll your own rides. Been coming here for the last three years with my mtb and gravel bike.
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We did Maratona in the Dolomites. Two kids and wife loved it.
My wife and I travelled with our 2.5 year old daughter from the US to the Netherlands back in late August into early September. Obviously the riding is very safe. Even though it’s very flat, I enjoyed the peace that comes with the safe infrastructure and the Dutch landscape.
While, my wife and I both rode while towing my daughter in a Thule trailer, we had plenty of fun as a family off the bicycle. The Netherlands is very kid-friendly. We stayed in Hilversum and had easy train access to Amsterdam (Nemo Science Museum, canal boat tour), Utrecht (railroad museum), exploring windmills all over, usually while on a ride, and an arboretum in Hilversum. We also went to the wonderful zoo in Amersfoort. We travelled by train and bus a lot, which was also a source of fun for my daughter.
The Dolomites are also amazing. I haven’t gone with my daugher or to ride, but have travelled there with my wife. 10/10 no notes.
Happy to answer more questions if you’re interested.
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Another suggestion are the french Pyrenees. Went to Argelès-Gazost with the family 2 years ago and it was pretty much perfect. Beautiful landscape, nice holiday village / resort with pool etc. for the kids, great daytrips for hiking etc., nice cyclepath running from Lourdes into the valley to do some easy riding with kids, 2 good bike rentals in town and incredible tour-level cycling right out of the back door. Hautacam and the Col de Spandelles are directly starting outside the village, Aubisque, Tourmalet also close by.
For a “with family” holiday, I can recommend the following places in Italy where I & my 28 yo daughter, just very basic cyclists, have travelled:
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Italy Dolomites —critical tho: in the early season, NOT in summer, after say mid June — lots of free public transport & gondola discounts if you book at hotel that offers the SudTirol pass — go to the SudTirol area website to see some good hotels — we booked a half board at a medium sized lovely family run hotel that had some spa and outdoor garden & indoor/outdoor pool and hot tubs — we’d go out early and be back by 2p for relaxing in the afternoon — our hotel was not in town but at Passeo Pinei, with a bus stop right outside the door. We gondola’ed and hiked or bike rented and went to Hutte for lunch. Lots of good tourist info and you and your family could do same and/or different activities, or mix of both during the day. Lots of choices… “it’s a bike holiday/it’s a spa holiday” vibe for us on that vacation.
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Lago di Garda — We rented e-bikes and went from town to town on the bike paths & ferries in late August/early September, right before the summer season end. The Veronese bike company rented us the bikes, crafted a lovely cycling itinerary (and put it on the bike computers) and arranged for our bags to go from hotel to hotel, as well as lodgings at small - medium sized family run hotels. They also arranged transport for us back to Verona train station. Quite fun, but a bit more pricey because of the custom arrangements.
We want to do some bike holidays along the Alto Adige & Italy/Slovenia bike paths also and down the Adriatic Coast on the bike path that pretty much runs the full way. We’ve been to Puglia and Basilicata and loved those areas.
But some tips/cautions…
For Italy, I look at the hotels participating in the regional area’s tourist program and then also look them up on booking.com to compare/see more info but pretty much always book directly with the hotel. I also look to see if there are any interesting guide or tourist services offered — these are usually great value, with superb guides and worth it to do at least once on a trip.
DO NOT go in mid- June - August to the Dolomites or Lago di Garda.
They will be overrun and just a mob scene.
Go in either late May, when stuff just begins to open for the summer season, or Sept/early Oct before things close.
For the Dolomites, I tend to think that early spring is better than fall because less likely to be rainy and less temperature variations. In general in the mountains, get up and out early before the later afternoon — if there is rain, that’s when it will occur — also you’ll miss the crowds. We were at the bus stop by 7:30a pretty much each day.
For Lago di Garda, I’d recommend that you go the last week before the ferry service moves to the off season schedule — far fewer tourists, but still the lovely and useful ferries. Nice long days, warm weather for swimming, doing lake stuff but so much less crowded.
Pick your hotels and towns carefully — again, I suggest you go to the regional govt tourist website and see what hotels are listed, any tourist passes/offers, guide services, etc. These sites also often include “sort by activity” and cycling is one of the activities for which they’ll show various routes with difficulty/length info. There are also some Euro bike path focused websites as well.
The other thing: we try to design routes that stay ON BIKE PATHS, either 100% or close to it, for safety reasons. We just want to have relaxing fun and not get run over. There are so many bike paths that this is completely do-able.
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Will you have local transport, e.g. your own car? Because that will determine how far out you could be from the family activities, or your cycling destinations.
1st tip: Dolomites. If your family is adventurous, they’ll love it. They also have family-focused hotels. Quite pricey though (for my budget at least). And you are a bit locked-in, no beaches for example as a fall-back option for the family.
2nd tip: Girona and/or its area. You could set up towards Barcelona or the Costa Brava side, to keep the family happy. Girona itself is a bit boring, especially if you don’t have a car to get around to other places - there’s only so many fancy coffees you can drink 
. You can get the train to Barcelona though. Copy/paste this approach to the areas of Nice, Como, maybe Cuneo, San Sebastián, Bilbao.
3rd tip: house rental in the Apuan Alps. Less touristy, less crazy Italian traffic, access to unknown but amazing climbs. We went to Lucca area, nice bike rental options in the city center. Best need a car to get around the area (there’s plenty of things to do, but not “next door”). Back-up: go camping at a public camp site - kids can make friends and keep themselves entertained!
4th tip: Colombia 
plenty of adventure options. Bike rental more tricky but options growing. Make sure you can join group rides or go with a guide from the bike rental place.
Good luck with the holiday planning!
Norway. Easy to find very quiet roads and spectacular scenery is around every corner. Check out cyclenorway.com for the definitive resources to plan your trip. Check out Matthew’s channel @matthewnorway on YouTube for great videos as well.