Family-friendly holiday rentals in Isle of Portland

Lovely hut inside and out, set within lovely gardens. Plenty of places to relax outside, especially the hot tub. We drove to the Bell at Broadway, lovely pub for food with plenty of options and majority can be gf too, including the home made pizza with a large selection of toppings.

Amazing place! Perfect location for a family holiday. The house has absolutely everything you need and more. We really enjoyed sea kayaking and paddle boarding with all Daves's kit. The sea is so close you can carry everything down to the shore. We really loved the hot tub and sauna and bbq area. The games room was a great space for the kids to hang out and play as well as the adults. We couldn't have wanted more. We'd wholeheartedly recommend this amazing house.

We have just returned from a wonderful and restful 3 day break. Would highly recommend this property as it was private, spotless with everything you could need. The hosts were amazing, very friendly and informative of things to see and places to go to locally. Their beautiful dogs were an added bonus for us. Will definitely be returning ASAP. The best Airbnb we have been to.

We had a lovely stay at the annex. Very relaxing and secluded and great walk to the beach. Hosts were helpful and beautiful flowers in every room lovely touch x

A homely and clean accomodation on beautiful settings on a farm, reminding us of memories of staying on farms in our childhood. Approximatley 30 mins from Weymouth where we carried out our bucket list - a visit to Durdle Door by boat, attendning the festival, swimming in the sea, going on the big wheel, eating delicious meals and relaxing in beautiful harbour settings. And where we could return from our days out to relax in our wonderful accomodation, sit in the garden, with a barley field backed on to us, listen to the cows in nearby fields and relax in the hot tub! Spending time together away from the hustle and bustle of life. Our host Jane made us feel very welcome, providing us with helpful information and was at the end of a phone or text if we needed any additional help. Thank you Jane - we made precious memories during our stay

Thank you so much for hosting us Tracy. The hut was perfect, beautifully furnished with lots of thoughtful touches. The best bit was the location, private and secluded. The view from hut was just of rolling hills - no buildings or even roads in sight! A place to unwind and de-stress.

We had a very lovely stay. Nicola provided a high chair and travel cot to accommodate for our 10 month old baby. The hot tub was lovely and private and the views were stunning.

A lovely place to stay, in walking distance of the beach and Weymouth centre. Hot tub and other facilities were very good and the place was clean, stylishly furnished and comfortable. Host was responsive when we had an issue (many thanks to Lorraine the cleaner too who was lovely and very helpful!)

Amelia’s home is lovely, cosy and brilliantly located on a quiet street, a few steps from the centre of historic Sherborne in beautiful Dorset. Amelia is a kind and thoughtful host. We felt right at home.

What a lovely surprise for we history buffs to find ourselves in an historic church and graveyard. Once inside, delighted at the little touches on theme, eg welcome goodies greatly appreciated. On our long trip, the most comfortable beds and pillows yet. Also compared to many AirBNBs, Gordon’s place had good kitchen facilities eg plenty of cups, plates and cutlery etc.

We had the most wonderful weekend at Willow Annexe! A huge thank you to Sally and Bob for the opportunity to stay in such a lovely place. Everything was absolutely perfect from the moment we arrived. The annexe was spotless, beautifully presented, and had everything we needed, especially in the kitchen – fully equipped and very convenient. The garden was a real highlight: peaceful, clean, and beautifully maintained, offering a lovely space to relax and enjoy the fresh air. We absolutely loved the countryside views – so calm and picturesque. The village itself is amazing, full of charm and character. We even had the chance to pop into the local pub for a few drinks, which was a great experience. All in all, everything was fabulous. We had a truly memorable stay and wouldn’t hesitate to come back again. Highly recommended!

Lavinia and her husband were amazing hosts. I stayed for one night with my cousin and our 2 elderly mothers on the way down to Weymouth. The cottage was lovely, with everything that we needed. The location was easy to find with Lavinia's instructions, and it was a perfect place to stay, with a beautiful sunset. Would be a great place for a week to use as a base. We would definitely stay again. Thankyou. X

Jude and Will made us feel very welcome. Also a lovely welcome from their dogs. Lots of space and a lovely welcome pack including milk, bread and eggs. Easy 10 min walk into Bridport and lots of places to visit that are a short drive away. Definitely hope to make a return visit.

Lovely holiday home in a very peaceful location with beautiful views all around. Very comfortable and well equipped for families. Lots of beaches within easy driving distance.

What a lovely and quiet place to stay in Dorset. A home away from home. John and Andrea were wonderful hosts and we would love to return someday!

Where to begin? A small piece of paradise I think comes close! Eddie and Becks were super hosts, warm, welcoming and full of great advice and recommendations. The farm is in an idyllic location, yet only a couple of miles from the sea. Peaceful, quiet and the best place to unwind and explore. The cricket pavilion is a charming , rustic and well equipped bolthole for a couple or small family to enjoy. Dennis the Cockerpoo had the time of his life exploring and playing with his toys in the garden. The local pubs are great and the local beaches are excellent. We had a special dinner in the Ilchester Arms in neighbouring Symondsbury and hours of countryside walks in the hills surrounding. The local farm shop is an absolute gem of a place. The best of Dorset is a short drive in the car away. There is so much more I could add and we are definitely looking to return there for more Dorset heaven. Thanks so much for making this such an unforgettable experience. Albert and Yvette

We stayed here for my husband’s birthday as a family of two adults, three children, our small dog and my mother in law. It was a lovely clean spacious caravan with an amazing view. We had gorgeous weather which really was the icing on the cake. When we arrived it was easy to find and there were biscuits and cakes left for us by Caroline. We also went to Haven reception and they gave us free entertainment passes which meant we could visit the entertainment in the evenings with the children. We’d definitely love to stay again! Ashleigh

We had such a lovely stay at Kate’s place. It was just what we needed…. Relaxing, peaceful with beautiful surroundings and views. The Chalet has been nicely decorated and has everything you’d need for a comfortable stay. There are activities onsite and lots to do locally. We especially loved our visits to Portland Bill. We’d definitely come back another time. Thanks for a wonderful stay. :-)

This was a perfect place to stay for our family of four. Our daughters especially enjoyed the swimming pool. The cottage was clean, with beautiful surroundings and had everything we needed. It was also really lovely to be able to book my Dad into the ‘Little Stable’, which is a smaller, 2 person dwelling available to book. Fiona is a fantastic host and responded quickly to any queries. We would definitely recommend this to our family and friends.

The views from Seascape are wonderful and added greatly to our holiday. From sunny breakfast on the deck to cosy evenings watching the sun set we found everything we needed and we felt at home straight away. The lodge was immaculate and Judith dealt quickly with the only issue we had when the oven had a fault, so our holiday was not impacted greatly. It's a 15 minute walk into Swanage with an uphill return or free 2 hrs parking next to the Co op if you spend £10 there. Altogether a perfect place to enjoy Swanage and explore the Isle of Purbeck.

This is our second time staying in this lovely caravan. It’s always pristine and lovely. I always felt like a home away from home there. The bedrooms are a good size and the extra full bathroom is a definite plus! I’d highly recommend staying here.

Kirsty and Gary’s caravan was lovely. Very cosy and clean, loved the patio! The duvet covers were super soft and comfy as well. The park is not even a 5 minute walk from Bowleaze Cove, and you can get into town in about 30 minutes walking, or 15 minutes by car. Guest passes are included so you can use the on site club which is lovely. The hosts were very professional and friendly, and responded quickly whenever necessary! Definite recommend and will stay again if we have the opportunity!

We had a blissful few days at Flint cottage. Wonderful kitchen to cook in, and multiple fabulous farm shops nearby. We ordered a heat and eat pie and a DIY breakfast pack for our first night, which made the start of the holiday so much more chilled out. The outdoor bath was also really special. We were so comfortable throughout we just relaxed completely. Can’t wait to come back!

This is our first Airbnb stay, also our first stay taking our dog. Having read and turned down a number of other Airbnb places the ducks wing seemed to fit the bill (no pun intended). The garden is lovely and secure, the rooms are extremely quirky which we both liked, our dog loved it. We didn't make best use of the many facilities including the pool, BBQ etc. We particularly enjoyed sitting in the garden listening to the countryside. As I've said our first experience with Airbnb but we were very impressed.