
Family-friendly holiday rentals in Headington
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Top-rated family-friendly rentals in Headington
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Popular amenities for Headington family-friendly rentals
Family-friendly home rentals with a hot tub

Superb Farmhouse with pool, hot tub and fast wifi
Ann's place is incredible- stayed for two nights and there is everything you could possibly need or anticipate in the house. We had a great time - the pool and hot tub were very clean and the house was perfect! Ann was extremely responsive and helpful. Would absolutely book again!

Little Country Houses - Finley's Fort + hot tub
Had the most amazing few days away, spotless cabin in a beautiful location. Will 100% be coming back. 5*

Mayflower Lodge | Lakeside | Hot Tub | Kayak
Wow what a beautiful place! We booked this for a special wedding anniversary to celebrate with our close family. The gift of a bottle of wine and a cake was such a lovely touch. Thank you so much. We all thoroughly enjoyed our stay at Mayflower. The young children loved seeing the ducks and wildlife come right up to the deck, and the adults loved the hot tub. The robes were a lovely touch too. We had no problem finding the Mayflower and the instructions for checking in and the online guidebook were very useful. There is so much to do on the doorstep if you can drag yourself away from the lodge. It was such a peaceful and magical place and somewhere I would love to return to.

Dog friendly stay with hot tub & 4 swimming pools
We spent 6 days at Rob’s place with our 3 children. The weather was not our friend but the onsite swimming pool meant we still had a fabulous time. The hot tub was a great addition to the property. The cottage had plenty of room for us all & the spa facilities were fantastic. Great location as well, we had a lovely morning wandering around Cirencester. Rob was super helpful. We used 2 of the recommended places to eat & both were fantastic options. Lovely stay!

Rectory Farm Retreat
It was so quiet and peaceful, felt so relaxed and comfortable, hope to come back again

Natures Retreat - HM99 - HOT TUB - Lakeside Spa
Thank you for a great stay. Nice relaxing weekend.

Apple Hut - The Orchard - Lower Nill Farm
Everything was just perfect. Very easy checkin, clear instructions on how to use everything, beautifully furnished with great amenities, loved that we could buy local produce too. Highly recommend staying here if you want to be at one with nature and have a few days to switch off. We will definitely be back!!

Malachite Lakehouse | Hot Tub & Dog Friendly
Absolutely stunning location, right on the water front with access to the lake via the veranda/pontoon. Everything you could wish to ask for to celebrate a big birthday with the family. Highly recommend.
Family- and pet-friendly home rentals
No 90. A beautiful home in historic Oxford
We loved our stay at the house - we were five adults and so the three double rooms were perfect for us and we used the fourth bedroom to get ready (we were attending a wedding). Even better you can walk to Parks Road in town by going down the little cycleway a lovely 15-20 mins walk. We loved the feeling of homeliness and the extensive selection of plants and fab little garden. Absolutely wonderful.

60ft narrowboat, sleeps 6, central Oxford
It was beautiful experience. I am so glad I didn't book a hotel room. This stay made our little break unforgettable. Clearly, we had to learn how everything works, get used to boat toilet and switch engine on each time we wanted to make a coffee, but that's exactly what you get on the boat. The location is beautiful, beds comfy and I would like to thank you, Alan for a nice stay.

Headington Shark Apartment
Nick is highly responsive to our queries and needs, very thankful for him. The apartment is very comfortable even as we stayed there for a whole month. The shower pressure is good. Would appreciate more supply of toiletries and toilet papers tho, as our stay is so long. The kitchen has lots of utensils and crockery. The Sofa bed is passable. Thought the apartment faces the side street, sound proofing is good, we weren't disturbed by any street noises at all. We actually missed this place when we went on a road trip afterwards. This place felt more homey and comfortable than the rest of the places we stayed in during the road trip.

Hoarstone - Cosy country cottage
Beautiful peaceful spot in the Cotswold countryside. The cottage is spacious and well equipped with great walks straight from the door. The pool was such a fantastic asset and really added to our holiday.

Elegant Countryside Cottage near Oxford
A most pleasing cottage in a superb setting of an idealistic English village. Hosts excellent A cosy living area and spacious bedroom with adjoining dressing room leading to a superb bathroom with high quality curved glass shower cubical. In short the nicest private accommodation out of dozens we have enjoyed.

1 bed house with parking & garden
What a lovely house it was! Very clean and tidy and a great backyard to sit in. We loved our stay. Alison was a great host and answered all our queries promptly! Thanks for a great stay!

Mizpah Ecolodge
Had another great stay at the eco lodge. Ideally placed outside Wallingford in lovely countryside and convenient for the Ridgeway and associated places. The eco lodge is private with its own parking and despite the roasting weather the week we were there, it kept a comfortable temperature inside. lovely big bed, excellent space to relax and with it's own kitchen and bathroom and all the amenities you could want. Kunzi the owners friendly cat is on hand to meet and greet and the field adjacent the front of the lodge is alive with wildlife. It's a great place to relax or use as a base for exploration. Recommend Wallingford and Henley on Thames for exploration and the Ridgeway for great walking and scenic views.

The Old Bookbinders Retreat 4 BR near city centre
A quiet, quaint place with lots of light and space. After a busy day in Oxford, this was the perfect place to put our feet up. There are a lot of pubs, cafes, and restaurants in Jericho, but with a neighborhood vibe removed from the tourists in town. 10 minute walk from the station along the canal and an easy 10 minute walk to town.
Family-friendly home rentals with a pool

Summerhouse with wood burning stove
The perfect escape! Farahnaz and Paul are really helpful, very friendly and knowledgeable of the area. The Summerhouse is so secluded and cosy. it really is a proper escape from the "Busy Life" Shakurs on the corner is a great place to eat if you get the chance. Thanks again Farahnaz & Paul, We will be back.

Family friendly - rural, detached, home from home
A fabulous country cottage within large gardens including a pretty waterlily pond & beautiful wildflower meadow. Lovely views & country walks on the doorstep. Very welcoming, friendly hosts made us feel at home straight away. Idyllic! The bed was super comfy too! We’d definitely recommend this property & stay again. Thank you Karen & Phil

Beautiful Old Cotswold Cottage with shared pool
Beautiful cottage in a lovely location. Easy walk to the pub across the fields and a lovely owner who was very responsive and willing to share her dogs with our children! Pool is a fab bonus and location is great for local villages and attractions, such as the Cotswold Wildlife Park. We didn’t want to leave and have already re booked!

Cosy, rural apartment with breakfast hamper
Rosalind was a very friendly and communicative host. She offered a range of breakfasts and recommended some lovely local walks. The property was in a fab location with lots of nice walks/pubs nearby.

Barn conversion, Henley-on-Thames
A beautiful barn conversion in lovely grounds with lots of facilities, with thoughtful and helpful hosts. It was a fabulous long weekend and we didn’t need to leave the grounds to be entertained throughout, from in the pool to playing pool, it was all we could ask for.

Converted Stables on the Edge of the Cotswolds
What a wonderful place to stay! We had a great weekend at stable cottage, location exactly as described, beautiful setting and really comfy beds! The amenities in the place were great and we really enjoyed the log fire in the evenings. Would definitely recommend!

The Luxury Cottage
Amazing stay and even better than photos! Hosts were so welcoming and helpful, would definitely rebook and recommend to anyone! Absolutely beautiful! 😍

The Ndoro Cottage with use of a Natural Pool.
Very welcoming host, met us right on time and gave us a tour of the cottage! Also a lovely touch that Hillary left a few farm eggs for us so we had them for breakfast! Good location, all amenities were as described, a few shops near by (5-10 mins drive) so we had a good holiday just switching off for a few days! A few recommendations for pubs as well - we picked the Foxham which we really liked! The only improvement I’d say would be that it would be good to have an option of a blind/curtain for the front door/window.
Quick stats about holiday rentals that are family-friendly in Headington
Total rentals
370 properties
Nightly prices starting at
$46 AUD before taxes and fees
Total number of reviews
13K reviews
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Wi-Fi availability
370 properties include access to Wi-Fi
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- Cotswolds AONB
- British Museum
- Green Park
- Buckingham Palace
- Covent Garden
- Big Ben
- Trafalgar Square
- Harrods
- Camden Market
- Emirates Stadium
- Wembley Stadium
- Hampstead Heath
- Alexandra Palace
- Oxford University
- Blenheim Palace
- Stonehenge
- Windsor Castle
- St Pancras International
- Hampton Court Palace
- Silverstone Circuit
- Lower Mill Estate
- Clapham Common
- Twickenham Stadium
- Primrose Hill