Family-friendly vacation rentals in Headington
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Top-rated family-friendly rentals in Headington
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Headington family-friendly rentals
Family-friendly home rentals with a hot tub
Tiny home in Mickleton
4.93 out of 5 average rating, 311 reviewsLittle Country Houses - Daisy's Den with hot tub
We had an amazing stay! So peaceful and an amazing escape for the weekend. Hosts were very friendly and everything was very easy. Thank you so much, we will definitely be returning!
Place to stay in Wiltshire
4.86 out of 5 average rating, 135 reviews3. Glamping Lodges in Idyllic countryside, Wilts
Tents spacious and accommodated us very well. Well kitted out and good location for visiting Avebury stones, walkable to local pub. Great thanks
Home in Cerney Wick
4.97 out of 5 average rating, 174 reviewsKingfisher: Luxury Lakehouse with Hot Tub & Kayak
Amazing stay! Can't recommend it enough. The hosts was really helpful, provided us with lots of supporting information prior to our stay and answered lots of our questions to ensure we have a relaxing long weekend. The home was even decorated with lots of Christmas decorations which made it feel even more homely and exactly what we wanted. Thank you and will certainly be staying again!
Cabin in Oxfordshire
4.95 out of 5 average rating, 785 reviewsRectory Farm Retreat
This is the perfect place to switch off. Very private, basic but comfortable accommodation and has a lovely rustic charm. We adore coming here
Home in South Cerney
4.97 out of 5 average rating, 282 reviewsWaddle-On-Inn. A Lakeside Turret with Hot Tub
Lovely house with everything we needed, really well equipped. We enjoyed the hot tub and views across the lake. Super clean with great bedding and very comfortable mattresses. We appreciated that there were plenty of towels available! Susan was very helpful providing local recommendations. We had a great takeaway that was delivered to the door from 'Chutney' and we really enjoyed the spa, treatments and afternoon tea at the DeVere Hotel. Although there were lots of people around parking wasn't a problem. Thank you for a great stay.
Home in Cerney Wick
4.93 out of 5 average rating, 148 reviewsMalachite: Tranquil Lakehouse with a Hot Tub
Stayed here for my partners 30th birthday with family, we had a great two nights, beautiful accommodation had everything we could possibly need and a great location for some lovely walks into south Cerney to some pubs and walks around the lake. Would 100% stay here again. Communication with the host was great with great recommendations of restaurants, pubs, activities walks etc again everything you could possibility think of. Thanks for a wonderful stay.
Cottage in Chipping Norton
5 out of 5 average rating, 4 reviewsChestnut , an Idyllic Cotswold farm retreat
We had the most wonderful stay at Heath Farm. Perfect for a couple's getaway. The cottage very well presented, and was even nicer than the photos, with every amenity we could have needed. The fireplace was ready for us to light when we arrived, and added a romantic feel to the cottage. The hot tub was round the back in a private area, and was easy to use. The farm itself had plenty of places to walk, the countryside was beautiful. Definitely bring walking shoes! There was also a games room, with pool table, table tennis, darts, games (no need to bring any of your own games!). The family running the cottages were all so friendly and helpful. Parking was only a few metres away from the cottage. There are plenty of places to visit nearby, a perfect location to access the Cotswolds. I would certainly stay there again, and miss the holiday so much already. Many thanks to the whole team at Heath Farm for making us feel so welcome. Fantastic hosts!
Shepherd’s hut in Hook Norton
4.94 out of 5 average rating, 218 reviewsGreengage Hut - The Orchard - Lower Nill Farm
A beautiful stay on Jonathon's farm. The tiny house had everything we needed and the wood fired hot tub was a great touch for a wintery day. We had a great time and would highly recommend.
Family- and pet-friendly home rentals
Barn in Warfield
4.91 out of 5 average rating, 786 reviewsDelightful small converted barn
We stayed here as a base when we visited Lapland and it was great as it was only an 8 minute drive. Lovely little cabin with a very comfortable bed. Good facilities and very quiet and peaceful. Would recommend.
Cottage in Stow-on-the-Wold
4.89 out of 5 average rating, 444 reviewsBeautiful cottage perfectly located in Stow Square
Nicky's place was absolutely perfect, fantastic location and super cozy - the perfect place to unwind with loved ones. Nicky is a fab host - friendly, kind and really helpful! The cottage is located in the centre of Stow which was perfect for getting around and day trips to the local area were easy as the main road was easily accessible. I would 100% recommend staying here & would definitely visit again :)
Cottage in Bourton-on-the-Water
4.89 out of 5 average rating, 224 reviewsAdorable listed cottage,burner,town centre,parking
Our stay at The Captain's Cottage was incredible. The location was ideal, just a few steps off the High Street of gorgeous Bourton-on-the-Water, and close to restaurants, pubs, shops, a grocery story, a farmer's market, natural walks, and the plentiful and beautiful streams and canals that Bourton is known for. The cottage was clean, warm, and provided everything we needed for morning coffee to afternoon tea; towels and shampoo; warm water and cozy bedding. When we needed Peter's assistance, he was a cheerful phone call away. The small stairs are tricky, but they add to the charm. There's even a parking space! There's no bad season to visit this spectacular property.
Bungalow in Tutts Clump
4.96 out of 5 average rating, 269 reviewsGarden Cottage..pretty countryside location
We spent a lovely relaxing few days at Tracey's cottage. Tracey was super helpful, accommodating and flexible, especially given it was a last minute booking. The cottage is lovely and the surroundings are beautiful! Tracey was lovely, and the welcome pack is such a thoughtful touch. Definitely would recommend a stay here, if you fancy a countryside retreat that's within a stone's throw of Reading and Newbury.
Home in Abthorpe
4.97 out of 5 average rating, 188 reviewsThe White Cottage, Abthorpe
Mike and Jill were very helpful and proactively asked us question about what we need for a baby. The high chair and cot were set and ready to go which was amazing. The home was very nice, we felt at ease immediately.
Home in Lechlade-on-Thames
4.94 out of 5 average rating, 106 reviewsTop 12 Luxury Stays UK/Best Design Stay Finalist
Will was the consummate host. His home is the most charming little cotswold house in a cute little village away from the bustle of the larger spots in the area. It's decorated to the nines. His instructions were on point. He was very flexible when we needed an early check in. We arrived to find a lovely note and flowers that he'd sent us. He made sure we knew of the Christmas lighting ceremony in the village square and would respond to our queries within minutes. Lovely home and a gracious host. Thank you Will
Chalet in Benson
4.91 out of 5 average rating, 273 reviewsMizpah Ecolodge
I loved staying in this lovely lodge. It is in a beautiful location and the accommodation itself is very comfortable and has everything you could need. The hosts are welcoming and very helpful. I definitely will be back for another visit!
Cottage in Stow-on-the-Wold
4.97 out of 5 average rating, 262 reviewsAmber Cottage - Stow on the Wold
What a fabulous find for a stay in the Cotswolds! Steve and Nicala's place was wonderfully presented and incredibly cosy, while feeling spacious enough for our family of four. The airy kitchen was large and stocked with the essentials and the beds were very comfortable. Steve and Nicala were great hosts and quick to respond to any questions. The location was a quick walk to the centre of town and the car space out the front was a bonus. We would happily stay here again and recommend this place to anyone visiting the area.
Family-friendly home rentals with a pool
Barn in Oxfordshire
4.99 out of 5 average rating, 154 reviewsStunning edge of village 5 bedroom Cotswold home
Had an absolutely fantastic stay at Caroline’s beautiful home. Everything was exactly how we hoped. The bedrooms were all great sizes and them being a little bit away from the kitchen and entertaining spaces made sure that they were really quiet. Caroline was so responsive and everything I asked was clearly answered. Really great stay and would recommend! Can’t wait to stay again!
Chalet in South Cerney
4.8 out of 5 average rating, 147 reviewsThe Chalet, Cotswold Water Park (Hoburne Cotswold)
Our second stay at Lisa’s chalet was lovely. Lisa was a perfect host who made us feel very welcome and nothing was too much trouble. We really appreciated the milk and biscuits that were left for us when we arrived. We’ve really enjoyed our stay here and would definitely be back again. ☺️
Guesthouse in Chipping Norton
4.93 out of 5 average rating, 98 reviewsHoarstone - Cosy country cottage
Fantastic cottage. Felt very luxurious and private. Nicky made sure we had everything we needed. the spot felt very private and had great views. We especially enjoyed The Bull Pub which was recommended.
Cottage in Buckinghamshire
4.97 out of 5 average rating, 325 reviewsFamily friendly - rural, detached, home from home
Great location, lovely host and was very clean. Perfect for a weekend getaway.
Cottage in Southrop
4.85 out of 5 average rating, 234 reviewsBeautiful Old Cotswold Cottage with shared pool
super cute and welcoming home. lovely cosy cottage in a beautiful setting. Rachel was very thoughtful and dropped off extra logs as it was particularly cold. super comfy bed and the cottage was surprisingly warm. would definitely go back.
Loft in Chedworth, Cheltenham
4.93 out of 5 average rating, 323 reviewsShrove, rural idyll with breakfast hamper
Clean and tidy, nice treat to have homemade bread, marmalade and local eggs. Nice quiet area. Would recommend. Only thing that could make it better would be a bigger hot water tank so as to not have the threat of cold water in the back of your mind.
Home in Oxfordshire
4.88 out of 5 average rating, 220 reviewsBarn conversion, Henley-on-Thames
We were a family party with ages from 5 to 75 . Lots for everyone to do ( swimming , tennis, billiards/snooker & beautiful walks all there) There was enough space both inside the wonderfully converted barn and outside in the extensive grounds to enjoy each others company without being overcrowded. Thanks Sarah for enabling a lovely weekend .
Home in King's Sutton
4.91 out of 5 average rating, 192 reviewsHistoric Country House with Pool, Oxfordshire
Victoria was very hospitable and looked after us from the moment we arrived. The property was charming and spotless. The pool was great and perfect for the kids. Kings Sutton is also an amazing place , I wish I lived there, one day maybe 🤓
Quick stats about vacation rentals that are family-friendly in Headington
Total rentals
360 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
12K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Wifi availability
350 properties include access to wifi
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