
Family-friendly holiday 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.

Spacious 3bed2bath Family Home + parking Garden
Welcome to my spacious 3 bedroom two storey semi-detached family house. The house has a large open plan kitchen and living area on the ground floor. Two bedrooms, an office and a bathroom on the first floor. One ensuite bedroom on the ground floor. The house provides easy access to the heart of Oxford, John Radcliffe Hospital and Oxford Brooks University. It has been decorated to host quiet, considerate and respectful guests. Long term stays are available. Party or event are strictly forbidden.

SuperHost 2BD w/Ensuite City Stay 3PRKNG T/Station
Discounted weekly & monthly stays! Step into a haven of style & comfort, modern decor & an abundance of natural light. The open-plan kitchen, dining/living area is cozy & inviting, while both bedrooms offer private ensuites & direct access to your own patio to unwind after a day of adventure. Oxfords Landmarks: Bodleian Library, Ashmolean Museum, & Oxford Castle. Love to shop? Westgate & Bicester Village are your go to’s. London? Under an hour by train. Leisure/Business we got you covered!

Luxury house: 4 ensuite bedrooms,big car parking
Step into this bright, modern 4-bedroom, 5-bath home in Headington, perfect for groups, professionals, or anyone visiting Oxford. Enjoy a fully equipped kitchen, cozy living spaces, fast Wi-Fi, large TV, and a private garden, all designed for comfort and convenience. Relax after exploring Oxford’s city centre, universities, and parks, or unwind in the comfortable living areas. With free private parking and a quiet residential location, this home is a peaceful and practical base for your stay.

17th Century Barn in quiet country village
A 17th Century Hay Barn 7 miles from Oxford and in the same village as ‘Le Manoir aux Quat’ Saisons’. Enjoy a glass of bubbles on your own private terrace before strolling to dinner at this famous Cotswold stone Manor. Fully wheelchair accessible & with private parking this unique property is the perfect place for a few days away walking in the nearby Chilterns, exploring Oxford’s Colleges & Cafes, visiting Art & Literary Fairs or attending appointments at Oxford’s many leading hospitals.

The Coach house in Oxford
The Coach house, a lovely brick cottage built ~1880, has been renovated to provide an open plan, stylish interior. Upstairs sleeps 5 people with a downstairs bathroom. The historic city of Oxford (easily accessible by bus) provides plenty to do and the Thames and Cotswolds are lovely walking areas nearby. The cottage has it's own patio and garden area with trampoline. There is table football, games and books. Off road parking available. It is situated in the grounds of the owner's home.

Spacious 3-Bedroom Family Home in Oxford
Professionally cleaned and sanitised after each stay. A comfortable, fully furnished three-bedroom home in a quiet Oxford neighbourhood—just 10 minutes by car or 15 by bus to the city centre. Features a modern kitchen (installed last year), cozy living area, and quality furnishings throughout. Bedding, towels, and kitchen essentials are all included. Fast Wi-Fi and free off-street parking make it ideal for both short visits and longer, more relaxed stays. Strictly no parties at any time.

Lovely studio apartment close to Oxford
The Loft is a lovely self-catering, studio flat for 2 people close to Oxford, we are 2.6 miles from Oxford. We are a few minutes from all the tourist attractions of the historic city of Oxford including, the University Colleges, the Ashmolean Museum, Pitt Rivers Museum, the Bodleian Library, the Thames for punting, the Westgate shopping centre, University Parks, Port Meadow etc. We are 30 minutes drive from Blenheim Palace and 20 minutes from Bicester Village outlet shopping centre.

The Annexe! A self contained Studio for 2 People
The ideal, cosy retreat in Headington! Re-decorated in Autumn 2024, the Annexe is a fully furnished and well equipped space, making a great and comfortable base for couples or solo travellers. With nearby great bars, restaurants, cafes, parks and shops, the property is also within walking distance of the John Radcliffe, Nuffield, Manor and Churchill hospitals as well as Oxford Brookes University. There are excellent transport links into Oxford city centre, London and major airports.

Chic 2 Bedroom East Oxford Home with Parking
Beautifully furnished, modern and stylish 2 bedroom home in the heart of East Oxford with designated off-street parking and a peaceful shaded garden. Fully equipped kitchen, comfortable living/diving room, and stunning power shower. Located in a real foodie hotspot and only 1 mile from Oxford's High Street (a nice walk or short bus ride), this is a perfect base for exploring everything the city has to offer. *Host My House manages this property which is owned by Kate Doornik*

Modern Oxford Flat
We would like to reassure our guests that we are undertaking all the necessary precautions to help minimise the spread of COVID-19 (Coranovirus) and are following government guide lines. Our flat is self contained and cleaned to a very high standard. The property is a converted modern and refurnished flat with excellent light and insulation. Quiet location with shop and bus stop on the doorstep. Easy and short distance to Hospitals, Headington, City Centre and London bus stop.

The Pool House
Relax and reset at the Pool House. The Pool House provides a quiet location where you can relax away from the world. Swim in our pool, heated during the warmer months. During the colder months enjoy a cold plunge, beneficial for body and mind. Ease your aches and muscles in the hot tub. Please note: you are using the pool and hot tub at your own risk, there is no life guard! Please watch children and non swimmers in the pool and hot tub at all times.

Fig at Church Farm Retreats - Unique Country Stay
Fig is a one of a kind, stylishly furnished one bedroom self-catered holiday retreat consisting of a cosy open plan living room, separate modern kitchen, rustic wooden cladded partitioned bedroom with king size bed and ensuite shower room. With onsite parking for one car, landscaped garden with patio and bistro table overlooking the countryside and tennis court alongside the owners main farm house.
Popular amenities for Headington family-friendly rentals
Family-friendly home rentals with a hot tub

Countryside Retreat with hot tub

Idyllic 2-bedroom rural lodge with hot tub

Edie Shepherd Hut, Alpacas & Hot Tub – Oxford

The Mirror Houses - Cubley

Luxury 5 bed house with hottub nr Bicester Village

Oxford - hot tub, games room, parking, arcade

Copse Lodge at The Chilterns View

‘The Oxford Down’ - Shepherds Hut in The Cotswolds
Family- and pet-friendly home rentals

Stunning country retreat or romantic mini break

Beautiful Oxford House with parking + EV charger
No 90. A beautiful home in historic Oxford

Dog Friendly Cottage 15 minutes to Oxford

Luxury Shepherd's Hut with stunning sunset views!

Cotswold Barn nr Soho Farmhouse Diddly Squat

Boutique couples hideaway – "The Den"

Elegant Countryside Cottage near Oxford
Family-friendly home rentals with a pool

The Dovecote, a cottage set in a peaceful garden

The Mill House

Magdalen Cottage at Oxford Country Cottages

Ingleby Retreat! Oxfordshire Countryside

Hoarstone - Cosy country cottage

Cotswold Cottage Pet Friendly Retreat with pool

Entire guest suite in Marcham

Walks, pubs, tennis Squadron Headquarters, Wilcote
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $223 SGD | $239 SGD | $255 SGD | $263 SGD | $286 SGD | $304 SGD | $328 SGD | $296 SGD | $291 SGD | $286 SGD | $269 SGD | $262 SGD |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 14°C | 11°C | 7°C | 5°C |
Quick stats about holiday rentals that are family-friendly in Headington

Total holiday rentals
Explore 420 holiday rentals in Headington

Nightly prices starting at
Headington holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 15,140 verified reviews to help you choose

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wifi availability
420 of Headington holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Headington rentals

4.7 Average rating
Headington stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with a washing machine and dryer Headington
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- Family-friendly rentals Oxfordshire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Cotswolds AONB
- Paddington
- Big Ben
- British Museum
- Covent Garden
- Marble Arch
- St Pancras International
- Hampstead Heath
- Buckingham Palace
- Tottenham Court Road
- Kings Cross
- Natural History Museum
- Wembley Stadium
- Piccadilly Theatre
- Trafalgar Square
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Olympia Events
- Russell Square
- Camden Market
- Clapham Common
- Alexandra Palace
- University of Oxford




