
Family-friendly holiday rentals in Headington
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Headington

Total holiday rentals
Explore 460 holiday rentals in Headington

Nightly prices starting at
Headington holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 16,390 verified reviews to help you choose

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wifi availability
450 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
Top-rated family-friendly rentals in Headington
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

New modern 4 bed, 3.5 bath house, free parking
A modern, spacious 4-bedroom, 3.5-bath house in a quiet residential area of Risinghurst. The home is bright, comfortable, and well equipped, with a fully fitted kitchen, fast Wi-Fi, large TV, washing machine, and free private parking. Ideal for families, professionals, and groups visiting Oxford, with easy access to the city centre, hospitals, and universities. This property is not suitable for babies or young children. There is no cot, high chair, or baby gates, more details in safety section.

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.

Boutique couples hideaway – "The Den"
1-night stays welcome! Privacy, peace and tranquility along with a generous artisan breakfast hamper await couples at ‘The Den’. Single guests also welcome & furry friends too! Just 6 miles from central Oxford. Completely self-contained, refurbished to the highest of standards. Super-comfy double bed, lounge area with Smart TV inc Netflix, WiFi, kitchenette with Belfast sink, mini fridge, microwave, toaster & kettle plus a beautiful en-suite inc fluffy towels & toiletries. Private patio.

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.

Oxford - Private Flat + Parking
Spacious Ground Floor 2 Bedroom Flat in Northway. Very close to central shops, restaurants, theatres, Oxtord University campus & Oxford Brookes University Campus, 10 minute drive to the centre of Oxford where you can explore the fascinating history of Oxford, Access to all high end clothing shops, Bodleian library, Museums etc. 5 minute walk to John Radcliffe hospital 15 minute walk to headington shops Bus stops to access the centre of oxford with buses running every 10-15 minutes.

The Windmill Blackthorn Hill, Nr. Bicester Village
Featured in the 'Times Newspaper' Top 10 best Places to Stay with Spectacular Views: "A truly amazing experience." Perfect for a romantic escape for 2 or a memorable getaway with family or friends, sleeping up to 4 adults max (+13), with reduced rates for couples wishing to use a single bedroom. If you’d prefer to use both bedrooms, the second bedroom can be prepared for a small additional one-off fee. Bookings for three or four guests automatically include both bedrooms.

Lovely 1-bed Annexe in LyeValley
Escape to the tranquility of Lye Valley in Headington. Our family-friendly accommodation, nestled on a peaceful residential street, provides a serene retreat. Surrounded by nature reserves and playgrounds, it's an ideal spot for families. ➣ Close to Churchill Hospital, Nuffield Hospital & Brookes University, it caters to medical & academic needs. ➣ A short bus ride from the Oxford city center offers easy access to landmarks like the Radcliffe Camera & Oxford Colleges.

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.

Cozy 1BR in Headington, Oxford w/ off-road Parking
Our cozy one bedroom apartment in Headington, Oxford is the perfect home away from home. With its newly renovated interior, underfloor heating, and private parking, you'll have everything you need for a comfortable and convenient stay. The apartment is fully equipped with a 50 inch TV and a fully equipped kitchen, so you can enjoy all the comforts of home. The bright and fun decor will make you feel right at home as soon as you walk through the door.

Modern Stylish Studio flat Sleeps 3
A modern self-contained studio garage conversionwith mezzanine floor done to a high standard. This contemporary living is located close to all Oxford hospitals and the BMW plant as well as the beautiful Shotover County Park. It is also a mile away from major bus terminal serving airports and Central London and walking distance from bus routes to Oxford city. Parking is also available on forecourt.

Stylish sleek retreat - 2 floors
*PLEASE NOTE* The only bathroom in the property is a en-suite for the master bedroom. This beautiful apartment is located in the heart of Oxfordshire offers a modern yet homely feel for your next getaway regardless If you're visiting for business, leisure, or an escape, you'll find everything you need at this location.
Popular amenities for Headington family-friendly rentals
Family-friendly home rentals with a hot tub

Shepherd's Hut, Hot Tub & Fire pit Oxford

Kennedy Villa (5 Bed House with Hot Tub)

Countryside Retreat with hot tub

Idyllic 2-bedroom rural lodge with hot tub

Edie Shepherd Hut, Alpacas & Hot Tub – Oxford

Luxury self-contained Annexe with balcony Jacuzzi

Hornbeam Cottage

The Mirror Houses - Cubley
Family- and pet-friendly home rentals

Gardeners’ Cottage (Georgian stable conversion)

The Hayloft - luxury country retreat

Beautiful Oxford House with parking + EV charger

60ft narrowboat, sleeps 6, central Oxford

Luxury Oxfordshire Cottage | Dogs | Pub

Lovely studio apartment close to Oxford

Secret little hideaway - with proximity to Oxford

The Garden Room
Family-friendly home rentals with a pool

The Mill House

Luxury Cotswolds Estate with Pool

Beautiful Home in Great location

Blackthorn

Stylish Oxford villa near Summertown & Cotswolds

Magdalen Cottage at Oxford Country Cottages

Ingleby Retreat | Luxury Oxfordshire Escape

The Dovecote - Cosy & quirky canal-side cottage
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $249 SGD | $252 SGD | $259 SGD | $264 SGD | $288 SGD | $306 SGD | $330 SGD | $298 SGD | $293 SGD | $288 SGD | $271 SGD | $263 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 |
Destinations to explore
- Rentals with a patio Headington
- Rentals with breakfast Headington
- Smoking-friendly rentals Headington
- Bed and breakfasts Headington
- Pet-friendly rentals Headington
- Townhouse rentals Headington
- Serviced apartment rentals Headington
- Rentals with a hot tub Headington
- Guest house rentals Headington
- Flat rentals Headington
- Apartment rentals Headington
- Rentals with a fireplace Headington
- Rentals with an EV charger Headington
- Rentals with a firepit Headington
- House rentals Headington
- Rentals with lake access Headington
- Rentals with a washing machine and dryer Headington
- Rentals with outdoor seating Headington
- Family-friendly rentals Oxfordshire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- Emirates Stadium
- Silverstone Circuit
- Cotswolds AONB
- Clapham Common
- University of Oxford
- Buckingham Palace
- Thorpe Park Resort
- Stonehenge
- Blenheim Palace
- Chessington World of Adventures Resort
- Alexandra Palace
- Big Ben
- Windsor Castle
- LEGOLAND® Windsor Resort
- British Museum
- London Eye
- Primrose Hill
- Lower Mill Estate





