Family-friendly vacation rentals in Headington

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Popular amenities for Headington family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A crystal-clear swimming pool is surrounded by stone paving, with lounge chairs placed nearby. A large conservatory can be seen in the background, featuring a glass roof. The house exhibits traditional timber framing and is set within a lush green landscape.
Home in Christian Malford
4.97 out of 5 average rating, 184 reviews

Superb Farmhouse with pool, hot tub and fast wifi

CatherineRating, 5 stars2 weeks ago
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!
Guest favorite
A modern cabin is set against a dusk sky, featuring a deck area with seating arrangements and a covered space for a hot tub. The exterior showcases a blend of wood and metal elements, while soft lighting enhances the inviting entryway.
Tiny home in Mickleton
4.9 out of 5 average rating, 240 reviews

Little Country Houses - Finley's Fort + hot tub

LewisRating, 5 stars3 days ago
Had the most amazing few days away, spotless cabin in a beautiful location. Will 100% be coming back. 5*
Guest favorite
A spacious open-plan living area is shown, featuring large floor-to-ceiling windows that provide views of the lake and natural surroundings. A comfortable seating area is visible, alongside a hot tub on an adjacent outdoor deck. Sunlight fills the room, creating a bright and airy atmosphere.
Home in Cerney Wick
4.9 out of 5 average rating, 153 reviews

Mayflower Lodge | Lakeside | Hot Tub | Kayak

EmilyRating, 5 stars3 days ago
What can I say…the house was just perfect for our stay. Beautifully appointed, clean and luxurious. What a treat to have a coffee in the sunshine in the mornings, overlooking the lake. Cotswold Water Park Retreats were amazing. Very easy to book paddle boards in advance, great communication and the hot tub was checked at least twice while we were there. It’s like everything was thought of. It made it so easy for me and my family to focus on spending time together. I wouldn’t hesitate to recommend a stay here to anyone and I would love to come back.
Guest favorite
The exterior of a traditional Cotswold stone cottage is displayed, featuring light-colored stone walls. A small balcony extends from the upper level, and the entrance door, framed by windows, is painted in a soft green shade. The clear blue sky creates a serene backdrop.
Home in Somerford Keynes
4.85 out of 5 average rating, 126 reviews

Dog friendly stay with hot tub & 4 swimming pools

LauraRating, 5 stars2 weeks ago
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!
Guest favorite
An outdoor area is presented, featuring a covered cabin with a metal roof. A hot tub is positioned adjacent to a dining set under an umbrella. Surrounding greenery offers privacy, while a spacious lawn provides open space for relaxation.
Cabin in Oxfordshire
4.95 out of 5 average rating, 840 reviews

Rectory Farm Retreat

PollyRating, 5 stars2 weeks ago
It was so quiet and peaceful, felt so relaxed and comfortable, hope to come back again
Top guest favorite
The exterior of a turret-style house is displayed, featuring a light-colored facade and multiple windows. The lush green lawn leads towards a serene lake, with trees and nearby houses visible in the background under an open sky.
Home in South Cerney
4.97 out of 5 average rating, 300 reviews

Waddle-On-Inn. A Lakeside Turret with Hot Tub

KevinRating, 5 stars1 week ago
Stayed for 3 nights for a get together with old friends. Weather was lovely and so we sat straight by the lake with a beer and spit of fishing. The views are fantastic and the surroundings are beautiful. Inside the place was spotless with lots of Room even with 5 of us inside. All the amenities we required were on hand. Good WiFi meant we were all able to communicate without any issues. The hot tub was the icing on the cake. Pure bliss! Walked over to the old boat house for a meal and drinks and then also walked to the Eliot arms for another great meal out. Didn’t want it to end. Would highly recommend this to either a family or group of friends. Awesome!
Guest favorite
A modern, mobile tiny house is showcased with a striking black exterior and large glass windows. The structure is positioned on a gravel path, surrounded by lush green grass and trees, creating a connection to the outdoor landscape.
Shepherd’s hut in Hook Norton
4.95 out of 5 average rating, 128 reviews

Apple Hut - The Orchard - Lower Nill Farm

LeeRating, 5 stars5 days ago
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!!
Superhost
A large decking area extends out toward the tranquil lake, featuring a private hot tub on one side. Comfortable lounge chairs sit beside a shaded table, with lush greenery surrounding the water's edge. The modern home is positioned against a cloudy sky.
Home in Cerney Wick
4.92 out of 5 average rating, 174 reviews

Malachite Lakehouse | Hot Tub & Dog Friendly

NarenRating, 5 stars1 day ago
The accommodation was superb! However, please note that we had booked it for a group of 8 men participating in the Ultra Challenge 53km charity walk. The group may have made a bit of noise, though we did our best to keep it to a minimum. We also tried to be mindful with the use of the hot tub.

Family- and pet-friendly home rentals

Guest favorite
A spacious, modern kitchen features sleek, dark cabinetry paired with wood accents. A large oven stands prominently, complemented by stainless steel appliances. Natural light floods the room through skylights, illuminating the wooden floor and enhanced by decorative wall tiles.
Home in Marston
4.91 out of 5 average rating, 80 reviews

No 90. A beautiful home in historic Oxford

ElizabethRating, 5 stars2 days ago
We loved this home from the moment we arrived. From the beautiful kitchen, amazing house plants, and super cozy garden. Our kids loved their room. We all commented on how good we all slept in the great beds. Maggie was always responsive to my messages. We would totally recommend this place to anyone. Very close to all the happenings, but with the peacefulness of a neighborhood.
Guest favorite
The kitchen showcases wooden cabinetry and dark countertops, equipped with a gas stove, oven, and sink. Natural light is provided by two windows and a variety of utensils is organized on the countertop, creating a functional cooking space.
Boat in Jericho
4.8 out of 5 average rating, 651 reviews

60ft narrowboat, sleeps 6, central Oxford

KaterinaRating, 5 stars4 weeks ago
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.
Superhost
The living area includes a comfortable sofa and a wall-mounted television. A dining table with four chairs is positioned nearby, surrounded by large windows that allow natural light to fill the space. Light wood flooring complements the neutral wall tones.
Apartment in Headington
4.74 out of 5 average rating, 105 reviews

Headington Shark Apartment

MilcahRating, 5 stars1 month ago
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.
Top guest favorite
A lovely cottage exterior features wooden cladding and large windows, providing ample natural light. A stone patio leads to a garden area with outdoor dining furniture and an umbrella. Potted flowers add a touch of color, with scenic countryside hills visible in the background.
Guesthouse in Chipping Norton
4.94 out of 5 average rating, 110 reviews

Hoarstone - Cosy country cottage

RachelRating, 5 stars1 week ago
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.
Top guest favorite
A spacious bedroom is presented with a king-size bed adorned with hotel-quality linens. Flanking the bed are two bedside lamps providing soft illumination. A vintage dressing table and chair are positioned nearby, complemented by a stack of antique suitcases at the foot of the bed.
Cottage in Brill
4.88 out of 5 average rating, 127 reviews

Elegant Countryside Cottage near Oxford

JamesRating, 5 stars3 weeks ago
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.
Superhost
The exterior of the barn conversion features a charming mix of stone and timber. Large glass doors invite access to the interior, while a spacious dining table is set outside on a well-maintained lawn, surrounded by open green space.
Home in Oxfordshire
4.87 out of 5 average rating, 227 reviews

Barn conversion, Henley-on-Thames

MinchanRating, 5 stars1 day ago
We had a lovely time at Sarah's place. It's as the photos suggest and is in a very peaceful surrounding. The barn is next to Sarah's family home, but the way it is oriented means you get plenty of privacy. Thank you for letting us in to your home. We all had a lovely quality time with friends.
Top guest favorite
A spacious living area is highlighted by natural light from the skylight and glass doors. A sectional gray sofa, accompanied by a red armchair, faces a wooden table. Decorative elements include a vintage paddle on the wall, enhancing the room's character.
Home in Iffley
4.89 out of 5 average rating, 71 reviews

1 bed house with parking & garden

KateRating, 5 stars3 weeks ago
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!
Guest favorite
A bright, open-plan kitchen and dining area is featured, showcasing wooden cabinetry and a dining table with colorful striped tableware. A patterned area rug adds warmth to the wooden flooring. Large windows provide natural light and views of the surrounding greenery.
Chalet in Benson
4.91 out of 5 average rating, 282 reviews

Mizpah Ecolodge

GerardRating, 5 stars1 month ago
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.

Family-friendly home rentals with a pool

Superhost
Home in Somerford Keynes
4.88 out of 5 average rating, 72 reviews

Peaceful lakeside retreat, in a private gated area

RajeevRating, 5 stars2 months ago
Beautiful place. We enjoyed every bit of it. Perfect location for peaceful time out from the busy schedule. We will definitely come back for longer stay next time.
Guest favorite
A wooden summerhouse is surrounded by a vibrant garden filled with tall yellow flowers and lush greenery. A wooden deck extends from the house, creating a welcoming entrance. The sturdy chimney indicates the presence of a wood stove inside.
Guesthouse in Cotswolds
4.85 out of 5 average rating, 224 reviews

Summerhouse with wood burning stove

JamieRating, 5 stars4 months ago
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.
Top guest favorite
The exterior of the cottage is highlighted by its charming brick facade and large windows, surrounded by a lush garden filled with various plants. A seating area is visible in the garden, creating a serene outdoor space, complemented by flowering shrubs and trees.
Cottage in Buckinghamshire
4.97 out of 5 average rating, 355 reviews

Family friendly - rural, detached, home from home

SarahRating, 5 stars1 week ago
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
Superhost
Modern lakeside lodges are depicted, featuring expansive glass facades and balconies overlooking the serene water. The natural surroundings include tall grasses and soft foliage, enhancing the tranquil setting. Each lodge showcases a blend of contemporary architecture and natural materials.
Home in Somerford Keynes
4.81 out of 5 average rating, 142 reviews

Pennyroyal Lodge - HM31 - Lakeside Spa Property

Ashik MohammedRating, 5 stars2 weeks ago
Calm place and well maintained, we enjoyed the stay.
Superhost
A large outdoor swimming pool is surrounded by lush greenery and mature trees. Two yellow deck chairs are positioned by the poolside, inviting relaxation. The pool features steps leading into the water, and sunlight reflects off the clear, inviting surface.
Cottage in Southrop
4.84 out of 5 average rating, 254 reviews

Beautiful Old Cotswold Cottage with shared pool

LimorRating, 5 stars2 weeks ago
We are all family of four, we really enjoyed our stay, the cottage is just as described both in the pictures and the listing details. the surroundings are beautiful and peaceful, the perfect get away! Rachel was very responsive and helpful. We all had a wonderful time and hope 5o be back soon!
Guest favorite
A serene pool area is framed by stone paving and flowering plants. The pool, reflecting the clear sky, is surrounded by a sun patio with seating. Lush greenery and rolling hills are visible in the background, creating a peaceful outdoor retreat.
Condo in Chedworth, Cheltenham
4.93 out of 5 average rating, 338 reviews

Cosy, rural apartment with breakfast hamper

OliverRating, 5 stars3 weeks ago
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.
Superhost
A contemporary wooden building features large windows and a pitched roof. A grassy area is seen in front, where a child performs a handstand. Nearby, a family sits at a picnic table, while another child plays in a light dress, contributing to a relaxed outdoor atmosphere.
Apartment in Somerford Keynes
4.79 out of 5 average rating, 19 reviews

Pochard (HM109), apartment at Lower Mill Estate

KimRating, 5 stars5 months ago
Lovely clean place on a lovely site. There was a thoughtful little hamper of some food and milk and a treat box for our dog when we arrived which was a nice touch! Wish we had stayed longer, the pool and cafe were great! The terrace was massive with lots of chairs on and we’d love to come in the warmer months!
Superhost
A contemporary building features a striking architectural design with expansive glass walls reflecting the sky. An inviting outdoor pool extends in front, blending seamlessly with the natural surroundings. Comfortable lounge chairs are positioned nearby, offering ideal relaxation spots.
Home in Somerford Keynes
4.73 out of 5 average rating, 147 reviews

Stunning Cotswolds Lake House with Spa Heat Pool

AshwinRating, 5 stars4 weeks ago
Fantastic place on Howells Mere Lake within the Lower Mill Estate. We had a lovely stay here with our kids. MT was very helpful and responsive and ensured the place was ready for us at short notice. The setting is breathtaking overlooking the lake. The lovely open plan kitchen and living space really frame this. We also loved the second balcony next to the bedrooms and the hammock. Ideally located with nearby playgrounds, tennis courts, swimming pool/spa and restaurants. We will return!

Quick stats about vacation rentals that are family-friendly in Headington

  • Total rentals

    370 properties

  • Nightly prices starting at

    G$6,276 GYD 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

  • Wifi availability

    370 properties include access to wifi

Destinations to explore