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Family-friendly holiday rentals in Chester

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Chester

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
Home in Mouldsworth
4.97 out of 5 average rating, 239 reviews

Luxury stay near Chester with hot tub and land

@ForestStablesHolidays is situated in a sought after quiet village and set in over 3 acres of private landscaped gardens & land, with undisturbed views across open farmland. It is a beautifully presented detached barn conversion with outstanding accommodation and superb spec throughout. Recently renovated to the highest standard, the property offers luxury accommodation within walking distance to the renowned gastropub, The Goshawk and train station, offering a service to Chester within 10 min.

Top guest favourite
A bright dining area features a wooden table surrounded by light-colored furniture. A plant adds a fresh touch, while soft lighting creates a welcoming ambiance. The space is accentuated by large windows allowing natural light and a decorative mirror enhancing the room's depth.
Townhouse in Chester
4.98 out of 5 average rating, 181 reviews

Luxury townhouse within the City walls

No 6 is right in the heart of Chester. All the sights of Chester are just a short stroll away. The racecourse, river, cathedral and all the shops, coffee stops and restaurants are so easy to reach. However the location just off the main street still provides privacy given such convenience. No 6 has been recently renovated to the very highest specification including a hand made kitchen and many hand made furnishings. All the linens are luxurious aimed at making your stay a really special one.

Top guest favourite
A spacious private garden features a hot tub surrounded by lounge chairs and small hedged shrubs. A wooden table with umbrella is visible, along with a cozy seating area. The sunlit scene offers a relaxing outdoor space ideal for enjoyment and leisure.
Cottage in Chester
4.99 out of 5 average rating, 201 reviews

Stunning Views, Hot Tub, 5 minutes to Chester

Pipers Ash is a quaint small hamlet surrounded by green belt, set at the highest point of Chester next to the historical millennium beacon. Perfectly situated just two miles from the beautiful historic Chester city centre. Take a short car ride or just half an hours walk. Chester Zoo is just five minutes drive away. There are many lovely country walks and of course some fabulous country pubs. The trendy suburb of Hoole is only 15 minutes walk. Here you will find bars restaurants and shops.

Top guest favourite
A private courtyard is showcased, featuring a sheltered seating area with comfortable furnishings and a cozy table set for outdoor dining. String lights create a gentle ambiance, complementing the rustic brick backdrop and inviting relaxation in the tranquil space.
Cottage in Coddington
4.97 out of 5 average rating, 139 reviews

Luxury Renovated Barn Conversion

Relax in this calm, stylish space. Sitting beautifully in its picturesque setting, in the grounds of the Old Rectory (occupied by your hosts). A handsome 3 bedroom barn, renovated to the highest standards, a comfortable home for 5 guests and up to two well behaved dogs. Located in a peaceful rural hamlet, it's the perfect place to get away from it all, with country walks and cycles on your doorstep. Only a 20 minute drive from Chester and easily accessible for Manchester and Liverpool.

Guest favourite
Barn in Little Budworth
4.98 out of 5 average rating, 373 reviews

The Barn at Oulton Smithy

Beautiful barn retreat with options for ~ spa treatments/massages ~ private chef Ideal for couples, families or friends in the grounds of historic Oulton Smithy. Close to Oulton Park race circuit in the pretty Cheshire countryside. The barn is set back from the Smithy with its own entrance and a stunning private hot tub. Lots to do while you’re here…massages, aromatherapy, pilates, gin making workshops, private dining all available in the barn (additional cost) Luxury touches throughout

Top guest favourite
A modern kitchen is displayed, featuring sleek cabinetry and essential appliances. A bar with two stools is positioned adjacent to the countertop. A microwave, oven, and hob are integrated within the cabinetry, complemented by a contemporary sink and ample workspace.
Flat in Chester
4.97 out of 5 average rating, 346 reviews

34 Cuppin St Luxury Chester City Centre apartment

Modern luxury apartment set within the heart of Chester City Centre walls. Set within a quiet cobbled street, the apartments central location provides access to all Chester has to offer all within a short walking distance away. The apartment has one very comfortable double king size bed, a modern bathroom with shower, WC and basin and a kitchen with hob, microwave, oven, dishwasher, fridge and all crockery and utensils for your use. Smart TVs are installed to the living area and bedroom.

Guest favourite
An open-plan living area features a stylish sofa facing a modern fireplace with a marble surround. Natural light floods the space from skylights and large glass doors, leading to an outdoor terrace. A contemporary dining area with dark cabinetry is visible in the background.
Home in Chester
4.91 out of 5 average rating, 143 reviews

Luxury central townhouse, Cinema/Private chef

Without a doubt one of the best properties in Chester! You will fall in love with this home, it's a gem and here's why: * Central location within walking distance of everything * Huge social spaces with a large kitchen and dining area and a separate living room (With smart TV and Sky TV) * Cinema room * Free parking in a secure pin pad operated garage * Outdoor terrace area * Make up room * 3 king size bedrooms * Private chef on request to create a bespoke in house dining experience

Top guest favourite
An open plan dining area features a wooden table set for a meal, accommodating six people. A potted olive tree adds a touch of greenery. Natural light illuminates the space, highlighting the contemporary art piece on the wall and the texture of the soft rug beneath.
Home in Chester
4.94 out of 5 average rating, 125 reviews

Luxury City Centre Townhouse

A unique home, centrally located in the vibrant city of Chester. The Victorian townhouse has been newly renovated to a high standard, giving it a luxury feel with plenty of space. Original features and character have been sympathetically restored, maintaining its charm with a modern twist. This house really does offer a fantastic location next to the Grosvenor Park and in close proximity to shops, coffee shops, restaurants, bars, Chester racecourse, and the Roman Amphitheatre.

Top guest favourite
The exterior of the cottage is presented, showcasing a light-colored brick facade complemented by dark window frames. Flower pots add a touch of color, while the entrance features a decorative blue door. A small seating area with a bench is visible beside the entrance.
Cottage in Chester
4.99 out of 5 average rating, 314 reviews

Character cottage within city walls

Roman Walls cottage is a unique one-bedroom cottage dating back to the 1800's. Located within the historic Roman walls on one of the most notable streets in Chester. The cottage is within walking distance to shops, restaurants/bars as well as to the Story House, Chester market, race course, river and cathedral. The cottage is full of character including low beamed ceilings, narrow spiral staircase and inglenook fireplace offering the perfect stay for two people.

Guest favourite
Home in Chester
4.93 out of 5 average rating, 160 reviews

Pixie Terrace-Fabulous Location City Of Chester 5*

Pixie Terrace is an amazing location in the heart of the historic city of Chester. Ideal for couples, families & business This beautifully decorated cottage has everything you'll need for a prefect stay. Located 5 mins from the centre & Chester racecourse ,you have on-foot access to all that Chester has to offer with independent restaurants, cafes,& shops. Pixie Terrace Chester looking absolutely stunning Privately managed by Owner.

Top guest favourite
A spacious corner sofa in soft grey fabric is complemented by decorative throw pillows, including one with a palm tree design. A wooden coffee table with storage sits in front, while a lion-themed wall art adds a touch of personality to the room.
Townhouse in Vicars Cross
4.92 out of 5 average rating, 248 reviews

Modern 3 bedroom townhouse with outside space

Relax with the whole family or friends at this peaceful place to stay. Fully modernised throughout. Approx 2.7km from Chester Zoo. Only a ten minute walk to the beautiful canal where you can stroll into the city and enjoy its sights, bars and restaurants. Bus stop approx 3 mins walk to get you into town. Local pubs and restaurants within walking distance. Excellent access to the famous Cheshire Oaks less than ten minute drive away.

Guest favourite
The kitchen features a spacious layout with modern cabinetry and a large central table surrounded by wooden chairs. A decorative rug lies beneath the table, and a retro-style light fixture hangs above. The exposed brick wall adds a warm touch to this well-equipped cooking space.
Home in Saughall
4.92 out of 5 average rating, 193 reviews

The Tack Room, Luxurious Barn Conversion,Chester

7.4kW Easee One EV charger available at 45p/kWh. Request a fob to use—bring your own cable. No 3-pin (‘granny’) charging. Message for details. Perfectly located for Chester Zoo, Cheshire Oaks, and Chester city centre—all within a 10-minute drive. Also ideal for exploring North Wales and Snowdonia—Zip World, Bounce Below, surfing, caving, walking, cycling, and climbing all within an hour.

Popular amenities for Chester family-friendly rentals

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Avg. price$170 SGD$193 SGD$206 SGD$222 SGD$243 SGD$242 SGD$256 SGD$257 SGD$235 SGD$231 SGD$220 SGD$245 SGD
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Quick stats about holiday rentals that are family-friendly in Chester

  • Total holiday rentals

    Explore 430 holiday rentals in Chester

  • Nightly prices starting at

    Chester holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 25,450 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wifi availability

    420 of Chester holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chester rentals

  • 4.8 Average rating

    Chester stays are highly rated by guests – averaging 4.8 out of 5!