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
An outdoor fire pit is positioned in a cozy lounge area, providing warmth with a flickering flame. Behind the pit, a neatly stacked pile of firewood is showcased against a dark wood-paneled wall, while soft string lights add subtle illumination to the space.
Bungalow in Upton-by-Chester
4.96 out of 5 average rating, 318 reviews

Private Location with Hot Tub near to Chester Zoo

A two-bedroom detached bungalow with private hot tub and driveway parking. Close to Chester City Centre, about 5 to 10 minutes by car/taxi, and frequent buses stop nearby. Just a short walk to Countess of Chester Hospital, and near to some excellent pubs/restaurants. Just 5 minutes’ drive to Chester Zoo with easy access to North Wales and the motorway network. 10 minutes’ drive to Cheshire Oaks Outlet Village, Blue Planet Aquarium, and Chester Racecourse. Only a 2-minute walk to Upton Golf Club.

Top guest favourite
Barn in Little Budworth
4.98 out of 5 average rating, 388 reviews

The Barn at Oulton Smithy, chef & spa treatments

Beautiful barn retreat with hot tub and options for ~ spa treatments/massages/facials ~ private chef ~ pilates, yoga, zumba Ideal for couples, families/groups in the grounds of historic Oulton Smithy. Close to Oulton Park race circuit in the pretty Cheshire countryside. Beautiful woodland walks & country pubs nearby. The converted barn is set back from the Smithy with its own entrance, secure parking and a stunning private hot tub, it has two bedrooms & two en-suites. Luxury touches throughout.

Top guest favourite
The charming entrance features a white door framed by colorful hanging flower baskets. Lush, flowering plants in a wooden planter are positioned below the window, which showcases a grid of small panes. The brick exterior adds character to the welcoming facade.
Cottage in Chester
4.91 out of 5 average rating, 395 reviews

Gamul Place Quiet Location Within the City Walls

Situated within an extremely quiet, charming courtyard inside the Roman city walls of Chester. Close to the river this clean character cottage is perfect for a visit to the city being close to the racecourse and a stone's throw from all the main shops, restaurants and bars. Liverpool is just 45 minutes away & Cheshire Oak's close too. The cottage is tastefully decorated with modern amenities together with a number of original period features. A true home from home experience - you'll love it :)

Top guest favourite
Home in Mouldsworth
4.97 out of 5 average rating, 245 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, 182 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
The exterior of a historic brick building showcases intricate patterned tilework and distinctive architectural features. Large, mullioned windows punctuate the facade. A pathway leads to the entrance, bordered by lush greenery, reflecting the building's charming character and connection to its surroundings.
Home in Chester
4.94 out of 5 average rating, 386 reviews

Stunning Church Lodge next to City Centre

Recently refurbished this beautiful Grade 2 Listed building is located in Handbridge a very short walk from Chester City Center, the city walls and the River Dee. The house was completely renovated in 2018 to a very high standard with a beautiful bathroom including a roll top bath and shower and modern kitchen including dishwasher, coffee machine and breakfast bar. Built in 1887 the house was designed by the famous architect John Douglas and was previously owned by the Duke of Westminster

Top guest favourite
The front yard showcases a garden abundant with blooming daffodils, their bright yellow petals contrasting against lush green foliage. The charming two-story residence features dark timber framing and light-colored panels, framed by trees that enhance the natural setting.
Guest house in Upton-by-Chester
4.94 out of 5 average rating, 190 reviews

Detached. Next To Chester Zoo and near Park & Ride

The barn at Woodville is a superb apartment above a lovely detached oak framed garage offering high quality accommodation. It has parking in a gated private front garden area for 1 car and is located within yards of Chester Zoo boundary and a short walk to a pub, takeaways and shops and the city Park & Ride With it's own secure entrance the self contained property boasts a bathroom, bedroom with double bed and an open plan fully equipped kitchen and lounge area with a high quality sofa bed.

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, 207 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
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, 131 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
A large, bright living room features two curved sofas with neutral upholstery, facing a dark round coffee table. A projector screen is mounted on the wall, surrounded by illuminated shelving. Natural light filters through the window, highlighting the room's modern design.
Apartment in Chester
4.95 out of 5 average rating, 110 reviews

Penthouse with stunning views/Parking/Private chef

A perfectly located Penthouse apartment You will fall in love with the Penthouse, it's a gem, here's why: * Penthouse apartment with panoramic views of Chester Racecourse/Welsh hills * Central location within walking distance of everything * Secure, gated parking * Large, bright living room with projector screen - perfect for a movie night in * king size bedrooms, super comfy beds (both with its own bathroom) * Free standing bathtub with views on to Chester Racecourse

Guest favourite
Townhouse in Chester
4.91 out of 5 average rating, 351 reviews

Beautiful home. Sleeps 4. Prime central location!

Excellent choice for a Chester City break this year. Fresh and welcoming enjoy with friends or family. 💛 This Grade II Listed 3-storey town house is one of the closest residential homes to the centre & Race Course. Features have been sympathetically restored and the elegant décor adds to its appeal. Walking distance of Chester train station, shops, restaurants & city centre. A complimentary hamper including milk and goodies with every booking.

Top guest favourite
The exterior of a charming cottage is shown, featuring a brick façade and several windows. A small patio area is visible, furnished with a table and ornate chairs, surrounded by potted plants. Lush greenery climbs along the wall, enhancing the welcoming atmosphere.
Cottage in Chester
4.94 out of 5 average rating, 122 reviews

Delightful 2 bedroom cottage in a rural location

Delightful detached two bedroom cottage annex in a rural location, only 4 miles from the centre of Chester, with accommodation for five and all mod cons. Separate kitchen/diner and family bathroom. Outdoor seating in the courtyard and in "The Secret Garden". The rear entrance is for you and can accommodate 2 cars, or 3 by arrangement daily. There is also parking in a lay by 100 yards away.

Popular amenities for Chester family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Chester

  • Total holiday rentals

    Explore 450 holiday rentals in Chester

  • Nightly prices starting at

    Chester holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 25,790 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wifi availability

    450 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!

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