Kid-friendly holiday rentals in Chester

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Top-rated family-friendly rentals in Chester

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Guest favourite

Place to stay in Great Boughton

4.99 out of 5 average rating, 148 reviews

Idyllic Chester Studio on River Dee. “River View”

Just over a mile from vibrant Chester City Centre, this stylish studio with dedicated parking has fabulous views across the river. An “All Year” destination. The well appointed studio has fast WiFi and bi-fold doors, looking out to the private terrace area, BBQ & fire pit. Watch the boats go by and the beautiful sunsets. Convenient for visiting Roman walls, amphitheatre, shops, restaurants, boat trips, world famous Zoo, Cathedral, Racecourse, Liverpool, Wales River canoes/SUPs and bikes welcome

31 Mar – 7 Apr

$159 SGD per night

Guest favourite

Cottage in Cheshire West and Chester

4.98 out of 5 average rating, 249 reviews

Towpath Cottage, canalside self-contained cottage

Towpath Cottage, part of a converted Victorian bakery, is situated alongside the Shropshire Union Canal. It is set in its own little courtyard and entrance is from the well-lit canal towpath, with Chester city 15 minutes walk to the left and the Cheshire countryside to the right. Self contained, upstairs comprises one generous bedroom with king size bed and en suite bath/shower room. Downstairs has a comfortable lounge with adjoining kitchen-diner. The cottage is available for adults only.

25 Dec – 1 Jan

$138 SGD per night

Guest favourite

Flat in Cheshire West and Chester

4.98 out of 5 average rating, 217 reviews

34 Cuppin St -Luxury Chester City Centre apartment

Brand new 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.

20–27 Dec

$167 SGD per night

Guest favourite

Barn in Cheshire West and Chester

4.99 out of 5 average rating, 196 reviews

Stylish Barn Retreat, Spa Treatments, Private Chef

Beautiful barn retreat with no minimum night stay - one night stays are available. 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.

23–30 Aug

$425 SGD per night

Guest favourite

Barn in Tarvin Chester

4.97 out of 5 average rating, 112 reviews

Barn Conversion, beautifully restored.

The SWALLOWS PAD is set in the owners 1.5 acre plot, offering beautiful views of the Cheshire countryside, less than 5 min walk to Tarvin village. This 200yr old former shippon has been restored and stylishly finished to provide a wonderful retreat for 4, harmoniously blending traditional features with a contemporary feel. Conveniently located just off the A51, nestled within private grounds along with the owners property, its a great base to explore this picturesque area. Chester 6.5 miles

2–9 Feb

$206 SGD per night

Guest favourite

Guest house in Upton

4.96 out of 5 average rating, 136 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 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.

8–15 Jan

$164 SGD per night

Guest favourite

Place to stay in Chester

4.99 out of 5 average rating, 190 reviews

700+year old Historic Manor

Step back in time and explore the wonders of this 700+ year old Grade 1 listed Manor house, just 18 minutes drive to Chester City Centre. Enclosed in a time capsule of exposed sandstone and oak timber work, once stayed in by King Edward I in 1277, this rare, incomparable find is not one to let pass by. Immerse yourself in medieval history with this beautifully restored building, making your stay unforgettable. Found in a quaint farm village, set in the idyllic Cheshire countryside.

25 Nov – 2 Dec

$253 SGD per night

Guest favourite

Flat in Cheshire West and Chester

4.95 out of 5 average rating, 258 reviews

The Courtyard Apartment with Private Hot Tub

A beautifully renovated courtyard apartment with private hot tub and the benefit of free off-road parking. The Courtyard Apartment is close to the city centre and full of character and charm, with a private entrance hall, en-suite and well-equipped kitchen area. The highlight is the private courtyard with hot tub, electric awning and both outdoor and covered seating areas, a rare find so close to the city centre and the perfect place to relax after a busy day exploring Chester.

9–16 Aug

$240 SGD per night

Guest favourite

Cottage in Cheshire West and Chester

4.98 out of 5 average rating, 198 reviews

Character cottage within city walls, free parking

Roman Walls cottage is a refurbished 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 retaining many features including low beamed ceilings and inglenook fireplace offering the perfect stay for two people.

16–23 Aug

$192 SGD per night

Guest favourite

Flat in Chester

4.95 out of 5 average rating, 437 reviews

In the heart of the city - with parking & terrace

Our modern apartment is unique in its perfectly central location, allocated parking and large outside terrace. Set in a side street, a walk of seconds will literally find you in the heart of the city's main shops, cafes and restaurants, and a few minutes walk will take you to the city's Roman walls, riverside, historic sites and Chester racecourse. This is without doubt the most centrally placed apartment in Chester with parking and a extensive outside terrace.

5–12 Jul

$217 SGD per night

Guest favourite

Townhouse in Cheshire West and Chester

4.93 out of 5 average rating, 255 reviews

Honey Dear. Excellent Chester city centre 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 wine and milk and goodies with every booking.

12–19 Feb

$182 SGD per night

Guest favourite

Flat in Cheshire West and Chester

4.94 out of 5 average rating, 135 reviews

The One, Chapel Place... Luxury Converted Chapel

A unique Mezzanine Top Floor 1 Bedroom Apartment in a converted Chapel in the city walls in the heart of Chester City. Stained Glass Windows & beautifully restored original 1866 features are found throughout the apartment, perfectly complimented by state of art fittings & contemporary décor. Every detail has been carefully chosen to both compliment the building & enhance your stay, making it the perfect choice for exploring & enjoying Chester!

25 Sep – 2 Oct

$194 SGD per night