Family-friendly holiday rentals in Chester

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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
A charming red-brick end terrace cottage is depicted, showcasing Victorian architectural details. Large front windows adorned with flower boxes invite natural light. A small front garden with a white fence complements the inviting facade, and a parked car is visible on the quiet street.
Cottage
4.97 out of 5 average rating, 179 reviews

Idyllic Cottage, Hot Tub, Parking, 5 Beds Sleeps 8

The Old Post Office is the best of both worlds, an idyllic cottage feel but only 5 mins drive or 20 mins walk from Chester city centre, the train station and the racecourse. 4 good size bedrooms with 5 beds, 1 king, 2 doubles and 2 singles, lounge with open fire, dining room. Bathroom with freestanding bath and separate shower, a second WC and shower room on the ground floor, a well equipped kitchen with dining area and a delightful south facing garden with a hot tub, there is plenty of room.

Top guest favourite
An open plan sitting and dining area features exposed wooden beams and a large, rustic fireplace. A comfortable, neutral-colored sofa is complemented by an armchair, and a small coffee table sits at the center. Natural light filters in through a window, enhancing the cozy ambiance.
Cottage
4.92 out of 5 average rating, 375 reviews

Characterful City Centre Cottage, Garden & Parking

King Street is a charming cobbled street nestled in the heart of the city centre. Situated within the beautiful City Walls, guests will be able to access all that Chester has to offer including shops, restaurants, historic architecture and so much more. 29 King Street is a former Blacksmiths Cottage dating from 1773 so the property is full of character with a fascinating history. A peaceful retreat and a superb base for exploring our wonderful city, we hope everyone will enjoy their time here.

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
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
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
4.94 out of 5 average rating, 382 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
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
4.99 out of 5 average rating, 204 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
4.97 out of 5 average rating, 142 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
4.98 out of 5 average rating, 380 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 warm dining area is featured, highlighting a wooden table surrounded by six chairs. A charming wood burner is positioned within a brick fireplace. Bookshelves filled with books line one wall, and natural light enters through a window dressed with light curtains.
Cottage
4.95 out of 5 average rating, 222 reviews

Charming Canalside Cottage

Our comfortable cottage has easy access into the heart of Chester. The garden gate opens onto the canal towpath with a ten minute stroll up to our local Cheshire Cat pub. Alternatively, stay in and snuggle up with the wood burner. On a fine day, turn left out of the back gate for a pleasant 35 minute walk, following the canal directly into the beautiful city of Chester. Maybe take a boat trip on the river Dee? Alternatively, Chester Zoo is just a 10 minute drive, continuing down the A41.

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
4.97 out of 5 average rating, 348 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
4.91 out of 5 average rating, 145 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

Guest favourite
An open-plan living area is presented with a light and airy feel, featuring a comfortable sofa, a dining table set for two, and a Smart TV. Natural light enters through multiple windows, enhancing the modern furnishings throughout the space.
Apartment
4.91 out of 5 average rating, 129 reviews

Comfortable, Clean & Compact Apartment for 2

Welcome to our clean, compact & comfortable ground floor apartment nestled in the heart of Chester beneath the historical Lead Shot Tower. This delightful 1 bedroom apartment offers a perfect retreat just a short 10 minute stroll from the vibrant & historical Chester City Centre. Immerse yourself in the charm that Chester has to offer as you take a leisurely walk through Chester's charming and historical streets, with Chester Race Course just a 15 minute walk through the City Centre.

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
4.94 out of 5 average rating, 126 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.

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 430 holiday rentals in Chester

  • Nightly prices starting at

    Chester holiday rentals start at £30 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!

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