Family-friendly holiday rentals in Chester

Find and book unique family-friendly homes on Airbnb

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 $72 AUD per night before taxes and fees

  • Verified guest reviews

    Over 25,790 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

    450 of Chester holiday rentals include Wi-Fi 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!

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 aerial view showcases the barn retreat set in lush greenery, with well-maintained gardens featuring symmetrical hedges and a circular seating area. The surrounding landscape includes trees and spacious lawns, creating a serene outdoor environment for guests to enjoy.
Barn in Cheshire West and Chester
4.98 out of 5 average rating, 406 reviews

Exclusive Barn Stay Spa treatments & chef on site

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
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 in Chester
4.97 out of 5 average rating, 192 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
A modern living room is featured, showcasing a large flat-screen TV mounted on the wall. A comfortable gray sofa is positioned around a glass coffee table, accompanied by a sleek lamp and framed artwork on the walls. Natural light enhances the cozy ambiance.
Home in Cheshire West and Chester
4.99 out of 5 average rating, 106 reviews

Beautiful Chester home

A beautiful and spacious 2 bedroom home, situated in a modern and established Redrow estate in Chester. Boasting with a convenient Co-op and the local countryside pub, ‘The Rake and Pikel’ at the entrance of the estate. There are five parks situated on the estate for families to play with their children, some include football courts, basketball hoops and table tennis. There are some lovely countryside dog walks to be had with the River dee being nearby. The local pub is also dog friendly!

Top Guest favourite
Home in Chester
4.97 out of 5 average rating, 249 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, 191 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, 404 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 exterior of a newly refurbished cottage is depicted, featuring light-colored walls and green window frames. A welcoming front door with a hanging lantern is positioned centrally, and decorative flowerpots line the entrance. A clear blue sky serves as the backdrop.
Cottage in Ewloe
4.92 out of 5 average rating, 345 reviews

A quaint cottage, at Aston Hill Farm, Ewloe

This is a newly refurbished cottage, which was originally a farm workers cottage, on a dairy farm. It’s quaint and very nicely finished. The log burner makes the sitting room very cosy. The cottage is attached to a stable block, and forms a u-shape of out-buildings, including our carpentry workshop. The main farmhouse is close by, but separate. We have large gardens, which guest are welcome to use, including a barbecue and pizza oven. Rural location, but close to lots of amenities.

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, 151 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 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.
Condo in Chester
4.92 out of 5 average rating, 148 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 in Chester
4.94 out of 5 average rating, 139 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.

Guest favourite
An open-plan living space is depicted, featuring a cozy sofa set alongside a wooden table laid out for dining. Natural light cascades through multiple windows, highlighting light wood flooring and the minimalist décor. A kitchen area is visible, equipped with modern appliances.
Home in Chester
4.87 out of 5 average rating, 315 reviews

ENTIRE PLACE CLOSE TO ZOO, RIVER DEE, FREE PARKING

THIS IS A (3 BED PROPERTY WITH OWN ENTRANCE) IN THE POPULAR AREA OF HOOLE IN CHESTER. THE HOUSE IS VERY SPACIOUS WITH 3 BEDROOMS CONSISTING Of EITHER 3 KINGS OR 6 SINGLES. (BEDS CAN SPLIT) 2 BATHROOMS (ONE ENSUITE), KITCHEN AND COZY LOUNGE. PRIVATE SEATING AREA OUTSIDE. LOTS OF PLACES TO VISIT IN CHESTER INCLUDING THE RIVER DEE, CHESTER ZOO, CATHEDRAL AND THE CHESTER ROWS WHICH IS BUSTLING WITH SHOPS AND RESTAURANTS. CHESTER IS A ROMAN CITY AND HAS AN AMPHITHEATRE TOO.

Guest favourite
A private garden is showcased with a well-maintained lawn, bordered by wooden fencing. A covered patio area is visible, furnished with a small table and chairs. The exterior of Maysmore Cottage is seen through French doors, inviting natural light into the open space.
Guesthouse in Chester
4.95 out of 5 average rating, 133 reviews

Charming Chester Studio with garden & free parking

With its prime location less than a mile from Chester, a private garden (fully enclosed & dog friendly) including a covered patio area, and free parking, the newly renovated Maysmore Cottage offers the perfect combination of comfort and convenience. As you step into this inviting space, you'll immediately feel at home. The open-plan studio provides a cosy retreat, perfect for relaxing after a day of exploring Chester's historical landmarks and lively streets.

Popular amenities for Chester family-friendly rentals

When is the best time to visit Chester?

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Avg. price$236 AUD$230 AUD$224 AUD$250 AUD$273 AUD$272 AUD$288 AUD$289 AUD$265 AUD$260 AUD$247 AUD$276 AUD
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