Family-friendly vacation rentals in Chester

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 450 vacation rentals in Chester

  • Nightly prices starting at

    Chester vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 25,790 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

    450 of Chester vacation 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 favorite
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, 405 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 favorite
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 favorite
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, 105 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 favorite
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 favorite
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 favorite
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 favorite
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 favorite
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 favorite
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.
Condo in Chester
4.93 out of 5 average rating, 120 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 favorite
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 favorite
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

Guest favorite
Townhouse in Chester
4.91 out of 5 average rating, 362 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.

Popular amenities for Chester family-friendly rentals

When is the best time to visit Chester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 602ﺩ.ﺇ 588ﺩ.ﺇ 573ﺩ.ﺇ 639ﺩ.ﺇ 698ﺩ.ﺇ 694ﺩ.ﺇ 735ﺩ.ﺇ 738ﺩ.ﺇ 676ﺩ.ﺇ 665ﺩ.ﺇ 632ﺩ.ﺇ 705
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