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 480 vacation rentals in Chester

  • Nightly prices starting at

    Chester vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

  • Verified guest reviews

    Over 26,130 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 160 rentals that welcome pets

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wi-Fi availability

    480 of Chester vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chester rentals

  • 4.7 Average rating

    Chester stays receive an average rating of 4.7 out of 5 from guests

Top-rated family-friendly rentals in Chester

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top 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, 413 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
The kitchen and dining area showcase a modern design with a central island and three bar stools. A dining table is set with place mats, and a bowl is featured at the center. Black cabinetry, stainless steel appliances, and natural light create a welcoming ambiance.
Home in Chester
4.99 out of 5 average rating, 163 reviews

STUNNING 3-BED PARKING GARDEN FANTASTIC LOCATION

Located in the popular suburb of Handbridge this newly refurbished property is a short distance from the city centre. The racecourse, theatre & history galore are all a short stroll away. Despite this the property is situated on a quiet no through road, boasts off road parking for 2 cars and a very pleasant garden. The house sleeps 6 with 2 double beds and large bunks in the third bedroom. A travel cot is also available on request. Full fibre broadband and some daily essentials are included.

Guest favorite
Home in Chester
4.97 out of 5 average rating, 253 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 cozy living area features a comfortable sofa adorned with decorative pillows. Natural light shines through large glass doors, leading to the courtyard. Two woven pendant lights hang from the ceiling, illuminating the kitchen area with dark green cabinetry and modern appliances.
Home in Chester
4.94 out of 5 average rating, 117 reviews

Great position within City Walls

Albion Place is a two bedroom tastefully renovated house set within the famous Chester City walls. The house is a few steps from the river Dee and the city centre. The property has 2 bedrooms, one with a king size bed and the other a double bed. Both rooms have fitted wardrobes, USB phone chargers and hairdryers. The kitchen is fully fitted with quality appliances, Nespresso coffee machine, fridge freezer, washing machine and comfortable dining area. Large patio doors lead to the courtyard.

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, 408 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
The image shows a modern bedroom with a freestanding bath in view. Large glass doors provide a seamless connection to the outdoor patio. Soft ambient lighting is created by two pendant lamps, and warm brick walls enhance the welcoming atmosphere.
Barn in Nantwich
4.96 out of 5 average rating, 200 reviews

Luxury dog-friendly barn near Nantwich and Chester

Escape to Little Barn, a beautifully renovated wing of a luxury barn nestled in the heart of the Cheshire countryside. Perfect for couples seeking a romantic getaway, families with young children or dogs looking to recharge, and guests attending weddings in the area. Just minutes from the historic market town of Nantwich and close to the city of Chester, Little Barn offers the ideal blend of peaceful seclusion and easy access to Cheshire’s finest attractions, restaurants, and wedding venues.

Top guest favorite
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, 228 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 favorite
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 in Christleton
4.95 out of 5 average rating, 244 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 favorite
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.
Apartment in Chester
4.97 out of 5 average rating, 383 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.

Top guest favorite
The living area showcases a stylish arrangement with a tufted sofa and leather armchairs. Two side tables hold decorative lamps, while natural light floods in through large glass doors that open to a patio, enhancing the connection between indoor and outdoor spaces.
Townhouse in Chester
4.99 out of 5 average rating, 138 reviews

Historic City Centre Town House

Heritage House offers you comfort and vintage style in the historical heart of Chester. Located within walking distance to tourist attractions, Racecourse, restaurants & pubs. The newly refurbished property provides boutique quality accommodation for up to 6 guests in 3 double bedrooms & 3 bathrooms; an open plan kitchen living area with diner. The patio garden as an extension of the living area creates an enjoyable outdoor experience. We look forward to welcoming you at Heritage House!

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, 144 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, 124 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

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 668ﺩ.ﺇ 731ﺩ.ﺇ 698ﺩ.ﺇ 735ﺩ.ﺇ 738ﺩ.ﺇ 676ﺩ.ﺇ 665ﺩ.ﺇ 632ﺩ.ﺇ 705
Avg. temp5°C5°C7°C9°C12°C15°C17°C16°C14°C11°C8°C5°C

Destinations to explore