Family-friendly holiday rentals in Chester

Find and book unique family-friendly homes on Airbnb

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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Top guest favourite
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, 154 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 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, 401 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
Home in Chester
4.97 out of 5 average rating, 247 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 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
4.93 out of 5 average rating, 105 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 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, 189 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, 397 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

Guest favourite
A row of Georgian-style mid-terrace houses lines the riverbank, characterized by red-brick façades and colorful doors. The reflection of the buildings can be seen on the calm surface of the River Dee, with trees providing a natural backdrop to the scene.
Cottage in Chester
4.9 out of 5 average rating, 251 reviews

"Rondeva" Great Holiday Home Facing The River Dee

This lovely 3 Gold Star AA Self Catering Georgian Grade II Listed mid terrace property comprises of 3 floors, which faces the River Dee and is less than 10 minutes walk to Chester City Centre. The Grosvenor Park is 30 seconds walk from the rear of the house, which hosts numerous events/concerts in the simmer. It also has a miniature railway for the children to ride on. The Park also has a play area for children. The property is ideal for families, romantic getaways or for your business trip.

Top guest favourite
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, 127 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 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 in Chester
4.92 out of 5 average rating, 138 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, 135 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.

Top guest favourite
A modern kitchen features high-gloss cabinetry and a central island with seating for two. Glass sliding doors open to a well-lit outdoor space with a contemporary fire table. A sparkling chandelier hangs above, enhancing the sleek design.
Flat in Chester
4.97 out of 5 average rating, 210 reviews

Luxury Central apartment-Fire-pit and Parking

A perfect location, private parking and an outdoor terrace. This modern 2 bed apartment has everything you need and more. The apartment is situated on a quiet residential street in the heart of Chester so you are within walking distance of all the tourist spots, restaurants, bars and cafes but can also escape the busy city centre and relax Our approach has always been to exceed expectations for what an Airbnb can offer and we would love the opportunity to welcome you to Chester

Guest favourite
Townhouse in Chester
4.91 out of 5 average rating, 356 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

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Avg. price$209 SGD$204 SGD$199 SGD$222 SGD$243 SGD$241 SGD$255 SGD$257 SGD$235 SGD$231 SGD$220 SGD$245 SGD
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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 $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 25,790 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wifi availability

    450 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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