
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.

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.

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.

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.

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

Townhouse in trendy suburb of Hoole
A stylishly decorated 2 bedroom terraced home in Hoole with free on-street parking. Its proximity to Chester Town Centre, the railway station and the vibrant suburb of Hoole make this an ideal location for your visit to historic Chester. Hipster bars and pubs, great gastro bistros, local parks are all within walking distance of the house. A 10/15 minute walk into historic Chester town for cathedral visits, shopping and beautiful river front. Driving distance to Cheshire Oaks and Chester Zoo.

Hampton Bye Barn, Rural Retreat
Located within the heart of the stunning Cheshire countryside just minutes from the Sandstone Trail and only 20 minutes to the historic Cathedral City of Chester. Relax in this spacious barn conversion with beautiful views of both the Bickerton and Welsh Hills, with plenty of outdoor space to enjoy, including a heated swimming pool for a relaxing dip! The local area is bursting with activities for families or alternatively there is plenty of peaceful countryside to enjoy at your leisure.

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.

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

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.

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.

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.

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
Family-friendly home rentals with a hot tub

Hawthorn Cottage - Romantic Getaway with Hot Tub

Moorfield Lodge

Private Location with Hot Tub near to Chester Zoo

Manchester's hidden gem

The View, Countryside Retreat + Hot Tub, Cheshire

Snowdonia Views Luxe Stay & Hot Tub

Idyllic country cottage, beautiful views, hot tub

Luxury Coach house,as seen on welcome to Wrexham
Family- and pet-friendly home rentals

Countryside Coach House near Chester

Relax and unwind in rural Cheshire

Delightful 2 bedroom cottage in a rural location

Barley Rise - Quiet rural village location

The Trio House - a bright modern 3 bedroom house

The Tack Room, Luxurious Barn Conversion,Chester

Charming Chester Studio with garden & free parking

Walk to Chester Centre & Station | Boutique 2BR
Family-friendly home rentals with a pool

The Owl House - Hot Tub Adventures in Moreton

The Shippen

Hendy Bach

Country Escape inc Indoor Pool and Hot Tub

Lake Cottage -Peaceful relaxing Venue.

Private Indoor Pool & Tennis Court

Luxurious caravan in Lyons holiday park, Rhyl

Northwood Farmhouse Lodge
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $171 SGD | $194 SGD | $206 SGD | $223 SGD | $244 SGD | $242 SGD | $257 SGD | $258 SGD | $236 SGD | $232 SGD | $221 SGD | $246 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 16°C | 14°C | 11°C | 8°C | 5°C |
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 $51 SGD 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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- Peak District National Park
- Snowdonia / Eryri National Park
- Alton Towers
- Etihad Stadium
- Royal Albert Dock, Liverpool
- Blackpool Pleasure Beach
- Chester Zoo
- Winter Gardens
- AO Arena
- Sefton Park
- The Quays
- Manchester Central Convention Complex
- Heaton Park
- Pontcysyllte Aqueduct and Canal
- Victoria Warehouse
- Mam Tor
- Tatton Park
- Didsbury Village
- Conwy Castle
- Sandcastle Water Park
- Zip World Penrhyn Quarry
- Welsh Mountain Zoo
- The Iron Bridge
- Wythenshawe Park




