
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.

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.

Characterful City Centre Cottage, Garden & Parking
King Street is a charming cobbled street nestled in the heart of the city centre. Situated within the beautiful City Walls, guests will be able to access all that Chester has to offer including shops, restaurants, historic architecture and so much more. 29 King Street is a former Blacksmiths Cottage dating from 1773 so the property is full of character with a fascinating history. A peaceful retreat and a superb base for exploring our wonderful city, we hope everyone will enjoy their time here.

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.

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.

Luxury Renovated Barn Conversion
Relax in this calm, stylish space. Sitting beautifully in its picturesque setting, in the grounds of the Old Rectory (occupied by your hosts). A handsome 3 bedroom barn, renovated to the highest standards, a comfortable home for 5 guests and up to two well behaved dogs. Located in a peaceful rural hamlet, it's the perfect place to get away from it all, with country walks and cycles on your doorstep. Only a 20 minute drive from Chester and easily accessible for Manchester and Liverpool.

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

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!

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

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.

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
Family-friendly home rentals with a hot tub

Hawthorn Cottage - Romantic Getaway with Hot Tub

Moorfield Lodge

Manchester's hidden gem

Lake side tipi with hot tub and stunning views

Luxury cottage with hot tub in a tranquil setting

Snowdonia Views Luxe Stay & Hot Tub

The View, Countryside Retreat + Hot Tub, Cheshire

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

Relax and unwind in rural Cheshire

Hampton Bye Barn, Rural Retreat

Shepherd Hut in Beautiful North Wales Countryside.

A quaint cottage, at Aston Hill Farm, Ewloe

Cheerful Victorian Home Chester Sleeps up to 6

Gamul Place Quiet Location Within the City Walls

The Trio House - a bright modern 3 bedroom house

The Tack Room, Luxurious Barn Conversion,Chester
Family-friendly home rentals with a pool

The Owl House - Hot Tub Adventures in Moreton

Little P's Holiday Home!

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
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 | $256 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
- Sefton Park
- AO Arena
- The Quays
- Manchester Central Convention Complex
- Heaton Park
- Pontcysyllte Aqueduct and Canal
- Victoria Warehouse
- Mam Tor
- Tatton Park
- Didsbury Village
- Conwy Castle
- Zip World Penrhyn Quarry
- Sandcastle Water Park
- The Iron Bridge
- Welsh Mountain Zoo
- Wythenshawe Park




