
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.

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 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

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 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.

Character cottage within city walls
Roman Walls cottage is a unique one-bedroom cottage dating back to the 1800's. Located within the historic Roman walls on one of the most notable streets in Chester. The cottage is within walking distance to shops, restaurants/bars as well as to the Story House, Chester market, race course, river and cathedral. The cottage is full of character including low beamed ceilings, narrow spiral staircase and inglenook fireplace offering the perfect stay for two people.

Pixie Terrace-Fabulous Location City Of Chester 5*
Pixie Terrace is an amazing location in the heart of the historic city of Chester. Ideal for couples, families & business This beautifully decorated cottage has everything you'll need for a prefect stay. Located 5 mins from the centre & Chester racecourse ,you have on-foot access to all that Chester has to offer with independent restaurants, cafes,& shops. Pixie Terrace Chester looking absolutely stunning Privately managed by Owner.

Modern 3 bedroom townhouse with outside space
Relax with the whole family or friends at this peaceful place to stay. Fully modernised throughout. Approx 2.7km from Chester Zoo. Only a ten minute walk to the beautiful canal where you can stroll into the city and enjoy its sights, bars and restaurants. Bus stop approx 3 mins walk to get you into town. Local pubs and restaurants within walking distance. Excellent access to the famous Cheshire Oaks less than ten minute drive away.

The Tack Room, Luxurious Barn Conversion,Chester
7.4kW Easee One EV charger available at 45p/kWh. Request a fob to use—bring your own cable. No 3-pin (‘granny’) charging. Message for details. Perfectly located for Chester Zoo, Cheshire Oaks, and Chester city centre—all within a 10-minute drive. Also ideal for exploring North Wales and Snowdonia—Zip World, Bounce Below, surfing, caving, walking, cycling, and climbing all within an hour.
Popular amenities for Chester family-friendly rentals
Family-friendly home rentals with a hot tub

Moorfield Lodge

Private Location with Hot Tub near to Chester Zoo

Idyllic Retreat, Stunning Views & Swedish Hot Tub

Luxury Farmhouse with Hot tub, Sleeps 9

Manchester's hidden gem

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

Delightful 2 bedroom cottage in a rural location

Barley Rise - Quiet rural village location

Hampton Bye Barn, Rural Retreat

Cozy cottage Nr Chester/Chester Zoo/Cheshire Oaks

Little Oak - A unique tiny home

City home with parking and garden- pet friendly

Gamul Place Quiet Location Within the City Walls
Family-friendly home rentals with a pool

The Owl House - Hot Tub Adventures in Moreton

Modern Caravan in North Wales

The Shippen

Hendy Bach

Country Escape inc Indoor Pool and Hot Tub

Lake Cottage -Peaceful relaxing Venue.

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 | $170 SGD | $193 SGD | $206 SGD | $222 SGD | $243 SGD | $242 SGD | $256 SGD | $257 SGD | $235 SGD | $231 SGD | $220 SGD | $245 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




