
Holiday rentals in Chester
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Top-rated holiday rentals in Chester
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Private Location with Hot Tub near to Chester Zoo
A two-bedroom detached bungalow with private hot tub and driveway parking. Close to Chester City Centre, about 5 to 10 minutes by car/taxi, and frequent buses stop nearby. Just a short walk to Countess of Chester Hospital, and near to some excellent pubs/restaurants. Just 5 minutes’ drive to Chester Zoo with easy access to North Wales and the motorway network. 10 minutes’ drive to Cheshire Oaks Outlet Village, Blue Planet Aquarium, and Chester Racecourse. Only a 2-minute walk to Upton Golf Club.

Idyllic Chester Studio on River Dee - “River View”
Just over a mile from vibrant Chester City Centre, this stylish studio with dedicated parking has fabulous views across the river. An “All Year” destination. The well appointed studio has fast WiFi and bi-fold doors, looking out to the private terrace area, BBQ & fire pit. Watch the boats go by and the beautiful sunsets. Convenient for visiting Roman walls, amphitheatre, shops, restaurants, boat trips, world famous Zoo, Cathedral, Racecourse, Liverpool, Wales River canoes/SUPs and bikes welcome

The Barn at Oulton Smithy, chef & spa treatments
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.

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.

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.

City home with parking and garden- pet friendly
10 MIN WALK INTO TOWN! This cosy home sleeps up to 8 adults, 2 children and is pet friendly. It also offers ample parking on the driveway for 3 cars- plus street parking. 3 of the bedrooms have super king beds, and the fourth offers a king. The house has views across the River Dee, making it a a city/country stay. It is a short walk into the City , creating the luxury of a city retreat. £50/pn/pp fee for extra guests - house only sleeps 8 adults. £10/ dog fee, pet sitting available.

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

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.

Hawthorn Cottage - Romantic Getaway with Hot Tub
Step back in time to 1672 with a romantic stay at Hawthorn Cottage, a charming thatched retreat full of character. Original low beams, an inglenook fireplace, and a cranked staircase blend with modern comforts including underfloor heating, a fully equipped kitchen, and a bathroom with bathtub. Outside, enjoy countryside views, an enclosed garden, and your own private hot tub.
Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester

Stylish home five minute stroll into city centre

Frida Lodge [ Graig Escapes ]

2-bed apartment with a tower!

8 Alexander House, Chester City Centre Apartment

11 Steele Street

The Highfield Chester.

Stunning Stone Barn Conversion

A luxury floating apartment on water
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $150 SGD | $156 SGD | $168 SGD | $177 SGD | $192 SGD | $188 SGD | $205 SGD | $207 SGD | $188 SGD | $187 SGD | $183 SGD | $198 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 |
Frequently Asked Questions
What are the best places to stay in Chester?
Chester has historic neighborhoods near the city walls, the River Dee, and Cathedral Quarter, each known for unique architecture and local shops. Garden suburbs just outside the city center also provide relaxed settings with tree-lined streets.
What are the best things to do in Chester with kids?
Families frequently explore Chester Zoo, stroll along the city walls, or wander Grosvenor Park, known for playgrounds and miniature train rides. Interactive museums and boat rides on the River Dee create memorable experiences for all ages.
What are some of the best things to do in Chester?
Explore the Rows for historic shopping, walk the Roman city walls, and discover Chester Cathedral’s intricate architecture. Many visitors also join tours at Chester Roman Amphitheatre or take leisurely boat trips on the River Dee.
How is the weather in Chester?
Chester has cool winters around 35–47°F (2–8°C) and mild summers near 54–70°F (12–21°C), with rain common year-round. Packing layers and a light, waterproof jacket is often suggested for comfort.
What are the best places to visit in Chester?
The Rows, Chester Cathedral, the city walls, and the Roman Amphitheatre are often recommended for their deep history and distinct architecture. Riverside walks along the River Dee and green spaces like Grosvenor Park are also popular.
What are some hiking trails in Chester?
Chester has riverfront paths along the River Dee, footpaths through Grosvenor Park, and woodland routes just outside the city. Those interested in local scenery can try trails around the Meadows or the city’s greenbelt.
What are some family activities we can do in Chester?
Families often explore Chester Zoo, discover the city’s Roman heritage on walking tours, or enjoy interactive exhibits in local museums. Parks like Grosvenor Park and boat rides on the River Dee are also frequently suggested.
What are some of the best day trip ideas from Chester?
Explore traditional market towns, historic castles, or nature reserves around the Cheshire countryside. North Wales has scenic landscapes, and Liverpool draws those looking for maritime history and vibrant arts scenes.
Are there any pet friendly accommodations available in Chester?
Many accommodations in Chester welcome pets, especially around the city center, Garden Quarter, and suburban parks. Riverside areas and green spaces provide relaxing walks for travelers with dogs.
What are some local tips for visiting Chester?
Comfortable shoes help when exploring Chester’s cobbled streets and walking the city walls. Many visitors use local markets for regional specialties and enjoy riverfront paths during mild weather.
What is Chester known for?
Chester is known for its Roman ruins, black-and-white timbered Rows, and well-preserved city walls. The city also has a vibrant cultural scene, historic racing, and scenic riverside walks.
What are the best hidden gems to explore in Chester?
Seek out the city’s secret gardens, quiet corners along the Walls, and independent galleries housed in historic buildings. The Water Tower Gardens and Roman Gardens are often quietly appreciated.
What are the best foods to try in Chester?
Cheshire cheese is a local favorite, featured in pies and sandwiches. Visitors often sample traditional roasted meats, savory puddings, and afternoon tea with regional cakes in local tearooms.
What should I bring for a trip to Chester?
Bring layers for fluctuating temperatures, a waterproof jacket for rain, and comfortable shoes for exploring historic streets. An umbrella and a small daypack come in handy for city walks and park visits.
What is the nightlife in Chester like?
Chester has cozy pubs, live music venues, and cocktail bars, especially around the city center and waterfront. Nighttime walks along the Rows and the River Dee often draw both visitors and locals.
What are the most popular events or festivals in Chester?
Chester draws crowds for its festive Christmas markets, summer music and arts festivals, and frequent horse racing events at Chester Racecourse. Parades and living history experiences often bring the city streets to life.
Are there family friendly vacation rentals in Chester?
Chester has a range of family friendly vacation rentals, with options often around the city center, Garden Quarter, and near local parks. Many properties provide amenities like extra beds or outdoor spaces for children to enjoy.
When is the best time to visit Chester?
Late spring through early autumn is frequently suggested for milder temperatures, lush parks, and open-air festivals. Visitors often enjoy Chester’s historic sites and outdoor spaces during these months.
Quick stats about holiday rentals in Chester

Total holiday rentals
Explore 750 holiday rentals in Chester

Nightly prices starting at
Chester holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 42,220 verified reviews to help you choose

Family-friendly holiday rentals
450 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Rentals with dedicated workspaces
340 properties have a dedicated workspace

Wifi availability
740 of Chester holiday rentals include wifi access

Popular amenities for guests
Guests love Monthly stays, Gym and BBQ grill across Chester rentals

4.8 Average rating
Chester stays are highly rated by guests – averaging 4.8 out of 5!
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