
Holiday houses in Chester
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Top-rated holiday rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness and more.

Beautiful quiet annexe, Chester.
Fabulous separate dwelling, quiet area, offering private annexe of our home. Off street parking. Fresh Continental Breakfast, your own Kitchenette, microwave, toaster, sandwich maker, kettle and fridge. Very comfortable king size bed, high quality bedding, towels etc. Light airy double room with views and access to south facing garden, free wifi, television and sofa. Superb shower room with loo. Black out curtains. Terrific value. Near zoo, hospital, station, city centre, Manchester, Liverpool

Cottage in heart of city centre- private location
This cosy cottage is in the heart of Chester city centre. A very short walk to the many shops, restaurants and cultural activities that Chester is famous for including the Rows and the Walls; only minutes from Amphitheatre, race course and River Dee. Despite its central location this charming pathway is a hidden gem - quiet and pretty. The house is full of character and comfortably furnished, with all you will need for your stay. No car needed but permit for nearby carpark included in price.

Manchester's hidden gem
Social Media: 'Manchester Hidden Gem' for direct booking Luxury Private Retreat – Ultimate WOW Factor! Step into indulgence at this stunning gated escape, where elegance meets fun. Unwind in the hot tub, enjoy movie nights in one of two stylish lounges, or challenge friends in the games room. Cook and entertain in the sleek open-plan kitchen, all set in beautifully secluded surroundings. A five-star experience from the moment you arrive. Extremely close to Manchester Airport & City Centre.

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.

Town House, FREE Parking, Central & Very Quiet.
Enjoy a newly refurbished property, only ten minutes walk to Chester’s historic Roman walls. Ideally for two adults, with a private garden and large summer house . The bedroom is large with two wardrobes and sofa, the bed is king size and fitted with Panda bedding to aid a good nights sleep. The kitchen has a fridge/freezer along with dishwasher, coffee machine, oven and gas cooker. You’re guaranteed a good nights sleep with a private living space, garden and safe parking on the property.

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.

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 dog-friendly barn near Nantwich and Chester
Escape to Little Barn, a beautifully renovated luxury barn nestled in the heart of the Cheshire countryside. Perfect for couples seeking a romantic getaway, families with young children or dogs looking to recharge, and guests attending weddings in the area. Just minutes from the historic market town of Nantwich and close to the city of Chester, Little Barn offers the ideal blend of peaceful rural seclusion and easy access to Cheshire’s finest attractions, restaurants, and wedding venues.

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.
Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester

Frida Lodge [ Graig Escapes ]

Overleigh Cottage - with optional Hot Tub hire

8 Alexander House, Chester City Centre Apartment

Little Pyecroft House, Chester, sleeps 4 w/parking

Modern 4 bed house near city centre/Chester Zoo

Oak Cottage at Golly Farm Cottages.

Boutique Georgian Barn Cottage

Chester City Centre Top Floor Apartment
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $167 AUD | $174 AUD | $186 AUD | $196 AUD | $213 AUD | $209 AUD | $227 AUD | $230 AUD | $209 AUD | $208 AUD | $203 AUD | $220 AUD |
| 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 780 holiday rentals in Chester

Nightly prices starting at
Chester holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 41,670 verified reviews to help you choose

Family-friendly holiday rentals
430 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
330 properties have a dedicated workspace

Wi-Fi availability
770 of Chester holiday rentals include Wi-Fi 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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