
Holiday rentals in Chester
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Top-rated holiday rentals in Chester
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Garden Flat - 5 Mins to the Zoo or Cheshire Oaks
Welcome to our newly refurbished, self-contained one bedroom apartment. It's ideally situated between Chester Zoo (10-15 mins walk) and Cheshire Oaks Designer Outlet Village (less than 5 mins drive) and also about 10-15 minute drive to Chester. It has a spacious, open-plan kitchen, lounge and dining room with a separate bedroom (with king sized bed) and large walk-in wardrobe/dressing table. It also has it's own bathroom with double shower enclosure, toilet and sink. Parking spaces for 2 cars.

Town House, FREE Parking, Gardens, Summer House.
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.

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

Longhorn Lodge
PLEASE READ the full description for all information including sleeping arrangements and access to the Airbnb. Thanks! :) Located in the quiet suburbs, 30 minutes walk or 10 minute taxi ride from Chester town centre, 5 minutes from Chester zoo, this self-build is a culmination of 3 years worth of experience from building campervans. Inside you'll find a lot of nifty space saving ideas inspired by vanlife alongside all the modern comforts you need for a relaxing trip away from home!

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.

The Courtyard Apartment with Private Hot Tub
A beautifully renovated courtyard apartment with private hot tub and the benefit of free off-road parking. The Courtyard Apartment is close to the city centre and full of character and charm, with a private entrance hall, en-suite and well-equipped kitchen area. The highlight is the private courtyard with hot tub, electric awning and both outdoor and covered seating areas, a rare find so close to the city centre and the perfect place to relax after a busy day exploring Chester.

Garden studio in Chester
Modern, self-contained garden room with everything you’ll need for an enjoyable stay in our lovely city! THE SPACE Light and sunny room with a comfortable double bed. There’s a wall-mounted TV with sound bar and plenty of storage. There’s also a small breakfast bar with stools, a well equipped kitchen area and a shower room. The property is 15 mins walk from the centre of historic Chester and 5 mins from a supermarket/pharmacy and Bache station (on Chester-Liverpool line)

Charming Chester Studio with garden & free parking
With its prime location less than a mile from Chester, a private garden (fully enclosed & dog friendly) including a covered patio area, and free parking, the newly renovated Maysmore Cottage offers the perfect combination of comfort and convenience. As you step into this inviting space, you'll immediately feel at home. The open-plan studio provides a cosy retreat, perfect for relaxing after a day of exploring Chester's historical landmarks and lively streets.

Perfect City Location - Parking
Centrally located right in the heart of charming historic Chester, is this bright and inviting one-bedroom apartment, just a stone’s throw from everything the city has to offer. Inside you’ll find sun-filled living with a modern design, a fully equipped kitchen, a light bedroom with a king-sized bed and a sparkling bathroom. You’ll be just steps from restaurants, shops, bars, the cathedral, the Roman gardens, the Chester Racecourse, and scenic river walks.

The Secret - Unique self contained cosy apartment
Welcome to 'The Secret', a beautiful & unique self contained castellated apartment perfect for couples looking for a luxurious getaway in a great location to explore Chester, the beautiful Cheshire countryside, and North Wales. Free off street parking available! Travelling for work? The apartment is a perfect workspace & has super fast WIFI. Additionally it is within easy reach of major road links to North Wales, Liverpool and the Wirral.

The Penthouses, 8 Albion Mews
Stylish urban chic in the beating heart of the city! Located in Chester City centre within the historic Roman City Walls this boutique luxury apartment offers guests instant access to all the amenities that the city has to offer including the finest restaurants, bars, cafés, shops, the historic city walls, the amphitheatre, the river and the racecourse, all on the doorstep or within easy walking distance.
Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester

Rare Find -THE ROWS -First Floor Apartment

Welcoming luxury in a Grade II listed building

The Dairy Snug

Character cottage within city walls

Stunning Views, Hot Tub, 5 minutes to Chester

Gorgeous Chester City Apartment

Cottage in heart of city centre- private location

Cheerful 3-bedroom house in the Centre of Chester
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $152 SGD | $158 SGD | $169 SGD | $178 SGD | $194 SGD | $190 SGD | $207 SGD | $209 SGD | $190 SGD | $173 SGD | $169 SGD | $178 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 740 holiday rentals in Chester

Nightly prices starting at
Chester holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 39,240 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
320 properties have a dedicated workspace

Wifi availability
730 of Chester holiday rentals include wifi access

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

4.7 Average rating
Chester stays receive an average rating of 4.7 out of 5 from guests
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