Holiday rentals in Chester

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Top-rated holiday rentals in Chester

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Top guest favourite
A light-filled living area features two comfortable sofas, adorned with cushions in soft tones. A wooden coffee table occupies the center, complementing the natural wood flooring. Large windows allow for ample natural light, with a glimpse of the open-plan kitchen and dining area visible in the background.
Flat in Cheshire West and Chester
4.99 out of 5 average rating, 186 reviews

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.

Top guest favourite
A summer house is viewed from the garden, featuring two wooden lounge chairs and matching footrests positioned on a stone patio. Soft lighting emanates from within the house, highlighting cozy interior elements. A small plant and a stone planter add greenery to the space.
Townhouse in Cheshire West and Chester
4.96 out of 5 average rating, 336 reviews

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.

Top guest favourite
A modern kitchen is displayed, featuring sleek cabinetry and essential appliances. A bar with two stools is positioned adjacent to the countertop. A microwave, oven, and hob are integrated within the cabinetry, complemented by a contemporary sink and ample workspace.
Flat in Cheshire West and Chester
4.97 out of 5 average rating, 332 reviews

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.

Guest favourite
An open-plan living area features a stylish sofa facing a modern fireplace with a marble surround. Natural light floods the space from skylights and large glass doors, leading to an outdoor terrace. A contemporary dining area with dark cabinetry is visible in the background.
Home in Cheshire West and Chester
4.91 out of 5 average rating, 135 reviews

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

Top guest favourite
Cabin in Cheshire West and Chester
4.88 out of 5 average rating, 352 reviews

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!

Top guest favourite
An open plan dining area features a wooden table set for a meal, accommodating six people. A potted olive tree adds a touch of greenery. Natural light illuminates the space, highlighting the contemporary art piece on the wall and the texture of the soft rug beneath.
Home in Cheshire West and Chester
4.94 out of 5 average rating, 118 reviews

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.

Guest favourite
A spacious open-plan bedroom features a king-size bed with a quilted blanket and two decorative pillows. A dressing table with a mirror is positioned beside a wall-mounted TV. A comfortable bench sits at the foot of the bed, enhancing the room's elegant design.
Flat in Cheshire West and Chester
4.94 out of 5 average rating, 397 reviews

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.

Top guest favourite
A bright room is showcased with a spacious bed featuring a patterned yellow throw. A decorative wall piece composed of butterflies is displayed above the bed. Large glass doors provide access to an outdoor space, with patterned tiles visible outside.
Guest house in Cheshire West and Chester
4.93 out of 5 average rating, 224 reviews

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)

Top guest favourite
A private garden is showcased with a well-maintained lawn, bordered by wooden fencing. A covered patio area is visible, furnished with a small table and chairs. The exterior of Maysmore Cottage is seen through French doors, inviting natural light into the open space.
Guest house in Cheshire West and Chester
4.96 out of 5 average rating, 117 reviews

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.

Guest favourite
A historic brick building features distinctive architectural elements, including turrets and arched windows. The structure is presented in a charming mix of red brick and white detailing, with several parked vehicles occupying the courtyard in front.
Flat in Chester
4.95 out of 5 average rating, 222 reviews

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.

Top guest favourite
An exterior view of a castellated stone structure is displayed, featuring a wooden framed arched window and a textured brick facade. The surrounding greenery adds a natural backdrop, enhancing the building's historic charm.
Castle in Cheshire West & Chester
4.95 out of 5 average rating, 131 reviews

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.

Top guest favourite
Flat in Cheshire West and Chester
4.98 out of 5 average rating, 167 reviews

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

When is the best time to visit Chester?

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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
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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