Holiday rentals in Chester

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Top-rated holiday rentals in Chester

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
An open-plan living and dining area features natural wood beams and a mix of comfortable seating options. A cozy sofa is adorned with patterned cushions, while a wooden table with chairs is set nearby. A round mirror and bookshelves add character to the space.
Home in Chester
4.77 out of 5 average rating, 323 reviews

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.

Guest favourite
An open plan sitting and dining area features exposed wooden beams and a large, rustic fireplace. A comfortable, neutral-colored sofa is complemented by an armchair, and a small coffee table sits at the center. Natural light filters in through a window, enhancing the cozy ambiance.
Cottage in Cheshire West and Chester
4.92 out of 5 average rating, 351 reviews

Characterful City Centre Cottage, Garden & Parking

King Street is a charming cobbled street nestled in the heart of the city centre. Situated within the beautiful City Walls, guests will be able to access all that Chester has to offer including shops, restaurants, historic architecture and so much more. 29 King Street is a former Blacksmiths Cottage dating from 1773 so the property is full of character with a fascinating history. A peaceful retreat and a superb base for exploring our wonderful city, we hope everyone will enjoy their time here.

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, 179 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.

Guest favourite
A modern living area features a large flat-screen TV mounted on the wall and a comfortable sofa with colorful cushions. A coffee table is placed in front of the sofa. Light is seen pouring in from a balcony that opens to scenic views.
Apartment in Cheshire West and Chester
4.92 out of 5 average rating, 144 reviews

Canalside city centre apartment with amazing views

A bright and modern canalside apartment located in central Chester, with stunning views of the Welsh mountains from kitchen, living room and bedroom balconies. Our lovely flat is just ten minutes' walk from excellent shopping and dining in the city centre and the famous Chester Roodee racecourse. Renowned pub and music venue Telford's Warehouse is also just a minute away. Staying in? Enjoy a movie on our 70" 4K TV and superfast fibre internet. King size bed En-suite Separate bath Parking

Guest favourite
The entrance to The Barn is highlighted by a rustic brick wall and an elegant light fixture. A wooden sign, engraved with 'THE BARN,' is prominently displayed, enhancing the welcoming atmosphere of the retreat.
Barn in Cheshire West and Chester
4.99 out of 5 average rating, 349 reviews

Luxury barn with private chef & spa treatments

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

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, 327 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
Cabin in Cheshire West and Chester
4.87 out of 5 average rating, 333 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!

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, 115 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, 386 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
The exterior of the cottage is presented, showcasing a light-colored brick facade complemented by dark window frames. Flower pots add a touch of color, while the entrance features a decorative blue door. A small seating area with a bench is visible beside the entrance.
Cottage in Cheshire West and Chester
4.99 out of 5 average rating, 302 reviews

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.

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, 220 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
4.96 out of 5 average rating, 120 reviews

Visit the famous Chester Christmas markets!

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. 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.

Popular amenities for Chester holiday rentals

When is the best time to visit Chester?

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Avg. price$154 SGD$160 SGD$172 SGD$181 SGD$196 SGD$193 SGD$209 SGD$212 SGD$193 SGD$176 SGD$172 SGD$181 SGD
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Frequently Asked Questions

  • How is the weather in Chester?

    Chester has a temperate maritime climate, with mild summers averaging 66°F (19°C) and cooler winters averaging 41°F (5°C). Rain is quite evenly spread throughout the year, so it's a good idea to have an umbrella handy.

  • What are some of the best things to do in Chester?

    Exploring the well-preserved Chester Roman Walls, visiting the Chester Zoo, and taking a stroll along River Dee are frequently suggested activities in Chester. Shopping enthusiasts will enjoy the unique 'Rows' shopping galleries.

  • What is the best time of year to visit Chester?

    Summer, from June to August, is a popular time to visit Chester due to the pleasant weather. During this time, the city hosts numerous events such as the Chester Races, the most frequently attended horse racing event in the UK, and the Grosvenor Park Open Air Theatre performances.

  • What are the best places to stay in Chester?

    There are several frequently suggested areas in Chester including its vibrant city center with easy access to shopping, restaurants, and the famous Chester Cathedral. Alternatively, explore the Garden Quarter for its green spaces and proximity to the University of Chester, or the suburb of Hoole for its independent shops and cafes. Each area has its own unique charm and character, making Chester a versatile destination.

  • What are the best places to visit in Chester?

    Popular places to visit in Chester include Chester Cathedral, the Roman Amphitheatre, Grosvenor Museum, and Chester Castle. The city also has two unique shopping rows: Eastgate Street and Watergate Street.

  • What are some hiking trails in Chester?

    The Sandstone Trail, a 55 kilometer (34 mile) long path through Cheshire's countryside, is a popular hiking trail near Chester. The Chester Canal Path and the Delamere Forest Loop are also great choices for nature lovers.

  • What are some family activities to do in Chester?

    Families often enjoy spending the day at the Chester Zoo, exploring the interactive exhibits at the Grosvenor Museum, or taking a boat ride on the River Dee. A walk through Grosvenor Park also makes for a fun family outing.

  • What are some of the best day trip ideas in Chester?

    Day trips to the city of Liverpool, just 27 miles (44 kilometers) away, or to the stunning Snowdonia National Park, approximately 85 miles (137 kilometers) away, are popular choices. You might also explore the historical town of Shrewsbury, just under 70 miles (113 kilometers) away.

  • Are there house rentals with a dedicated workspace in Chester?

    Yes! Work meets play with ease at over 130 house rentals in Chester featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in condo rentals in Chester?

    Experience the best of Chester with our condo rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Chester have wifi?

    Absolutely! We offer over 290 house rentals with wifi in Chester. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chester have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Chester. Enjoy a tailored experience with all the comforts you desire.

  • What types of vacation rentals are available in Chester?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Chester. From over 300 house rentals, over 20 cottage rentals to over 230 apartment rentals, we've got you covered.

  • Are there pet-friendly house rentals in Chester?

    Four-legged friends are welcome in Chester. Choose from more than 80 house rentals for guests traveling with pets.

  • Are there family-friendly house rentals in Chester?

    Chester has more than 220 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Chester?

    Enhance your stay in our House Rentals with the most popular amenities: over 290 homes with wifi, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 Gym, BBQ grill and Laptop-friendly workspace across Chester rentals

  • 4.7 Average rating

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