Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Guest favorite
Home in Chester
4.78 out of 5 average rating, 336 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.

Top guest favorite
Cottage in Cheshire West and Chester
4.92 out of 5 average rating, 368 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 favorite
Townhouse in Chester
4.98 out of 5 average rating, 180 reviews

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.

Guest favorite
Condo in Cheshire West and Chester
4.91 out of 5 average rating, 153 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

Top guest favorite
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, 341 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 favorite
Guesthouse in Cheshire West and Chester
4.93 out of 5 average rating, 231 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)

Superhost
An outdoor pathway lined with vibrant greenery leads to the entrance of the cottage. The brick facade complements the natural surroundings, with potted plants and a small seating area visible along the path, inviting a sense of tranquility.
Home in Cheshire West and Chester
4.86 out of 5 average rating, 134 reviews

Central Cottage with Parking by Cheshire Escapes

Jasmine Cottage by Cheshire Escapes is a hidden gem in the heart of Chester, tucked away on a secret pathway that even most locals don’t know about! This charming retreat offers a true escape, blending modern comfort with timeless character. Beautifully designed throughout, it creates the perfect atmosphere for relaxation. With secure off-road parking, it’s a rare find. Ideal for four adults or a small family, this cozy haven promises a magical stay in a truly unique setting.

Top guest favorite
A spacious living room is well-lit by large windows, offering views of the surrounding landscape. Comfortable seating is arranged around a central coffee table, complemented by decorative pillows. A dining area is visible in the background, with wood furnishings and wall art enhancing the neutral color palette.
Condo in Cheshire West and Chester
4.95 out of 5 average rating, 103 reviews

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

Top guest favorite
Cottage in Cheshire West and Chester
4.99 out of 5 average rating, 310 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 favorite
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.
Apartment 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 favorite
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, 142 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 favorite
A spacious open-plan kitchen and living area is highlighted by light wood flooring and beamed ceilings. The kitchen features muted green cabinetry, and a small dining table is set with flowers. A cozy chair offers a welcoming corner, while natural light fills the space.
Home in Chester
4.97 out of 5 average rating, 136 reviews

The Dairy Hayloft

The Dairy Hayloft is a peaceful, light and self-contained space which is part of the old Dairy. It is available for short breaks and retreats. A hidden gem situated on the edge of the city of Chester with easy access to rural works and views towards the Welsh hills. Just 2 miles away from the historic centre of Chester, the property backs onto the old railway track which provides an easy cycle and walking route into the city.

Popular amenities for Chester cottages

When is the best time to visit Chester?

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Avg. priceﺩ.ﺇ433ﺩ.ﺇ452ﺩ.ﺇ485ﺩ.ﺇ510ﺩ.ﺇ555ﺩ.ﺇ544ﺩ.ﺇ591ﺩ.ﺇ599ﺩ.ﺇ544ﺩ.ﺇ540ﺩ.ﺇ529ﺩ.ﺇ573
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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 vacation rentals in Chester

  • Total vacation rentals

    Explore 780 vacation rentals in Chester

  • Nightly prices starting at

    Chester vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 41,670 verified reviews to help you choose

  • Family-friendly vacation rentals

    430 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 160 rentals that welcome pets

  • Rentals with dedicated workspaces

    330 properties have a dedicated workspace

  • Wi-Fi availability

    770 of Chester vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Chester rentals

  • 4.8 Average rating

    Chester stays are highly rated by guests—averaging 4.8 out of 5!