Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Top guest favorite
A river scene features a red and white boat gliding along calm waters, surrounded by lush green trees. Flowering plants in vibrant colors line the riverbank, complementing the serene atmosphere of the landscape under a clear blue sky.
Place to stay in Great Boughton
4.98 out of 5 average rating, 222 reviews

Idyllic Chester Studio on River Dee - “River View”

Just over a mile from vibrant Chester City Centre, this stylish studio with dedicated parking has fabulous views across the river. An “All Year” destination. The well appointed studio has fast WiFi and bi-fold doors, looking out to the private terrace area, BBQ & fire pit. Watch the boats go by and the beautiful sunsets. Convenient for visiting Roman walls, amphitheatre, shops, restaurants, boat trips, world famous Zoo, Cathedral, Racecourse, Liverpool, Wales River canoes/SUPs and bikes welcome

Top guest favorite
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, 364 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
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.
Apartment 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 favorite
A bright dining area features a wooden table surrounded by light-colored furniture. A plant adds a fresh touch, while soft lighting creates a welcoming ambiance. The space is accentuated by large windows allowing natural light and a decorative mirror enhancing the room's depth.
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
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.
Condo in Cheshire West and Chester
4.91 out of 5 average rating, 151 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.

Guest favorite
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.
Apartment in Cheshire West and Chester
4.94 out of 5 average rating, 401 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 favorite
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.
Guesthouse in Cheshire West and Chester
4.93 out of 5 average rating, 228 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 favorite
A large, bright living room features two curved sofas with neutral upholstery, facing a dark round coffee table. A projector screen is mounted on the wall, surrounded by illuminated shelving. Natural light filters through the window, highlighting the room's modern design.
Condo in Cheshire West and Chester
4.95 out of 5 average rating, 101 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
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, 308 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.

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, 138 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, 133 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 places to stay

When is the best time to visit Chester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$24,655 GYDG$25,700 GYDG$27,580 GYDG$29,043 GYDG$31,550 GYDG$30,923 GYDG$33,640 GYDG$34,058 GYDG$30,923 GYDG$28,207 GYDG$27,580 GYDG$29,043 GYD
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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 G$4,179 GYD 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 Gym, BBQ grill, and Laptop-friendly workspace across Chester rentals

  • 4.8 Average rating

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