
Vacation rentals in Chester
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Top-rated vacation rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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.

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.

Stunning Church Lodge next to City Centre
Recently refurbished this beautiful Grade 2 Listed building is located in Handbridge a very short walk from Chester City Center, the city walls and the River Dee. The house was completely renovated in 2018 to a very high standard with a beautiful bathroom including a roll top bath and shower and modern kitchen including dishwasher, coffee machine and breakfast bar. Built in 1887 the house was designed by the famous architect John Douglas and was previously owned by the Duke of Westminster

Stunning Views, Hot Tub, 5 minutes to Chester
Pipers Ash is a quaint small hamlet surrounded by green belt, set at the highest point of Chester next to the historical millennium beacon. Perfectly situated just two miles from the beautiful historic Chester city centre. Take a short car ride or just half an hours walk. Chester Zoo is just five minutes drive away. There are many lovely country walks and of course some fabulous country pubs. The trendy suburb of Hoole is only 15 minutes walk. Here you will find bars restaurants and shops.

The Barn at Oulton Smithy
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

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 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.

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

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.

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 - Self contained apartment FREE parking
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.
Popular amenities for Chester vacation rentals
Private Chester vacation rentals

Manchester's hidden gem

Detached bungalow on the outskirts of Chester

Stylish and contemporary.

Beautiful quiet annexe, Chester.

The View, Countryside Retreat + Hot Tub, Cheshire

City home with parking and garden- pet friendly

Gamul Place Quiet Location Within the City Walls

The Trio House - a bright modern 3 bedroom house
Other great vacation rentals in Chester

Stylish home five minute stroll into city centre

2-bed apartment with a tower!

8 Alexander House, Chester City Centre Apartment

Boutique Georgian Barn Retreat

The Duke's Townhouse

NEW! Stylish Chester Townhouse | Sleeps 6

Hargrave Hall Annex

Fabulous River House - perfect location!
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,688 GYD | G$25,734 GYD | G$27,617 GYD | G$29,081 GYD | G$31,592 GYD | G$30,964 GYD | G$33,684 GYD | G$34,102 GYD | G$30,964 GYD | G$30,755 GYD | G$30,127 GYD | G$32,638 GYD |
| 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 vacation rentals in Chester

Total vacation rentals
Explore 780 vacation rentals in Chester

Nightly prices starting at
Chester vacation rentals start at G$4,184 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 Monthly stays, Gym, and BBQ grill across Chester rentals

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