Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Guest favorite
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
4.78 out of 5 average rating, 338 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
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, 372 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, 190 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, 181 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.

Top guest favorite
The exterior of a historic brick building showcases intricate patterned tilework and distinctive architectural features. Large, mullioned windows punctuate the facade. A pathway leads to the entrance, bordered by lush greenery, reflecting the building's charming character and connection to its surroundings.
Home in Cheshire West and Chester
4.94 out of 5 average rating, 378 reviews

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

Top guest favorite
A spacious private garden features a hot tub surrounded by lounge chairs and small hedged shrubs. A wooden table with umbrella is visible, along with a cozy seating area. The sunlit scene offers a relaxing outdoor space ideal for enjoyment and leisure.
Cottage in Chester
4.99 out of 5 average rating, 201 reviews

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.

Guest favorite
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
4.98 out of 5 average rating, 373 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 favorite
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.
Apartment in Cheshire West and Chester
4.97 out of 5 average rating, 344 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 favorite
An open-plan living area is presented with a light and airy feel, featuring a comfortable sofa, a dining table set for two, and a Smart TV. Natural light enters through multiple windows, enhancing the modern furnishings throughout the space.
Condo in Chester
4.91 out of 5 average rating, 126 reviews

Comfortable, Clean & Compact Apartment for 2

Welcome to our clean, compact & comfortable ground floor apartment nestled in the heart of Chester beneath the historical Lead Shot Tower. This delightful 1 bedroom apartment offers a perfect retreat just a short 10 minute stroll from the vibrant & historical Chester City Centre. Immerse yourself in the charm that Chester has to offer as you take a leisurely walk through Chester's charming and historical streets, with Chester Race Course just a 15 minute walk through the City Centre.

Top guest favorite
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, 123 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 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, 407 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 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, 104 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

Popular amenities for Chester vacation rentals

When is the best time to visit Chester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$24,648 GYDG$25,693 GYDG$27,573 GYDG$29,035 GYDG$31,541 GYDG$30,915 GYDG$33,630 GYDG$34,048 GYDG$30,915 GYDG$30,706 GYDG$30,079 GYDG$32,586 GYD
Avg. temp5°C5°C7°C9°C12°C15°C17°C16°C14°C11°C8°C5°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$4,178 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!