Vacation rentals in Chester

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Chester

  • Total vacation rentals

    Explore 790 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 43,370 verified reviews to help you choose

  • Family-friendly vacation rentals

    480 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 200 rentals that welcome pets

  • Rentals with dedicated workspaces

    340 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

  • 4.7 Average rating

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

Top-rated vacation rentals in Chester

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

1 of 1 pages1 / 1
Top guest favorite
The kitchen and dining area showcase a modern design with a central island and three bar stools. A dining table is set with place mats, and a bowl is featured at the center. Black cabinetry, stainless steel appliances, and natural light create a welcoming ambiance.
Home in Chester
4.99 out of 5 average rating, 167 reviews

STUNNING 3-BED PARKING GARDEN FANTASTIC LOCATION

Located in the popular suburb of Handbridge this newly refurbished property is a short distance from the city centre. The racecourse, theatre & history galore are all a short stroll away. Despite this the property is situated on a quiet no through road, boasts off road parking for 2 cars and a very pleasant garden. The house sleeps 6 with 2 double beds and large bunks in the third bedroom. A travel cot is also available on request. Full fibre broadband and some daily essentials are included.

Top guest favorite
An aerial view showcases the barn retreat set in lush greenery, with well-maintained gardens featuring symmetrical hedges and a circular seating area. The surrounding landscape includes trees and spacious lawns, creating a serene outdoor environment for guests to enjoy.
Barn in Cheshire West and Chester
4.98 out of 5 average rating, 421 reviews

Exclusive Barn Stay Spa treatments & chef on site

Beautiful barn retreat with hot tub and options for ~ spa treatments/massages/facials ~ private chef ~ pilates, yoga, zumba Ideal for couples, families/groups in the grounds of historic Oulton Smithy. Close to Oulton Park race circuit in the pretty Cheshire countryside. Beautiful woodland walks & country pubs nearby. The converted barn is set back from the Smithy with its own entrance, secure parking and a stunning private hot tub, it has two bedrooms & two en-suites. Luxury touches throughout.

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 Chester
4.91 out of 5 average rating, 422 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.

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
4.79 out of 5 average rating, 368 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
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 Chester
4.94 out of 5 average rating, 414 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 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, 195 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
A stylish seating area features a light grey chair adorned with a yellow pillow, positioned near a wooden door. A black shelving unit holds decorative items and a TV, while warm wooden flooring complements the space.
Townhouse in Chester
4.93 out of 5 average rating, 165 reviews

Townhouse in trendy suburb of Hoole

A stylishly decorated 2 bedroom terraced home in Hoole with free on-street parking. Its proximity to Chester Town Centre, the railway station and the vibrant suburb of Hoole make this an ideal location for your visit to historic Chester. Hipster bars and pubs, great gastro bistros, local parks are all within walking distance of the house. A 10/15 minute walk into historic Chester town for cathedral visits, shopping and beautiful river front. Driving distance to Cheshire Oaks and Chester Zoo.

Top guest favorite
Townhouse in Chester
4.96 out of 5 average rating, 394 reviews

House, FREE private Parking, Central and Quiet.

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
A warm dining area is featured, highlighting a wooden table surrounded by six chairs. A charming wood burner is positioned within a brick fireplace. Bookshelves filled with books line one wall, and natural light enters through a window dressed with light curtains.
Cottage in Christleton
4.96 out of 5 average rating, 246 reviews

Charming Canalside Cottage

Our comfortable cottage has easy access into the heart of Chester. The garden gate opens onto the canal towpath with a ten minute stroll up to our local Cheshire Cat pub. Alternatively, stay in and snuggle up with the wood burner. On a fine day, turn left out of the back gate for a pleasant 35 minute walk, following the canal directly into the beautiful city of Chester. Maybe take a boat trip on the river Dee? Alternatively, Chester Zoo is just a 10 minute drive, continuing down the A41.

Top guest favorite
The living area showcases a stylish arrangement with a tufted sofa and leather armchairs. Two side tables hold decorative lamps, while natural light floods in through large glass doors that open to a patio, enhancing the connection between indoor and outdoor spaces.
Townhouse in Chester
4.99 out of 5 average rating, 140 reviews

Historic City Centre Town House

Heritage House offers you comfort and vintage style in the historical heart of Chester. Located within walking distance to tourist attractions, Racecourse, restaurants & pubs. The newly refurbished property provides boutique quality accommodation for up to 6 guests in 3 double bedrooms & 3 bathrooms; an open plan kitchen living area with diner. The patio garden as an extension of the living area creates an enjoyable outdoor experience. We look forward to welcoming you at Heritage House!

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 Chester
4.93 out of 5 average rating, 149 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 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 Chester
4.93 out of 5 average rating, 128 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$28,243 GYDG$28,661 GYDG$28,243 GYDG$31,799 GYDG$34,728 GYDG$33,054 GYDG$33,682 GYDG$34,100 GYDG$30,962 GYDG$30,753 GYDG$30,125 GYDG$32,636 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.

Destinations to explore