Condo vacation rentals in Chester

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Top-rated condo rentals in Chester

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

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Top guest favorite
A cozy living area features a large sectional sofa topped with contrasting cushions in various colors. A patterned wallpaper of floral design surrounds the space. A flat-screen TV is mounted on the wall above a simple white media console. A door with glass panels provides access to the outside.
Condo in Cheshire West and Chester
4.9 out of 5 average rating, 116 reviews

Perfectly Positioned City Centre with parking

Set within the Historic City of Chester a stylish ground floor apartment with parking , close to the hustle and bustle of the City. Whether you are a shopaholic or foodie fan, meeting friends, site seeing, weekend breakaway, wedding or the Races this City truly does have it all. With a big emphasis on large and spacious open plan living area/kitchen /dining. 2 small double bedrooms and 2 small shower rooms ensuites. Price based on 2 people & 2 parking spaces. Commercial vehicles only 1 space

Guest favorite
A bright lounge area showcases a comfortable gray sofa alongside a glass coffee table. A flat-screen television is mounted on the wall, while a dining table with four chairs is positioned near the window, allowing natural light to fill the space.
Condo in Birkenhead
4.96 out of 5 average rating, 100 reviews

Stylish First Floor Flat New Ferry / Port Sunlight

A stylish 2 bed flat with fibre broadband, and the potential to sleep 4 guests. Situated in a convenient location with lounge/diner, kitchen, bathroom, 2 bedrooms and small courtyard area. The flat is on the fringe of Port Sunlight and is close to Bromborough retail park and Birkenhead Town Centre offering access to multiple places to visit and work in the Wirral, Ellesmere Port Liverpool and Chester areas. There is one shared parking space on a first come basis along with free on road parking.

Guest favorite
The living area showcases a light pink couch adorned with patterned cushions, complemented by a wooden coffee table. A wall-mounted SMART TV is positioned opposite a stylish sideboard. The kitchen area is visible in the background, featuring modern cabinetry and appliances, with warm lighting enhancing the ambiance.
Condo in Chester
4.94 out of 5 average rating, 177 reviews

Stunning City Centre Home, Perfect For Couples!

Introducing The Rabbit Hole by 53 Degrees Property! Book Now and enjoy this unique and bespoke city centre apartment offering a luxurious and comfortable stay in the heart of Chester. ✓ FREE Wifi ✓ Parking Nearby ✓ Central location in Chester ✓ Ideal for Couples ✓ Smart TV with Netflix ✓ Fully equipped kitchen ✓ Stringent cleaning available The brand-new interior has been decorated with bold colours and features our bespoke hand-painted mural. Constant communication with our team is available!

Top guest favorite
The entrance features a black wooden door under an ornate gabled porch. Flanking the door, two potted shrubs add greenery to the exterior. Warm-toned bricks create a welcoming façade, complemented by a textured pavement leading to the entrance.
Condo in Worleston
4.96 out of 5 average rating, 342 reviews

Stylish two bedroom apartment near Rookery Hall

Fresh, bright, and airy two double bedroom apartment in walking distance of Rookery Hall Hotel and Spa and the Royal Oak country pub. With the Sandstone Ridge and Oulton Park a short drive away, this beautiful apartment comprises a spacious living area, kitchen and bathroom with underfloor heating. Set in the peaceful Cheshire countryside, with wifi and off-road parking for two cars, it is perfect for anyone visiting the area for work or pleasure. Property not suitable for late check ins.

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 cozy living area showcases a light-colored sofa adorned with decorative cushions, complemented by a wooden table and a comfortable armchair. Natural light enters through a large window, highlighting the geometric patterned rug on the floor and the wooden kitchen counter in the background.
Condo in Birkenhead
4.99 out of 5 average rating, 276 reviews

Peaceful 1 bedroom apartment with off-road parking

A relaxing unique and tranquil getaway. Situated within the Oxton Conservation Area, and only a few minutes walk away from Oxton Village itself, where you will find multiple Bars, Restaurants, Cafe's and Take-aways. The apartment is situated at the foot of a large Victorian house and has been refurbished in the style of a cosmopolitan seaside holiday home. There is ample off-road parking. Liverpool City Centre is only short drive or bus journey away with a host of tourist attractions.

Guest favorite
A stylish bedroom features a large, tufted bed dressed in a teal throw and plush pillows. Two mirrored nightstands flank the bed, each with decorative lamps. A soft, white area rug is positioned on the polished wooden floor, complementing the cozy atmosphere.
Condo in Cheshire West and Chester
4.77 out of 5 average rating, 118 reviews

Chester City Apartments - With free Parking

Welcome to our beautiful tastefully decorated 2 bedroom Apartment which is situated in a fantastic central location in Chester within the City Walls. It's around a 1 minute walk to the Racecourse and 3 minutes walk to the City Centre where you will find an abundance of Bars, Restaurants, Shops and the array of history that lies within the walls of this beautiful Roman City. We offer free off road parking in our gated courtyard which is available for the duration of your stay for 1 car.

Top guest favorite
The kitchen is designed with modern black cabinetry and white countertops, featuring a circular window that offers outdoor views. Equipped with a stove, microwave, and neatly arranged dishware, the space is well-lit by pendant lights and natural light from the nearby window.
Condo in Ffrith
4.99 out of 5 average rating, 360 reviews

The Lodge in beautiful North Wales & near Chester

Kick back and relax in this calm, stylish space. Surrounded by amazing views, including Hope Mountain one side and the remains of the old viaduct nestled in amongst trees the other side. Set within the grounds of the Hall, the accommodation provides a peaceful retreat. Just 13 miles from Chester, 17 miles from Chester Zoo and about an hours drive from Snowdonia. Lots of great walks in the area, also 'One Planet Adventure' is nearby offering mountain biking, walking and trail running.

Top 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
4.95 out of 5 average rating, 114 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
A spacious bedroom features a comfortable double bed with decorative pillows and a soft throw. A stylish chandelier hangs above. A small bedside table and clothing storage provide functionality. A cozy chair and a mirrored accent piece add to the inviting decor.
Condo in Shropshire
4.93 out of 5 average rating, 150 reviews

Modern boutique apartment for 4 - Ellesmere

Visit |nstagram to see the walk through videos boutiquestaysellesmere Visit Tik Tok to see the walk through videos - @boutiquestaysellesmere Enjoy a stylish experience at this centrally-located apartment. Off the main road provides a quiet nights rest - perfect ! With private free parking what could be easier . Just a few minutes walk to the beautiful Meres - an award-winning Park with stunning lake, gardens and woodland walks. Relax over tea and cakes at the historic location

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, 100 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
A spacious bedroom and living area are featured, showcasing a comfortable double bed and a cozy blue sofa. Natural light enters through a large window, illuminating the neutral-toned walls and carpet. The adjacent kitchen area is also visible, enhancing the functionality of the space.
Condo in Cheshire West and Chester
4.99 out of 5 average rating, 138 reviews

Oakview Annexe, private entrance

Relax with the whole family at this peaceful place to stay. Situated just 10 minutes drive to Cheshire Oaks Outlet, 15 minutes from Chester. Beautiful quiet country location surrounded by horses. Situated in a village within walking distance to the local pub. Beautiful country walks yet conveniently located with a short driving distance to many amenities Oakfield Annexe has its own kitchen, Shower room and Bedroom/Living room Double Sofa Bed & Double Bed can sleep 4

Popular amenities for Chester condo rentals

When is the best time to visit Chester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,124 GYDG$30,568 GYDG$31,196 GYDG$31,614 GYDG$36,430 GYDG$34,336 GYDG$38,524 GYDG$37,058 GYDG$34,336 GYDG$32,033 GYDG$28,893 GYDG$32,452 GYD
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Quick stats about condo rentals in Chester

  • Total vacation rentals

    Explore 50 vacation rentals in Chester

  • Nightly prices starting at

    Chester vacation rentals start at G$12,562 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,690 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Chester vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chester rentals

  • 4.8 Average rating

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