Holiday rentals in Chester

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Top-rated holiday rentals in Chester

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Guest favourite

Flat in Chester

4.95 out of 5 average rating, 151 reviews

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, a sparkling bathroom, and a sofa bed for an additional guest. You’ll be just steps from restaurants, shops, bars, the cathedral, the Roman gardens, the Chester Racecourse, and scenic river walks.

26 Dec – 2 Jan

$181 SGD per night

Guest favourite

Apartment in Chester

4.96 out of 5 average rating, 134 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 protocol The brand-new interior has been decorated with bold colours and features our bespoke hand-painted mural. Constant communication with our team is available!

14–21 Jan

$149 SGD per night

Guest favourite

Cottage in Cheshire West and Chester

4.98 out of 5 average rating, 249 reviews

Towpath Cottage, canalside self-contained cottage

Towpath Cottage, part of a converted Victorian bakery, is situated alongside the Shropshire Union Canal. It is set in its own little courtyard and entrance is from the well-lit canal towpath, with Chester city 15 minutes walk to the left and the Cheshire countryside to the right. Self contained, upstairs comprises one generous bedroom with king size bed and en suite bath/shower room. Downstairs has a comfortable lounge with adjoining kitchen-diner. The cottage is available for adults only.

10–17 Nov

$138 SGD per night

Guest favourite

Flat in Cheshire West and Chester

4.98 out of 5 average rating, 218 reviews

34 Cuppin St -Luxury Chester City Centre apartment

Brand new 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.

29 Jan – 5 Feb

$150 SGD per night

Guest favourite

Barn in Cheshire West and Chester

4.99 out of 5 average rating, 196 reviews

Stylish Barn Retreat, Spa Treatments, Private Chef

Beautiful barn retreat with no minimum night stay - one night stays are available. 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.

23–30 Dec

$565 SGD per night

Guest favourite

Townhouse in Cheshire West and Chester

4.96 out of 5 average rating, 150 reviews

House & Gardens with Free parking on premises.

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.

19–26 Jul

$150 SGD per night

Guest favourite

Flat in Cheshire West and Chester

4.95 out of 5 average rating, 260 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.

19–26 Sep

$246 SGD per night

Guest favourite

Cottage in Cheshire West and Chester

4.98 out of 5 average rating, 199 reviews

Character cottage within city walls, free parking

Roman Walls cottage is a refurbished 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 retaining many features including low beamed ceilings and inglenook fireplace offering the perfect stay for two people.

18–25 Aug

$191 SGD per night

Guest favourite

Flat in Chester

4.95 out of 5 average rating, 437 reviews

In the heart of the city - with parking & terrace

Our modern apartment is unique in its perfectly central location, allocated parking and large outside terrace. Set in a side street, a walk of seconds will literally find you in the heart of the city's main shops, cafes and restaurants, and a few minutes walk will take you to the city's Roman walls, riverside, historic sites and Chester racecourse. This is without doubt the most centrally placed apartment in Chester with parking and a extensive outside terrace.

21–28 Jun

$204 SGD per night

Guest favourite

Townhouse in Cheshire West and Chester

4.93 out of 5 average rating, 255 reviews

Honey Dear. Excellent Chester city centre location

Excellent choice for a Chester City break this year. Fresh and welcoming enjoy with friends or family. 💛 This Grade II Listed 3-storey town house is one of the closest residential homes to the centre & Race Course. Features have been sympathetically restored and the elegant décor adds to its appeal. Walking distance of Chester train station, shops, restaurants & city centre. A complimentary hamper including wine and milk and goodies with every booking.

30 Oct – 6 Nov

$181 SGD per night

Guest favourite

Flat in Cheshire West and Chester

4.94 out of 5 average rating, 135 reviews

The One, Chapel Place... Luxury Converted Chapel

A unique Mezzanine Top Floor 1 Bedroom Apartment in a converted Chapel in the city walls in the heart of Chester City. Stained Glass Windows & beautifully restored original 1866 features are found throughout the apartment, perfectly complimented by state of art fittings & contemporary décor. Every detail has been carefully chosen to both compliment the building & enhance your stay, making it the perfect choice for exploring & enjoying Chester!

21–28 Jan

$190 SGD per night

Guest favourite

Home in Cheshire West and Chester

4.96 out of 5 average rating, 282 reviews

The Lodge: A special place. With private parking.

A fully refurbished, one bedroom house (king bed), with separate entrance. Beautifully furnished with all mod cons. The open plan kitchen has everything you need, including a washer/dryer and is next to the well equipped living room with large 43in SMART TV. Parking is on our private drive, three metres from The Lodge.

22–29 Oct

$177 SGD per night