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.

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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, 175 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!

Guest favourite
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
4.77 out of 5 average rating, 323 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.

Guest favourite
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, 349 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 favourite
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, 324 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 favourite
An open-plan living area features a stylish sofa facing a modern fireplace with a marble surround. Natural light floods the space from skylights and large glass doors, leading to an outdoor terrace. A contemporary dining area with dark cabinetry is visible in the background.
Home in Cheshire West and Chester
4.92 out of 5 average rating, 125 reviews

Luxury central townhouse, Cinema/Private chef

Without a doubt one of the best properties in Chester! You will fall in love with this home, it's a gem and here's why: * Central location within walking distance of everything * Huge social spaces with a large kitchen and dining area and a separate living room (With smart TV and Sky TV) * Cinema room * Free parking in a secure pin pad operated garage * Outdoor terrace area * Make up room * 3 king size bedrooms * Private chef on request to create a bespoke in house dining experience

Top guest favourite
Cabin in Cheshire West and Chester
4.87 out of 5 average rating, 327 reviews

Longhorn Lodge

PLEASE READ the full description for all information including sleeping arrangements and access to the Airbnb. Thanks! :) Located in the quiet suburbs, 30 minutes walk or 10 minute taxi ride from Chester town centre, 5 minutes from Chester zoo, this self-build is a culmination of 3 years worth of experience from building campervans. Inside you'll find a lot of nifty space saving ideas inspired by vanlife alongside all the modern comforts you need for a relaxing trip away from home!

Guest favourite
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, 384 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 favourite
A bright room is showcased with a spacious bed featuring a patterned yellow throw. A decorative wall piece composed of butterflies is displayed above the bed. Large glass doors provide access to an outdoor space, with patterned tiles visible outside.
Guesthouse in Cheshire West and Chester
4.93 out of 5 average rating, 210 reviews

Garden studio in Chester

Modern, self-contained garden room with everything you’ll need for an enjoyable stay in our lovely city! THE SPACE Light and sunny room with a comfortable double bed. There’s a wall-mounted TV with sound bar and plenty of storage. There’s also a small breakfast bar with stools, a well equipped kitchen area and a shower room. The property is 15 mins walk from the centre of historic Chester and 5 mins from a supermarket/pharmacy and Bache station (on Chester-Liverpool line)

Top guest favourite
The exterior of the cottage is presented, showcasing a light-colored brick facade complemented by dark window frames. Flower pots add a touch of color, while the entrance features a decorative blue door. A small seating area with a bench is visible beside the entrance.
Cottage in Cheshire West and Chester
4.99 out of 5 average rating, 299 reviews

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.

Guest favourite
A historic brick building features distinctive architectural elements, including turrets and arched windows. The structure is presented in a charming mix of red brick and white detailing, with several parked vehicles occupying the courtyard in front.
Apartment in Chester
4.95 out of 5 average rating, 217 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 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.

Top guest favourite
Apartment in Cheshire West and Chester
4.97 out of 5 average rating, 157 reviews

The Penthouses, 8 Albion Mews

Stylish urban chic in the beating heart of the city! Located in Chester City centre within the historic Roman City Walls this boutique luxury apartment offers guests instant access to all the amenities that the city has to offer including the finest restaurants, bars, cafés, shops, the historic city walls, the amphitheatre, the river and the racecourse, all on the doorstep or within easy walking distance.

Guest favourite
An exterior view of a castellated stone structure is displayed, featuring a wooden framed arched window and a textured brick facade. The surrounding greenery adds a natural backdrop, enhancing the building's historic charm.
Castle in Cheshire West & Chester
4.96 out of 5 average rating, 117 reviews

The Secret-Historic, private garden & 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. 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

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Avg. price$165 CAD$172 CAD$185 CAD$195 CAD$211 CAD$207 CAD$196 CAD$206 CAD$196 CAD$190 CAD$185 CAD$195 CAD
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Quick stats about vacation rentals in Chester

  • Total vacation rentals

    Explore 740 vacation rentals in Chester

  • Nightly prices starting at

    Chester vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 39,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    400 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 160 rentals that welcome pets

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wifi availability

    730 of Chester vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Chester rentals

  • 4.7 Average rating

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