Family-friendly vacation rentals in Chester

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Chester

Guests agree: these family-friendly homes 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, 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
A light-filled room features a spacious bed with decorative pillows, complemented by a cozy seating area. A television hangs on the wall, and a kitchenette with a kettle is visible. Large windows offer garden views, while curtains frame the scene.
Guest suite in Long View, Mannings Lane North, Hoole Village, CHESTER CH2 2PB
4.98 out of 5 average rating, 130 reviews

Beautiful quiet annexe, Chester.

Fabulous separate dwelling, quiet area, offering private annexe of our home. Off street parking. Fresh Continental Breakfast, your own Kitchenette, microwave, toaster, sandwich maker, kettle and fridge. Very comfortable king size bed, high quality bedding, towels etc. Light airy double room with views and access to south facing garden, free wifi, television and sofa. Superb shower room with loo. Black out curtains. Terrific value. An Excess charge of £40 cash for early checkin/ late departure.

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, 351 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, 180 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.

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
4.92 out of 5 average rating, 145 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 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, 327 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
Cabin in Cheshire West and Chester
4.87 out of 5 average rating, 333 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 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, 116 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, 388 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 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, 213 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)

Guest favorite
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, 220 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 favorite
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, 120 reviews

Visit the famous Chester Christmas markets!

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 family-friendly rentals

When is the best time to visit Chester?

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Avg. priceG$27,825 GYDG$31,591 GYDG$33,683 GYDG$36,403 GYDG$39,750 GYDG$39,541 GYDG$41,842 GYDG$42,051 GYDG$38,495 GYDG$35,147 GYDG$33,474 GYDG$35,147 GYD
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Quick stats about vacation rentals that are family-friendly in Chester

  • Total vacation rentals

    Explore 400 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 24,300 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    400 of Chester vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chester rentals

  • 4.7 Average rating

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