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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Guest favorite
The charming entrance features a white door framed by colorful hanging flower baskets. Lush, flowering plants in a wooden planter are positioned below the window, which showcases a grid of small panes. The brick exterior adds character to the welcoming facade.
Cottage in Chester
4.91 out of 5 average rating, 386 reviews

Gamul Place Quiet Location Within the City Walls

Situated within an extremely quiet, charming courtyard inside the Roman city walls of Chester. Close to the river this clean character cottage is perfect for a visit to the city being close to the racecourse and a stone's throw from all the main shops, restaurants and bars. Liverpool is just 45 minutes away & Cheshire Oak's close too. The cottage is tastefully decorated with modern amenities together with a number of original period features. A true home from home experience - you'll love it :)

Top 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, 361 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, 186 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.

Top guest favorite
The front yard showcases a garden abundant with blooming daffodils, their bright yellow petals contrasting against lush green foliage. The charming two-story residence features dark timber framing and light-colored panels, framed by trees that enhance the natural setting.
Guesthouse in Upton
4.94 out of 5 average rating, 184 reviews

Detached. Next To Chester Zoo and near Park & Ride

The barn at Woodville is a superb apartment above a lovely detached oak framed garage offering high quality accommodation. It has parking in a gated private front garden area for 1 car and is located within yards of Chester Zoo boundary and a short walk to a pub, takeaways and shops and the city Park & Ride With it's own secure entrance the self contained property boasts a bathroom, bedroom with double bed and an open plan fully equipped kitchen and lounge area with a high quality sofa bed.

Top guest favorite
Home in Kingsley
4.98 out of 5 average rating, 101 reviews

The Holt Bolt Hole

We have a lovely house in the countryside in Cheshire. Our Airbnb is The Bolthole.This is separated from the main house via an internal locking door. For you is a front door with key safe, lounge, comfy sofas, tv, log burner, 2 double bedrooms one with a tv, and bathroom with shower. Kitchen area with airfryer,kettle, microwave, toaster, fridge the only thing we don’t have is a kitchen sink but we wash up for you! Workspace and guest wifi access available. Outdoor seating available. :-) x

Top guest favorite
A summer house is viewed from the garden, featuring two wooden lounge chairs and matching footrests positioned on a stone patio. Soft lighting emanates from within the house, highlighting cozy interior elements. A small plant and a stone planter add greenery to the space.
Townhouse in Cheshire West and Chester
4.96 out of 5 average rating, 340 reviews

Town House, FREE Parking, Gardens, Summer House.

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
Cabin in Cheshire West and Chester
4.88 out of 5 average rating, 356 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!

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 Cheshire West and Chester
4.94 out of 5 average rating, 119 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.

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, 224 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 favorite
A private garden is showcased with a well-maintained lawn, bordered by wooden fencing. A covered patio area is visible, furnished with a small table and chairs. The exterior of Maysmore Cottage is seen through French doors, inviting natural light into the open space.
Guesthouse in Cheshire West and Chester
4.96 out of 5 average rating, 118 reviews

Charming Chester Studio with garden & free parking

With its prime location less than a mile from Chester, a private garden (fully enclosed & dog friendly) including a covered patio area, and free parking, the newly renovated Maysmore Cottage offers the perfect combination of comfort and convenience. As you step into this inviting space, you'll immediately feel at home. The open-plan studio provides a cosy retreat, perfect for relaxing after a day of exploring Chester's historical landmarks and lively streets

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
4.95 out of 5 average rating, 133 reviews

The Secret - Unique self contained cosy apartment

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. Free off street parking available! 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.

Top guest favorite
A serene bedroom features a king-size bed adorned with neutral-toned bedding. Two bedside lamps provide subtle lighting, and a woven chair sits nearby. A framed landscape print hangs above the bed, while natural light enters through a window covered with sheer drapes.
Home in Chester
4.97 out of 5 average rating, 351 reviews

The Dairy Snug

The Dairy Snug is a light and self-contained space which is part of the old Diary. It is available for short breaks. A hidden gem situated on the edge of the city with easy access to rural walks and views towards the Welsh hills. Just 2 miles away from the historic centre of Chester, the property backs onto the old railway track which provides an easy cycle and walking route into the city.

Popular amenities for Chester family-friendly rentals

When is the best time to visit Chester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$27,779 GYDG$31,539 GYDG$33,628 GYDG$36,343 GYDG$39,685 GYDG$39,476 GYDG$41,774 GYDG$41,983 GYDG$38,432 GYDG$35,090 GYDG$33,419 GYDG$35,090 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$4,177 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