Family-friendly holiday 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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Top guest favourite
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, 132 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. Near zoo, hospital, station, city centre, Manchester, Liverpool

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, 352 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 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.
Flat in Cheshire West and Chester
4.99 out of 5 average rating, 182 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 favourite
The exterior of a historic brick building showcases intricate patterned tilework and distinctive architectural features. Large, mullioned windows punctuate the facade. A pathway leads to the entrance, bordered by lush greenery, reflecting the building's charming character and connection to its surroundings.
Home in Cheshire West and Chester
4.94 out of 5 average rating, 361 reviews

Stunning Church Lodge next to City Centre

Recently refurbished this beautiful Grade 2 Listed building is located in Handbridge a very short walk from Chester City Center, the city walls and the River Dee. The house was completely renovated in 2018 to a very high standard with a beautiful bathroom including a roll top bath and shower and modern kitchen including dishwasher, coffee machine and breakfast bar. Built in 1887 the house was designed by the famous architect John Douglas and was previously owned by the Duke of Westminster

Guest favourite
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.
Apartment in Cheshire West and Chester
4.91 out of 5 average rating, 147 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 favourite
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, 325 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 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.
Flat in Cheshire West and Chester
4.97 out of 5 average rating, 329 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
Cabin in Cheshire West and Chester
4.87 out of 5 average rating, 337 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 favourite
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.
Apartment in Chester
4.94 out of 5 average rating, 105 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 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.
Guest house in Cheshire West and Chester
4.93 out of 5 average rating, 219 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
A bright living area features a large, comfortable sofa and an accent chair, both adorned with yellow cushions. A coffee table sits in front, and a bunch of yellow flowers is placed on the window sill, allowing light to filter through the large window.
Apartment in Cheshire West and Chester
4.93 out of 5 average rating, 130 reviews

Eastgate Hideaway: luxury in the heart of the city

Eastgate Hideaway is nestled in the very centre of Chester, less than 100 metres from the world famous Eastgate Clock. The property is Grade II listed and is located inside the Roman walls, on the historic Rows, so cafes, restaurants, bars, pubs, shopping and tourist attractions are all close by. Recently renovated and launched for the 2021 season, Eastgate Hideaway is the perfect location for both relaxing and accessing everything that Chester has to offer.

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.
Flat 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.

Popular amenities for Chester family-friendly rentals

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Avg. price$172 SGD$196 SGD$209 SGD$226 SGD$246 SGD$245 SGD$259 SGD$261 SGD$239 SGD$218 SGD$207 SGD$218 SGD
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Quick stats about holiday rentals that are family-friendly in Chester

  • Total holiday rentals

    Explore 400 holiday rentals in Chester

  • Nightly prices starting at

    Chester holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 24,300 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wifi availability

    400 of Chester holiday rentals include wifi 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