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, 131 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
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 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.
Apartment in Cheshire West and Chester
4.99 out of 5 average rating, 181 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 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, 328 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, 336 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.
Condo in Chester
4.94 out of 5 average rating, 103 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.
Guesthouse in Cheshire West and Chester
4.93 out of 5 average rating, 217 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.
Condo 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 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, 113 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

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, 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.

Guest favourite
Townhouse in Cheshire West and Chester
4.92 out of 5 average rating, 341 reviews

Beautiful Home. Excellent Chester 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 milk and goodies with every booking.

Popular amenities for Chester family-friendly rentals

When is the best time to visit Chester?

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Avg. price$237 NZD$269 NZD$287 NZD$310 NZD$339 NZD$337 NZD$356 NZD$358 NZD$328 NZD$299 NZD$285 NZD$299 NZD
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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 $36 NZD per night before taxes and fees

  • Verified guest reviews

    Over 24,300 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    400 of Chester holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Chester rentals

  • 4.7 Average rating

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