Family-friendly holiday rentals in Upminster

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Top-rated family-friendly rentals in Upminster

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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The exterior of a charming stone building is showcased, featuring a steeply pitched roof and a tall, narrow bell tower. Flanked by well-maintained gardens, colorful flower pots add vibrant touches around the entrance. A cobblestone pathway leads up to the inviting entryway.
Home in Crays Hill
4.91 out of 5 average rating, 200 reviews

Stunning 4 bed Church Conversion in Billericay

*CLOSE TO LEIGH ON SEA AND SOUTHEND* -UNIQUE 4 BEDROOM , 2 BATH HOME WITH HUGE VOLUME LIVING AREA AND NEW FULLY FITTED KITCHEN .FULLY HEATED. SET IN LOVELY QUIET RURAL SETTING OVERLOOKING FIELDS YET WITHIN EASY DRIVE OF THE ATTRACTIVE MARKET TOWN OF BILLERICAY. GOOD RAIL FACILITIES TO LONDON ( LIVERPOOL STREET ) AND SOUTHEND AIRPORT WITHIN 25 MINUTES DRIVE. FACILITIES FOR HORSE RIDING , FISHING ,CYCLING ALL WITHIN EASY REACH AS ARE CHILDRENS' ACTIVITIES SHOPPING CENTRE / LEISURE PARK NEARBY

Top guest favourite
The exterior of a converted barn is shown, featuring a rustic design with dark wooden siding and a charming red roof. A gravel driveway leads to a fenced area with plants, while a tree and shrubs decorate the surrounding landscape under a clear blue sky.
Barn in Thundridge
4.99 out of 5 average rating, 183 reviews

The Byre at Cold Christmas

Escape to the country and stay in a cosy converted barn with a log burning stove and a secluded sunny patio area with outdoor dining and barbeque. Positioned in the beautiful countryside near Ware town, Cold Christmas has an abundance of lovely walks and is conveniently situated close to Hanbury Manor and Fanhams Hall, both of which offer a variety of amenities including a golf course, health spa and fine dining. Maltons, one of the area's finest restaurants is just at the end of the lane.

Top guest favourite
A serene outdoor space is presented, featuring two loungers on a green lawn beside a tranquil pond. Lush vegetation surrounds the water, and a stone barbecue is visible in the background, framed by a clear blue sky with scattered clouds.
Guest house in Goldhanger
4.99 out of 5 average rating, 160 reviews

Meadow view peaceful countryside lodge with ducks

Private Cosy getaway in the English countryside Whether you want to take advantage of the many local coastal & woodland walks or stroll to the local country pub Or just have some time to yourself & cosy up in the lodge or relax in the garden & feed our ducks You will have the entire lodge to yourself so you will not be disturbed it has its own private entrance as outlined in green on the photos Contactless check in No smoking in the lodge No parties Maldon high street is a 10 min drive

Top guest favourite
The kitchen features modern cabinetry with light-colored doors and a decorative sunflower painting. A striking green backsplash complements the black countertops, while appliances include an oven, microwave, and washing machine. Ample natural light illuminates the space, highlighting the wooden flooring.
Guest house in West Hanningfield
4.98 out of 5 average rating, 445 reviews

Luxurious Apartment in West Hanningfield + Tennis

A self contained cottage with the use of a Tennis Court and a beautiful private walled garden which is accessed through patio doors from the living space. It’s set in unspoilt peaceful countryside yet only a 5 minute drive into Stock Village with its four outstanding pubs, cafe and Greenwood’s Hotel and Spa. There are two local pubs in West Hanningfield one of which is within walking distance. The vibrant Chelmsford City Centre is only a 10 minute drive. The cottage entry is via a lock box.

Guest favourite
An elegantly designed bedroom features a spacious super king bed adorned with soft linens and stacked towels. A freestanding bath is positioned nearby, complemented by wooden wall accents. A cozy robe hangs in the background, while soft lighting contributes to a serene atmosphere.
Farm stay in Essex
4.98 out of 5 average rating, 365 reviews

Exclusive retreat on a private lake

Enjoy a truly unique stay in this exclusive lodge. Situated on its own private lake, you will have everything you need to enjoy a blissful retreat with award winning country pubs such as The Dog & Pickle only a walk away. Please note: 1. We are strictly a minimum of two night stays. 2. We can only accept infants under 6 months old. 3. There is no swimming or paddle boarding allowed in the lake. NEW FOR 2026 - The Wellness Deck Sauna, Cold Plunge & outdoor shower, ready for use now!

Guest favourite
A studio apartment is presented with a comfortable blue sofa, located in front of a spacious bed adorned with yellow pillows. Two shelving units are positioned beside the bed, displaying decorative items. Natural light filters through a window with light blinds, illuminating the patterned floor.
Flat in Brentwood
4.92 out of 5 average rating, 162 reviews

Private studio with deck

A comfortable studio apartment set apart from the main house with off road parking right outside. Guests have their own front door, and there is a private deck looking out over neighbouring farmland . The studio has a private shower room, fresh towels and sheets are provided. There is a small kitchen area with a microwave, a toaster and an air fryer. We can arrange check in and check out times to suit us both, and we are happy to advise on the local area. Please ask!

Top guest favourite
The bedroom features a spacious bed with white linens and two decorative pillows. A bedside table with a lamp is positioned beside the bed, and a small wooden chair is present in the corner, creating a cozy atmosphere.
Bungalow in Brentwood
4.96 out of 5 average rating, 172 reviews

Farmers cottage

Our eco friendly freshly repainted cottage sits at the front of our family run farm. We have adopted a green approach to living with photovoltaic electric and ground source heat pump underfloor heating. This self contained one bedroom bungalow has its own front door entrance and is a huge comfortable space to relax, rest and recuperate for a short break away or after work. It is available to book for one day or more and we offer a discount for monthly bookings.

Guest favourite
A couple relaxes in a bubbling outdoor hot tub, holding glasses, with a scenic view of lush green fields and trees in the background. A champagne bottle sits in an ice bucket beside them, enhancing the tranquil atmosphere.
Shepherd’s hut in Chessington
4.98 out of 5 average rating, 348 reviews

The Ultimate Couples Retreat | 30 Mins from London

This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

Guest favourite
A single-story annexe is depicted with a clean white exterior and a sloped roof. Two windows allow natural light to enter, and a vintage-style lamp post stands in the front yard, which features green grass and gravel pathways.
Home in Brentwood
4.94 out of 5 average rating, 202 reviews

Self-contained 1 bed annexe in semi-rural location

Spacious, self contained accommodation in a peaceful location. This annexe offers lots of space, a fully equipped kitchen, a desk to work at and large wardrobes for storage. Parking for 1 vehicle, 2nd space available if requested. It’s a 5 min drive from the The Brentwood Centre & approx. 10 min drive to the High Street. There are local supermarkets, takeaways & restaurants within a 15 min walk away. There are some lovely walks on the door step.

Guest favourite
A serene bedroom features a spacious bed dressed in soft linens and a textured blanket, flanked by two nightstands with softly glowing lamps. A natural fiber rug adds warmth to the wooden floor, while subtle green wall paneling enhances the calming ambiance.
Home in Goff's Oak
4.98 out of 5 average rating, 102 reviews

Luxury cosy barn with hot tub

Pheasant Lodge is a stunning barn conversion located on a gated and private residency in Hertfordshire. Being just a stones throw away from London, you get to enjoy the best of both at ease. With its rural location, and breathtaking surroundings, it is a perfect place to retreat away from all the hustle and bustle. The interior has been designed to match, with its warm, cosy and sophisticated style, giving you the full rural retreat experience.

Top guest favourite
A field filled with white daisies extends toward a historic windmill, with its sails visible against a bright blue sky dotted with fluffy clouds. A charming two-story house is situated nearby, surrounded by greenery.
Windmill in Aythorpe Roding
4.99 out of 5 average rating, 290 reviews

Rodings Millhouse and Windmill

As you arrive, you’ll be greeted by the charming and historic Aythorpe Roding Windmill, nestled in the peaceful Essex countryside. Set on over 2 acres of private gardens and surrounded by open fields and working farms, it offers a truly unique and tranquil escape. Whether you’re exploring the grounds or relaxing in the serene setting, it’s a place to unwind and reconnect with nature.

Guest favourite
A small studio cabin is framed by a well-maintained garden. Lush plants, including yellow flowering stalks and blue foliage, enhance the outdoor space. Large glass doors reflect natural light, inviting a serene view of the garden area.
Guest house in Essex
4.94 out of 5 average rating, 103 reviews

Simple cosy cabin.

A small, quiet, simple studio cabin. Looking out onto a beautiful garden. The cabin is located 5 minute walk from a busy highstreet and 10 minute walk to the station which takes you into London within 30 minutes. Designated work space in quiet surroundings. Free parking available

Popular amenities for Upminster family-friendly rentals

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Avg. price$257 SGD$247 SGD$254 SGD$281 SGD$256 SGD$280 SGD$279 SGD$289 SGD$275 SGD$267 SGD$266 SGD$276 SGD
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Quick stats about holiday rentals that are family-friendly in Upminster

  • Total holiday rentals

    Explore 60 holiday rentals in Upminster

  • Nightly prices starting at

    Upminster holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 610 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Upminster holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Upminster rentals

  • 4.6 Average rating

    Upminster stays receive an average rating of 4.6 out of 5 from guests