Chelwood Gate holiday lettings

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Discover a selection of holiday rentals in Chelwood Gate that are perfect for your trip. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as Wi-Fi and a fireplace. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Chelwood Gate

Showing deals for:14 Nov - 21 Nov

Private entrance over looking our vegetable patch

Exceptional

(101 reviews)

Comfortable Barn, Ashdown Forest, Fantastic Local Pub, Excellent For Walkers

Haywards Heath, ENG

9% off

£97 per night

includes taxes & fees

Exceptional

(52 reviews)

Charming detached cottage in peaceful, rural setting with woodland & ponds

Uckfield

34% off

£126 per night

includes taxes & fees

Enclosed south facing garden for exclusive use of guests

Exceptional

(47 reviews)

Peaceful edge-of-village C18th converted cottage in gardens of Manor House

Lewes, ENG

9% off

£204 per night

includes taxes & fees

Pathway to main house, we are here if you need us for local knowledge, just ask.

Very good

(7 reviews)

The ‘Hidden Cottage’, a quiet country retreat, overlooking field s and gardens.

Mayfield

9% off

£138 per night

includes taxes & fees

Find spaces that suit your style

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Condo/Apartment

Find the best place to stay - Chelwood Gate

Masketts Barn - sleeps 13 in period barn

Sleeps 13 · 6 bedrooms · 2 bathrooms

Comfortable Barn, Ashdown Forest, Fantastic Local Pub, Excellent For Walkers

Sleeps 4 · 1 bedroom

Top rated rentals - Chelwood Gate

Premier Host

Another wonderful stay

We had been before and knew just how ideal the Old Dairy was for our group. The kitchen is a joy and the bedrooms and bathrooms ideal for the 4 of us. We were staying to go to operas at Glyndebourne and the old dairy is ideally situated for that. We hope to stay there again.

Mairi M.

Stayed Aug 2025

Premier Host

Perfect getaway

Everything was perfect. High quality property and lovely welcome pack.Perfect for our visit and will definitely return.

John T.

Stayed Jul 2025

Great Place

I had a lovely stay. It was so peaceful, relaxing and well equipped. The hosts were really friendly and helpful

Cheryl T.

Stayed Jun 2025

Premier Host

Deerkeeper's Cottage

Excellent and well-equipped cottage set in a lovely quiet location. Angie provided a comprehensive welcome pack that was much appreciated. All the fittings were of a high standard and cleanliness was excellent.

J L.

Stayed May 2025

Premier Host

Really comfortable converted barn

My daughter loved her stay in the property. Everything was there to make them really comfortable. A beautifully appointed quirky building.

Jackie G.

Stayed May 2025

Premier Host

Perfect getaway for a long weekend with the kids

This was our second visit, and brilliant again! It’s a fantastic area to explore – there are three pubs in the village that are all excellent, and an abundance of country walks from the doorstep. It’s also easy to go a little further a field – kayaking in Ardingly, or down to the coast. All round excellent, thank you x

Amy G.

Stayed Apr 2025

Premier Host

Comfortable, convenient, stylish.

Caroline was an excellent host. The property is compact, well -designed, and spacious. Good kitchen and bathroom. Comfy bed!We have family in Haywards Heath, and were able to walk there on a lovely bridlepath through the qoods. All excellent. Nice pub and shops walkable.Look forward to returning.

Angela W.

Stayed Apr 2025

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Find out more about Chelwood Gate

Why visit Chelwood Gate

Scenic Outdoor Activities: Enjoy the natural beauty of Sheffield Park and Ashdown Forest, ideal for leisurely strolls and family adventures.
Charming Village Experience: Explore the friendly village of Haywards Heath, offering a welcoming atmosphere and budget-friendly options.
Historic Sites: Visit nearby castles and historic houses for a glimpse into the rich culture and heritage of the area.
Eco-Friendly Holidays: Chelwood Gate is perfect for environmentally conscious families seeking outdoor experiences.
Variety of Accommodations: Choose from delightful cottages, private homes, and guest houses for a comfortable stay.

Popular types of accommodation in Chelwood Gate

Planning a getaway to Chelwood Gate? You're in for a treat! This charming locale offers a variety of holiday rentals, including delightful cottages, houses, and comfortable apartments. Whether you're looking for a rustic hunting lodge or a welcoming guest house, you'll find the perfect base to explore the area. Don’t forget to visit the local post office for any essentials during your stay!

Apartments: The top choice for visitors to Chelwood Gate, offering modern convenience and space for relaxing stays.
Houses: A popular option for families and groups, providing the comforts of home in a tranquil setting.
Cottages: These delightful, character-filled retreats are perfect for a cosy getaway in the countryside.
Condos: A great choice for those seeking a blend of comfort and community amenities during their stay.
Chalets: Ideal for nature enthusiasts, these charming lodges offer a rustic escape amidst stunning scenery.**

Top attractions near Chelwood Gate

Chelwood Gate is an ideal destination for eco-friendly, outdoor family holidays, offering a blend of culture and adventure. Visitors can explore nearby castles, historic houses, and event venues, ensuring a rich experience for all ages. Don't miss the chance to visit Chelwood Gate itself, where you can enjoy its charming surroundings and engage in various outdoor activities. This quaint locale promises a memorable getaway for families and nature enthusiasts alike.

Enchanted Place - Winnie the Pooh: A delightful forest that captures the whimsy of A.A. Milne's beloved stories. Experience the charm of nature and embark on enchanting adventures amid lush greenery, perfect for families and fans of Pooh.
Bluebell Railway - Sheffield Park Station: A historic steam railway that offers a nostalgic journey through the picturesque Sussex countryside. Immerse yourself in the rich railway heritage while enjoying scenic views and charming stations.
Hever Castle and Gardens: The stunning childhood home of Anne Boleyn, this romantic castle features exquisite gardens and fascinating history. Explore opulent interiors and picturesque landscapes, making it a perfect day out for couples and history enthusiasts.

Things to do recommended for couples

For a romantic getaway in Chelwood Gate, indulge in a rejuvenating treatment at Ockenden Manor Spa, explore the enchanting Bolney Estate Winery for some delightful wine tasting, and enjoy a cosy meal at Wilderness Wood, where the ambiance is perfect for couples. These experiences promise unforgettable moments together.

Things to do recommended for families

Families will delight in the scenic Ashdown Forest, perfect for relaxation, located 1.2km from Chelwood Gate. For sports enthusiasts, the American Express Community Stadium offers excitement 8.7km away, while K2 Crawley Leisure Centre provides wellness activities just 6.2km away.

Things to do recommended for groups

Enjoy a round of golf at the Royal Ashdown Forest Golf Club, just 1.9km from Chelwood Gate. For entertainment, visit the Hawth Theatre, 6.2km away, or indulge in shopping at the County Mall Shopping Centre, also 6.2km distant, perfect for groups seeking fun and leisure.

What do I need to keep in mind when booking a vacation in 'Chelwood Gate

If you're planning a trip with friends, family, pets, or seeking extended stays, it's essential to apply the appropriate filters based on your priorities. Here are some helpful booking tips for using Vrbo.

Traveling to Chelwood Gate with a group: Think about how many bedrooms you require, as well as any amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
Traveling to Chelwood Gate with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
Taking your pets with you to Chelwood Gate: For many families, a holiday isn't truly complete without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly options include feeding bowls and beds, ensuring that everyone feels comfortable and at home.
Planning for a long term stay visiting Chelwood Gate: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Chelwood Gate

Chelwood Gate offers a delightful escape for eco-friendly, outdoor-loving families. Explore the stunning Sheffield Park, renowned for its beautiful gardens, or venture into the enchanting Ashdown Forest, perfect for a leisurely stroll. The nearby charming village of Haywards Heath adds a friendly touch to your vacation, with its inviting atmosphere and budget-friendly options. Experience the warmth of the local community while enjoying the serene surroundings of this lovely area.

Gatwick: Situated 6.8km from Chelwood Gate, Gatwick is a vibrant city known for its bustling atmosphere and myriad attractions. Visitors flock here for a family and culture-themed experience, making it perfect for those looking to explore urban life. The shopping areas and theatres offer a delightful blend of entertainment and retail therapy. Notable landmarks include a symbolic bridge and a stadium, which add to the city’s appeal. With its excellent transport links and a variety of dining options, Gatwick is an ideal stop for a lively day out.
Wych Cross: A quaint village located just 621m from Chelwood Gate, Wych Cross is an outdoor lover's paradise. Known for its eco-friendly ethos, this charming locale invites families to explore its beautiful recreational areas and enjoy performances at the local opera and theatre. Nature enthusiasts will appreciate the nearby parks and historic sites, as well as the tranquil forest surroundings. A leisurely stroll through Wych Cross offers a perfect blend of natural beauty and community spirit, making it a wonderful escape from urban life.
Danehill: Only 1.2km from Chelwood Gate, the picturesque village of Danehill is another gem for outdoor enthusiasts and families. It boasts a serene recreational area ideal for picnics and leisurely walks. Visitors can discover local parks and historic places that reflect the village's rich heritage, alongside beautifully maintained private gardens. With its peaceful ambiance and eco-friendly charm, Danehill provides a delightful retreat, perfect for those looking to unwind amidst nature.

Best time to go to Chelwood Gate

If you're planning a trip to Chelwood Gate, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to February and November tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	40.3°F (4.6°C)	Light Rain	Mostly Cloudy	Moderately Low	Slightly Low
February	41.2°F (5.1°C)	Light Rain	Mostly Cloudy	Moderately Low	Slightly Low
March	44.2°F (6.8°C)	No Rain (Dry)	Mostly Cloudy	Average	Average
April	48.4°F (9.1°C)	No Rain (Dry)	Mostly Sunny	Average	Average
May	53.8°F (12.1°C)	Light Rain	Mostly Cloudy	Average	Average
June	59.7°F (15.4°C)	Light Rain	Mostly Sunny	Moderately High	Average
July	63.7°F (17.6°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
August	63.3°F (17.4°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
September	59.5°F (15.3°C)	No Rain (Dry)	Mostly Sunny	Average	Average
October	54.0°F (12.2°C)	Light Rain	Mostly Cloudy	Average	Average
November	47.1°F (8.4°C)	Light Rain	Mostly Cloudy	Moderately Low	Slightly Low
December	43.0°F (6.1°C)	Light Rain	Mostly Cloudy	Average	Slightly High

Booking with Vrbo is simple

Are you aiming to save on your upcoming holiday? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, opting for a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a dedicated area for you to plan new adventures, refine your existing arrangements, or manage your bookings with ease. Your saved or reserved properties are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The lush setting of Chelwood Gate is ready to explore

The forests, gardens and countryside are the perfect backdrop to your holiday home in Chelwood Gate. This welcoming and walkable city entices travellers with its restaurants and bars. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Chelwood Gate

Do you want to find attractions to see in the city? Venture out of your cosy holiday rental and check out everything that makes Chelwood Gate a one-of-a-kind holiday spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Tulley's Farm (7 mi / 11.3 km)
East Sussex National Golf Club (8 mi / 12.8 km)
Lingfield Park Racecourse and Golf Club (8.5 mi / 13.6 km)
Tilgate Park (9.4 mi / 15.1 km)
K2 Crawley Leisure Center (10 mi / 16 km)
Bolney Estate Winery (10.8 mi / 17.4 km)

Exploring the gardens and other natural features in Chelwood Gate

Whether you're looking for adventure or just want to spend some time taking in the scenery, Chelwood Gate is a great place to get outside. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

Ashdown Forest (1.9 mi / 3 km)
Sheffield Park Garden (3.5 mi / 5.7 km)
Enchanted Place - Winnie the Pooh (3.6 mi / 5.8 km)
Wakehurst Place (4.8 mi / 7.8 km)
Tilgate Park (9.4 mi / 15.1 km)
Nymans (9.5 mi / 15.3 km)

How to get to and around Chelwood Gate

Fly into Gatwick Airport (LGW), the closest airport, located 11 mi (17.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to London (LCY-London City), which is 31.4 mi (50.6 km) away.

Frequently asked questions

What is the best area to stay in Chelwood Gate when booking a holiday rental?

When considering a holiday rental in Chelwood Gate, a charming village in East Sussex, you might want to focus on the areas near the Ashdown Forest. This picturesque location is not only renowned for its stunning natural beauty but also offers a variety of outdoor activities, making it an ideal choice for nature lovers and families alike.

Staying near the Ashdown Forest means you're just a stone's throw away from the famous Poohsticks Bridge, a delightful spot that pays homage to A.A. Milne's beloved Winnie the Pooh stories. This enchanting forest also features numerous walking trails and scenic viewpoints, great for leisurely strolls or invigorating hikes. In addition to the natural attractions, the nearby village of Nutley provides a quaint atmosphere with local shops and friendly pubs, enhancing your experience of the area.

How much does it cost to rent a holiday home in Chelwood Gate?

Prices for holiday rentals in Chelwood Gate vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Chelwood Gate to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.

Are there any discounts for Chelwood Gate holiday house rentals?

You can find great discounts on house rentals in Chelwood Gate on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I find long-stay holiday rentals in Chelwood Gate?

A long-stay holiday rental in Chelwood Gate is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Are there any Chelwood Gate holiday rentals with parking?

Vrbo offers a wide selection of holiday rentals in Chelwood Gate with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

What are popular rental amenities in Chelwood Gate?

In Chelwood Gate, holiday rentals typically do not have specific popular amenities widely reported. However, many properties in the area are likely to offer standard features such as comfortable living spaces, equipped kitchens, and outdoor areas to enjoy the surrounding natural beauty. The village is located in the picturesque countryside, making it an appealing choice for those seeking a peaceful retreat.

How early should I book a Chelwood Gate holiday rental?

Book your Chelwood Gate holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

What are the top attractions in Chelwood Gate?

In Chelwood Gate, visitors can enjoy the scenic beauty of Ashdown Forest, great for walking, cycling, and wildlife spotting. The forest is renowned for its connections to A.A. Milne's Winnie the Pooh stories, making it a charming spot for families. Nearby, the historic Chelwood Gate Church offers a glimpse into the area's heritage. Additionally, the village is close to the iconic Bluebell Railway, where guests can take a nostalgic steam train ride through the picturesque countryside.

Can I change or cancel my Chelwood Gate home rental booking on Vrbo?

To find Chelwood Gate holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.

Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

Are all fees included in the Chelwood Gate holiday rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.